Dog Boarding in Winsor Hills, Baltimore

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

1. Helen

Your dog's fur-ever friend!

Riverside, Baltimore, MD, 21230

Dog Boarding

1 repeat client

"Helen was great! She met us ahead of time to get to know Skippy and was very accommodating with our drop off and pick up schedule. Skippy was very happy ther... (more)"

2. 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 did a great job! She was really kind and friendly. You can tell that she genuinely enjoys dogs. Hans has his little quirks, but she was good about f... (more)"

Confirmed Easter Weekend Availability
3. Molly

Furchildren welcome! :)

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

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

1 repeat client

"I absolutely plan on sending Toby back to Molly's again. Right away I could tell she was a dog lover and that Toby would be in good hands. I loved that she ... (more)"

4. Tayler

furbaby lover

Charles Village, Baltimore, MD, 21218

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

"Tayler was so great to work with! She was flexible and accommodated all of my requests. She also sent lots of pictures and videos of my dog, which was so nice! (more)"

5. Smita

JHU Student and Dog Lover!

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

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

"Smita took great care of Wilson! She sent plenty of update messages and pictures, and he came home a happy dog! (more)"

Confirmed Easter Weekend Availability
6. Alexandria

Responsible, animal loving nurse

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

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

1 repeat client

"Alex was such a fabulous sitter; the best one I've had from Rover. Momo was very comfortable around her and she took wonderful care of him! She's definitely ... (more)"

Confirmed Easter Weekend Availability
7. Sarah

Fun and energetic animal lover!

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

Dog Boarding, Drop-In Visits, Dog Walking

"I was so happy with my first Rover experience. I was a little apprehensive leaving my fur baby with a stranger, but Sarah immediately put my mind at ease! C... (more)"

8. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

9 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)"

9. 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

"New customer and user of Rover.com, but so far has been great working with Imani! He's very open to help and gives advice in training, flexible, and communic... (more)"

Confirmed Easter Weekend Availability
10. Janine

I am the ultimate dog lover

West Baltimore, Baltimore, MD, 21230

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

"Janine was very friendly and communicative and it seemed like our large dog Sven had a good time with her. Very much appreciated her flexibility and care! (more)"

11. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

6 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)"

12. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

6 repeat clients

"Joanne is a lifesaver! She was able to do a meet & greet and then a four-night boarding for our beloved dog, Brady, when our family sitter canceled. She was ... (more)"

Confirmed Easter Weekend Availability
13. Jaclyn

Cozy apartment in Baltimore!

Charles Village, Baltimore, MD, 21218

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

7 repeat clients

"Jaclyn was great! It was very easy to communicate with her, and she sent me updates every day. My dog seemed to be happy with her stay and was doing really w... (more)"

Confirmed Easter Weekend Availability
14. Helena

We can't wait to meet your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding

14 repeat clients

"Helena took great care of our goofy coonhound Mort when we had to travel for a long weekend away. She was so responsive throughout the process and gladly me... (more)"

15. 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)"

16. Elizabeth

just a grl trying to love every dog

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

Dog Boarding, House Sitting, Drop-In Visits

"Odie had a great time with Liz! I got pictures of Odie's adventures and was reassured that he was playing, having fun and being well-cared for. Liz is very ... (more)"

17. Stephen

Great love for any and every dog

Catonsville, MD, 21228

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

8 repeat clients

"Stephen was great! Super communicative and flexible. We felt really comfortable leaving our dog Olive with him. She came home happy and healthy! Will definit... (more)"

18. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

25 repeat clients

"Keith and his family watched our two energetic pups (Gizmo a corgi and Sam a border collie/lab mix) for a weekend and we couldn't be happier. We booked a las... (more)"

Confirmed Easter Weekend Availability
19. Liz

Passionate Dog Lover!

Catonsville, MD, 21229

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

4 repeat clients

"Liz was great! Very friendly and Whiskey seemed like she had a good time. She sent us multiple updates throughout the stay. We will definitely use her again ... (more)"

20. Shoshana

Caring Hands @ Paws Resort

Cheswolde Area, Baltimore, MD, 21209

Dog Boarding, Drop-In Visits, Doggy Day Care

"We travel often, and have taken our little Min Pin to many places, always looking for the best place. We found it. Nice big back yard, doggy door, a lovin... (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: