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

"Pei was great with our dogs. She went over and above our expectations to ensure that they had a great time and didn't miss us. We would definitely use her ag... (more)"

2. Stephen

Great love for any and every dog

Catonsville, MD, 21228

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

4 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)"

3. Snezhana

Dogs make us happy!

West Baltimore, Baltimore , MD, 21223

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

5 repeat clients

"Snezhana was really great and flexible with my last minute change in plans. My partner is in the military and our Labor Day plans were interrupted at the la... (more)"

4. Molly

Furchildren welcome! :)

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

Dog Boarding, Drop-In Visits, Dog Walking

"We had a great experience with Molly! We ended up leaving town at the last minute over a holiday weekend, and Molly was a great help in making that happen. S... (more)"

5. Daniel

YOUR Dog is the One and Only

Halethorpe, MD, 21227

Dog Boarding

4 repeat clients

"I am so relieved to finally find someone who "gets" my little pup so I can keep him out of the kennels. My anxious pup tolerates so few people but was the mo... (more)"

6. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

5 repeat clients

"Joanne is the perfect dog sitter! We found Joanne through Rover and she watched our dog for 2 nights last weekend. Her house is very dog friendly with a fenc... (more)"

7. Denise

Pet lover . com

BALTIMORE, MD, 21209

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

4 repeat clients

"Denise was an excellent doggie host. She was flexible regarding drop-off time, sent photos during the visit, and provided wonderful care. We will definitely ... (more)"

8. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

7 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. Marcella

Experienced Dog Service Provider

West Baltimore, Baltimore, MD, 21230

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

4 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)"

10. Kay T

I am a responsible dog lover!

Downtown, Baltimore, MD, 21201

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

About: I have had dogs my entire life and have been looking to get one for myself. Unfortunately, I am a student who does not have definite plans for the ... (more)

11. Imani

Compassion for ALL living things!

Pimlico, Baltimore , MD, 21215

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

7 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)"

12. Jaclyn

Cozy apartment in Baltimore!

Charles Village, Baltimore, MD, 21218

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

6 repeat clients

"Puck loved staying with Jaclyn, and as a result, we have already booked a return trip. Thank you, Jaclyn and Erick for taking care of my wee little man. (more)"

13. 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)"

14. Helena

We can't wait to meet your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding

12 repeat clients

"Helena was great with Peanut! We got a great video while she was there which we always appreciate! Helena and her boyfriend Dan were very sweet with Peanut ... (more)"

15. Harriet

Happy Dog/ Happy Owner= guaranteed!

Baltimore , MD, 21209

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

8 repeat clients

"Harriet was great with my dogs. Sent daily updates with pictures. And always promptly responded to questions. Will definitely use her again! (more)"

16. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

24 repeat clients

"Keith and his family sat my 14 year old pug mix for 6 nights while I was traveling - and I couldn't have felt more secure leaving her with them. Keith sent l... (more)"

17. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

1 repeat client

"My wife and I are happy to recommend Virginia White-Gaul as an animal caretaker. We’ve known Virginia since 2010, and on multiple occasions we gratefully ent... (more)"

18. Beth

Go to the Dog Park Every Day!

Baltimore, MD, 21229

Dog Boarding, House Sitting, Drop-In Visits

8 repeat clients

"I recently had Beth care for our dog, at her house, while we were away. My family was extremely happy with the care Beth provided for our yellow lab! He is... (more)"

19. Randy

Dilan's Place Pet Care

West Baltimore, Baltimore , MD, 21223

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Randy was great with Cinnamon! He was very flexible with dropping Cinnamon off, and she was able to bring all of her comforts of home with her. I received pi... (more)"

20. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

1 repeat client

"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)"

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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: