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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1. Brandon

I LOVE dogs and I LOVE to run!

Riverside, Baltimore, MD, 21230

Dog Boarding, Dog Walking

4 repeat clients

"Brandon and his girlfriend are super awesome. They gave blaize amazing attention and exercise. Took care of him like he was their own. It made me so happy to... (more)"

2. Felice

Fur Babies Unlimited

Baltimore, MD, 21228

Dog Boarding

11 repeat clients

"Our Bernie had another great stay with Fellice and her family! We are so grateful for the wonderful care they provide. Bernie just makes himself at home! Tha... (more)"

3. Lindsay

Jon & Lindsay's Dog Country

Gwynn Oak, Gwynn Oak, MD, 21207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Lindsay and Jon were great. Shyla immediately felt comfortable in their home and with them - which is a big step since she is normally fearful of new people.... (more)"

4. Molly

Furchildren welcome! :)

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Eleanor received outstanding care during her stay with Molly. Clearly, Molly is a real dog lover -- she lavished Eleanor with attention, sent me adorable pho... (more)"

5. Brigid

A LOVING HOME WELCOMES YOUR PET

Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Dog Boarding

10 repeat clients

"Had a great experience with Brigid. So caring with our dog Roxie -- gave her good treats and companionship. She was extremely responsive over the phone and t... (more)"

6. Helen

Your dog's fur-ever friend!

Riverside, Baltimore, MD, 21230

Dog Boarding

2 repeat clients

"Excellent! Helen was great with communication, flexible, and sent updates while I was away. I could tell my pup was well taken care of and received plenty of... (more)"

7. Tracie

JUST LABS Fed Hill-Tracie

South Baltimore, Baltimore, MD, 21230

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Tracie was a great host. She asked all the important questions about my pup's needs before the visit and I got great updates during the stay. When I picked u... (more)"

8. Smita

JHU Student and Dog Lover!

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Smita was great--she is a super prompt communicator, made drop-off and pickup very easy, and kept us posted with very cute pics throughout the weekend! Thank... (more)"

9. Amber

Playtime at the Park everyday!

West Baltimore, Baltimore MD, MD, 21201

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Great stay! Got lots of pictures, videos and updates through the week. Amber gave clementine lots of TLC including an oatmeal bath when she was itchy. (more)"

10. Snezhana

Dogs make us happy!

West Baltimore, Baltimore , MD, 21223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Snezhana was very quick to communicate with us and took very sweet care of our four-month-old puppy. The pup was happy and played in her large apartment spac... (more)"

11. Traci

Relax I have the time to help out .

Woodland , MD, 21207

Dog Boarding, Drop-In Visits, Dog Walking

About: I have had dogs and cats and other small animals all my life. I have a 5 year old German Shepard that I taught ASL and Japanese and is CGC certif... (more)

12. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

12 repeat clients

"Virginia was great with our 80-pound pup, Moby! He is sometimes a handful with his puppy energy and bits of anxiety, but her and her husband were excellent w... (more)"

13. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"It was super easy working with Jessica. She was flexible, and very responsive. Raven seemed very comfortable, and happy. I would have Jessica care for my dog... (more)"

14. Marie

Experienced Sitter, BARCS volunteer

Downtown, Baltimore, MD, 21201

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"Marie is a very caring and wonderful dog sitter. We left for our vacation feeling at ease! Our dog did get sick during the stay but Marie did a great job of... (more)"

15. Imani

Compassion for ALL living things!

Pimlico, Baltimore , MD, 21215

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

12 repeat clients

"Imani took great care of our dog during her stay! He texted lots of pics and it was clear that he really cared about her. She came home clean, tired, and hap... (more)"

16. Helena

We can't wait to meet your dog!

Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

Dog Boarding

15 repeat clients

"Helena and Dan are AWESOME!! We had to find a sitter on short notice because when we adopted our dog, Pepe, we already had plans to go out of town the follo... (more)"

17. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

29 repeat clients

"I felt very comfortable leaving Edie with Keith and his family. He was really nice and welcoming, very flexible, and gave us plenty of updates. We picked h... (more)"

18. shannon

Come and play awhile!

Madison Park, Baltimore, MD, 21217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

31 repeat clients

"Shannon was honestly so great. She gave us daily updates on how our big boy was doing. I let her know in advance about his instagram page (we've posted one ... (more)"

19. Robert

My Lab and I welcome your stay!

Park Heights, Baltimore, MD, 21215

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Robert provides excellent care to both large and small dogs. Along with taking them for walks, Robert enjoys playing with dogs to make sure that they get exe... (more)"

20. Kerri

Home All Day To Play!

Howard Park, Gwynn Oak, MD, 21207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

2 repeat clients

"Kerrie was wonderful to work with. She kept me updated on Memphis's progress. He really enjoyed his first time away from home. So much he act like he was n... (more)"

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Learn About Premier

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: