Personalized care for your dog or cat - Winchester

Highly-rated overnight sitters - Winchester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
25 years of experience
Lexington, KY, 40511

Emily took excellent care of our Lexi while we were on vacation. She sent multiple daily updates which helps so much when you are away. Highly recommend!

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Starla M.
Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
57 reviews
15 repeat clients
40 years of experience
Nicholasville, KY, 40356

Andy did a great job helping Nate feel at home. Nate got snacks he likes and outside breaks that were on his schedule. Andy sent a lot of updates with pictures. Besides the cute pictures, Andy sent me a picture that showed Nate feeling relaxed. Frankly, I was glad Nate still wanted to come home! Andy understands dogs, has an appreciation for the variety of normal dog behavior, and really does love dogs. His daughter also really loves dogs. Although I found Andy through Rover, a mutual friend confirmed that he’s a dog lover and would trust him with her dogs. Knowing that we had mutual friends was literally an answer to prayer. I would definitely trust this family with Nate again.

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Katie P.
Sitter Profile Image: Tanya F.
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Tanya F.
from
$35
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
10 years of experience
Lexington, KY, 40509

Tanya did an amazing job. She made me fell so much better about leaving my fur babies by sending daily updates and pictures. I would highly recommend her.

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Michelle N.
Sitter Profile Image: Valerie T.
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Valerie T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
10 years of experience
Lexington, KY, 40511

Scrappi had a great time! I was able to feel secure that he was in good hands, recurved daily updates and pictures ensuring me my little dude was fine!

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G’ T.
Sitter Profile Image: brent f.
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brent f.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
45 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

Brent is a good person and a great dog sitter. Maple and Mozzie's (Brent's dog) first meeting went great. They played very well together. The day we dropped off Maple at Brent's home, he and his wife were very friendly and inviting with us and our dog Maple. They explained everything involved with Maple's stay and activities in their home. He kept us updated with pictures and texts. I would definitely recommend Brent and Rover to other pet owners.

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Vonn W.
Sitter Profile Image: Gloria D.
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Gloria D.
from
$30
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
Winchester, KY, 40391

Gloria was amazing with my Riley! I contacted her super last minute due to an emergency and she was very willing to accommodate our needs- she even gave him a bath! I cannot recommend her enough. We’ll be booking again with Gloria!

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Jordan M.
Sitter Profile Image: Ann S.
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Ann S.
from
$35
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
25 years of experience
Lexington, KY, 40515

Ann was great with my little dog. She was easy to communicate with and answered my questions quickly. I was surprised to see Ann had 2 large dogs of her own. That’s on me, I should have asked if she had large dogs. I got really nervous about leaving Scruffy because his back has been injured a couple of times by larger dogs. Ann was very reassuring and took good care of Scruffy. She also sent lots of photos to help easy my mind. I will be using Ann again.

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Marie W.
Sitter Profile Image: Kristin & Daniel F.
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Kristin & Daniel F.
Star Sitter
from
$32
per night
5.0 out of 5 stars
162 reviews
51 repeat clients
20 years of experience
Georgetown, KY, 40324

Kristin and her family were all so very accommodating of my 12yr old pup's regimen! We received regular updates and pictures of her enjoying cuddles, and walks! Highly recommend Kristin to care for your fur-baby!!

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Mamata B.
Sitter Profile Image: Vanessa A.
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Vanessa A.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Winchester, KY, 40391

Would Highly Recommend Vanessa! She was awesome and made sure my daisy girl was in awesome care! Sent pictures and updates all weekend!!

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Clayton P.
Sitter Profile Image: Erin S.
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Erin S.
from
$35
per night
5.0 out of 5 stars
92 reviews
40 repeat clients
20 years of experience
Lexington, KY, 40515

Erin as very accommodating. Responded promptly to all messages. Sent pictures and took very good care of our little puppy. I was very thankful to have her watch our fur baby and when we go out of town again she will be our first choice!!

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Adele M.
Sitter Profile Image: Natasha T.
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Natasha T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
20 years of experience
Jamestown, Lexington, KY, 40517

I can only really know how things went for my cat Teacup when she is boarded by how she behaves once she’s back home. After her 2 night stay with Natasha she seemed happy to be home, but otherwise very calm. Unlike other times when she meowed non-stop for 2 days as if she were trying to tell me all was not as it should have been. This time she hardly meowed at all. Natasha and her 2 daughters seem comfortable with both cats and dogs which of course reassures their guests that they are safe and loved. For Teacup that is everything. I think Teacup wouldn’t mind a return visit in the future. I can recommend Natasha for cat boarding.

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Thea W.
Sitter Profile Image: Cheyenne C.
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Cheyenne C.
from
$45
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
28 years of experience
Richmond, KY, 40475

Butterscotch had a great vacation at Cheyenne’s! It was clear from the photos that she was very well taken care of and loved on lots! I super appreciated Cheyenne’s clear communication style and flexibility around my schedule.

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Amy B.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
18 years of experience
Idle Hour, Lexington, KY, 40509

Megan takes such good care of Sophie! Sophie is on more meds now that she’s older and Megan is so good about asking any questions and keeping up with the medication chart. We were unable to fly home after the Caribbean air space was shut down and Megan kept Sophie even longer until we returned. We appreciated it so much. We will definitely book with Megan again!

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Kathy B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Kenawood-Rockwood, Lexington, KY, 40505

Went well, my pup seems happy and well taken care of. A little hard to communicate, but they were flexible with my pickup and drop off times. They took him to the dog park and on multiple walks.

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Annalise D.
Sitter Profile Image: Brian C.
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Brian C.
from
$45
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Idle Hour, Lexington, KY, 40509

Brian clearly treated our beagle very well! He gave her plenty of exercise (which she needs), and kept us appraised on how she was doing. A very good caregiver, all in all!

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J.C. D.
Sitter Profile Image: Ana M.
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Ana M.
from
$25
per night
5.0 out of 5 stars
7 reviews
9 years of experience
Lexington, KY, 40511

Our puppy had a wonderful time staying with Ana and her dog, Mia. Ana was an excellent sitter very accommodating, communicative, and easy to work with. We felt completely at ease and would happily book with her again.

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Rachana B.
Sitter Profile Image: Andrew W.
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Andrew W.
from
$35
per night
5.0 out of 5 stars
1 review
20 years of experience
Reservorir, Lexington, KY, 40502

Andrew made our Bear feel welcome right away by playing with him and introducing him to his small dog, Lucky Bear. He had lots of room to play inside and was given regular walks. Andrew sent us pictures throughout Bear’s visit and our boy looked very happy. I appreciate Andrew’s quick and thoughtful responses to my text messages. We’d definitely use him again for watching Bear.

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Sara P.
Sitter Profile Image: Laura P.
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Laura P.
from
$39
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

Laura was amazing! She communicated so well and sent me photos while I was gone. My old girl can require extra TLC and Laura helped make her feel at home and get settled in. I felt completely at ease knowing my baby was in her care.

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Michelle S.
Sitter Profile Image: John K.
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John K.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Central Downtown, Lexington, KY, 40507

John was an amazing sitter who kept us updated multiple times a day with pictures and updates, even when we couldn’t be as responsive. He offered Teddy healthy treats on the regular and treated him like his own. Five stars! We will definitely be reaching out to him again for future sitting needs.

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Adam K.
Sitter Profile Image: Kathryn M.
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Kathryn M.
Star Sitter
from
$25
per night
5.0 out of 5 stars
126 reviews
40 repeat clients
5 years of experience
Nicholasville, KY, 40356

Kathryn went above and beyond when watching Monte! We have never boarded Monte with someone we didn't know so we were a bit worried. However, he warmed right up to Kathryn during the meet and greet. The communication was great and she sent us pictures throughout his stay. We had some flight changes that resulted in us having to board Monte an additional night. Kathryn was more than happy and willing to keep Monte the additional night, which eased our worries. When we need to board Monte again, she will be our first choice!

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Alyssa M.
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Cat caregivers near you - Winchester

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Debra R.
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Debra R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
40 years of experience
Winchester, KY, 40391

I was quickly at ease with Debbie taking care of my cat for an extended period of time. Her love for animals is evident, and I’m thankful that my cat received the love and attention he is used to while I was away.

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Carrie P.
Sitter Profile Image: Isabella L.
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Isabella L.
from
$18
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
5 years of experience
Winchester, KY, 40391

I could tell how much Isabella loves animals and was completely confident that she would take the very best care of my baby girl. Willow was in good hands and I will definitely book Isabella again.

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Patti W.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$9
per visit
3 years of experience
Winchester, KY, 40391

About: As a cat owner and animal lover, I understand that every cat has their own personality, routine, and comfort level. Whether your cat enjoys playtime and attention or prefers quiet companionship, I will respect their needs and provide care tailored to them. I can assist with feeding, fresh water, litter box maintenance, medication administration when needed, and plenty of affection on their terms. My goal is to keep your cat comfortable, stress-free, and cared for while you're away, while providing you with regular updates and photos for peace of mind.

Sitter Profile Image: Naomi H.
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Naomi H.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Winchester, KY, 40391

Naomi was perfect! Very open communication and cared for my pups like they were her own! 10/10

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Matthew B.
Sitter Profile Image: Sara W.
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Sara W.
from
$23
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Lexington, KY, 40515

About: Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it I absolutely love taking care of your fur babies! Their schedule is totally accustomed to your needs and wants as their owners if you create a schedule for them, that would be wonderful and allow me to take care of your fur babies as you would yourself I do services in Lexington and Winchester, I’m currently working full-time with my hours ranging from 6 AM to 4 PM 5 days out of the week! Hours may vary depending on work Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it! I don’t offer boardings at the moment but I would love to housesit or do drop-in visits for you!

Sitter Profile Image: Maria L.
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Maria L.
from
$20
per visit
4.6 out of 5 stars
7 reviews
7 repeat clients
15 years of experience
Winchester, KY, 40391

Maria did an excellent job with two very hard headed dogs! We appreciated her very much!

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Raeandrea M.
Sitter Profile Image: Courtlin C.
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Courtlin C.
from
$18
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Winchester, KY, 40391

About: I have experience with horses, dogs, cats, and even reptiles. I have specialized experience with large animals, disabled animals and elderly animals as well. I have a genuine passion for animals and I am committed to providing personalized care. I go beyond just feeding and walking. I take the time to understand each pet's unique needs and personalities. I will ensure your pet will feel loved, secure and at ease while you're away. I go to college at the University of Kentucky during the day but the longest day I have will end at 5 on Mondays and Wednesdays. I am a Vocal Performance major so I do have performances every so often but they are very easy to work around. I provide personalized care designed to meet the unique needs of your beloved companions. I can care for pets of all shapes and sizes including daily walking, feeding, medication administration, and playtime. I can spend the night and leave your home in the same way I arrived and leave your pet just as happy as when you left!

Sitter Profile Image: Laura S.
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Laura S.
from
$10
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
10 years of experience
Winchester, KY, 40391

We cannot recommend Laura enough! She took such wonderful care of our cat, Phineas, while we were away. Laura is incredibly kind, caring, and trustworthy, and it was obvious from the start that she truly loves the animals she cares for. She kept us updated with pictures and messages throughout our trip, which gave us so much peace of mind. We came home to a happy, relaxed, well-loved cat, and that means everything to us. We will absolutely be booking with her again!

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Kara K.
Sitter Profile Image: Pam D.
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Pam D.
from
$18
per visit
1 repeat client
10 years of experience
Winchester, KY, 40391

About: I have been dogsitting for over 5 years. The clients I have worked for I have done overnight stays, dog walks, and day sitting for up to 8-10 hours. I do have one dog I sit for that doesn’t do walks so I adjust to what the clients needs. On overnight stays, I do clean up and bring in mail/ newspaper if the clients ask. I am a big animal lover so your dog/ cat will get lots of love. I do have a clients that likes to receive pictures during my stay. The dog will get plenty of exercise and playtime. Also I am flexible and very reliable. I can provide references of my regulars if needed and their type of dog. I enjoy providing lots of fun and love. I am flexible and reliable. I am able to meet to whatever the client might need. I am available whatever day and time. I do my best to meet the needs of the client. I haven’t cared for other animals in my home besides my own. When I go to someone’s residence, I follow what the owner normally does. I am usually left instructions to follow.

Sitter Profile Image: Ashlynn S.
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Ashlynn S.
from
$9
per visit
1 repeat client
10 years of experience
Winchester, KY, 40391

About: I am a huge cat person! I have a special interest in feline care, and currently working with a bunch of feral community cats, as well as volunteering at animal shelters.

Sitter Profile Image: Tanika L.
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Tanika L.
from
$18
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Richmond, KY, 40475

I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!

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Kimberleigh M.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$8
per visit
4.9 out of 5 stars
115 reviews
48 repeat clients
7 years of experience
Lexington, KY, 40509

Joseph always takes great care of my cat. He is very reliable and sends updates with photos. Highly recommend and will definitely book him again!

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Claudia L.
Sitter Profile Image: Kristen S.
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Kristen S.
from
$14
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Lexington, KY, 40509

Kristen took such great care of my little Karma girl! I really appreciated the attention to detail and all the little updates and photos!

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Arielle Joy R.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$14
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Lexington, KY, 40509

Working with Olivia was easy. We worked out details, she kept me in the loop and my cat seemed to enjoy his visit. Definitely recommend!

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Charlee M.
Sitter Profile Image: Casey C.
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Casey C.
from
$12
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Paris, KY, 40361

Casey was great watching my two cats while I was gone for over a week! Very easy communication and she sent me so many photos which was great for my peace of mind. My cats warmed up to her so quickly and the photos she was sending me cuddling with the boys made me know my cats were well taken care of while I was away. I’d recommend Casey to anyone looking for someone to watch their pet while they are away, thanks Casey!

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Margot D.
Sitter Profile Image: Dina J.
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Dina J.
from
$12
per visit
5.0 out of 5 stars
264 reviews
64 repeat clients
20 years of experience
Lexington, KY, 40509

I highly recommend Dina J as a pet sitter! Dina sent pictures and updates regarding my cat, Bruno, which gave me a sense of peace while traveling. Thank you Dina! Best, Cathy B

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Cathy B.
Sitter Profile Image: Alysha K.
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Alysha K.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Lexington, KY, 40509

About: I am pretty flexible around my work schedule with caring for dogs, I can find a way to make sure your dogs are a top priority in my daily schedule. Since my work schedule does range, I will keep my availability updated. I have always taken care of my own dogs and other people’s almost my whole life since I was a preteen. I absolutely adore getting to know other dogs and giving/receiving love from them. I’ve been training with dogs since I was 11 years old in basic manners, tricks, and agility, so I am experienced in training puppies and younger dogs. I am always up for learning more about other dogs and their personalities as well. They are such intriguing and beautiful animals. I make sure to walk dogs before and after work. Dog park a few times a week. (If that’s in their routine) And lots of cuddle time! Brushing and brushing teeth are weekly tasks normally. I ask for the pets’ normal routine. This way, it is less stressful on them that their routine doesn’t change as much with their person/people gone.

Sitter Profile Image: Brian C.
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Brian C.
from
$18
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Idle Hour, Lexington, KY, 40509

Brian did a great job with my cats!

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Cassidy C.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
from
$12
per visit
15 years of experience
Lexington, KY, 40509

About: I've lived with and cared for cats my entire life and genuinely love getting to know each cat's unique personality. Whether your cat loves playtime, cuddles, treats, or simply having a calm companion around, I'm happy to provide the care and attention they need. I understand that cats thrive on routine and trust, and I enjoy building those connections so they feel comfortable, safe, and loved while you're away. 🐱💕

Sitter Profile Image: Sonya B.
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Sonya B.
from
$35
per visit
4.7 out of 5 stars
31 reviews
5 repeat clients
15 years of experience
Winchester, KY, 40391

About: Thank you for taking the time to read my profile and considering me to care for your fur babies!!! My expertise comes from a lifetime of being surrounded by animals along with a sincere desire to connect and learn from each one along the way. From a very early age, I was eager to help with my family’s beagle and cats and I cared for all the neighbor’s pets. With 7 acres of fenced in lush farmland, I offer an exciting activity filled property complete with a swimming pool for the water lovers. reassurance that they are in good hands . is unlike upOver the years, I've been the loving "pawrent" of many cats, a Beagle, Goldendoodles, a German Shepard, and a Chow/Pit mix... and roommates with a wide variety of breeds, ages, sizes, and personalities. I currently am Mom to 2 middle age Goldendoodles (part time), a 2yr old German Shepard, and a Jack Russell mix puppy. I am very playful with young energetic dogs, very gentle with older ones, and very patient with special needs cases. Honestly, I love them all and will treat each as my own! I have gone through basic obedience training with my dogs and can extend some beginner skills to your pups if they are in need. My schedule is very flexible as I work from home. I have a large comfortable SUV car for transporting if necessary and I send lots of pics while you're away. Every pet is treated individually with attention to their specific needs. I am available to care for cats too. I genuinely look forward to meeting your fur babies and making new friends! I work from home so I am typically available for any schedule your pup may require. I am naturally a night owl, but ok with mornings as well. My property is completely fenced in and has a secure gate. I have a spacious home and live alone. Therefor, I have multiple empty rooms and can crate or separate your pets if needed. I can usually administer oral meds and I can give potty breaks or play time as often as you'd like.

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Perfect for high energy dogs - Winchester

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Kayla C.
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Kayla C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
159 reviews
66 repeat clients
5 years of experience
Winchester, KY, 40391

Kayla has watched my senior dog several times now. My dog has massive separation anxiety, and Kayla is great with her. Harley seems relaxed when she gets home, which is usually a good indicator that she had a good day. Kayla is also an excellent communicator.

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Bailey B.
Sitter Profile Image: Sonya B.
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Sonya B.
from
$50
per day
4.7 out of 5 stars
31 reviews
5 repeat clients
15 years of experience
Winchester, KY, 40391

Gunnar had the best time with Sonya and of course her Doodles. If we ever return to visit- I would use her again! Thank you so much for keeping my mind at ease so we could enjoy the parks!

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Jennifer H.
Sitter Profile Image: brent f.
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brent f.
Star Sitter
from
$30
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
45 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

Ollie had a great time! Brent sent pics and was a great communicator! If we're back in Lexington, we will definitely have Ollie stay here again!

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Chantel N.
Sitter Profile Image: Tanya F.
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Tanya F.
from
$30
per day
5.0 out of 5 stars
17 reviews
6 repeat clients
10 years of experience
Lexington, KY, 40509

Amazing overall sitter! Very kind and goes out of her way to make this a great experience for both me and Harley. Will continue to use her services!

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Angie M.
Sitter Profile Image: Casey N.
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Casey N.
Star Sitter
from
$30
per day
5.0 out of 5 stars
243 reviews
97 repeat clients
10 years of experience
Lexington, KY, 40509

Casey was the best with our pup, we traveled from out of state and was in need of a sitter while we took care of business and attented a family graduation. Casey was so caring to our pup, gave me updates along with pics everyday. I highly recommend her for doggy day care.

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Cindy M.
Sitter Profile Image: Natasha T.
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Natasha T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
42 reviews
9 repeat clients
20 years of experience
Jamestown, Lexington, KY, 40517

Natasha was great! She was quick to communicate, open and easy to work with. She was very responsible and help put an anxious pet parent at ease!! We received updates throughout the day. Highly recommend!

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Tyler B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Kenawood-Rockwood, Lexington, KY, 40505

About: After experiencing the tragic loss of my own cats due to a negligent pet sitter, I became deeply committed to providing the highest level of care for all animals. That experience taught me how vital it is to entrust pets to someone who not only understands their needs but treats them like family. I specialize in senior pet care, offering compassionate support for aging pets, including administering medications, managing health conditions, and providing gentle, tailored exercise routines. I also have experience training puppies, helping them develop good behaviors early on and ensuring they have the structure they need to thrive. My focus is always on building trust and creating a safe, loving environment for your pets, so they feel comfortable and secure when you're away. Above all, I aim to offer peace of mind to pet owners, knowing their animals are in caring, responsible hands. Available almost anytime in Lexington and surrounding areas contact in advance is recommended but we can take last-minute calls depending on the situation and what not. Also I work with you budget! I have a park near me and I do take my own dog to the dog park every chance I get via Lyft and plenty of toys for your fur babies!

Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
19 reviews
3 repeat clients
25 years of experience
Lexington, KY, 40511

Emily was fantastic again taking care of my pup for daycare. She sent adorable pictures and videos throughout the day and did a report card. She is very reliable and communicative, and I know my pup is loved and safe with her. You can’t put a price on that!

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Holly H.
Sitter Profile Image: guadalupe m.
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guadalupe m.
from
$35
per day
5.0 out of 5 stars
18 reviews
9 repeat clients
5 years of experience
Thoroughbred Acres-Kingston, Lexington, KY, 40505

She did great with my pup. My pup took a surprise trip to her parents house and went on a walk with their pup! My pup was all worn out at the end of the day!

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Natalie J.
Sitter Profile Image: Laura P.
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Laura P.
from
$29
per day
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

We've brought our pup to Laura multiple times and it's always been a stress-free experience. Laura is a great communicator and caregiver, and we love working with her!

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Alexa & Justin R.
Sitter Profile Image: Cheyenne C.
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Cheyenne C.
from
$45
per day
5.0 out of 5 stars
48 reviews
18 repeat clients
28 years of experience
Richmond, KY, 40475

Cheyenne took wonderful care of our Jax. He had a blast playing with her dogs and made a new friend, Romero. Her kids took to him right away. As labs do, he got muddy and she went over and above by bathing him. She sent frequent pics and videos of him playing. We will definitely use her again if we are in the area again.

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Ricky Y.
Sitter Profile Image: Amy H.
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Amy H.
from
$40
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Mount Vernon-Hollywood-Montclair, Lexington, KY, 40502

Una loves her time with Amy and Murray

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Travis M.
Sitter Profile Image: Lexi L.
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Lexi L.
from
$25
per day
5.0 out of 5 stars
2 reviews
8 years of experience
Richmond, KY, 40475

About: I’ve had dogs since I was a kid. I’ve cared for friends and families dogs of all sizes and ages. I currently have a female American bully but in the past I’ve had English mastiffs, pit bulls, and a border collie. I enjoy high energy dogs that love to run and play as well as older dogs that just want to play around and be loved on. I’m currently on summer break. I am an athlete at Eastern Kentucky University and have required practices every day but I’m gone no longer than 3 hours per day. I currently live in an apartment with a dog park on site I also have one friendly and very active pup to keep yours company. I will always be outside with the pups they are never out there alone.

Sitter Profile Image: Kristin B.
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Kristin B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
46 reviews
14 repeat clients
8 years of experience
Mount sterling, KY, 40353

Kristin and her husband were great! My dog had a blast playing with their dogs and came home happy and tired. You can tell they truly care about dogs—highly recommend.

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Mark B.
Sitter Profile Image: Casey C.
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Casey C.
from
$15
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Paris, KY, 40361

About: Hi, My name is Casey and I would love to be able to take care of your animals. I love all kinds of animals! I can provide any of the services listed. I am not new to taking care of animals and I have house sit for people before. I work full-time on this app. If you have any questions please feel free to message me! I have two cats and two dogs at home so I spend plenty of time with all of them by playing with them, feeding them, showing them new activities, and spoiling them! We have a fenced in back yard. I always listen to instruction's so anything your pet needs I will be happy to help with! Always looking forward to meeting new animals!

Sitter Profile Image: Ashtin & Jenison T.
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Ashtin & Jenison T.
Star Sitter
from
$28
per day
5.0 out of 5 stars
59 reviews
14 repeat clients
30 years of experience
Lexington, KY, 40514

First time leaving my dog with someone other than family and I couldn’t be happier. Great communication from the sitter beforehand and also text and a photo during my dog’s stay with them. Both these things help put my mind at ease. Highly recommend this sweet couple and will use them again when in their area!

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Susan C.
Sitter Profile Image: Shawna M.
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Shawna M.
from
$30
per day
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Mount Sterling, KY, 40353

Awesome pet sitter! Went up and beyond for our baby. This was our first time using rover and being separated. Shawna made sure to make it a comfortable experience all around and kept us updated with photos. Also she drove to us to meet locally and was right on time. Couldn't ask for anything better. Our baby came back home happy and healthy. So grateful! I Definitely recommend her.

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Cristal C.
Sitter Profile Image: John K.
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John K.
from
$35
per day
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Central Downtown, Lexington, KY, 40507

Oreo had a great time with John and Max. John is great with her and makes sure she is very well taken care of.

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Molly M.
Sitter Profile Image: Regan S.
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Regan S.
from
$40
per day
5.0 out of 5 stars
7 reviews
10 years of experience
Lexington, KY, 40509

Regan was great and worked with us on short notice. Our big 'ol anxiety ridden dog loved her!

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Meghan M.
Sitter Profile Image: Elena S.
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Elena S.
from
$45
per day
5.0 out of 5 stars
33 reviews
12 repeat clients
5 years of experience
Richmond, KY, 40475

About: Spent whole life with dogs and cats. Am owner of service dog and work consistently with him daily; therefore, I can participate in any training your pet may be involved in. I am confident with all pets of all ages and happy to take care of your dogs and cats. I am certified cat and dog CPR/First Aid. I am EKU student on summer break so my current schedule is wide open. I plan to continue offering pet care services when school starts up again in the Fall. I have a large, well-fenced yard for your dog to play in, with a few nice shade trees as well. Love taking dogs for walks and our neighborhood is perfect for walking dogs. Dogs can also come inside to enjoy AC if it’s too hot outside. My dog + I are happy to come to your home also, to care for your pets.

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Adventure-ready dog walkers - Winchester

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Debra R.
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Debra R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
40 years of experience
WINCHESTER, KY, 40391

About: I have experience with dogs and cats. My pets are treated like family. I am a retired nurse and I will do my very best to treat your pet and home with the utmost care. I am retired from nursing but I’m looking for something to keep busy and to help others. I’m available 95% of the time. I am reliable and can be trusted to take care of your fur baby. I will follow your instructions exactly to care for your beloved pet in your home. I will treat your pet and home with respect and care.

Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$13
per walk
6 years of experience
Winchester, KY, 40391

About: I am attentive, dependable, and experienced in providing compassionate care while closely monitoring health and behavior. I have cared for dogs and cats of various ages, sizes, and temperaments, including energetic puppies, senior pets, and those requiring medication. I understand that every pet has unique needs, and I strive to keep their routine consistent, reduce stress, and provide plenty of attention, exercise, and affection while you're away. My goal is for both you and your pet to feel comfortable, confident, and cared for throughout the entire experience. Pet care fits well into my weekly routine, allowing me to provide dependable care, walks, drop-in visits, and quality time with your pets. I maintain a flexible schedule and prioritize clear communication, including updates and photos so you can feel connected to your pet while you're away. I am committed to being punctual, reliable, and ensuring your pet receives the attention and care they deserve. Your pet's safety and well-being are my top priorities. I follow all care instructions carefully, including feeding schedules, medication administration, exercise needs, and household routines. During visits, I ensure pets have a safe environment, fresh water, and plenty of attention. I treat every client's home with respect and maintain a clean, secure space while caring for their pets. I provide regular updates and photos so you can have peace of mind knowing your pet is safe, happy, and receiving attentive care.

Sitter Profile Image: Maria L.
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Maria L.
from
$35
per walk
4.6 out of 5 stars
7 reviews
7 repeat clients
15 years of experience
Winchester, KY, 40391

We are so blessed to have found Maria to walk our dog, Aria. She's been walking Aria 3-4 times a week for a year now, and she loves Aria like she's her own. I could not speak more highly of her. We love, Maria!

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Ashley S.
Sitter Profile Image: Laura S.
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Laura S.
from
$25
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
10 years of experience
Winchester, KY, 40391

About: I have always been passionate about helping and caring for people and animals. I have care experience with many breeds and types of animals, including dogs, cats, birds, rodents, reptiles, and horses. I adore dogs especially — their friendliness, loyalty, and energetic demeanor is contagious, and I love them so much for it! My dream is to rescue animals and help to find their forever homes. I will love and care for your pet(s) like my own. As for more about me, I am originally from Kentucky, and I studied music, specifically opera, all throughout college. I am a singer, actress, model, chef-in-the-making, fitness guru, social media influencer, artist, writer, and much more. I enjoy meeting new people and animals, and my greatest goal in life is to help as many others, human and animal, as I possibly can! I am able to check in as early at 9am, and as late as 9pm. I often have my children with me, and they either wait in the car or join us for walks in their stroller. I like to gather as much information from you as possible so that I can recreate your pet’s daily routine while you’re away! I enjoy giving animals the best, most comfortable and familiar experience as possible.

Sitter Profile Image: Naomi H.
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Naomi H.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Winchester, KY, 40391

About: I have been taking care of animals for as long a so can remember. Growing up wi would always take care of neighbors cats while they were out of town, and now I dog sit, cat sit for family friends. I have also taken care of a wide variety of animals. I am an active person so I will walk your dog, run with your dog, take your dog to the dog park, or even go on hikes with your dog. Of course it is all up to you and I will not do anything the owners are not comfortable with. I love all kinds of animals and their safety is my top priority. I currently am a full time student so I am trying to prioritize my school over a part time job. So, while in school I decided that pet sitting and walking would be a job that could fit perfectly into my school schedule. I am free almost every day of the week depending on the week, and I am flexible with hours. Your pet and their safety is my biggest priority. Every pet varies on how they need to be taken care of as well as different safety measures needed to be taken. I am very flexible and a fast learner if the owners need specific things to be done I will meet all those needs. I cannot have pets stay at my own house because there is not a fence and there are a lot of people living in my house so the environment may not be the best for the animals because of all the noise.

Sitter Profile Image: Isabella L.
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Isabella L.
from
$50
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
5 years of experience
Winchester, KY, 40391

Isabella was great. Our dog was happy to see her and she treated our dog like her own. I highly recommend Isabella!

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Rodney R.
Sitter Profile Image: Kelly A.
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Kelly A.
from
$20
per walk
20 years of experience
Winchester, KY, 40391

About: Hi! I’m a reliable and responsive pet lover offering drop-in visits and dog walks tailored to your pet’s routine and personality. I am a current dog owner myself and will take care of your pet like my own. My schedule is very flexible. I prefer to work between 8 and 5 to fit into my family life flow but I am always open to discussion if that doesn't work for your pup. Whether your dog needs exercise, companionship, feeding or potty breaks or just a little attention while you're away, I'll make sure they are well cared for and happy in the comfort of their own home.

Sitter Profile Image: Pam D.
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Pam D.
from
$25
per walk
1 repeat client
10 years of experience
Winchester, KY, 40391

About: I have been dogsitting for over 5 years. The clients I have worked for I have done overnight stays, dog walks, and day sitting for up to 8-10 hours. I do have one dog I sit for that doesn’t do walks so I adjust to what the clients needs. On overnight stays, I do clean up and bring in mail/ newspaper if the clients ask. I am a big animal lover so your dog/ cat will get lots of love. I do have a clients that likes to receive pictures during my stay. The dog will get plenty of exercise and playtime. Also I am flexible and very reliable. I can provide references of my regulars if needed and their type of dog. I enjoy providing lots of fun and love. I am flexible and reliable. I am able to meet to whatever the client might need. I am available whatever day and time. I do my best to meet the needs of the client. I haven’t cared for other animals in my home besides my own. When I go to someone’s residence, I follow what the owner normally does. I am usually left instructions to follow.

Sitter Profile Image: Kayla C.
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Kayla C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
159 reviews
66 repeat clients
5 years of experience
Lexington, KY, 40509

Kayla is great! I have a fearful pup who has done well with Kayla. We are new to the area. Kayla has helped make our transition smoother with her reliable and friendly, doggie care!

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Katie H.
Sitter Profile Image: Ebony H.
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Ebony H.
from
$20
per walk
5.0 out of 5 stars
45 reviews
3 repeat clients
25 years of experience
Winchester, KY, 40391

About: Families book with me for loving, family-style care, frequent photo updates (if desired), and the peace of mind that comes from working with a sitter trusted by repeat clients since 2021. 🐶 I simply love dogs. They are truly my passion. 🐾 Caring for them isn’t just something I do, it’s something that fills my heart. 💚 I have a special love and deep experience with breeds such as English Bulldogs, French Bulldogs, Lhasa Apsos, Shih Tzus, Shorkies, Greyhounds, Cavalier King Charles Spaniels, and Bernedoodles, but I genuinely enjoy caring for all breeds and personalities. Every pup deserves to feel safe, adored, and understood. Dogs have been a part of my life for as long as I can remember. While I can’t be a full-time fur mama to them all, dog sitting allows me to pour love into as many pups as possible and I wouldn’t trade that for anything. It has been such a blessing to learn and care for new breeds through my bookings. Each dog I welcome into my home deepens my knowledge, strengthens my skills, and grows my love for dogs even more. What truly sets me apart is the family experience I provide. When your dog stays with me, they aren’t just “watched”—they become part of our home. While your family is away, your fur baby enjoys a warm, loving, family-style environment filled with cuddles, attention, and genuine connection. I happily send plenty of photo updates (if desired) so you can relax knowing your pup is safe, happy, and well-loved. My family loves dogs too, and on occasion, trusted family members may stop by simply to meet my furry clients and share a few extra cuddles (not to assist with care), but purely because they enjoy loving on dogs. 🐶 Some of my favorite repeat clients even get to travel with me, including family visits and store outings (photos available!). Your dog gets real-life experiences, companionship, and enrichment—not just a place to stay. Over the years, I have lovingly been a full-time fur mom to up to three dogs at the same time, gaining daily, hands-on experience managing multiple dogs under one roof. Currently, my home includes Khaleesi, my sweet English Bulldog girl. I also carry deep love for my Lhasa Apso, who crossed the rainbow bridge in August 2023 🌈. My Shorkie was lovingly rehomed with an older family member to provide emotional support, and while she no longer lives in my home, she remains part of my extended family story. I’m also what I proudly call a “Mid-Woof” 🐶—I have independently and successfully delivered 4 litters of puppies in my home and have personally whelped, nursed, and raised two litters until 4–8 weeks of age before helping them find their forever homes. I understand canine behavior, comfort, and care on a deeper level than most. I will love on your fur baby as if they were my own. Bulldogs, in particular, require a special level of patience, knowledge, and care and if you’re a bulldog parent, I’m absolutely your girl. (Bulldog hugs are always welcome 😉) I’m proud to share that I have 10+ repeat clients, including several families who have trusted me with their fur babies consistently since 2021—relationships built on love, reliability, and peace of mind. I look forward to being your dog’s Bonus Mom while you’re away. Let’s get your pup booked, loved, and spoiled! 🐾💕 I work in an office Monday–Friday but return home on lunch breaks for potty breaks and check-ins. After working from home for seven years, I’ve adjusted my availability while remaining intentional and reliable. I’m a mom to young children under 10 who are gentle, respectful, and great with dogs 🥰. I’m available for daytime drop-in visits, and on weekends (when in town) I’m fully available for dog sitting in your home, my home, or for additional check-ins. I have plenty of grassy space where I live in a dog friendly neighborhood. I also have a fur baby to keep your dogs company if needed for service in my home. I have a dog area set up in my home. We also travel to dog parks when weather permits, if your dog needs activities, we will go on walks and even to our favorite dog park!

Sitter Profile Image: Shelby V.
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Shelby V.
from
$20
per walk
1 repeat client
16 years of experience
Winchester, KY, 40391

About: I’ve been around animals all my life and I’m always the friend who gets asked to watch the dogs while the owners are out of town. I’m also a college student who moved away from my dogs so it’d be nice to see some furry friends still! I might even teach them a new trick or two! I am currently unemployed so Rover is a great option for me right now while I’m figuring out what I want to do in the future. Therefore I’m available 24/7 and would love to help take care of your animals! I’ll do whatever it takes to make sure your pet(s) still have a fun time while their human is away! I’ll treat them as if they were my own!

Sitter Profile Image: Alysha K.
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Alysha K.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Lexington, KY, 40509

About: I am pretty flexible around my work schedule with caring for dogs, I can find a way to make sure your dogs are a top priority in my daily schedule. Since my work schedule does range, I will keep my availability updated. I have always taken care of my own dogs and other people’s almost my whole life since I was a preteen. I absolutely adore getting to know other dogs and giving/receiving love from them. I’ve been training with dogs since I was 11 years old in basic manners, tricks, and agility, so I am experienced in training puppies and younger dogs. I am always up for learning more about other dogs and their personalities as well. They are such intriguing and beautiful animals. I make sure to walk dogs before and after work. Dog park a few times a week. (If that’s in their routine) And lots of cuddle time! Brushing and brushing teeth are weekly tasks normally. I ask for the pets’ normal routine. This way, it is less stressful on them that their routine doesn’t change as much with their person/people gone.

Sitter Profile Image: Tanika L.
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Tanika L.
from
$18
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
12 years of experience
Richmond, KY, 40475

Tanika is the best! She was able to take care of my little fur baby LAST MINUTE and did SUCH a great job!! I have a regular Rover or I'd be asking for her services every day!

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Dave W.
Sitter Profile Image: Sonya B.
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Sonya B.
from
$35
per walk
4.7 out of 5 stars
31 reviews
5 repeat clients
15 years of experience
Winchester, KY, 40391

My dog was tired out when I got home after a long day.

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Kim M.
Sitter Profile Image: Miranda K.
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Miranda K.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Winchester, KY, 40391

About: I have had all kinds of pets of my own as well as when I was child. Love them all and very willing to care for you puppies! I am a work from home mom with two dogs of my own. Can come during my lunch breaks and in the evenings after work during the week and the weekends are typically free for me We love on our pets here they sleep in our beds with us. We have 2 pugs and they are the best thing ever! I have a soft spot for dogs particularly.

Sitter Profile Image: Olivia C.
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Olivia C.
from
$16
per walk
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Lexington, KY, 40509

About: Hey there! I am a pet/animal lover and enthusiast. I would have all the animals in the world if I could. I currently have 1 dog, Kash, and 1 cat, Darla Jean. Animals and caring for them are my life! Here’s my why: My grandmother lost her husband at a young age. She never dated again. She took in dogs and taking care of those dogs became her life purpose. Growing up, I would always want to visit my grandmother so that I could stay up all night with her and take care of the dogs. It became our thing. I feel that I am now living out my grandmother’s purpose by fulfilling my own purpose in giving unconditional love and care to any animal that crosses my path, just as she would have done. I love animals, and quite honestly, more than people, haha! I look forward to meeting, loving on, and caring for your fur baby as if they are my own. ❤️🐾 I am a special education teacher full time, but my toddler and myself love to show unconditional love to animals by taking care of them like they are our own. I get to do what I love as a part time “side hustle” plus also show my little boy of my own how to treat and care for animals plus teaching some responsibility! I’m available evenings, most weekends, and most holidays/ school breaks. It says on my profile “no children in the home,” but since I started Rover, I have had a baby and there is a 2 year old in the home. I tried to edit that info but literally cannot find it anywhere. Just wanted to make sure that was said though. Anyway, I’ll care for your pet as if they were my own child. I like to meet with my clients face to face first so that I can get to know not only their fur baby, but their expectations in caring for their pet. I’m a great listener and follower of directions, so if you tell me exactly what you need, I will do my very best to make that happen.

Sitter Profile Image: Casey C.
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Casey C.
from
$14
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Paris, KY, 40361

About: Hi, My name is Casey and I would love to be able to take care of your animals. I love all kinds of animals! I can provide any of the services listed. I am not new to taking care of animals and I have house sit for people before. I work full-time on this app. If you have any questions please feel free to message me! I have two cats and two dogs at home so I spend plenty of time with all of them by playing with them, feeding them, showing them new activities, and spoiling them! We have a fenced in back yard. I always listen to instruction's so anything your pet needs I will be happy to help with! Always looking forward to meeting new animals!

Sitter Profile Image: Joseph M.
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Joseph M.
from
$20
per walk
4.9 out of 5 stars
115 reviews
48 repeat clients
7 years of experience
Lexington, KY, 40509

Joseph is very attentive and flexible with my schedule. I use him multiple times per week and my dogs are always so excited to see him. They love playing with his dog max and lounging around his home. My mind is definitely at ease knowing that Joseph is taking great care of my girls!!

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Christine S.
Sitter Profile Image: Kristen S.
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Kristen S.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Lexington, KY, 40509

About: Ever since I was a baby I have had a dog in my household. As soon as I could get a dog of my own I got Bentley, my German Shepherd/Coon Hound mix. I adopted him at only 6 weeks old back in 2020. Growing up neighbors would ask me to cat sit when they were on vacation which included changing litter, feeding, and playing with the cat daily. Additionally, I have been asked to help walk dogs and to house sit in the past! I live in the Hamburg area and work full time at the University of Kentucky. My traditional work hours are 8am-5pm M-F with an hour lunch break. I would be willing to carve out time in my lunch to walk or care for pets. I do not work weekends, and have the most availability to care for pets during that time! I am extremely trustworthy and will abide by any rules you have for your fur baby. I am experienced with crating, and have no concerns with helping to put your animal back in a crate after caring for it. My fur baby, Bentley, is also extremely dog friendly so if your animal needs socialization with another, I could provide that! Unfortunately, due to the nature of my living environment I cannot board myself as I live in an apartment.

Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
from
$15
per walk
15 years of experience
Lexington, KY, 40509

About: I've been an animal lover my entire life and truly enjoy caring for pets of all ages, sizes, and personalities. Whether it's dogs, cats, or other furry family members, I treat every pet as if they were my own with plenty of attention, affection, playtime, and care. I'm dependable, detail-oriented, and understand how important it is to keep pets comfortable and maintain their normal routines while their owners are away. I also genuinely enjoy house sitting and take pride in keeping a home clean and well cared for! My goal is to give you peace of mind knowing your pets are happy, safe, and loved while you're gone. I am currently finishing my current job and will be available to take on pet care bookings full-time until I start school in September. Once school begins, I’ll still be available before and after my classes (9–4:30 weekdays) as well as on weekends. I’m flexible and committed to providing dependable, loving care and making sure your pet feels safe, happy, and well cared for while you’re away. I am committed to providing the best care for your pets and your home. I will follow all routines and instructions you provide to ensure your pet feels safe, comfortable, and cared for while you’re away. By the end of your trip, I hope to be your pet’s new best friend!

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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Winchester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
57 reviews
15 repeat clients
40 years of experience
Nicholasville, KY, 40356

Andy did a great job helping Nate feel at home. Nate got snacks he likes and outside breaks that were on his schedule. Andy sent a lot of updates with pictures. Besides the cute pictures, Andy sent me a picture that showed Nate feeling relaxed. Frankly, I was glad Nate still wanted to come home! Andy understands dogs, has an appreciation for the variety of normal dog behavior, and really does love dogs. His daughter also really loves dogs. Although I found Andy through Rover, a mutual friend confirmed that he’s a dog lover and would trust him with her dogs. Knowing that we had mutual friends was literally an answer to prayer. I would definitely trust this family with Nate again.

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Katie P.
Sitter Profile Image: brent f.
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brent f.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
45 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

Brent is a good person and a great dog sitter. Maple and Mozzie's (Brent's dog) first meeting went great. They played very well together. The day we dropped off Maple at Brent's home, he and his wife were very friendly and inviting with us and our dog Maple. They explained everything involved with Maple's stay and activities in their home. He kept us updated with pictures and texts. I would definitely recommend Brent and Rover to other pet owners.

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Vonn W.
Sitter Profile Image: Gloria D.
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Gloria D.
from
$30
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
Winchester, KY, 40391

Gloria was amazing with my Riley! I contacted her super last minute due to an emergency and she was very willing to accommodate our needs- she even gave him a bath! I cannot recommend her enough. We’ll be booking again with Gloria!

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Jordan M.
Sitter Profile Image: Ann S.
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Ann S.
from
$35
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
25 years of experience
Lexington, KY, 40515

Ann was great with my little dog. She was easy to communicate with and answered my questions quickly. I was surprised to see Ann had 2 large dogs of her own. That’s on me, I should have asked if she had large dogs. I got really nervous about leaving Scruffy because his back has been injured a couple of times by larger dogs. Ann was very reassuring and took good care of Scruffy. She also sent lots of photos to help easy my mind. I will be using Ann again.

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Marie W.
Sitter Profile Image: Kristin & Daniel F.
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Kristin & Daniel F.
Star Sitter
from
$32
per night
5.0 out of 5 stars
162 reviews
51 repeat clients
20 years of experience
Georgetown, KY, 40324

Kristin and her family were all so very accommodating of my 12yr old pup's regimen! We received regular updates and pictures of her enjoying cuddles, and walks! Highly recommend Kristin to care for your fur-baby!!

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Mamata B.
Sitter Profile Image: Vanessa A.
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Vanessa A.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Winchester, KY, 40391

Would Highly Recommend Vanessa! She was awesome and made sure my daisy girl was in awesome care! Sent pictures and updates all weekend!!

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Clayton P.
Sitter Profile Image: Erin S.
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Erin S.
from
$35
per night
5.0 out of 5 stars
92 reviews
40 repeat clients
20 years of experience
Lexington, KY, 40515

Erin as very accommodating. Responded promptly to all messages. Sent pictures and took very good care of our little puppy. I was very thankful to have her watch our fur baby and when we go out of town again she will be our first choice!!

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Adele M.
Sitter Profile Image: Natasha T.
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Natasha T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
20 years of experience
Jamestown, Lexington, KY, 40517

I can only really know how things went for my cat Teacup when she is boarded by how she behaves once she’s back home. After her 2 night stay with Natasha she seemed happy to be home, but otherwise very calm. Unlike other times when she meowed non-stop for 2 days as if she were trying to tell me all was not as it should have been. This time she hardly meowed at all. Natasha and her 2 daughters seem comfortable with both cats and dogs which of course reassures their guests that they are safe and loved. For Teacup that is everything. I think Teacup wouldn’t mind a return visit in the future. I can recommend Natasha for cat boarding.

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Thea W.
Sitter Profile Image: Cheyenne C.
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Cheyenne C.
from
$45
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
28 years of experience
Richmond, KY, 40475

Butterscotch had a great vacation at Cheyenne’s! It was clear from the photos that she was very well taken care of and loved on lots! I super appreciated Cheyenne’s clear communication style and flexibility around my schedule.

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Amy B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Kenawood-Rockwood, Lexington, KY, 40505

Went well, my pup seems happy and well taken care of. A little hard to communicate, but they were flexible with my pickup and drop off times. They took him to the dog park and on multiple walks.

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Annalise D.
Sitter Profile Image: Brian C.
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Brian C.
from
$45
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Idle Hour, Lexington, KY, 40509

Brian clearly treated our beagle very well! He gave her plenty of exercise (which she needs), and kept us appraised on how she was doing. A very good caregiver, all in all!

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J.C. D.
Sitter Profile Image: Laura P.
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Laura P.
from
$39
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

Laura was amazing! She communicated so well and sent me photos while I was gone. My old girl can require extra TLC and Laura helped make her feel at home and get settled in. I felt completely at ease knowing my baby was in her care.

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Michelle S.
Sitter Profile Image: Kathryn M.
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Kathryn M.
Star Sitter
from
$25
per night
5.0 out of 5 stars
126 reviews
40 repeat clients
5 years of experience
Nicholasville, KY, 40356

Kathryn went above and beyond when watching Monte! We have never boarded Monte with someone we didn't know so we were a bit worried. However, he warmed right up to Kathryn during the meet and greet. The communication was great and she sent us pictures throughout his stay. We had some flight changes that resulted in us having to board Monte an additional night. Kathryn was more than happy and willing to keep Monte the additional night, which eased our worries. When we need to board Monte again, she will be our first choice!

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Alyssa M.
Sitter Profile Image: Amber B.
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Amber B.
from
$40
per night
4.6 out of 5 stars
28 reviews
10 repeat clients
34 years of experience
Lexington, KY, 40509

I know that Louie will be cared for when I leave him with Amber. I can tell he feels at home with Amber by the way he warms up to her quickly and how happy he is when I pick him up :)

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Emily C.
Sitter Profile Image: Kelsey E.
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Kelsey E.
Star Sitter
from
$34
per night
4.9 out of 5 stars
60 reviews
20 repeat clients
20 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

Kelso was absolutely phenomenal!! She is truly an expert on all things related to cats, so my cat was in the best hands and I learned lots of new information on best practices to be a better cat mom :) Kelso gave comprehensive updates on a daily basis and really went above and beyond to make sure my little boy was comfortable and taken care of. I highly recommend Kelso—my cat will definitely be back during my next trip!

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Leen K.
Sitter Profile Image: Maria A.
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Maria A.
from
$30
per night
10 years of experience
Lexington, KY, 40511

About: I’ve been surrounded by animals my whole life, and have taken care of them for as long as I can remember. Throughout my childhood I’ve had dogs, cats, hamsters, fish, parrots and fish in all stages of life. I’ve learned to cater to every need because of this, as every pet needs something specific to their age, size and personality. I can handle pets of all sizes and energy levels, and will treat each just as I would one of my own. I’m a full-time college student home for Summer break, and I have a very open schedule that I would love to fill surrounded by fur babies. I’d like to make pet sitting my full-time job for the season, so I have lots of flexibility and availability. I have a large fully fenced in back yard and live in close proximity to a dog park. I currently have one of my own super friendly dogs at home, and I have plenty of space to welcome yours, and/or separate them comfortably if needed for whatever reason.

Sitter Profile Image: Elena S.
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Elena S.
from
$50
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
5 years of experience
Richmond, KY, 40475

Elena was great. She was very responsive and sent pictures of my babies at least once a day, and my babies ALWAYS looked have. Will definitely be using her services again.

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Heather G.
Sitter Profile Image: Winnie W.
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Winnie W.
from
$37
per night
14 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

About: As a dog owner and foster, I have experience caring for senior dogs, nervous rescues, and multiple dogs at once. I prioritize individualized care, patience, and creating a stress-free environment. I work from home full-time, giving me the flexibility to provide attentive care, regular walks, playtime, and plenty of companionship so pets feel safe and comfortable. I believe consistency is important for pets, so I follow their established routine for meals, walks, exercise, and rest. I provide attentive care, patience, and an stress-free environment while making sure owners stay updated. I have a fenced-in yard for safe outdoor time and two senior dogs who are calm and friendly companions.

Sitter Profile Image: Kath & Jordan R.
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Kath & Jordan R.
from
$40
per night
5.0 out of 5 stars
51 reviews
21 repeat clients
20 years of experience
Duncan Park, Lexington, KY, 40508

This was my second time having Kath and Jordan watch Duncan and I have nothing but great things to say! He loves it there and they make him feel super comfortable being away from home. They do a great job with sending me photos so I know he’s doing well. I couldn’t recommend them enough!!

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Gabrielle A.
Sitter Profile Image: Lexi L.
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Lexi L.
from
$25
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Richmond, KY, 40475

She was super!!! I will definitely be booking her again. I even booked her as I am an out of town person!!!

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J D.
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