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. Snezhana

Dogs make us happy!

West Baltimore, Baltimore, MD, 21223

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

8 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)"

2. Lauren

Dog Lover, Home Full-Time!

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21202

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

21 repeat clients

"Lauren is fantastic ! We have had her watch our dog, Bruni, a couple times and it has been great. We received daily pics and updates which we really apprecia... (more)"

3. Janine

I am the ultimate dog lover

West Baltimore, Baltimore, MD, 21230

Dog Boarding

7 repeat clients

"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)"

4. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

2 repeat clients

"I am so happy to have found MindMeira B. I immediately felt comfortable in her presence and in her home. Both were very peaceful and calm. I'll definitely... (more)"

5. Jaquan

Extremely upscale location

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

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

"Rusty had a great time here, good photos, and great updates. Thank you so much! (more)"

6. Casey

Reliable Veterinarian

Chinquapin Park-Belvedere, Baltimore, MD, 21210

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

1 repeat client

"Casey did a great job with Tucker over the holidays. He came home happy, healthy and relaxed. We would be happy to have him stay with her again! (more)"

7. Kelli

All the cuddles and lovins <3

West Baltimore, Baltimore, MD, 21217

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

2 repeat clients

"Scooter loves Kelli! (more)"

8. Raven

Park Nearby and I Run Daily

West Baltimore, Baltimore, MD, 21223

Dog Boarding

2 repeat clients

"Raven gave Peaches the attention and affection she did her own dog. There is a lovely park nearby where she walks the dogs I would use her again and recomme... (more)"

9. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding, Dog Walking

12 repeat clients

"This was Carly's first stay with Brigid and she had a great time. Brigid took great care of her and sent us frequent photo updates. Carly looked happy and co... (more)"

10. Rob

Dog lover: overnights and walks!

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

Dog Boarding, Dog Walking

2 repeat clients

"Rob was a great communicator, sent us wonderful updates about our Lu while we were out of town. He was flexible on drop off/pick up arrangements, and very ac... (more)"

11. Aaron

Home full time

Forest Park, Batimore, MD, 21216

Dog Boarding

3 repeat clients

"Aaron was very proactive with keeping us abreast of what was happening with Pepper which we appreciated. We will be in touch again in the future!! (more)"

12. Dalton

Your pets get undivided attention

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

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

5 repeat clients

"Shiloh loved his stay with Dalton! We received daily updates of activities and behavior. We will definitely have Dalton watch Shiloh next time we go out of t... (more)"

13. Maren

I love animals!

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

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

"Maren was thoughtful and flexible. I felt very comfortable leaving my dog in her care. I had to change the pick up and drop off times and she was very accomm... (more)"

14. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

40 repeat clients

"Shannon was amazing! She was always quick to respond to any messages and questions that I might have had and also provided me with a picture of Murphy everyd... (more)"

15. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

35 repeat clients

"Ginnie and her husband were fantastic in taking care of Minnie! They clearly know a lot about handling dogs and have lots of experience! we felt very comfort... (more)"

16. Heather

Home full time

Baltimore, MD, 21207

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

1 repeat client
No Reviews Yet

About: I will provide a nurturing, loving and safe environment for your fur babies. We are owners of an English bulldog, Miracle, who we love. I have abou... (more)

17. Erika

home full-time, large fenced yard

gwynn oaks, MD, 21207

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

"She was very attentive to my dog and took great care of her. She seem very happy when I picked her up. The scheduling was very easy and fast and so was the ... (more)"

18. Ivy

I'll take your dog for hikes!

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

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

"Ivy is the only person I trust to walk my Sheppard mix. She is responsible, reliable, and knowledgeable. She is kind and gentle, yet firm, towards my dog. He... (more)"

19. Steven

Fenced yard with a playmate.

Park Heights, Baltimore, MD, 21215

Dog Boarding

1 repeat client

"Steve and family..you are the best. All the communications and love shown to my baby. He had soooo much fun with Ollie. I was blessed to find you. You’re our... (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

38 repeat clients

"We felt so comfortable having Roci stay with Keith and his family during a recent weekend. He is very flexible with pick-up and drop-off and kept us posted t... (more)"

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: