Dog Boarding in Winsor Hills, Baltimore

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

1. Pei

Nice to meet everypawdy!

Inner Harbor, Baltimore, MD, 21201

Dog Boarding, Dog Walking

2 repeat clients

"Pei was awesome with my two little ones. She took them in at the last min and sent me update texts everyday. I would def recommend her to my friends and use... (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

"Very friendly, and took great care of our dog. He came home happy and tired, and she was very conscientious of our instructions. She also was sure to send us... (more)"

3. Stephen

Great love for any and every dog

Catonsville, MD, 21228

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

7 repeat clients

"Constant communication, my pup seemed to be tired from the interaction, friendly person and home has additional people for more interaction! Koa seemed to en... (more)"

4. Daniel

YOUR Dog is the One and Only

Halethorpe, MD, 21227

Dog Boarding

5 repeat clients

"Daniel and Nui are wonderful! It is such a relief to know that our dog is happy and so well taken care of when we are away. We will definitely be booking wit... (more)"

5. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

4 repeat clients

"Virginia is a caring, loving person who will care for your pets as if they were her own. She's helped nurse days old rescued puppies, cared for elderly, spe... (more)"

6. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

5 repeat clients

"Joanne is a wonderful sitter who will treat your pet like her own. We have a middle aged pit who loves people but has trouble with other dogs. Joanne was ver... (more)"

7. Jaclyn

Cozy apartment in Baltimore!

Charles Village, Baltimore, MD, 21218

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

6 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)"

8. Imani

Compassion for ALL living things!

Pimlico, Baltimore , MD, 21215

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

9 repeat clients

"Imani took amazing care of our dog! We really appreciated all the photos he sent us of her. He had an awesome yard and downstairs play area for her to play i... (more)"

9. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

8 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)"

10. Sarah

Fun and energetic animal lover!

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

Dog Boarding, Drop-In Visits, Dog Walking

"I have 2 very finicky dogs (a Rhodesian ridgeback and a cocker spaniel mutt). Sarah is the only one, besides my in-laws, that I trust to walk them. When I ha... (more)"

11. Tayler

furbaby lover

Charles Village, Baltimore, MD, 21218

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

"Tayler is great! OUr dog was well cared-for during his stay. Would definitely recommend her to anyone looking for a responsible dog sitter. (more)"

Available this weekend
12. Randy

Dilan's Place Pet Care

West Baltimore, Baltimore , MD, 21223

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Randy does it again! Initially, it was a challenge for me changing to a new position that required a large amount of time away from my Cinnamon. But with Ran... (more)"

13. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

2 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. Marcella

Experienced Dog Service Provider

West Baltimore, Baltimore, MD, 21230

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

5 repeat clients

"Marcella was very flexible when it came to meet up times for dropping off and picking up Toby. I appreciated the many photos and videos that were sent to us ... (more)"

15. Molly

Furchildren welcome! :)

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

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

"We feel very lucky to have found Molly Rose! She was wonderful with our dog, Maya. She was so caring and treated Maya like she was her own, and sent updates ... (more)"

16. Denise

Pet lover . com

BALTIMORE, MD, 21209

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

5 repeat clients

"From the moment we met Denise, I felt completely at ease and knew that my lil guy was being left in good hands. I highly recommend Denise as a genuinely kind... (more)"

17. Helena

We can't wait to meet your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding

13 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)"

18. Beth

Go to the Dog Park Every Day!

Baltimore, MD, 21229

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Beth did a great job with both my dogs! They obviously had a great time with her and her golden retrievers! She was also very flexible with the pick-up and d... (more)"

19. Barbara

Willie's Wagtime Camp

Cheswolde Area, Baltimore, MD, 21209

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

"Barbara. She had a few dogs over thanksgiving and Bolt had plenty of company. I'm planning to have Karen host Bolt again very soon! Good sitter, great value. (more)"

20. 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

"This was our first Rover experience, so naturally we were a little nervous to leave our beloved Neil Patrick Hairless with someone overnight. Keith was very ... (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: