Personalized care for your dog or cat - Winsor Hills

Highly-rated overnight sitters - Winsor Hills

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: Shipra K.
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Shipra K.
from
$35
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Charles Village, Baltimore, MD, 21218

Shipra took good care of our dog. She walked and played with him. Her dog Trevor is very nice and well behaved. My dog is tiny but got along really well with him. I would love to keep my dog with her again!

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Sangha M.
Sitter Profile Image: Virginia & Steven G.
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Virginia & Steven G.
from
$34
per night
5.0 out of 5 stars
463 reviews
208 repeat clients
21 years of experience
Westgate, Baltimore, MD, 21229

Our 2 year old pup seemed to have a great time at Ginnie and Steven’s! They were communicative, sent pics and updates, and the dogs all seemed happy and well cared for. They do board multiple dogs at once but we appreciated that they took care to pair dogs together with similar temperaments. Our pup loves to play and run, which not all dogs love! But it sounds like they were able to pair him with a few playmates that were up to his energy level. We hope to use them again in the future!

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Jessica L.
Sitter Profile Image: Meredith & Kevyn B.
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Meredith & Kevyn B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
331 reviews
199 repeat clients
25 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Meredith and Kevyn are absolutely incredible!! They always go the extra mile for Gilbert, and for us :) They show him so much love and care- it gives us total peace of mind whether he’s with them for a short visit or a week long stay. There’s nothing better than knowing the people taking care of your pup love him as much as you do!!

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Caroline Q.
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Felice & Ken & Tyler & Morgan T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
261 reviews
145 repeat clients
50 years of experience
Catonsville, MD, 21228

Ken did a wonderful job with Jackson! It was his first time with him. He was extremely communicative and kept me updated throughout the entire time with regular messages and pictures. It was so reassuring to see how well Jackson was doing and how much care Ken was giving him. I truly appreciated the attention to detail and the thoughtful updates — it made all the difference. Highly recommend!

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Lisa H.
Sitter Profile Image: Virginia O.
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Virginia O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
20 repeat clients
25 years of experience
Catonsville, MD, 21228

Virgina watched my retired guide dog Harry in her home while I was traveling for business. She made sure everyone would get along beforehand and took time to meet and talk with me. This was the first time Harry was staying with someone he didn't know and I was worried he'd be anxious. He had a good time with her senior dog Chip. I'll likely book with her again.

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Steve F.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️

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Josh B.
Sitter Profile Image: Alex G.
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Alex G.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Arbutus, MD, 21227

Alex was great, Chase was well cared for and his communication was great.. He made us feel comfortable and his dog Reese was such a good girl.

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Eldora T.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Catonsville, MD, 21228

Nikki (and her beautiful daughter) is a wonderful sitter. She texted me daily with updates....didn't have to worry about a thing! Thank you Nikki!

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David K.
Sitter Profile Image: Erika D.
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Erika D.
from
$45
per night
4.8 out of 5 stars
58 reviews
32 repeat clients
11 years of experience
Pikesville, MD, 21208

Erika is wonderful!!!! "I can’t recommend her enough! From the moment I booked, communication was excellent — quick responses, regular updates, and the sweetest photo check-ins. My Ocean always comes home happy! I can always tell she is cared for like family. It gave me so much peace of mind knowing my pet was safe, happy, and well taken care of. Not our 1st time, and definitely not the last!!

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Maria P.
Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
33 reviews
11 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

Ariel was great with Milo and kept me updated since I’m nervous with leaving my fur baby for long periods of time. But she assured me Milo was ok and sent me cute pictures. Milo and I will definitely use her again!

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MON T.
Sitter Profile Image: Brittanie & Ryan C.
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Brittanie & Ryan C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
119 reviews
41 repeat clients
10 years of experience
Catonsville, MD, 21228

This was our first experience using Rover and it was great! Brittanie and Ryan were flexible and easy to communicate with, shared photos throughout our pet’s stay, and overall made it easy to be away without worrying about her. Would definitely return the next time we need pet care!

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Kerry O.
Sitter Profile Image: Robin & Tyrone & Maritta A.
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Robin & Tyrone & Maritta A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
118 reviews
44 repeat clients
40 years of experience
Halethorpe, MD, 21227

Thx, Robin & family for lovingly caring for Haiku :-) Never-bored, she enjoyed play times & fun with exciting new friends ... an all-around thriving "vacation" experience we're most grateful for ... truly a "home-away-from-home"!

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Gabriele H.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
9 years of experience
Canton, Baltimore, MD, 21224

Sarah, her family and her pup Jack were all so very wonderful! I think Frisbee and Jack are now bffs, and she’d love to go back! Sarah let us even let us Chang

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Kristen M.
Sitter Profile Image: Danielle S.
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Danielle S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
47 reviews
8 repeat clients
17 years of experience
Rosedale, MD, 21237

Danielle took great care of my dog while I was away! Sadie was happy and well cared for when I picked her up. Danielle was responsive and sent me regular updates so I knew Sadie was happy and safe. I highly recommend Danielle!!

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Kate F.
Sitter Profile Image: Karla R.
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Karla R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
30 years of experience
Riverside, Baltimore, MD, 21230

Highly recommend Karla! Dodger was right at home! We loved Karla’s updates and photos, showing him having fun on neighborhood walks, eating his meal, and snuggling. Karla asked so many helpful questions to make sure that Dodger and she had everything they needed.

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Molly P.
Sitter Profile Image: Shannon R.
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Shannon R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
730 reviews
215 repeat clients
32 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

From the pictures Shannon sent during my dog’s week of boarding she had great fun. Friends to play with and much affection! Wonderful time and care. Highly recommend 🤗

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Susan G.
Sitter Profile Image: Casey M.
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Casey M.
from
$48
per night
5.0 out of 5 stars
9 reviews
1 repeat client
6 years of experience
Lutherville, MD, 21093

Casey and Marwa are the BEST! They spoiled our large dog Indiana to no end with multiple long walks every day, playtime, cuddles, and even grooming. There was plenty of space to roam freely in the house. They posted many pictures and videos every day. Their Pug Kevin is so cute and friendly! Indy came home well fed, nicely groomed, happy, and relaxed.

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Michaela M.
Sitter Profile Image: Kassandra P.
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Kassandra P.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Park Heights, Baltimore, MD, 21215

I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.

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Tzila B.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
24 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

Nicole and her family are awesome!!!!! Wish I could give more than 5 stars. Very loving and attentive, especially with us having a very high energy husky. Will highly recommend to anyone and everyone

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Donell F.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$50
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

Cheryl and her family were so kind and gentle with my pets. She was very accommodating to my pets, as well. Definitely recommend her to others!

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Karisha S.
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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 - Winsor Hills

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

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Sitter Profile Image: Sophie C.
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Sophie C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
93 reviews
23 repeat clients
5 years of experience
Wakefield, Baltimore, MD, 21207

Sophie was great with my cat. This was my first time using rover and she was very communicative and accommodating. She definitely went above and beyond what I expected

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Janae C.
Sitter Profile Image: Aaron G.
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Aaron G.
from
$23
per visit
4.5 out of 5 stars
44 reviews
21 repeat clients
3 years of experience
Forest Park, Baltimore, MD, 21216

About: Cashapp DoggyRoomie for any tips or gifts I have been in dog boarding for three plus years. I love caring for animals I have background in healthcare so this is an extension of what I already love to do. I also can administer insulin to your pet follow med instructions and I also do shampoos. You will be more than satisfied CASHAPP $doggyroomie For tips Greatly appreciated I have a paypal account for any tips: tips are greatly appreciated i work hard to give the best care a lot of time i will clean your pet up before the end of the boarding unless you request no special treatment. My paypal link is paypal.me/aarongene CASH APP $doggyroomie Tips greatly appreciated. Inbox me for any questions

Sitter Profile Image: Danielle S.
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Danielle S.
from
$13
per visit
4.8 out of 5 stars
20 reviews
9 repeat clients
2 years of experience
Gwynn Oak, MD, 21207

Danielle is very reliable; she is very punctual and caring. We consider ourselves very lucky to have found her.

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Natalia G.
Sitter Profile Image: Sierra G.
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Sierra G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
62 reviews
22 repeat clients
9 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

Sierra was an amazing sitter for our two cats! She was so good with them and we loved the pictures of the cats having fun with her while we were away. Sierra's communication was great and we would love to book with her again in future.

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Alex S.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$14
per visit
10 years of experience
Howard Park, Baltimore, MD, 21207

About: I’ve taken care of my cat for the past 10 years. As she has grown into her senior years, I have learned to look for concerns, provide medication, and adjust to her. I know how to clean litter boxes, provide food/water, and clean up any messes!

Sitter Profile Image: Briauna N.
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Briauna N.
from
$15
per visit
4 years of experience
Baltimore, MD, 21216

About: I've lived with animals all my life, from dogs to cats, lizards, snakes, tortoise's and currently chickens. So fear not! Because I love all animals 🙂‍↕️

Sitter Profile Image: Reniko W.
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Reniko W.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

Reniko was able to watch our sassy cat Piper on short notice! I enjoyed reading the visit summary and seeing photos everyday. Piper can be a bit aloof, but Reniko respected her space and kept her company nonetheless!

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Paige K.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
27 repeat clients
3 years of experience
Catonsville, MD, 21228

Susan is our go to. She’s basically our pets’ god mother 🤣. Not only is she a phenomenal pet sitter with cute pics and updates.. But her knowledge of animal behavior is impeccable. 100/10 recommend her to pet sit as well as training sessions. She’s been with us since we first brought our puppy home and has made such a positive impact on her behavior. I always tell my friends/family about her!❤️

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Amy M.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
90 reviews
18 repeat clients
7 years of experience
BALTIMORE, MD, 21207

Shania did a really wonderful job for our cats and was really flexible and understanding of our complicated routine. She was super communicative during the visits and had to adjust on the fly for us, and she took it all completely in stride. Highly recommend her! Thank you so much again!!!

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quistal
Sitter Profile Image: Emily T.
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Emily T.
from
$23
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
15 years of experience
Greater Rosemont, Baltimore, MD, 21216

I really appreciated Emily taking on Benji at the last minute. She was incredibly responsive from the start and worked to ensure she and Benji could get a long for a long weekend before accepting the job. Emily checked in with me constantly and was very flexible when we decided Benji required more of her time than we'd initially planned for. When I arrived home, I could see that Benji had been given all the love and attention i would have provided him. I am very thankful to have found Emily and plan to use her on a regular basis.?

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Jvani C.
Sitter Profile Image: Julion S.
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Julion S.
from
$27
per visit
5.0 out of 5 stars
31 reviews
5 repeat clients
30 years of experience
Hunting Ridge, Baltimore, MD, 21229

Julian did great with our girls! They were all haply and healthy when we got home, and we got detailed updates :-)

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Briar B.
Sitter Profile Image: Samantha E.
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Samantha E.
from
$14
per visit
5.0 out of 5 stars
58 reviews
15 repeat clients
16 years of experience
Catonsville, MD, 21228

I feel like I left a review already but I don't see it so maybe I'm crazy. Anyway I have Samantha booked weekly to take my dog out. She is reliable and quick to respond, and very flexible, and great with my weird finicky dog.

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Rose C.
Sitter Profile Image: Lindsay C.
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Lindsay C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
213 reviews
70 repeat clients
30 years of experience
West Baltimore, Baltimore, MD, 21230

Lindsay was great! Professional, friendly, and caring. She dropped in twice a day to take care of our cat, Noxy, and even came over prior so we could introduce them both. Lindsay’s summaries and photos of each visit let us know Noxy was being well taken care of and described her personality perfectly. We felt very comfortable knowing Noxy was in such good hands and we’d highly recommend Lindsay to anyone looking for a pet sitter.

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Heather M.
Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$32
per visit
4.9 out of 5 stars
456 reviews
227 repeat clients
4 years of experience
Beechfielf-Irvington Area, Baltimore, MD, 21229

Janine took good care of my kitties. She followed up each visit with good photos after, and she helped me figure out my automatic feeder. She was also very flexible when I asked if we could make a schedule change.

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Katherine R.
Sitter Profile Image: Daley R.
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Daley R.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
10 years of experience
Downtown, Baltimore, MD, 21201

Daley did a wonderful job taking care of my two cats! They were well taken care of and she sent me lots of pictures.

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Kerry S.
Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$15
per visit
5.0 out of 5 stars
43 reviews
13 repeat clients
15 years of experience
Baltimore, MD, 21229

Nicole was great with my cat Butters! He’s a very sweet boy, and loves people so needed someone to board him while I was away instead of being checked in on periodically. Nicole gave him lots of love and attention, and sent lots of pictures and updates so I knew how he was doing.

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Laura S.
Sitter Profile Image: Lindsay D.
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Lindsay D.
from
$18
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21209

Lindsay was perfect! Communication was easy and timely, we met for a walk around our neighborhood prior to her watching our pup. She sent pictures during her visits with Buster and made sure he got all the pets and love! Look forward to booking with her again!

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Hannah M.
Sitter Profile Image: Brianna D.
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Brianna D.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
4 years of experience
Baltimore, MD, 21201

Brianna is an amazing Catsitter! Not only did my cats really love her but she was amazing at sending updates and being attentive towards them and their needs! Will definitely be booking her again for my future cat sitting needs!

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Jerson L.
Sitter Profile Image: Brittney R.
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Brittney R.
from
$20
per visit
4.8 out of 5 stars
45 reviews
24 repeat clients
28 years of experience
West Baltimore, Baltimore, MD, 21223

Kind and supportive!

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Tanisha D.
Sitter Profile Image: Jhane & EmJay R.
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Jhane & EmJay R.
from
$23
per visit
5.0 out of 5 stars
19 reviews
10 repeat clients
10 years of experience
Howard Park, Baltimore, MD, 21207

About: I've taken care of a dog in various formats since I was 14 years old. Currently I have three dogs that I have rescued and raised from various experiences where without me, they would have ended up worse off. I have extensive knowledge in pet care, wellbeing and injuries to keep a dog safe, happy and in a loving home. I've made it a point to understand dog nonverbal communication so that I can identify issues as they arise and keep my and your pets safe. My wife and I work opposite schedules most of the week meaning someone is home most of the day. I am an early riser often starting my day at 5am where I handle pet care until I leave for work around 7:30am. My wife takes over care until I return from work at 5pm and this is how our schedule runs Tuesday through Thursday. Monday and Friday we work the same shift so our pups will be unsupervised from 10am-5pm but are left in safe environments with plenty of mental stimulation and given potty breaks at 10am and extended breaks at 5pm when I arrive home. I am home all day on the weekends to take care of pet needs. I have a fenced in backyard that the dogs are free to play in all day with my other pups who are very friendly to other dogs. We have dog crates already set up in the home that are used on as needed basis and lots of mental stimulation toys like kongs, puzzles and treat dispensing toys. For my dogs they eat twice a day in the morning and night and are allowed unlimited (supervised through security cameras and frequent checks) backyard time, where there is water and a dog house to cool off. The dogs get walked on a rotating schedule throughout the week. In others homes I am sure to follow the schedule of the owner and ensure the wellbeing of your pet.

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Perfect for high energy dogs - Winsor Hills

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: Kassandra P.
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Kassandra P.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Park Heights, Baltimore, MD, 21215

Kassandra was absolutely magnificent! Super kind, caring, and incredibly gentle with Chloe. I’m beyond grateful for the thoughtful, detailed care she provided. She’s truly a wonderful human, and Chloe already adores her. Thank you so much!

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Ancella B.
Sitter Profile Image: Victoria Y.
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Victoria Y.
from
$36
per day
4.8 out of 5 stars
35 reviews
8 repeat clients
14 years of experience
Forest Park, Baltimore, MD, 21216

Cashadena loves Victoria and is always eager to see her! Great yard space for the pups and very helpful, non judgmental support during a really difficult time for us.

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Cydni P.
Sitter Profile Image: Aaron G.
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Aaron G.
from
$22
per day
4.5 out of 5 stars
44 reviews
21 repeat clients
3 years of experience
Forest Park, Baltimore, MD, 21216

This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!

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Alicia H.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

Shakiyla did an excellent job watching our giant schnauzer puppy. He had plenty of activity throughout the day! I will rebook her again!

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Reyna L.
Sitter Profile Image: Davida A.
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Davida A.
Star Sitter
from
$50
per day
4.9 out of 5 stars
92 reviews
40 repeat clients
26 years of experience
Winsor Hills, Baltimore, MD, 21216

I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.

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Sharon M.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$40
per day
4.8 out of 5 stars
110 reviews
49 repeat clients
15 years of experience
Greater Rosemont, baltimore, MD, 21216

Thank you Kelly for helping us so fast and being so kind to tuna!

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Isabella S.
Sitter Profile Image: Meredith & Kevyn B.
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Meredith & Kevyn B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
331 reviews
199 repeat clients
25 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Meredith and Kevyn are the best. My pup Rupert always has so much fun when he is with them and all his pup friends. Every time we go back, he runs right up to the door, tail wagging and so excited. Finding them on Rover has been a game changer for us!

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Emily H.
Sitter Profile Image: Shannon R.
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Shannon R.
Star Sitter
from
$33
per day
5.0 out of 5 stars
731 reviews
215 repeat clients
32 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

I am so grateful we found Shannon! She went above and beyond making sure our little goober was well taken care of with walks, cuddles, and other pups to play with and tire him out. We got regular pictures throughout the day and our Logan always looked like he was having a blast. He gets so excited when we get in the car now thinking we’re going to Shannon’s, and every time we pick him up he is totally pooped. Shannon is more than a dog sitter, she will love your pups as if they’re her own. ❤️??

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Elizabeth N.
Sitter Profile Image: De'Andre t.
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De'Andre t.
from
$40
per day
8 years of experience
Hunting Ridge, Baltimore, MD, 21229

About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.

Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$35
per day
5.0 out of 5 stars
36 reviews
14 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

Peppa seemed to really enjoy her visit. On the second day, Peppa said good bye to me and kept walking, that really gave me a peace of mind.

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Tanya S.
Sitter Profile Image: Brittanie & Ryan C.
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Brittanie & Ryan C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
119 reviews
41 repeat clients
10 years of experience
Catonsville, MD, 21228

Brittanie and Ryan are amazing and caring couple. They have a lovely family and 2 beautiful dogs. We were made to feel very welcome in their house and they did everything they could to give Zoe a comfortable stay at their house. They are very responsive and communicate well. Zoe comes home happy after each stay at their house. We recommend them highly....

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Sunita P.
Sitter Profile Image: Robin & Tyrone & Maritta A.
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Robin & Tyrone & Maritta A.
Star Sitter
from
$40
per day
5.0 out of 5 stars
118 reviews
44 repeat clients
40 years of experience
Halethorpe, MD, 21227

Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.

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Susan K.
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Felice & Ken & Tyler & Morgan T.
Star Sitter
from
$45
per day
5.0 out of 5 stars
261 reviews
145 repeat clients
50 years of experience
Catonsville, MD, 21228

Completely trustworthy with our fur babies! Can't say enough about Felice and Ken. They truly cater to the dogs and our pups can't wait to return each week. A plus for both daycare and boarding.

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Cj B.
Sitter Profile Image: Veronica S.
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Veronica S.
Star Sitter
from
$39
per day
5.0 out of 5 stars
480 reviews
154 repeat clients
12 years of experience
Fells Point, Baltimore, MD, 21231

This was the professionalism and kindness I was looking for! These are two wonderful people who are clearly made for doggie care. Thank you so much.

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Travis P.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$39
per day
5.0 out of 5 stars
48 reviews
13 repeat clients
13 years of experience
Catonsville, MD, 21228

Kelly’s family is wonderful! They took such a great care of Toto 🥹 Took Toto for a walk to the park and updated me every hour!!! Super nice family and trustworthy 🙏🏻🥰 Toto enjoyed time there!! Thank you so much 😇🙏🏻

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Jung Yun N.
Sitter Profile Image: Channing D.
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Channing D.
Star Sitter
from
$30
per day
4.9 out of 5 stars
107 reviews
52 repeat clients
20 years of experience
Charles Village, Baltimore, MD, 21218

Channing was great to work with and she made my pup very comfortable in her home!

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Tracy M.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$70
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

Robyn was great! She was dependable, reliable, and easy to work with. We did have a slight scheduling conflict on one occasion, but sometimes life can get in the way and that is understandable. Best wishes and many successes to you, Robyn!

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Emica M.
Sitter Profile Image: Nicholas G.
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Nicholas G.
from
$50
per day
5.0 out of 5 stars
21 reviews
8 repeat clients
13 years of experience
Halethorpe, MD, 21227

Layson came back exhausted and I loved it. Nicholas sent updates/pics/videos of Layson having an amazing time. Thank you so much for being accommodating and taking such great care of Layson.

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Darlene S.
Sitter Profile Image: Marissa T.
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Marissa T.
Star Sitter
from
$40
per day
4.9 out of 5 stars
49 reviews
28 repeat clients
20 years of experience
Govans, Baltimore, MD, 21212

Marissa was great! Will go back when I need boarding or daycare.

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Archana S.
Sitter Profile Image: Nina P.
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Nina P.
from
$43
per day
4.8 out of 5 stars
42 reviews
10 repeat clients
6 years of experience
Westgate, Catonsville, MD, 21229

Nina was great! Answered my messages right away and sent many photos of Scout! She was super kind at pick up and drop off and said she loved our puppy!

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Jess A.
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Adventure-ready dog walkers - Winsor Hills

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: Sophie C.
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Sophie C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
93 reviews
23 repeat clients
9 years of experience
Wakefield, Baltimore, MD, 21207

Sophie did an amazing job with my dogs per usual and I know they gave her more trouble than they would give me. I'm forever grateful for her and trust her to care for my dogs 🐕

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Diamond D.
Sitter Profile Image: Nautica E.
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Nautica E.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
48 reviews
13 repeat clients
11 years of experience
Forest Park, BALTIMORE, MD, 21216

Nautica was on time and pleasant. She walked my dogs and gave them a good walk to get their energy out. I will be using her again.

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Lakeyva S.
Sitter Profile Image: Iman K.
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Iman K.
from
$25
per walk
5.0 out of 5 stars
5 reviews
9 years of experience
Forest Park, Baltimore, MD, 21207

About: I’ve been caring for my dogs for about 9 years now, and they truly are my babies!! I currently have a Siberian Husky and a German Shepherd, and we recently added a Golden Retriever puppy to the family!! So my puppy skills are definitely fresh right now 😊 I’m very used to high energy dogs, lots of playtime, long walks, mental enrichment, cuddle sessions, and making sure every pup feels safe, happy, and loved. Whether your dog is super playful, shy, or just wants extra TLC, I’ll always treat them like one of my own. I recently graduated from UB with my bachelor's degree and am currently in the process of applying for jobs! That means I have a very flexible schedule and plenty of free time throughout the week, so I’m typically available whenever you need care. I’m happy to work around your schedule and make things as easy as possible for both you and your pup. Your pup's safety and comfort are always my number one priority. I make sure to follow your instructions exactly, whether that’s feeding routines, walks, meds, or small things that help your dog feel at ease. I’m very mindful during walks and outdoor time, always keeping dogs securely leashed and being 100% aware of our surroundings. When I’m in your home, I respect it like it’s my own space. I keep everything clean, double check doors and gates, and make sure your pup is safe and settled before I ever step out.

Sitter Profile Image: Briauna N.
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Briauna N.
from
$15
per walk
20 years of experience
Greater Rosemont, Baltimore, MD, 21216

About: I've lived with animals all my life, from dogs to cats, lizards, snakes, tortoise's and currently chickens. So fear not! Because I love all animals 🙂‍↕️ This is my main source of income since the job market isn't the best, so I'm always ready to take care of some pups and kitties Whether big or small, I'll always making sure your lil guy or gal feels comfortable, is properly fed and properly walked. And if needed, I am not opposed to bringing any external needs for your pet 🫵🏾🙂‍↕️

Sitter Profile Image: Cashae H.
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Cashae H.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
2 years of experience
Hunting Ridge, Baltimore, MD, 21229

This was our first time booking with Cashae, and she was absolutely amazing! She showed up right on time, communicated clearly, and my dogs warmed up to her right away, which says a lot since they can be a little shy with new people. She sent updates and pictures during the walk, and I could tell my pups were happy and comfortable the whole time. Everything went smoothly, and I felt completely at ease knowing they were in good hands. I’ll definitely be booking with Cashae again

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Tahjae S.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$17
per walk
10 years of experience
Howard Park, Baltimore, MD, 21207

About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.

Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
456 reviews
227 repeat clients
4 years of experience
Beechfielf-Irvington Area, Baltimore, MD, 21229

Janine is the best. I can’t always count on her to walk Burke with such short notice. He loves his walks with her. And she is great with responding to my questions

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Janelle M.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$30
per walk
4.8 out of 5 stars
110 reviews
49 repeat clients
15 years of experience
Greater Rosemont, baltimore, MD, 21216

Kelly was great! She was really responsive and took such great care of Bella. We will definitely hire her again!

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Susanne C.
Sitter Profile Image: Emily T.
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Emily T.
from
$30
per walk
5.0 out of 5 stars
37 reviews
11 repeat clients
15 years of experience
Greater Rosemont, Baltimore, MD, 21216

About: As an experienced pet sitter in both the Bay Area and Baltimore, I am be the perfect person to care for your pet! I’ve sat for many dogs of varying breeds, temperaments, and ages, and can be very flexible with my schedule as I work remotely full-time. Growing up in a big family, I have a lot of experience with pets and children. Over the course of my lifetime, my family has owned 4 dogs and 2 cats. I now have 2 dogs of my own, and know just how important it is to have quality care for your pets. I am honest, trustworthy, dependable, and caring - perfect for watching your dogs while you are away! I work from home and have a flexible schedule, which allows me to take great care of your dogs! I can usually accommodate 3 drop-ins per day. I will be sure to follow all house rules and guidelines, and I have experience with a wide variety of dog breeds. My two dogs are very high energy, and I am experienced in calming them down. If I am house-sitting for you, I do not need to bring my dogs - my husband will watch our dogs in our home.

Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

About: I specialize in caring for large breeds, leveraging years of experience raising and training Rottweilers. I understand the unique needs of big dogs, from maintaining consistent training to managing their energy levels. Note: I have my own crated pets who will be present. Pet care is part of my everyday life. I work from home so I have a lot of flexibility! My own Rottweilers are on a consistent schedule, so it’s natural for me to fold guest pets right into that routine. Each day includes morning walks, feeding, supervised play, and crate rotations for safety, along with plenty of affection and downtime. I make safety, trust, and comfort the focus of every stay. In my home, pets enjoy a secure, spacious environment with constant supervision, plenty of enrichment, and clean, cozy areas for rest and play. Whether calm and quiet or high energy and active, your pet will be safe and secure with me!

Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
27 repeat clients
3 years of experience
Catonsville, MD, 21228

Susan was a BLESSING for me and my dog when we needed a last minute check-in. She was so incredibly thorough and took great care to make sure she fit our routine and connected with Birdy. I recommend Susan to absolutely anyone who’s looking for competent care, a bubbly personality, and patience with an energetic and home-defending fuzz butt!!! We loved her!

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Allison T.
Sitter Profile Image: Kevin D.
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Kevin D.
from
$25
per walk
5.0 out of 5 stars
11 reviews
7 repeat clients
25 years of experience
Greater Rosemont, Baltimore, MD, 21216

Kevin walked Charlie every evening while we were away for a week. She is dog reactive and Kevin was comfortables and competent and handing this issue. Thanks Kevin!

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Nisshani P.
Sitter Profile Image: Jahborne D.
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Jahborne D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
92 reviews
13 repeat clients
7 years of experience
Catonsville, MD, 21228

He is wonderful! My dog loves him. He does a great job of being friendly and sweet with my animals but also keeps him in-line! He doesn't let him pull or run all over the place! He's also very respectful of my house and towards myself.

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Ashley B.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$15
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

About: Experienced pet sitter caring for dogs and cats, including my grand kitties at home, providing feeding, playtime, litter care, and a calm, loving, consistent environment daily Pet sitting fits naturally into my routine, with scheduled walks, feeding, playtime, and check-ins, ensuring pets receive consistent care, attention, and comfort every day I create a safe, calm space by following routines, monitoring behavior, securing surroundings, using gentle handling, and building trust through patience, consistency, and positive interactions daily

Sitter Profile Image: Kristine Gem D.
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Kristine Gem D.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
7 years of experience
Baltimore, MD, 21201

Kristine did an amazing job with my babies!! She was punctual. Communicated amazingly and was able to follow all my very detailed instructions making. I had a quite a few security measures and she followed vetting perfectly making me feel like my dogs and home were safe while I was way in Cancun for 5 days. The babies loved her. I even got a little jealous watching my Roxy cry on the camera after their time together. I will 1000% recommend Kristine and will be using her in the future for dog sitting/walking needs!

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Lenysa G.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
90 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Was very helpful & asked great follow up questions.

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Jordan G.
Sitter Profile Image: Brittney R.
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Brittney R.
from
$25
per walk
4.8 out of 5 stars
45 reviews
24 repeat clients
28 years of experience
West Baltimore, Baltimore, MD, 21223

What an awful day for me forgot to leave my lockbox out for the 1st walker to walk my dog rushed home because I knew presents were going to be left for me so when Brittney came early to walk Jasper I told her what happened I was trying to tell her not to come because I had a mess to clean up in my house. She told me let ne walk your dog and and you can take care of Mt house what a blessing she was to me today..thank you so much.

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Tara M.
Sitter Profile Image: Jayden M.
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Jayden M.
from
$14
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
5 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

About: I’ve had pets all of my life (18 years) and I’ve learned that I love animals and taking care of them just comes easy to me. I would love to watch and take care of dogs. I will treat your pet like it’s one of my own. I’m currently in the process of finding a new job so I will be free everyday of the week until then! If I could make dog walking/sitting my main job, I would love to do that! I handle pets with care and respect. I never want to hurt an animal. I will do whatever the pet owner needs me to do with no problem.

Sitter Profile Image: Samantha E.
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Samantha E.
from
$18
per walk
5.0 out of 5 stars
58 reviews
15 repeat clients
16 years of experience
Catonsville, MD, 21228

Samantha hooked me up last minute when we started an unexpected event and needed immediate recurring care. She's polite and responsive, and knows how to handle a weird finicky dog. My dog seems to love her!

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Rose C.
Sitter Profile Image: Victoria Y.
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Victoria Y.
from
$30
per walk
4.8 out of 5 stars
35 reviews
8 repeat clients
14 years of experience
Forest Park, Baltimore, MD, 21216

After I knew the Rover from another dog owner, I haven’t used. Our very senior Lab (16 years old) recently became very weak, in walking etc, unable to leave a pet hotel as we did just half years ago. During my family away, I needed to find somebody to come to my house, taking care of her, very gentle, using towel to leave to lawn etc. While working, she sent me how her walk with Jasmine attaching photos and message. I really appreciate Victoria in very nicely taking of our family dog with affection (I could feel this from her gentle messages, even though I haven’t met her at all. My wife met her for the first time then went to travel, but I didn’t cause I’m working when she comes.). This is the first time to use Rover, and not sure about other dog walker at all. Anyway, I’m satisfied the system of Rover very efficient to find a dog walke and could fine Victoria, and was very happy to have Victoria for the first time experience.

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Kazuhiro Y.
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Over 980,000
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Large dog specialists near you - Winsor Hills

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: Shipra K.
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Shipra K.
from
$35
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Charles Village, Baltimore, MD, 21218

Shipra took good care of our dog. She walked and played with him. Her dog Trevor is very nice and well behaved. My dog is tiny but got along really well with him. I would love to keep my dog with her again!

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Sangha M.
Sitter Profile Image: Virginia & Steven G.
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Virginia & Steven G.
from
$34
per night
5.0 out of 5 stars
463 reviews
208 repeat clients
21 years of experience
Westgate, Baltimore, MD, 21229

Our 2 year old pup seemed to have a great time at Ginnie and Steven’s! They were communicative, sent pics and updates, and the dogs all seemed happy and well cared for. They do board multiple dogs at once but we appreciated that they took care to pair dogs together with similar temperaments. Our pup loves to play and run, which not all dogs love! But it sounds like they were able to pair him with a few playmates that were up to his energy level. We hope to use them again in the future!

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Jessica L.
Sitter Profile Image: Virginia O.
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Virginia O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
20 repeat clients
25 years of experience
Catonsville, MD, 21228

Virgina watched my retired guide dog Harry in her home while I was traveling for business. She made sure everyone would get along beforehand and took time to meet and talk with me. This was the first time Harry was staying with someone he didn't know and I was worried he'd be anxious. He had a good time with her senior dog Chip. I'll likely book with her again.

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Steve F.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️

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Josh B.
Sitter Profile Image: Alex G.
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Alex G.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Arbutus, MD, 21227

Alex was great, Chase was well cared for and his communication was great.. He made us feel comfortable and his dog Reese was such a good girl.

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Eldora T.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Catonsville, MD, 21228

Nikki (and her beautiful daughter) is a wonderful sitter. She texted me daily with updates....didn't have to worry about a thing! Thank you Nikki!

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David K.
Sitter Profile Image: Erika D.
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Erika D.
from
$45
per night
4.8 out of 5 stars
58 reviews
32 repeat clients
11 years of experience
Pikesville, MD, 21208

Erika is wonderful!!!! "I can’t recommend her enough! From the moment I booked, communication was excellent — quick responses, regular updates, and the sweetest photo check-ins. My Ocean always comes home happy! I can always tell she is cared for like family. It gave me so much peace of mind knowing my pet was safe, happy, and well taken care of. Not our 1st time, and definitely not the last!!

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Maria P.
Sitter Profile Image: Karla R.
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Karla R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
30 years of experience
Riverside, Baltimore, MD, 21230

Highly recommend Karla! Dodger was right at home! We loved Karla’s updates and photos, showing him having fun on neighborhood walks, eating his meal, and snuggling. Karla asked so many helpful questions to make sure that Dodger and she had everything they needed.

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Molly P.
Sitter Profile Image: Shannon R.
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Shannon R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
730 reviews
215 repeat clients
32 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

From the pictures Shannon sent during my dog’s week of boarding she had great fun. Friends to play with and much affection! Wonderful time and care. Highly recommend 🤗

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Susan G.
Sitter Profile Image: Casey M.
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Casey M.
from
$48
per night
5.0 out of 5 stars
9 reviews
1 repeat client
6 years of experience
Lutherville, MD, 21093

Casey and Marwa are the BEST! They spoiled our large dog Indiana to no end with multiple long walks every day, playtime, cuddles, and even grooming. There was plenty of space to roam freely in the house. They posted many pictures and videos every day. Their Pug Kevin is so cute and friendly! Indy came home well fed, nicely groomed, happy, and relaxed.

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Michaela M.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
24 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

Nicole and her family are awesome!!!!! Wish I could give more than 5 stars. Very loving and attentive, especially with us having a very high energy husky. Will highly recommend to anyone and everyone

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Donell F.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$50
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

Cheryl and her family were so kind and gentle with my pets. She was very accommodating to my pets, as well. Definitely recommend her to others!

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Karisha S.
Sitter Profile Image: Davida A.
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Davida A.
Star Sitter
from
$50
per night
4.9 out of 5 stars
92 reviews
40 repeat clients
26 years of experience
Winsor Hills, Baltimore, MD, 21216

I just want to let anyone looking for a greater sitter, you need to take your dog to Davida. I feel like her home is my Angels second home. She gets excited when I'm walking her to the front door and I love that her family loves her as well. It's a win, win and I love it. I'm very particular and Davida checks all my boxes. I had an another sitter before her but since I've been going to Davida I don't need to look any further. My precious baby is well taken care of. Thanks Davida for all you do. Have a good day.

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Sharon M.
Sitter Profile Image: Shruti D.
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Shruti D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
6 years of experience
Federal Hill, Baltimore, MD, 21201

Shruti did an amazing job with Prince! She treated him just like her own dog. He was well cared for and loved. She sent nice pictures while I was away. I don’t think Prince missed me at all; he was so happy with Shruti.

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Carmine T.
Sitter Profile Image: Shanikki K.
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Shanikki K.
from
$43
per night
4.9 out of 5 stars
130 reviews
64 repeat clients
15 years of experience
Patterson Park East, Baltimore, MD, 21224

Shanikki was an amazing sitter for my two fur babies! Lacie and Bella were comfortable and well taken care of during their stay. I will definitely be a return customer.

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Kathy B.
Sitter Profile Image: Rodney & Marissa O.
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Rodney & Marissa O.
from
$39
per night
5.0 out of 5 stars
422 reviews
217 repeat clients
10 years of experience
Randallstown, MD, 21133

They were very accommodating to a last minute request! The communication was fantastic and thorough. We got a lot of great pics. Overall it was a great experience and would definitely use them again in the future.

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Jessica K.
Sitter Profile Image: Malik L.
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Malik L.
Star Sitter
from
$38
per night
4.9 out of 5 stars
43 reviews
30 repeat clients
3 years of experience
Morrell Park, Baltimore, MD, 21230

It was great to leave my Gus with a stranger! Gus has never been away from me and doesn't get much interaction with dogs. Malik communicated with me the first night to say things were going well and them followed up the next night with a photo! I highly recommend Malik and will use him again!

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Jennifer O.
Sitter Profile Image: Kyra B.
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Kyra B.
from
$42
per night
5.0 out of 5 stars
74 reviews
34 repeat clients
3 years of experience
Downtown, Baltimore, MD, 21202

This was our first time with Kyra, she was great! Apollo had a nice and cozy time with her. She was communicative and understanding with us, planning to come back to her place soon!

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Corina N.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$50
per night
4.8 out of 5 stars
110 reviews
49 repeat clients
15 years of experience
Greater Rosemont, baltimore, MD, 21216

Kelly is awesome! My dog Marbles seemed to have a great time playing with the other dogs and her kids. She’s also great at communicating and flexible with pick up time. We will definitely be going back!

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Michelle P.
Sitter Profile Image: Donnell B.
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Donnell B.
from
$45
per night
4.9 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
West Baltimore, Baltimore, MD, 21230

Cinco was well looked after and cared for! Donnell sent photos and communicated well, letting us know of Cinco’s well being. We have just found our new Rover for our senior pup :) thanks Donnell!!

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Paris S.
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