Dog Boarding in Winsor Hills, Baltimore

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Sitter Profile Image: Davida A.
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Sitter Profile Image: Davida A.
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1.

Davida A.

Let Me Be Your Fur Baby's BFF
Winsor Hills, Baltimore, MD, 21216
Boarding, Doggy Day Care, Dog Walking
5.0
28 reviews
14 repeat clients
from
$45
per night

Davida is a saint! My family and I had to scramble for a dog sitter last minute, Davida opened up her home for my fur baby. She kept me updated with texts and pics. My fur baby was treated so well that I think she may be going through a little withdrawal. I trusted Davida and her family to care for my pup and she did not disappoint. Thank you!!!!

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Sitter Profile Image: Maggi B.
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Sitter Profile Image: Maggi B.
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2.

Maggi B.

My dog and your dog ❤️
Westgate, Baltimore, MD, 21229
Boarding
5.0
8 reviews
3 repeat clients
from
$50
per night

I'm so lucky to have found Maggi B! I felt comfortable right away when I brought my Snoopy over to stay for the weekend. Before boarding Snoopy, my pup had a procedure on his ear with two stitches. Afterwards he was stuck with his crazy cone head and new meds. Initially I made reservation with a dog sitter here on Rover but the bad reviews made me reconsider. I cancelled with them since Snoopy needed special care - thank goodness I did because Maggi was terrific. I could tell right away that she was a kind dog-mom who would be able to care for Snoopy while he was on the mend. She made sure Snoopy took his meds at the appropriate times, followed care directions, and sent me some pics of the pups in their beautiful backyard. They're home was lovely and absolutely comfortable for Snoopy. Maggi's own pup was a sweetie and Snoop got along with her, too! We're definitely going with Maggi for future dog boarding service. Next time I won't bring Snoopy's clunky kennel since everyone was snuggling in bed together ? TLDR: Maggi is the best and we're coming back! ⭐⭐⭐⭐⭐

Sitter Profile Image: Ashley N.
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Sitter Profile Image: Ashley N.
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3.

Ashley N.

Experienced and Friendly Dog Sitter
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211
Boarding
5.0
11 reviews
2 repeat clients
from
$40
per night

My dog had a great time! Communication and update pictures were great. We would definitely do it again in the future! Thank you for excellent care!

Sitter Profile Image: Nautica E.
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Sitter Profile Image: Nautica E.
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4.

Nautica E.

Large fenced yard - Walk and Play
Forest Park, BALTIMORE, MD, 21216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
11 repeat clients
from
$35
per night

My dog pooped on the floor when he first got there, but she wasn’t even upset. Then due to delays and cancellations with the flights I had to get him hours after the planned picked up. She’s very flexible and easy going. A true peace of mind on the go and doesn’t seem like you’re bothering her to do a service. I’d definitely recommend her, she kept our dog for ten days.

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Sitter Profile Image: Leona G.
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Sitter Profile Image: Leona G.
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5.

Leona G.

Mt Washington Dog Walker
Greater Mount Washington, Baltimore, MD, 21209
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
14 reviews
7 repeat clients
from
$35
per night

My dog Leo really enjoyed his stay with Leona. Leona is a patient, experienced, and attentive dog carer. I hope she is able to keep Leo for me in the future. Thanks Leona!

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Sitter Profile Image: Raychel L.
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Sitter Profile Image: Raychel L.
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6.

Raychel L.

Loving Petsitter Works From Home
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217
Boarding, Doggy Day Care
5.0
31 reviews
7 repeat clients
from
$31
per night

Rachel was amazing with my pup. Her place was neat and clean. She provided fast response and consistent updates. I will definitely be reaching out to her for my future puppy sitting needs.

Sitter Profile Image: Felicity C.
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Sitter Profile Image: Felicity C.
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7.

Felicity C.

Energetic animal lover
Catonsville, MD, 21228
Boarding
5.0
14 reviews
5 repeat clients
from
$48
per night

This was my first time boarding my sweet girl and I was very nervous. Felicity was wonderful. She's very good about updates and sending pictures. My girl was in good hands and settled in nicely. We'll be using Felicity again soon!

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Sitter Profile Image: Ashante M.
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Sitter Profile Image: Ashante M.
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8.

Ashante M.

Seconds From Druid Hill Park🐕‍🦺
Mondawin-Walbrook Area, Baltimore, MD, 21217
Boarding, Doggy Day Care
5.0
87 reviews
44 repeat clients
from
$43
per night

This is our second time using Ashante as our sitter and she always impresses my husband and I! I feel safe leaving my dogs with her and her family. She is trustworthy, kind, and always great at communicating. Highly recommend her!

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Sitter Profile Image: Brittanie & Ryan C.
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Sitter Profile Image: Brittanie & Ryan C.
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9.

Brittanie & Ryan C.

Your pet is like our pet
Catonsville, MD, 21228
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$65
per night

Brittanie & Ryan were amazing! I had never used this service before and was a bit nervous. They were great and explained how it worked, and I met them before booking to make sure it was a good fit for all of us. It really was!! I could tell they took care of my dog as well as their own. They sent pictures throughout the week and texted back right away with any questions that I had. I can’t thank them enough and would definitely recommend them 100%! What a wonderful family and they loved Lucky and he was so happy with them and their family.

Sitter Profile Image: Jamella W.
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Sitter Profile Image: Jamella W.
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10.

Jamella W.

Caring Pup Sitter
Westgate, Baltimore, MD, 21229
Boarding
1 review
from
$35
per night

Jamella is an excellent pet caregiver. She has cared for my pittie for a couple years and my dog absolutely adores her! Not everyone can handle my dog’s high energy but Jamella is extremely patient and gentle. I can trust that she will communicate any important information to me in a timely manner. There are very few people I trust with my baby and Jamella is definitely one of them. If you are thinking about booking with her don’t! Book Jamella now- you won’t regret it.

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Sitter Profile Image: Ruth F.
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Sitter Profile Image: Ruth F.
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11.

Ruth F.

Responsible “family” of watchers
Baltimore, MD, 21209
Boarding, Drop-In Visits, Doggy Day Care
5.0
67 reviews
31 repeat clients
from
$46
per night

Ruth and her lovely family were amazing and took great care of my anxious pup while we were away. I loved seeing all the wonderful photos she took! Her children seemed like great playmates for my dog and she was so nice and understanding about my dog’s anxiety/loud barking.

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Sitter Profile Image: Adrienne T.
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Sitter Profile Image: Adrienne T.
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12.

Adrienne T.

Dog Lover
West Baltimore, Baltimore, MD, 21223
Boarding, Doggy Day Care
5.0
4 reviews
2 repeat clients
from
$36
per night

Adrienne is clearly an experienced dog lover. She was so attentive to my dog’s (many) needs and communicated with me throughout her stay. I really appreciate you Adrienne!

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Sitter Profile Image: Karla M.
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Sitter Profile Image: Karla M.
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13.

Karla M.

For a fun and comfortable stay!
Patterson Park East, Baltimore, MD, 21224
Boarding
5.0
15 reviews
4 repeat clients
from
$34
per night

Karla is great with Zoe, very responsive and accommodating for a relatively last-minute booking, and Saffron is impossibly small and adorable. We'll be booking her again!

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Sitter Profile Image: Kate & Christopher L.
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Sitter Profile Image: Kate & Christopher L.
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14.

Kate & Christopher L.

Comfy & calm home-away-from-home
Fells Point, Baltimore, MD, 21231
Boarding
5.0
12 reviews
2 repeat clients
from
$60
per night

Kate & Christopher took great care of our puppy for the weekend while we were away. They were very communicative and took care to ensure Archie’s needs were met. We’d highly recommend booking with them and hope to do so again the future!

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Sitter Profile Image: Cristian G.
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Sitter Profile Image: Cristian G.
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15.

Cristian G.

Hi my name is Cristian.
Westgate, Baltimore, MD, 21229
Boarding, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$25
per night

Cristian is the most professional, kind, and thoughtful Rover experience that we ever had. I boarded my one year Cavapoo Apollo for a week with him and his dog Titan. Cristian is organized a very thorough. I was unable to complete his requested dog meet beforehand. But when we met the day of, he ensured me Apollo would be comfortable and happy during the stay, and would have lots of fun with him and Titan. Which Apollo did. Cristian place is warm and welcoming and very clean. During the stay, Cristian provided photo updates that confirmed Apollo was having the best time away from home. We look forward to seeing him again!!

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Sitter Profile Image: Felice T.
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Sitter Profile Image: Felice T.
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16.

Felice T.

Rover 101
Fur Babies Unlimited
Catonsville, MD, 21228
Boarding, Doggy Day Care
5.0
148 reviews
90 repeat clients
from
$50
per night

Felice was great! She was super responsive to my questions. My Jasper felt immediately comfortable at her home during our meet and greet. We know she and her family would take good care of our boy. We were not disappointed. We received updates and pictures everyday. Loved the care he received and will definitely book again .

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Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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17.

Ashley P.

Ready to board your pets!!
Federal Hill, Baltimore, MD, 21230
Boarding
5.0
3 reviews
1 repeat client
from
$45
per night

I am SO glad that I found Ashley! I needed a sitter to watch my puppy at the last minute for a work trip. She was SO incredibly flexible while I was away and my flight kept changing. My puppy absolutely loved her and I felt very secure leaving my dog in Ashley’s home. I would 10/10 recommend, and Ashley will continue to be my first pick here on Rover :)

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Sitter Profile Image: Jorge F.
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Sitter Profile Image: Jorge F.
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18.

Jorge F.

Attentive, caring, passionate
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$40
per night

Jorge is great with our pug, Leila. He treats her carefully since she is little and pays attention to her needs. I would trust Jorge with any dog to take care of.

Sitter Profile Image: Ella & George M.
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Sitter Profile Image: Ella & George M.
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19.

Ella & George M.

twentysomethings w opp. work scheds
Canton, Baltimore, MD, 21231
Boarding, Dog Walking
5.0
7 reviews
2 repeat clients
from
$50
per night

Great communication! Sent pictures and took great care of Maggie.

Sitter Profile Image: Lamettra J.
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Sitter Profile Image: Lamettra J.
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20.

Lamettra J.

Treat them like family
Hunting Ridge, Baltimore, MD, 21229
Boarding
5.0
6 reviews
1 repeat client
from
$30
per night

Lamettra was great with our dog Rocky. She sent pictures and videos while we were gone. This was the first time using Rover but during the meet/greet Rocky liked being around her and her dogs so that made me feel comfortable with leaving him with her. Would use her again and recommend to others!

Search Map

Dog owners in Winsor Hills, Baltimore, MD love booking dog boarding with sitters on Rover.com. Over 2,462 pet owners have reviewed dog sitters in Baltimore, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Winsor Hills.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winsor Hills dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winsor Hills, Baltimore, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Winsor Hills, Baltimore donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Baltimore.

We're proud to support over 200 organizations across the nation, including:

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