Personalized care for your dog or cat - Woolford

Highly-rated overnight sitters - Woolford

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: Johanna T.
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Johanna T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 17 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“Johanna cared for Maggie like her own! Mags seemed to have a wonderful time, was happy and calm when we picked her up. Safe home. Look forward to having Maggie with Johanna in the future!”

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Emily E.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 146 reviews
57 repeat clients
5 years of experience
hollywood, MD, 20636

“Cleo always enjoys her stays with Denise's family. They always follow her care instructions and take great care of her, and share plenty of photos so I can check in. Would definitely recommend this sitter and will book with them again in the future.”

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Brittoney G.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 146 reviews
85 repeat clients
15 years of experience
Sunderland, MD, 20689

“Bianca was attentive and skilled with our beloved Ali who can be a handful with his rambunctiousness. We had a family function to attend in another city and unexpectedly needed a sitter. Bianca was quick and reliable upon request. In addition, Bianca kept us updated on Ali’s stay which he appeared not to miss us with all the love and affection doted on him during his stay. If I ever in the future need a sitter or even just a walker for any event, I would trust Bianca more than my family for the care Ali. I wholeheartedly recommend her fully for the care and wellbeing of your pet.”

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William L.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”

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Lacey W.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 84 reviews
17 repeat clients
12 years of experience
Saint Leonard, MD, 20685

“Nikki is absolutely amazing. My dog is very nervous around people, she did not rush him. Initially, I reached out to have her handle some dinners a couple of times a year but then I had an unexpected death in the family that required me to go out of town for seven days. She was wonderful working around my schedule. We received multiple updates showing how happy he is hanging with her family and dogs. This meant the world to us knowing he was is such good hands.”

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Bonnie H.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
15 years of experience
Easton, MD, 21601

“V was very easy to work with and accommodating with watching my dog on such short notice, sent me daily photo updates. Took great care of my dog”

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Jason S.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”

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Caitlyn R.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“Jess and her entire family were amazing! We had a great experience boarding our cocker spaniel with them. They treated our puppy like one of their own. He had a great time with the kids. Jess was communicative and accommodating and we truly appreciated them taking care of Orion.”

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Mia E.
Sitter Profile Image: Onayda P.
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Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 567 reviews
311 repeat clients
7 years of experience
Owings, MD, 20736

“LOVED the way she took care of our babies! They were happy and excited and she was the sweetest and MOST accommodating! Will definitely book with her from now on!??”

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Jacklyn C.
Sitter Profile Image: Genil W.
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Genil W.
from
$40
per night
4.3 out of 5 stars
• 31 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

“Genil is the sweetest! Thank you so much for taking care of mu puppy with my super last minute request (literally within 2 hrs). You can tell she really cares about the animals she cares for. She took care of my baby and sent pics. He came home good and tired. Lol. Would definitely recommend.”

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Alicia A.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
1 repeat client
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”

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Patricia M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 44 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Amelia P.
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Amelia P.
from
$40
per night
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Chesapeake Beach, MD, 20732

“Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!”

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Damon G.
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
California, MD, 20619

“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

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Meredith K.
Sitter Profile Image: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori was amazing! She was very caring and attentive to both of out dogs and their unique needs. Lori went above and beyond to ensure they had a great experience while we were away!”

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Derek L.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 147 reviews
46 repeat clients
20 years of experience
Lusby, MD, 20657

“We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!”

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Steven N.
Sitter Profile Image: Bianca M.
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Bianca M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Owings, MD, 20736

“Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!”

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Romina A.
Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

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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 - Woolford

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: Heather M.
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Heather M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 59 reviews
22 repeat clients
12 years of experience
Linkwood, MD, 21835

“Heather did a wonderful job with our 2cats. She came on time and entertained them and cleaned up after their messes. We will definitely use her for cat sitting again!”

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Karen A.
Sitter Profile Image: Christie R.
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Christie R.
from
$36
per visit
4.9 out of 5 stars
• 33 reviews
16 repeat clients
10 years of experience
Church creek, MD, 21622

“Very caring and capable. Loved how much time was spent with pet when she was hired via app. Thank you & Bailey will look forward to seeing you again.”

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Derek M.
Sitter Profile Image: Tanya L.
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Tanya L.
from
$18
per visit
4.9 out of 5 stars
• 57 reviews
29 repeat clients
5 years of experience
Cambridge, MD, 21613

“Tanya was awesome! She was accommodating to all of my requests and kept me updated about her visits with my cats. Would recommend!”

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Katelyn W.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

About: Experience with multiple breeds of dogs. My heart is owned by our 5 boys and our 3 furbabies 16 year old Siberian Husky named Lola, a 2 year old husky/german Shepard mix named Skye and a 13 year old Australian shepherd named Apache . Firmly believe that pets are family and that it’s up to us humans to provide them with the best life possible. Without a doubt, I will treat your pet family members as if they were my own, with an abundance of love and attention. I know what it’s like to have a good pet sitter and I’ve been very fortunate to know what it’s like to have a peaceful vacation without worries, let me be the one to ease your mind when it comes to your pets care. I’m always doing something doggie related. In addition to Rover we also offer dog grooming so we stay pretty busy with the pooches every day of the week. I have crates to accommodate all sizes of pups for those that are crate trained. Those that need a human bed to sleep in, I’ve got plenty of those as well. Huge yard for lots of exercise.

Sitter Profile Image: Chloe T.
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Chloe T.
from
$29
per visit
4.9 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe was a great sitter for my cat Melody! Her reports have me peace of mind while out of town and I loved getting photos of my baby. Would book with Chloe again!”

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Allison F.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
• 27 reviews
8 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so gentle with Leo and sweet. She truly has a heart for animals and I feel so blessed to have found her. Leo and I look forward to Carla assisting us in the future.”

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Mari S.
Sitter Profile Image: Sabrina B.
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Sabrina B.
Star Sitter
from
$14
per visit
4.9 out of 5 stars
• 33 reviews
6 repeat clients
15 years of experience
GREENWOOD, DE, 19950

“This was my first time leaving Leo home with a sitter while I traveled out of town. Sabrina provided frequent summaries on Leo health and aell being while I was away from home, allowing me to travel out of town and to feel very comfortable knowing Leo was well natured and taken very good care of in my absence. Sabrina was an absolute gem to find on such short notice! 😍”

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Juanita B.
Sitter Profile Image: Rebekah L.
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Rebekah L.
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
9 years of experience
Trappe, MD, 21673

“Beka has been fantastic with our 4, almost 5 month dog. He had no training prior to 4 month and the work Becka has done with him is incredible. He listens to commands and is potty trained now. Our dog loves her and she seems to adore him. She went out of her way to water my rabbit when he was out of water and also accommodates schedule changes when she can.”

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Marlena L.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$27
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

“Kayla was great! Muffin was well taken care of, pictures were adorable, and peace of mind was priceless. I would definitely recommend Kayla to care for your pet and have her care for Muffin again. Thanks Kayla!!❤️”

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Dawn M.
Sitter Profile Image: Summer B.
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Summer B.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Wye Mills, MD, 21679

“Excellent and thorough! Clearly loves dogs and cats. She was on time and did everything I listed for my pets. The Rover site was easy to use and it gave me quick access to pick Summer as our sitter. Will definitely have her back!”

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Mary Ann W.
Sitter Profile Image: Allison L.
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Allison L.
from
$13
per visit
2 years of experience
Salisbury, MD, 21801

About: I was a cat sitter during my first few years of high school. My neighbor was out of state and asked me to take care of her cat. During this time, I would visit at minimum, three times a day to make sure the cat had food and water, had some playtime, and to clean and freshen the litter box. The owner had specific instructions for feeding that I would follow and prepare accordingly. Like dogs, I have a special place in my heart for cats and I always make sure their needs are fulfilled.

Sitter Profile Image: Heather C.
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Heather C.
from
$23
per visit
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

“Heather is very attentive and makes sure that she gives clear solid photos of your furry friends. She is very helpful and makes sure all of your animals needs are met. Very reliable. Please book her! She's such a wonderful support to animal care.”

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Professor U.
Sitter Profile Image: Danielle D.
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Danielle D.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
5 years of experience
Salisbury, MD, 21804

“She took great care of my kittens. Will definitely use her again!”

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Keegan G.
Sitter Profile Image: Isabel L.
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Isabel L.
from
$20
per visit
8 years of experience
Hurlock, MD, 21643

About: Hi, I've been around pets for the last 15ish years with that I've learned that not all dogs are the same and will react the same way towards everyone. I have worked with dogs who were previously in shelters, nervous dogs, fearful dogs, and anxious dogs. I have experience dog sitting small and big dogs. I have potty trained my own dogs and have helped friends potty train as well. I'm comfortable with bathing, brushing, feeding, walking, and interacting with dogs. I have worked with special needs dogs and am comfortable changing their diapers, applying creams and ointments, and applying wraps or bandages if needed. I'm comfortable feeding, cleaning litter boxes, and brushing cats. I've also taken care of small reptiles like bearded dragons and geckos, as well as birds like cockatiels and parakeets. I just moved to the area and have flexible availability. I am available for drop ins and walks throughout the day. No time is too early or too late. I'm open to last minute drop ins or walks as long as it is communicated. I'm great at sticking to your pets eating schedule as well as establishing routines if needed. I'm able to clean up after your pet, feed them, interact with them, and stimulate their brain as well.

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Perfect for high energy dogs - Woolford

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: Johanna T.
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Johanna T.
Star Sitter
from
$45
per day
4.9 out of 5 stars
• 17 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“Great care and very responsive :) Johanna was flexible with timing and when we had to adjust and add a second dog. She was really quick and easy to communicate with. Everything went well and we’d easily book her again :)”

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Natalie R.
Sitter Profile Image: Tanya L.
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Tanya L.
from
$35
per day
4.9 out of 5 stars
• 57 reviews
29 repeat clients
5 years of experience
Cambridge, MD, 21613

“Tanya was amazing!!! We were in Cambridge for a family reunion and Tanya kept our puppy during the day. He had a great time with her (and her dogs). She sent pics and videos throughout the day. We would definitely book her again.”

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Mia E.
Sitter Profile Image: Dylan C.
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Dylan C.
from
$25
per day
20 years of experience
Cambridge, MD, 21613

About: I have been around dogs my whole life. I combine real-world experience, behavioral training, and problem-solving approach focused on building confident, reliable dogs and owners. I currently have a full-time job but I am very flexible with scheduling. we can chat about scheduling. I am usually off at least 4 days a week. I have a fenced in back yard that sits on 2 acers of land. I have different rooms in my house to crate or keep your dog if it needs to be away from my dogs.

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“Jess and the whole family were awesome!! They loved on Louie, gave walks, etc. We travel to Cambridge a lot, so we’re really happy that we found his second home. :)”

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Mimi B.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 23 reviews
10 repeat clients
15 years of experience
Easton, MD, 21601

“Our dog had a great day with Vy & her pups! Super easy drop off & pick up.”

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Lauren B.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 148 reviews
57 repeat clients
5 years of experience
hollywood, MD, 20636

“Denise was great and treated our dog like family! Her family was very welcoming at the meet and great and every time we dropped our dog off at her home. He always comes home happy, tired, and content. I would highly recommend Denise!”

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Mary M.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 39 reviews
11 repeat clients
8 years of experience
Easton, MD, 21601

“Thank you, Jessica. It was a relief to have my older pup in such loving, capable hands. Thank you for sending photos along throughout the day. It helped take my mind off of my surgical day.”

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Tedde Lowry B.
Sitter Profile Image: Holly L.
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Holly L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 104 reviews
23 repeat clients
14 years of experience
Owings, MD, 20736

About: I have grown up with dogs and now I have 3 of my own! I have a pug, and 2 basset hounds. I'm experienced in all size dogs. (I previously had 2 english mastiffs that crossed the rainbow bridge) I also have chickens and ducks. I worked at a retirement community for years.. so I'm understanding and kind towards our wiser elders who made need help with their furbabies. I'm a homemaker so I'm almost always available for your pet care needs. I'm available to sit and play with them to your hearts comfort. All 3 of my dogs are inside dogs who sleep in bed with me. 🤣 Furbabies are like children to me. I truly believe they have souls and they deserve all the love in the world.

Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$75
per day
5.0 out of 5 stars
• 147 reviews
46 repeat clients
20 years of experience
Lusby, MD, 20657

About: I’ve always had a pet ever since I can remember. Dogs, cats, potbelly pigs, hedgehogs, you name it. My love for pets guides my life. I have three rescue dogs of my own. I have owned puppies and also have experience with senior dogs. I have a very well sized back yard that is fenced in. Your animal will be in amazing care on my watch, as I would treat them as my own. I own my own business so my schedule is very flexible. I am able to doggie board on weekends. I am able to drop in and dog walk throughout the day Monday- Sunday. I am well experienced with puppy care & senior care. From administering pills or oral medication to crating animal when needed I am well experienced with it all. I have years of experience and have had animals with a wide range of needs. I love animals with all of my heart and provide compassionate care. If you are interested in dog sitting I can provide services in your home or mine. I only ask that the dog is crate trained because I also have dogs and will need to take turns letting your pets & my pets outside into my backyard for restroom, play, & exercise. I have a 1/2 acre fenced in back yard that your dogs will enjoy.

Sitter Profile Image: Cathy D.
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Cathy D.
from
$50
per day
5.0 out of 5 stars
• 43 reviews
10 repeat clients
25 years of experience
Lusby, MD, 20657

About: Here to provide the BEST Pet Sitting and Dog Walking Service. It is stressful having to leave your Fur-baby at any length of time so here to help relieve some of your anxiety by offering an elite pet sitting service. I have over 25 years of experience sitting and working for several animal rescues. I have experience with many different breeds. All sizes welcome! I know how important is to know how your pet is doing while you're away so always offer to send my clients photos and videos while they are gone if they would like them. I am always willing to accommodate any other requests that clients may have to ensure their pet is loved unconditionally. ♡ I am retired military. I also work from home and have flexible hours, unlike a lot of other sitters, so have the luxury of being home 24/7 with the furbabies. We love being outside. I am cautious when it comes to extreme temperatures and the safety of the pups. Thank you for considering my services!

Sitter Profile Image: Haley W.
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Haley W.
from
$45
per day
5.0 out of 5 stars
• 44 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

About: Hi! I’m Haley, a stay at home mom and lifelong animal lover who understands that pets are family not just animals. My goal is to make every pet feel safe, loved, and comfortable while you’re away, so you can enjoy your time knowing they’re in caring hands. Animals have always been a huge part of my life. I grew up in a family that rescued animals, and my mom has worked in the veterinary field her entire career. Before becoming a stay-at-home mom to my three little ones, I spent years working in animal hospitals, where I gained experience caring for pets of all ages, sizes, and personalities. That background taught me how important patience, consistency, and attention to detail are when it comes to caring for animals. At home, we have three playful kittens and a friendly dog, so your pet will be staying with someone who truly understands their needs. We also have a large backyard where dogs can safely run, play, and get plenty of exercise. I know every pet is different, which is why I do my best to stick to their normal routine. Whether that means feeding schedules, potty breaks, medications, walks, cuddle time, or simply giving them space to relax! I’ll care for your pet the way you do at home. I believe keeping their routine as consistent as possible helps reduce stress and makes them feel comfortable. When your pet stays with me, they’ll be treated like part of the family. I’ll make sure they receive plenty of love, attention, playtime, and updates while you’re away so you always know they’re happy and well cared for. I know how hard it can be to trust someone with your furry family member, and I don’t take that responsibility lightly. I’d be honored to care for your pet and provide them with a safe, loving home away from home. I am currently a stay at home mom to four children, I am available almost 24/7 to be able to care for your pet, and have a very flexible schedule I have a decent sized yard, it is not fenced in but your pet will never be left unsupervised outside. I am a firm believer that pets are family and will be treated as such. There is no limitations on where your pet will be allowed to go in my home. They want to jump up on the couch for some snuggles? Go right ahead. Feel more comfortable at night in my room? Come right on in. The way your pet is cared for at your home is how they will be treated here.

Sitter Profile Image: Kerri L.
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Kerri L.
from
$30
per day
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

“My dog had a wonderful overnight stay! They were well cared for, happy, and relaxed when I picked them up. Great communication throughout, and I felt very comfortable leaving my pup in their hands. Highly recommend and would definitely book again!”

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James L.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 121 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“I would leave Linda 10 stars if I could. She was very flexible with my early drop off times. Sends lots of pics of your pet while they are with her. My dog has the best day ever when she goes to Linda’s house, she comes home and puts herself straight to bed after a day at Linda’s daycare!! ❤️”

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Alyson F.
Sitter Profile Image: Genil W.
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Genil W.
from
$30
per day
4.3 out of 5 stars
• 31 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

“Second time using Genil (in less than two weeks) and she was just as great as the first time. I had a last minute request and she accommodated my early morning drop off time. She sent pics showing her interacting with the puppy and he had a great time. Her mom is funny, too. It took a second for my puppy to warm up to her but they're best friends now. Lol. Highly recommend. We'll definitely be back.”

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Alicia A.
Sitter Profile Image: Maura M.
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Maura M.
from
$40
per day
5.0 out of 5 stars
• 6 reviews
3 repeat clients
7 years of experience
Easton, MD, 21620

“Maura was an absolutely amazing babysitter. Super nice, flexible and accommodating. Winston had the best time. 10/10 recommend”

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Amanda R.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$30
per day
5.0 out of 5 stars
• 22 reviews
6 repeat clients
3 years of experience
Huntingtown, MD, 20639

About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈‍⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!

Sitter Profile Image: Shawn L.
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Shawn L.
from
$39
per day
5.0 out of 5 stars
• 4 reviews
13 years of experience
Lexington Park, MD, 20653

“Shawn was wonderful with our dog Stan. He’s very kind and so easy to work with. We’re grateful.”

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Jim S.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$30
per day
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“We were visiting Tifton, GA for a few days and wanted to find a sitter where our 2 year old active black lab could run and play and enjoy the day while we were sight-seeing. I requested the stay the day before and Michelle responded to my request within 15 minutes! Even though Michelle was 30 miles away from where we were staying, it was worth the travel to have a family so loving and attentive to Gus! Their home was perfect for Gus! Big wide open space to run, another friendly dog, Roscoe, to play with, and a dog-friendly home that met all his needs. If we are in this area again, we will definitely contact Michelle!!”

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Kimberly M.
Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$35
per day
5.0 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

“Katie really knows dogs! She is patient and intuitive, and I’m happy my dogs have someone who can read them well.”

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Stephanie N.
Sitter Profile Image: Mya P.
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Mya P.
from
$60
per day
5.0 out of 5 stars
• 6 reviews
3 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“My puppy was totally comfortable and loved while at Mya’s…. I had a last minute appointment close by and felt completely comfortable leaving my puppy for the day. Mya sent pics and videos - she even managed to get Hutch to eat his lunch -he gets excited and won’t eat ! I highly Reccomend Mya! !!”

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

Adventure-ready dog walkers - Woolford

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: Johanna T.
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Johanna T.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 17 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

About: My dog passed and I miss her company! So I love having visitors to keep me company and play with while working from home :) Work from home, I'm free to walk the dogs first thing the the morning, around noon and anytime in the evening and spend the whole day with them if needed :) Quiet home, no children, no smoking, no other dogs or cats - just fish n two birds, half way fenced Yard, but very safe. We can walk around the neighborhood, there is a park down the street as well and the back yard.

Sitter Profile Image: Christie R.
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Christie R.
from
$40
per walk
4.9 out of 5 stars
• 33 reviews
16 repeat clients
10 years of experience
Church creek, MD, 21622

“Christie was excellent! She arrived on time, provided all the requested services, and gave good notes on their time together. I appreciated the thorough account of the care she provided during her visit for my pup’s walk and the pictures!”

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Tina M.
Sitter Profile Image: Heather M.
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Heather M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 59 reviews
22 repeat clients
12 years of experience
Linkwood, MD, 21835

“Heather is a natural!! She was very calm and relaxed around my dogs. Even my little guy warmed right up to her and he hates everybody!! ?? I will definitely be using her for all my walks, visits and sitting needs. Thank you Heather!!”

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Melissa G.
Sitter Profile Image: Dylan C.
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Dylan C.
from
$15
per walk
20 years of experience
Cambridge, MD, 21613

About: I have been around dogs my whole life. I combine real-world experience, behavioral training, and problem-solving approach focused on building confident, reliable dogs and owners. I currently have a full-time job but I am very flexible with scheduling. we can chat about scheduling. I am usually off at least 4 days a week. I have a fenced in back yard that sits on 2 acers of land. I have different rooms in my house to crate or keep your dog if it needs to be away from my dogs.

Sitter Profile Image: Hunter G.
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Hunter G.
from
$15
per walk
4 years of experience
Cambridge, MD, 21613

About: I enjoy walking at least once a day so why not bring your pets along with me ? I enjoy doing it so you know the job will get done correctly and I have a flexible schedule so I’m down to walk whenever I can I’m available normally early mornings, or evening if I am busy it’s because I’m at my restaurant job but I am more than willing to work with whatever schedule a client has ! I do have a cat myself but I don’t really see a reason to have someone else’s pet inside my own home, I am happy to pick up any droppings, refill water bowls and tidy up inside of someone else’s home when I am picking up a clients pet!

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

About: Experience with multiple breeds of dogs. My heart is owned by our 5 boys and our 3 furbabies 16 year old Siberian Husky named Lola, a 2 year old husky/german Shepard mix named Skye and a 13 year old Australian shepherd named Apache . Firmly believe that pets are family and that it’s up to us humans to provide them with the best life possible. Without a doubt, I will treat your pet family members as if they were my own, with an abundance of love and attention. I know what it’s like to have a good pet sitter and I’ve been very fortunate to know what it’s like to have a peaceful vacation without worries, let me be the one to ease your mind when it comes to your pets care. I’m always doing something doggie related. In addition to Rover we also offer dog grooming so we stay pretty busy with the pooches every day of the week. I have crates to accommodate all sizes of pups for those that are crate trained. Those that need a human bed to sleep in, I’ve got plenty of those as well. Huge yard for lots of exercise.

Sitter Profile Image: Carla C.
Verified Background Check
Carla C.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 27 reviews
8 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so great and patient!! happy to have found her!”

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Olivia P.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$25
per walk
4.9 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷”

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Maggie W.
Sitter Profile Image: Katelyn S.
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Katelyn S.
from
$30
per walk
5.0 out of 5 stars
• 24 reviews
1 repeat client
20 years of experience
Trappe, MD, 21673

About: With over 20 years of hands-on experience caring for dogs of all breeds, sizes, and personalities, I bring more than just basic pet care—I offer genuine companionship and a deep understanding of canine behavior. Whether it’s a high-energy puppy who needs structured walks or a senior dog who craves gentle attention and routine, I tailor each visit to your pet’s unique needs. My background includes working with rescue dogs, administering oral medications, and handling multi-dog households with calm confidence. While growing up, I lived in a home with multiple dogs and have cared for many dogs around my community. I currently own four dogs, two miniature dachshunds, one cane corso and my senior german shepherd. I have spent many of hours training my dogs, especially the cane corso who was a tad reactive, and they are all doing great! I would love to continue helping out around the community to care for your companions. I am currently working a full-time job in Easton, MD from 9-4:30 Monday through Friday. I would be open for mornings, evenings, and weekends. Sometimes, I am totally able to pop out for lunch time walks if it’s in Easton and know ahead of time. I am pretty flexible! In my home, I have three dogs that are crate trained and one that roams the home. I currently have a fenced in yard for my dogs as of recently, but have many years of experience with leashed walks and leash training with my own dogs and client’s dogs.

Sitter Profile Image: Sabrina B.
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Sabrina B.
Star Sitter
from
$10
per walk
4.9 out of 5 stars
• 33 reviews
6 repeat clients
15 years of experience
GREENWOOD, DE, 19950

About: I've been assisting in foster care/hospice care for pets since I was a child helping my mother care for multiple pets. I have experience giving medicine if required and can provide bathing and amateur grooming if desired including fur and nail trimming, face cleaning and ear cleaning. I work part time at Starbucks but my work days are usually only 4 hours. I have a roommate and my mother who help me so your pet will never be alone! If you're pet has a schedule I can accommodate that for you! I have a fenced yard, with multiple pets of my own that are fully trained and friendly. I can provide medicine if needed and will offer lots of love to your furry baby!

Sitter Profile Image: Imani W.
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Imani W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Easton, MD, 21601

“Imani is great and very considerate.”

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Sayre M.
Sitter Profile Image: Heather C.
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Heather C.
from
$25
per walk
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

About: I have 33 years experience with animals I have a small yard live in a townhome I have 1 dog and 2 cats now. I have also had 4 chickens birds fish turtles and rabbits in the past I love animals and can do anything for them Bathing walking playing feeding anything you need I can do for a animal and any animal. I have a 14 year old son who also loves animals very much I have kennel to keep animals in the house. My dog is a Chihuahua terroir mix. My 2 cats are a tabby and main coon cat. I am also willing to take care if any other animals you may own. I look forward to playing with your dogs cats I’m not working so I have open availability to be with your animals they will be fed twice daily and walked at least three times daily they will be played with and loved I can take your pets in my home they will be allowed to sleep in a kennel or bed and in your home I will follow how ever you usually take care of your pets I go by your Routine

Sitter Profile Image: Isabel L.
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Isabel L.
from
$30
per walk
8 years of experience
Hurlock, MD, 21643

About: Hi, I've been around pets for the last 15ish years with that I've learned that not all dogs are the same and will react the same way towards everyone. I have worked with dogs who were previously in shelters, nervous dogs, fearful dogs, and anxious dogs. I have experience dog sitting small and big dogs. I have potty trained my own dogs and have helped friends potty train as well. I'm comfortable with bathing, brushing, feeding, walking, and interacting with dogs. I have worked with special needs dogs and am comfortable changing their diapers, applying creams and ointments, and applying wraps or bandages if needed. I'm comfortable feeding, cleaning litter boxes, and brushing cats. I've also taken care of small reptiles like bearded dragons and geckos, as well as birds like cockatiels and parakeets. I just moved to the area and have flexible availability. I am available for drop ins and walks throughout the day. No time is too early or too late. I'm open to last minute drop ins or walks as long as it is communicated. I'm great at sticking to your pets eating schedule as well as establishing routines if needed. I'm able to clean up after your pet, feed them, interact with them, and stimulate their brain as well.

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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 - Woolford

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: Johanna T.
Verified Enhanced Background Check
Johanna T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 17 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“Johanna cared for Maggie like her own! Mags seemed to have a wonderful time, was happy and calm when we picked her up. Safe home. Look forward to having Maggie with Johanna in the future!”

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Emily E.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 146 reviews
57 repeat clients
5 years of experience
hollywood, MD, 20636

“Cleo always enjoys her stays with Denise's family. They always follow her care instructions and take great care of her, and share plenty of photos so I can check in. Would definitely recommend this sitter and will book with them again in the future.”

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Brittoney G.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 146 reviews
85 repeat clients
15 years of experience
Sunderland, MD, 20689

“Bianca was attentive and skilled with our beloved Ali who can be a handful with his rambunctiousness. We had a family function to attend in another city and unexpectedly needed a sitter. Bianca was quick and reliable upon request. In addition, Bianca kept us updated on Ali’s stay which he appeared not to miss us with all the love and affection doted on him during his stay. If I ever in the future need a sitter or even just a walker for any event, I would trust Bianca more than my family for the care Ali. I wholeheartedly recommend her fully for the care and wellbeing of your pet.”

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William L.
Sitter Profile Image: Linda W.
Verified Enhanced Background Check
Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”

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Lacey W.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 84 reviews
17 repeat clients
12 years of experience
Saint Leonard, MD, 20685

“Nikki is absolutely amazing. My dog is very nervous around people, she did not rush him. Initially, I reached out to have her handle some dinners a couple of times a year but then I had an unexpected death in the family that required me to go out of town for seven days. She was wonderful working around my schedule. We received multiple updates showing how happy he is hanging with her family and dogs. This meant the world to us knowing he was is such good hands.”

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Bonnie H.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
• 54 reviews
19 repeat clients
10 years of experience
Huntingtown, MD, 20639

“Stephanie took such good care of our 12 year old yorkipoo, when we were out of the country for three weeks. She constantly sent updates and pics to show how he was doing. She even gave his meds every day and even got more meds from my vet as I didn’t give her right amount of meds. I cannot recommend Stephanie enough as a pet sitter. I will definitely use her again.”

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Buddhika P.
Sitter Profile Image: Vy L.
Verified Enhanced Background Check
Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
15 years of experience
Easton, MD, 21601

“V was very easy to work with and accommodating with watching my dog on such short notice, sent me daily photo updates. Took great care of my dog”

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Jason S.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”

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Caitlyn R.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“Jess and her entire family were amazing! We had a great experience boarding our cocker spaniel with them. They treated our puppy like one of their own. He had a great time with the kids. Jess was communicative and accommodating and we truly appreciated them taking care of Orion.”

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Mia E.
Sitter Profile Image: Onayda P.
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Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 567 reviews
311 repeat clients
7 years of experience
Owings, MD, 20736

“LOVED the way she took care of our babies! They were happy and excited and she was the sweetest and MOST accommodating! Will definitely book with her from now on!??”

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Jacklyn C.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$30
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
3 years of experience
Huntingtown, MD, 20639

“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”

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Natalia P.
Sitter Profile Image: Genil W.
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Genil W.
from
$40
per night
4.3 out of 5 stars
• 31 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

“Genil is the sweetest! Thank you so much for taking care of mu puppy with my super last minute request (literally within 2 hrs). You can tell she really cares about the animals she cares for. She took care of my baby and sent pics. He came home good and tired. Lol. Would definitely recommend.”

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Alicia A.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”

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Patricia M.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 44 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Amelia P.
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Amelia P.
from
$40
per night
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Chesapeake Beach, MD, 20732

“Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!”

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Damon G.
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
California, MD, 20619

“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

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Meredith K.
Sitter Profile Image: Kimberly T.
Verified Enhanced Background Check
Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 147 reviews
46 repeat clients
20 years of experience
Lusby, MD, 20657

“We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!”

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Steven N.
Sitter Profile Image: Bianca M.
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Bianca M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Owings, MD, 20736

“Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!”

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Romina A.
Sitter Profile Image: Marijah B.
Verified Enhanced Background Check
Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

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