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: Gloria D.
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Gloria D.
from
$30
per night
5.0 out of 5 stars
18 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: Madison A.
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Madison A.
from
$35
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Winchester, KY, 40391

Madison was amazing!!! Ranger is a very energetic pup and he had the best time with her and her dogs. She worked with all my requests and sent tons of pictures. I would give 10 stars if I could!!! I will definitely recommend her.

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Samantha O.
Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
58 reviews
16 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: Valerie T.
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Valerie T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
27 reviews
10 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: Erin S.
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Erin S.
from
$35
per night
5.0 out of 5 stars
95 reviews
41 repeat clients
20 years of experience
Lexington, KY, 40515

Absolutely perfect sitter for my little dog. He's a puppy and needs individualized attention and care. Erin and her family are able to provide loads of it!

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Rob E.
Sitter Profile Image: Neftali R.
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Neftali R.
from
$25
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
7 years of experience
Idle Hour, Lexington, KY, 40509

We went out of town for a week leaving our one year old Bulldog with Nef. He came to meet our dog and even accommodated transportation. My dog is very picky on who she likes however it was love from first sight. This was the first time we had to board our dog and now we have our go to person for life. Thanks Nef for the outstanding service!

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JC
Sitter Profile Image: Tanya F.
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Tanya F.
from
$38
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: Kristin & Daniel F.
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Kristin & Daniel F.
Star Sitter
from
$32
per night
5.0 out of 5 stars
166 reviews
54 repeat clients
20 years of experience
Georgetown, KY, 40324

Kristin and her family are the best!! Henri is always happy when we go visit. Henri gets lots exercise and always looks happy in the photos that Kristin sends. We love

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Jeanne W.
Sitter Profile Image: Ann S.
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Ann S.
from
$35
per night
4.8 out of 5 stars
27 reviews
7 repeat clients
25 years of experience
Lexington, KY, 40515

Ann, was awesome. She was able to accommodate my last minute request. She also met me and picked up Charly. She sent some regular updates and even took some great pictures of Charly.

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Enrique S.
Sitter Profile Image: Cheyenne C.
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Cheyenne C.
from
$45
per night
5.0 out of 5 stars
48 reviews
20 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: Ana M.
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Ana M.
from
$25
per night
5.0 out of 5 stars
9 reviews
1 repeat client
9 years of experience
Lexington, KY, 40511

Ana was great with my Maltese/shih Tzu. This is the first time she’s stayed with anyone more than two days, so we (me & dog) were both a little nervous for this weeklong stay. But Ana sent me a picture and video so I was able to relax and enjoy my time away. I’ll definitely use her again. Very pleased!

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Maxine L.
Sitter Profile Image: Morgan E.
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Morgan E.
Star Sitter
from
$32
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
9 years of experience
Cardinal Hill-Pine Meadow, Lexington, KY, 40504

Morgan is such a sweet person, she’s quick with her response, sends pictures for updates & I can tell my little one had an amazing time. I’ll definitely be using her again🤗

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Shameka L.
Sitter Profile Image: Kirsten L.
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Kirsten L.
from
$50
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
25 years of experience
Elkhorn Parks-Radcliff, Lexington, KY, 40504

Kirsten was amazing! She offered a meet and greet before my dog’s boarding. A very sweet person. And I was able to tell my dog would be in great hands. Awesome communication and I received plenty of updates including pictures and videos. I have an Aussie, and he has a lot of energy and Kirsten matches it perfectly.

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Sam L.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
18 years of experience
Idle Hour, Lexington, KY, 40509

Megan was great!! She sent regular updates and sent lots of pictures. Bella fit right in with her crew of dogs. I highly recommend if needed a pet sitter!

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Danielle E.
Sitter Profile Image: Rylee W.
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Rylee W.
Star Sitter
from
$27
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Lexington, KY, 40514

Rylee took amazing care of my baby while I had to work.

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

Kelsey did an amazing job taking care of our 4 month old kitten, and addressing her needs. Our kitten was able to socialize with other cats and even a dog! Kelsey updated us with photos and messages very frequently, which was very much appreciated! Kelsey has a significant amount of knowledge on cats, and gives them many opportunities to play and enrich their minds, socially and mentally. Thank you so much for looking after our little baby! I can not wait for the next time that she can come over to visit!

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Cameron-Ty C.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
48 reviews
12 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

Laura took great care of my dog, Winston! She sent updates and photos throughout the stay, and was very easy to communicate with. Would definitely recommend!

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Danny R.
Sitter Profile Image: Dina J.
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Dina J.
Star Sitter
from
$20
per night
5.0 out of 5 stars
274 reviews
68 repeat clients
20 years of experience
Lexington, KY, 40509

Dina is very friendly and obviously loves dogs. Our dog, Coco, warmed up to her immediately during a Meet and Greet! We felt very comfortable leaving her in Dina's capable hands after that. Dina is quick to respond, reliable and genuinely a nice person! We will be taking Coco to her anytime we need a dog sitter.

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Evelyn W.
Sitter Profile Image: Haley W.
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Haley W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
14 repeat clients
23 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

We were visiting from TN, and this was our dog’s first stay with Haley. Nala had a great time and we felt very comfortable leaving her there. Haley kept us updated every day with messages and pictures.

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

The pups seem to have had a great time getting spoiled! We got plenty of updates on how they were doing during the stay, which helped immensely! They commonly get upset/stressed with traditional boarding, so this was a great alternative. Would recommend!

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Emily B.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

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: Laura S.
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Laura S.
from
$10
per visit
5.0 out of 5 stars
16 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: Casey C.
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Casey C.
from
$12
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
4 years of experience
Paris, KY, 40361

She is nice person, response very quick response at comfortable house. When I down to picking up, my cat relaxed like his house. He likes them and there.

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Jo J.
Sitter Profile Image: Dina J.
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Dina J.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
274 reviews
68 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: Dyanne P.
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Dyanne P.
from
$12
per visit
2 years of experience
Lexington, KY, 40509

About: I have had cats in my life for as long as I can remember, I even named my two childhood ones Flounder and Ariel. I currently have my own named Autumn, she is considered my baby. So as one can tell I absolutely adore cats as well as other furry creatures. 🫶🏻

Sitter Profile Image: Isabella L.
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Isabella L.
from
$18
per visit
5.0 out of 5 stars
20 reviews
7 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: Sydney M.
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Sydney M.
from
$15
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
22 years of experience
Winchester, KY, 40391

Sydney was great! Came back to a happy cat

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Jake B.
Sitter Profile Image: shantasia w.
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shantasia w.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
lexington, KY, 40509

About: I have a cat of my own whom I have had for over 2-3 years. I have experience with deep-cleaning and providing care for a variety of fur babies.

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: Kristen S.
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Kristen S.
from
$18
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Lexington, KY, 40509

She watched my girl for a week and was great! Very communicative, on time, and sweet to my cat. So happy I went with Kristen. Will recommend to anyone!

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Kacie W.
Sitter Profile Image: Brian C.
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Brian C.
from
$18
per visit
5.0 out of 5 stars
16 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: Jason S.
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Jason S.
from
$15
per visit
1 year of experience
Lexington, KY, 40509

About: While I don’t currently have cats of my own, I’m comfortable following detailed care instructions to help keep your cat’s routine consistent. I’m happy to provide fresh food and water, clean litter boxes, spend quality time playing or keeping them company, and make sure they’re safe and comfortable while you’re away. My goal is to care for every pet with the same patience, reliability, and attention I’d want for my own.

Sitter Profile Image: Diego S.
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Diego S.
from
$12
per visit
1 year of experience
Lexington, KY, 40509

About: While I haven’t owned a cat myself, I’ve spent plenty of time caring for the cats of friends and my girlfriend. I’m comfortable feeding them, cleaning litter boxes, playing with them, and giving them space when they want it. I also enjoy visiting cat cafés and spending time with cats whenever I get the chance, so I’m familiar with their different personalities and know that every cat has their own comfort level.

Sitter Profile Image: Susan M.
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Susan M.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Lexington, KY, 40509

About: I grew up with dogs and only have started to interact with cats much in the past 5 years - I say this because I love them, however, I am still learning about their behaviors. I have watched two of my friends’ cats regularly with no issues! The more info you can provide me, the better, so I can provide consistency and comfort for your cat while you are away :)

Sitter Profile Image: Sara P.
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Sara P.
from
$18
per visit
5.0 out of 5 stars
5 reviews
5 years of experience
Lexington, KY, 40516

About: Growing up, we always had a couple of outdoor barn cats that loved to hang around. I wouldn’t say that I am specifically a cat person or a dog person, I’m a mixture of both. Since being on my own, I have adopted two lovely ladies being Bean and Peanut. Bean is a quarantine kitty and loves to cuddle, meanwhile Peanut is more standoffish and loves her personal space. Whatever personality your cat has I am prepared for both.

Sitter Profile Image: Maggie M.
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Maggie M.
from
$14
per visit
1 repeat client
3 years of experience
Lexington, KY, 40509

About: Worked with cats in vet clinic setting and some other sitting jobs. I worked with chronic medicine cases to new kitten vaccine appointments !! I am comfortable with anything for your animal !

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: 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: Danielle J.
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Danielle J.
from
$20
per visit
5 years of experience
Winchester, KY, 40391

About: Overs and make sure it gets the proper exercise. the last 5 years I have taken care of dogs of all shapes and sizes. I have lots of energy which is perfect for keeping up with a dog. I would give your dog the best care and my full attention. I would take your dog for plenty of walks and make sure it gets the proper exercise. I will also make sure you come home to a clean house.

Sitter Profile Image: Faith W.
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Faith W.
from
$10
per visit
4.8 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Lexington, KY, 40509

Faith was awesome! She went above and beyond and I will definitely be using her again!

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Beth R.
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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.

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Sitter Profile Image: Kayla C.
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Kayla C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
163 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: Madison A.
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Madison A.
from
$25
per day
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Winchester, KY, 40391

She is fantastic. Bandit has never been around dogs and he is a ball of energy, but Madison knew exactly what to do. She sent us amazing videos and pictures. Our boy was so happy there and is completely exhausted. She is most definitely our go to from now!

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Laken C.
Sitter Profile Image: brent f.
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brent f.
Star Sitter
from
$30
per day
4.9 out of 5 stars
20 reviews
5 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
$32
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: Jayde J.
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Jayde J.
from
$35
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Jamestown, Lexington, KY, 40517

About: I’ve owned multiple disabled dogs and can care for them. I’m also experienced in giving medicine to animals that may need it. grew up around a lot of different animals and I love spending time with new animals and seeing all the different dog and cat breeds. 😁 I stay at home and my schedule is very flexible, so the fur babies will get plenty of attention and love! They will always have me with them for some company and play time. For my personal comfort and safety, I currently book pet care with female clients only. Thank you for understanding! I can take care of pets in any way that their pet owner would like. I don’t have many rules and would just like for the fur babies to be comfortable in the new environment!

Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per day
4.7 out of 5 stars
23 reviews
6 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: Cheyenne C.
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Cheyenne C.
from
$45
per day
5.0 out of 5 stars
48 reviews
20 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: guadalupe m.
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guadalupe m.
from
$35
per day
5.0 out of 5 stars
21 reviews
10 repeat clients
5 years of experience
Thoroughbred Acres-Kingston, Lexington, KY, 40505

While visiting town for a couple weeks for work, Lupe provided such excellent care and love for my pup Barley while I was at work. She gave great updates during the day and I felt super comfortable picking him up every day, because he was always super happy and clearly well cared for! Thank you, Lupe!

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Caitlin B.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
48 reviews
12 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: Kristin B.
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Kristin B.
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: Maggie Y.
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Maggie Y.
from
$15
per day
22 years of experience
Reservorir, Lexington, KY, 40502

About: When I was around four, I started to go across the street and cat-sit for this empty-nest couple. They were older, and so they wanted to travel more. The lady owned two cats, a Birman and an Oriental Shorthair. The lady used to take them to cat shows, and they were her most prized possession. They had grandkids to see and wanted to explore as many different countries as they could. They used to say, "Maggie, you are so convenient, and I am glad that you are here so we can leave and do things that we love more often." My mom never once told me to go and do my job. I woke up and was ready to go see Bootsy and Bella. They moved when I was 16, and I was their sitter until the day they left. I realized that for people to do the things they loved, they needed an easy, stress-free, and affordable sitter for their animals. Anyway, I started a show kennel for my Italian Greyhounds because of her, and now this is my full-time gig. I run a full-time boarding and daycare facility at my house. I am open for boarding and daycare 7 days a week. I own show dogs, and so I am home training and working on my websites while the dogs have multiple areas and an outdoor fenced area to play. I work on my computer for 3-5 hours a day and play with and walk the dogs while I rotate in between that. I take lots of pictures during the day and have an instagram that I post them on. The dogs rotate among the kitchen, the basement, and the outdoor enclosure. All dogs have access to water 24/7. The outdoor enclosure has a roof, and I run a fan when it is hot, in accordance with USDA guidelines. If the weather is bad, I walk the dogs or just let them play together in the basement or kitchen.

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Duncan Park, Lexington, KY, 40508

About: I grew up on a farm in NC surrounded by animals, and dogs have always been a big part of my life. Caring for pets comes naturally to me, and I enjoy getting to know each dog's unique personality and needs. I recently moved to Lexington with my husband, who is a veterinarian, which has given me an even greater appreciation for pet health and well-being. Whether your dog is an energetic puppy, a senior needing extra patience, or somewhere in between, I'll provide attentive, reliable care while you're away! I currently work part-time and have a flexible schedule, which allows me to accommodate walks, drop-ins, and pet sitting throughout the week. I genuinely enjoy spending time with animals and make sure each pet gets plenty of attention, exercise, and care. When caring for pets in a client's home, I do my best to maintain their normal routine so they feel comfortable and secure. Whether it's walks, playtime, feeding, medications, or simply providing companionship, I follow each owner's instructions closely and treat every home and pet with the same care and respect I would my own. As a pet owner myself to an 11½-year-old Maltipoo, I understand how important it is to have someone you trust caring for your furry family member.

Sitter Profile Image: Regan S.
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Regan S.
from
$30
per day
5.0 out of 5 stars
9 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: Winnie W.
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Winnie W.
from
$30
per day
5.0 out of 5 stars
2 reviews
1 repeat client
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: Rylee W.
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Rylee W.
Star Sitter
from
$22
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Lexington, KY, 40514

About: I have genuine love for animals and treat every pet like they’re my own. I’ve always loved being around them and caring for them with patience and attention. I have experience dog walking, feeding, playing with pets, and making sure they feel safe and comfortable while their owners are away. I understand how important routines are for pets, and I do my best to keep things consistent so they feel relaxed and happy. Im going to be a senior this year at Lexington Christian Academy and have a part time job at the Ymca. Im available during the week 4-10pm. I have a big fenced in yard with a small dog and cat. They are both very friendly towards people and pets. always put pets’ safety and comfort first. I carefully follow pet parents’ instructions and stick to each pet’s routine. Whether in my home or a client’s, I keep the environment calm, clean, and secure, and I closely supervise pets during walks and playtime. My goal is to make every pet feel safe, comfortable, and cared for. 🐾

Sitter Profile Image: Amber B.
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Amber B.
from
$40
per day
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

About: Hi, I’m Amber! Having grown up around animals and volunteered with several animal rescues, I bring experience caring for pets of all kinds—from gentle seniors to energetic puppies. I’m comfortable walking dogs of all sizes and tailoring each visit to their unique needs. Your furry family member will always receive my full attention. During walks or drop-in visits, I make it a priority to keep you connected to your pet’s day—you can always expect detailed updates, notes, and plenty of photos! I work in education, which means I’m available evenings, weekends, and throughout the holidays—perfect for keeping your pet happy and cared for when you’re busy or away. I offer drop-in visits designed to keep your pet’s routine consistent and stress-free. During each visit, I handle feeding, fresh water, walks, litter or potty breaks, and any special care instructions you provide. I also make time for play, snuggles, or quiet companionship—whatever your pet prefers. With me, you’ll always receive detailed updates and photos from every visit, so you know exactly how your pet is doing. My goal is to ensure they feel comfortable, cared for, and happy while you’re away.

Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
58 reviews
16 repeat clients
40 years of experience
Nicholasville, KY, 40356

Andrew and his family were amazing sitters. The responsiveness and communication was off the charts. My dog is typically afraid but with Andrew, she quickly became acclimated and comfortable. I was able to see my pet throughout her stay with Andrew in pictures and videos. She appeared to be so happy getting exercise and exploring with his daughter. Do not hesitate to book Andrew! He is such an outstanding sitter and I would recommend him to anyone in the area for their pet.

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Jennia H.
Sitter Profile Image: Casey C.
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Casey C.
from
$15
per day
5.0 out of 5 stars
6 reviews
3 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: John K.
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John K.
from
$35
per day
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Central Downtown, Lexington, KY, 40507

John was excellent! I ended up reaching out to him last minute due to a schedule change, and he was very kind and accommodating. Throughout the day, John sent multiple pictures and updates, and he even spoiled him with some homemade food! Our a little guy had such a great time. Will definitely be bringing him back!

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Adam S.
Sitter Profile Image: Robert & Heather H.
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Robert & Heather H.
from
$27
per day
5.0 out of 5 stars
2 reviews
1 repeat client
35 years of experience
Lexington, KY, 40509

About: We've owned and cared for dogs for over 35 years. Our first dogs were a Lab and a Golden Retriever then a Pug and a Puggle and now the parents of a Lab/Husky mix. We provide loving care with plenty of exercise in our non-smoking, fenced home. We live one block from Jacobson Park and its wonderful dog parks so rest assured your fur baby will receive plenty of attention, exercise, fun and love during its stay. I work from home and my spouse is a stay at home spouse, so we are available to provide constant care, exercise, play time and supervision for your fur baby. Whether is romping in the fenced yard or walks to the dog park, your furry friend will enjoy being part of the pack with our dog. Our fenced yard and quiet cul de sac on a golf course and located a block from 2 dog parks is a great place for your dog to stretch its legs and play to its heart's desire. During warmer times, we'll also spend a lot of time relaxing with your pet in our screened in deck in the back yard with access to our fenced in yard.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

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: Ebony H.
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Ebony H.
from
$20
per walk
5.0 out of 5 stars
45 reviews
4 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: 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: Kayla C.
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Kayla C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
163 reviews
66 repeat clients
5 years of experience
Lexington, KY, 40509

Kayla was great! I’ve tried rover before and my dog doesn’t do good with separation anxiety at other peoples houses. So when I went in my last trip I had Kayla come walk her three times a day as well as feed and water her. My pup did great no accidents and was happy to be in her home. Will def be going this route for vacations in the future

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Mckenzie B.
Sitter Profile Image: Isabella L.
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Isabella L.
from
$50
per walk
5.0 out of 5 stars
20 reviews
7 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: Laura S.
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Laura S.
from
$25
per walk
5.0 out of 5 stars
16 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: Susan M.
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Susan M.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
27 years of experience
Lexington, KY, 40509

Was great!

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Michael P.
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: Misty L.
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Misty L.
from
$15
per walk
4.9 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Central Downtown, Lexington, KY, 40507

Misty was great with both of our dogs. Even our high-strung Collie/Shepherd mix warmed up to her. Happy she is available to take care of them. : )

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Michelle G.
Sitter Profile Image: Sara P.
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Sara P.
from
$20
per walk
5.0 out of 5 stars
5 reviews
4 years of experience
Lexington, KY, 40516

About: Growing up, I took the most responsibility for caring for our family German Shepherd. Her name was Daisy and I was responsible for teaching her how to sit and stay, we went on daily walks when the weather was nice and even though she was considered a family pet she was mine. I do not have training skills past basic household tricks but I have plenty of love to give. I don’t have much of a set routine at work. I am technically full-time, but my schedule varies drastically from week to week. This is why I have my booking two weeks in advance so I can plan accordingly. Other than my job, I am a homebody. I do love being outside and going for walks/hikes when the weather is nicer. I’m very courteous and if you leave specific instructions for your home, I will follow them to a T. As for my own home, I have two cats that have free range over every room. I have no plants at all (let alone anything that would be dangerous for animals), a water fountain that’s plugged up for continuous running water, and three litter boxes throughout the home. I am more equipped for cats when it comes to toys, scratching post/cat trees and treats.

Sitter Profile Image: Casey C.
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Casey C.
from
$13
per walk
5.0 out of 5 stars
6 reviews
3 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: Kristen S.
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Kristen S.
from
$19
per walk
5.0 out of 5 stars
11 reviews
3 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: Diego S.
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Diego S.
from
$15
per walk
2 years of experience
Lexington, KY, 40509

About: I grew up with three dogs, so taking care of pets has always been a part of my life. I genuinely enjoy being around animals, whether it’s spending time with dogs, visiting cat cafés, or stopping by the humane society to hang out with the animals there. I’m patient, dependable, and I’ll make sure your pets get the attention, care, and love they deserve while you’re away. Have also house and plant sat for people over the years and always enjoyed helping out. I work full time, so I have a consistent routine and know how to manage my time well. I’m available before and after work, on my days off, and can work with pet owners to make sure their pets stay on their normal schedule. I’m reliable, communicative, and committed to giving every pet the care and attention they deserve. I care for pets by following their normal routine as closely as possible and making sure they feel safe, comfortable, and relaxed. In a client’s home, I respect their space, keep doors secured, follow feeding and medication instructions carefully, and provide plenty of attention, exercise, and fresh water. I also like to send updates and photos so owners know their pets are happy and well cared for while they’re away.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$35
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Winchester, KY, 40391

Sydney was responsive and took my dog for a long walk at the last minute. ?

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Shannon K.
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: Kaitlyn J.
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Kaitlyn J.
from
$20
per walk
5.0 out of 5 stars
4 reviews
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!

Sitter Profile Image: shantasia w.
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shantasia w.
from
$14
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
lexington, KY, 40509

About: I have been caring of a variety fur babies since I was a kid. I have experience with working with both younger and older fur babies. I am currently working full time while coming my masters online in counseling so I do have flexibility with working overnights. If need more availability please contact me. I have a fenced area at my apartment complex for dogs if needed. I have a variety of teats and toys for cats if needed.

Sitter Profile Image: Danielle J.
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Danielle J.
from
$30
per walk
5 years of experience
Winchester, KY, 40391

About: Overs and make sure it gets the proper exercise. the last 5 years I have taken care of dogs of all shapes and sizes. I have lots of energy which is perfect for keeping up with a dog. I would give your dog the best care and my full attention. I would take your dog for plenty of walks and make sure it gets the proper exercise. I will also make sure you come home to a clean house.

Sitter Profile Image: Tonisha T.
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Tonisha T.
from
$18
per walk
4.9 out of 5 stars
109 reviews
44 repeat clients
14 years of experience
Lexington, KY, 40511

About: I have raised and been around pets since my childhood. I can care for pups all Breeds, all sizes, and ages. I have a lot of experience with senior dogs, aggressive breeds and dogs recovering from surgery. Also have good skills with cage training and pad training puppies. In my home I have two fur babies of my own that get along well with others of all breeds and 3 large crates and dog beds if needed for your fur child. I live less than 2 minutes away from Jacobson park where I normally take my pup for walks and runs. I’m currently working part time, so I’ll have plenty of playtime for your pups. I won’t be away from home no longer than 4 hours at a time. I work for myself doing cleaning and instacart orders so my schedule is pretty flexible I live in a 3 bedroom home with a fenced in yard with plenty of room to play. I also have a spare room for any pups that may be recovering from surgery or don’t do well with others. My mother periodically visits my home and enjoys playing and spending time with the dogs as well

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: Courtney S.
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Courtney S.
from
$20
per walk
10 years of experience
Lexington, KY, 40515

About: I am a certified professional dog trainer and was a veterinary assistant for over 8 years. I have over a decade of experience caring for animals large and small. I have ample experience caring for pets with mobility issues, incontinence, kidney disease, diabetes, anxiety, or other illnesses. I can provide gold standard care regardless of your pet's needs- including oral, topical, or injectable medications, subcutaneous fluid therapy, or just being a patient and calm friend to a fearful friend. I love and care for dogs and cats equally! I currently work a full-time 9-to-5 but have a somewhat flexible schedule within those hours. Early mornings, lunch breaks, evenings, nighttime checks, and weekends are all available options. If taking your pet out of the house, I like to have a fit check of your leash/harness or collar setup first. If your pet is known to be a "houdini" who can escape their gear, I may recommend alternatives and can help you with fitting your pet appropriately and/or bring a second form of containment with me (such as a slip leash used at vet offices) to ensure your pet's safety.

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Over 980,000
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.

1 / 1
Sitter Profile Image: Gloria D.
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Gloria D.
from
$30
per night
5.0 out of 5 stars
18 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: Madison A.
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Madison A.
from
$35
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Winchester, KY, 40391

Madison was amazing!!! Ranger is a very energetic pup and he had the best time with her and her dogs. She worked with all my requests and sent tons of pictures. I would give 10 stars if I could!!! I will definitely recommend her.

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Samantha O.
Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
58 reviews
16 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: Erin S.
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Erin S.
from
$35
per night
5.0 out of 5 stars
95 reviews
41 repeat clients
20 years of experience
Lexington, KY, 40515

Absolutely perfect sitter for my little dog. He's a puppy and needs individualized attention and care. Erin and her family are able to provide loads of it!

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Rob E.
Sitter Profile Image: Neftali R.
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Neftali R.
from
$25
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
7 years of experience
Idle Hour, Lexington, KY, 40509

We went out of town for a week leaving our one year old Bulldog with Nef. He came to meet our dog and even accommodated transportation. My dog is very picky on who she likes however it was love from first sight. This was the first time we had to board our dog and now we have our go to person for life. Thanks Nef for the outstanding service!

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JC
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
166 reviews
54 repeat clients
20 years of experience
Georgetown, KY, 40324

Kristin and her family are the best!! Henri is always happy when we go visit. Henri gets lots exercise and always looks happy in the photos that Kristin sends. We love

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Jeanne W.
Sitter Profile Image: Ann S.
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Ann S.
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$35
per night
4.8 out of 5 stars
27 reviews
7 repeat clients
25 years of experience
Lexington, KY, 40515

Ann, was awesome. She was able to accommodate my last minute request. She also met me and picked up Charly. She sent some regular updates and even took some great pictures of Charly.

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Enrique S.
Sitter Profile Image: Cheyenne C.
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Cheyenne C.
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$45
per night
5.0 out of 5 stars
48 reviews
20 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: Kirsten L.
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Kirsten L.
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$50
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
25 years of experience
Elkhorn Parks-Radcliff, Lexington, KY, 40504

Kirsten was amazing! She offered a meet and greet before my dog’s boarding. A very sweet person. And I was able to tell my dog would be in great hands. Awesome communication and I received plenty of updates including pictures and videos. I have an Aussie, and he has a lot of energy and Kirsten matches it perfectly.

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Sam L.
Sitter Profile Image: Rylee W.
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Rylee W.
Star Sitter
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$27
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Lexington, KY, 40514

Rylee took amazing care of my baby while I had to work.

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

Kelsey did an amazing job taking care of our 4 month old kitten, and addressing her needs. Our kitten was able to socialize with other cats and even a dog! Kelsey updated us with photos and messages very frequently, which was very much appreciated! Kelsey has a significant amount of knowledge on cats, and gives them many opportunities to play and enrich their minds, socially and mentally. Thank you so much for looking after our little baby! I can not wait for the next time that she can come over to visit!

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Cameron-Ty C.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
48 reviews
12 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

Laura took great care of my dog, Winston! She sent updates and photos throughout the stay, and was very easy to communicate with. Would definitely recommend!

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

The pups seem to have had a great time getting spoiled! We got plenty of updates on how they were doing during the stay, which helped immensely! They commonly get upset/stressed with traditional boarding, so this was a great alternative. Would recommend!

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Emily B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per night
4.7 out of 5 stars
23 reviews
6 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: Winnie W.
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Winnie W.
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$38
per night
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

Winnie was great watching my dog while I was out of town. He came home happy and relaxed. She sent pictures and was very communicative and flexible with pick up and drop off. The whole process was really easy and stress-free. Thank you so much.

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Linda K.
Sitter Profile Image: Alex & Martha M.
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Alex & Martha M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
3 years of experience
Lexington, KY, 40511

Excellent!! These are the NICEST people to take care of my dog!!! I will always check with them first! Polite, considerate, accommodating, reliable and professional.

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

Communication and understanding and ability to accommodate on the fly was outstanding. Nova came back to me happy and relaxed. Would definitely recommend Brian to anyone and will definitely rebook.

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

Elena was amazing with Ollie. Very responsive and sent plenty of updates. She had Ollie for 9 days while we went on a family vacation and she did very well with our older graint Dane! I would highly recommend! Thank you for taking such good care of our oldest!

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Ryan J.
Sitter Profile Image: Tonisha T.
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Tonisha T.
from
$40
per night
4.9 out of 5 stars
109 reviews
44 repeat clients
14 years of experience
Lexington, KY, 40511

Excellent sitter. True animal lover. My dog is really old and requires tender loving care. Tonisha provides just that. Im very comfortable leaving him with her.

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Lovoria W.
Sitter Profile Image: Evelyn B.
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Evelyn B.
from
$45
per night
8 years of experience
Southeastern Hills, Lexington, KY, 40515

About: Hi! I’m Evelyn, a veterinary technician with 8 years of hands-on experience caring for dogs and cats of all ages, sizes, and personalities. Caring for animals isn’t just my career—it’s something I truly love. Working in veterinary medicine has taught me how to recognize when pets are stressed, uncomfortable, or not feeling their best. Whether your pet needs medication, a fun walk, overnight companionship, or just a little extra patience, I’ll care for them like they’re my own. Every pet has a unique personality and routine, and I enjoy taking the time to get to know what makes them happiest. I’ll keep you updated with regular photos and messages so you can relax knowing your pet is safe, comfortable, and in caring, experienced hands. My schedule works well for pet care because I have a consistent full-time routine and a one-hour lunch break that often allows me to check in on pets or provide midday visits when needed. Outside of work, I love staying active through running and daily walks, so I enjoy keeping dogs happy and engaged while always matching the pace to each pet’s age, energy level, and needs. I’m available for walks, drop-in visits, house sitting, and pet care throughout the week and on weekends. My goal is to provide dependable, compassionate care while keeping your pet’s routine as consistent as possible. Your pet’s safety, comfort, and happiness are my top priorities. As a veterinary technician, I’m trained to recognize signs of stress, illness, anxiety, and changes in behavior, but I also know that the best care often means helping pets feel relaxed, secure, and loved. I live in a pet-friendly apartment with my friendly dog and make sure every pet receives plenty of attention, exercise, potty breaks, and supervision. I’ll follow your pet’s routine closely, whether that includes feeding schedules, medications, or crate training, and I’ll always keep you updated with photos and messages so you know how they’re doing.

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