Dog Boarding in Winsor Hills, Baltimore

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Donika L.
1.
New fur friends are always welcome!Baltimore, MD, 21207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Donika was an an amazing host to our pet Lilo. She updated me constantly during the day with pictures of Lilo and her interactions with her pets. She allowed me… (more)

from
$40
per night
Calendar Recently Updated
Julia B.
2.
Fenced yard, happy home!Greater Mount Washington, Baltimore, MD, 21215
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

My dog had a good time with Julia and her dog. Julia sent me plenty of pictures and a couple of videos that pit my mind at ease. She really enjoys what she does… (more)

from
$49
per night
Calendar Recently Updated
Artavious T.
I love animalsPimlico, Baltimore, MD, 21215
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Artavious was amazing kept me with video and photos. Made sure they felt at home and very responsive. Highly recommend, you will not be disappointed. (more)

from
$28
per night
Confirmed availability: Memorial Day
Sapphyra W.
FurFamily! Avail Memorial Weekend!Downtown, Baltimore, MD, 21201
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sapphyra was great! I received updates via pictures or video throughout Boudreaux’s stay. Boudreaux wasn’t feeling well the last day but Sapphyra kept me update… (more)

from
$36
per night
Calendar Recently Updated
Zeynep C.
5.
I am a fur baby mama ❤️Westgate, Catonsville, MD, 21228
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Zeynep was caring and thoughtful and sent many pictures during our pups stay with her. Our dog went on a lot of walks and overall we were comfortable and please… (more)

from
$55
per night
Confirmed availability: Memorial Day
6.
Lover of all cats & dogs!Gwynn Oak, MD, 21207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Teal is a wonderful dog sitter. She took care of my dog Lyric while my husband and I went on vacation. I was a little apprehensive at first, but Teal helped eas… (more)

from
$40
per night
Calendar Recently Updated
7.
Long Distance Walker - Join Me!Cheswolde Area, Baltimore, MD, 21209
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jupiter had so much fun on his mini vacation to Gaby's house! He loved playing with her puppy Cashew and came back so worn out from all the activities. She sent… (more)

from
$55
per night
Calendar Recently Updated
8.
Will love your dog like my own!Cheswolde Area, Baltimore, MD, 21209
Dog Boarding, Drop-In Visits, Doggy Day Care

Ilana is the best! She has a warm personality that our dog immediately connected with her. We received lots of great photos of our dog Zoey enjoying her week. T… (more)

from
$50
per night
Calendar Recently Updated
9.
Compassionate and Kind!Highlandtown, Baltimore, MD, 21224
Dog Boarding

Meagan and Chris are so caring! They took great care of Ramona, it is clear she was loved while I was away. Ramona can be needy and attached but they were so s… (more)

from
$31
per night
Confirmed availability: Memorial Day
Let's play!Charles Village, Baltimore, MD, 21218
Dog Boarding, Drop-In Visits, Doggy Day Care

Myoung was truly exceptional with caring for my dog. She took pics and reassured me throughout the stay that my dog was cared for. Super grateful for Myoung. Th… (more)

from
$50
per night
Dogs love to stay at The Dog Chef!Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201
Dog Boarding, Doggy Day Care, Dog Walking

I have boarded my puppy with Meredith & Kevyn for several months and they truly are the best! They take care of her as if she is their own. She is happy to be p… (more)

from
$45
per night
Calendar Recently Updated
12.
Animal lover looking to helpFederal Hill, Baltimore, MD, 21230
Dog Boarding, Drop-In Visits, Dog Walking

My fur son Gambino absolutely loved Lexie! I had to attend a birthday party on the beach and she kept him over the weekend. I can tell that he got lots of cuddl… (more)

from
$35
per night
Calendar Recently Updated
13.
Kat 
Verified Enhanced Background Check
Work at Home Mom that loves dogs!Baltimore, MD, 21212
Dog Boarding, Drop-In Visits, Doggy Day Care

Kat was absolutely amazing!! She sent daily updates with plenty of pics. We felt very safe leaving our dog with her and her family and will definitely book agai… (more)

from
$45
per night
14.
Animal loving College studentWinsor Hills, Baltimore, MD, 21216
Dog Boarding, Doggy Day Care

Very sweet & Responsive. Would recommend (more)

from
$50
per night
Confirmed availability: Memorial Day
15.
All furbabies are welcomeForest Park, Baltimore, MD, 21216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I saw Breonna walking the neighbors dogs and figured why not ask her since I work long hours. She happily agreed and we have been good friends ever since. My Co… (more)

from
$60
per night
Calendar Recently Updated
16.
Finally A Professional Dog LoverRoland Parl-Homewood-Guilford, Baltimore, MD, 21221
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Brenna and her boyfriend were the most amazing dog sitters and took the best care of my pup. She was very communicative and responsible — I loved the photos and… (more)

from
$36
per night
Confirmed availability: Memorial Day
17.
Ray 
Verified Enhanced Background Check
This is a great thing for me .. I !Park Heights, Baltimore, MD, 21215
Dog Boarding, Doggy Day Care, Dog Walking

Ray was exceptional. She sent me several pictures of my pooch enjoying herself. Updated me daily of how she was doing. I was very nervous at first but she assur… (more)

from
$32
per night
Calendar Recently Updated
18.
WFH Trustworthy furbaby loverFederal Hill, Baltimore, MD, 21230
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chelsea was an awesome sitter! She was so accommodating for scheduling the meet and greet and kept me updated on my dog Ansel the whole time. She went above and… (more)

from
$48
per night
Calendar Recently Updated
Cozy home with small backyard!Riverside, Baltimore, MD, 21230
Dog Boarding, Doggy Day Care

Sydney has cared for my dog, Benji, on multiple occasions. My dog is like my child and I would only provide him with the best care from someone I trust. Sydney … (more)

from
$40
per night
Calendar Recently Updated
Pet-friendly, fun-loving Family!Orangeville, Baltimore, MD, 21205
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We used Keyiarra for our first weekend away from our pup Fran, and despite being very nervous about it, she really made me feel at ease. She took wonderful care… (more)

from
$48
per night

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: