Dog Boarding in Winsor Hills, Baltimore

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

1. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

6 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)"

Confirmed Memorial day Availability
2. Beth

Just Like Going to the Dog Park!

Baltimore, MD, 21229

Dog Boarding, Drop-In Visits

9 repeat clients

"Beth was PERFECT for our dog!! I'm starting to think the dog would rather be at her place, than at home. Beth is a loving, caring sitter. She took the tim... (more)"

3. Lauren

Dog Lover, Home Full-Time!

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

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

32 repeat clients

"Lauren and Al were great sitters! They sent me pictures and gave me updates. In one of the pictures they sent the smile on my dogs face let me know he was ha... (more)"

Confirmed Memorial day Availability
4. Sarah

Providing Love When Needed

Pikesville, MD, 21208

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

1 repeat client

"Sarah was amazing! Quick response time. My daughter and I did a Home visit with our dog the very same day. Sarah just lives walking distance from our home an... (more)"

5. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

50 repeat clients

"Shannon did a fantastic job with our dog while we were traveling for our wedding. We enjoyed having daily pictures and updates. Our dog has lots of energy an... (more)"

6. Rob

Dog lover: overnights and walks!

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

Dog Boarding, Dog Walking

3 repeat clients

"Rob was amazing with Millie. She had a great stay and I received excellent communication with photos. Millie is a lovepup who always wants to be by your side... (more)"

7. Lily

Belly rubs and bedtime snuggles

Halethorpe, MD, 21227

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

"Lily has been an awesome find! She was available on short notice and has been flexible with any schedule changes I've had. Her home is great if you dog needs... (more)"

8. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

44 repeat clients

"Keith & his family are amazing! They are true dog-lovers through & through. They were very accommodating and treated Brady like he was part of their own fami... (more)"

9. Allie

Grad Student / Dog Lover

Inner Harbor, Baltimore, MD, 21201

Dog Boarding, Doggy Day Care

1 repeat client

"Allie was responsive throughout Bea’s stay. I got plenty of pictures and updates! Will definitely use her again. Bea came home happy and tired! (more)"

10. Anna

Experienced and Loving Pet Pal

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

Dog Boarding, Drop-In Visits, Dog Walking

12 repeat clients

"Anna was great with Xabi while we went on a six day vacation. She came to meet us before we left and Xabi loved her from the beginning. She sent us pictures ... (more)"

11. Molly

Furchildren welcome! :)

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

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

10 repeat clients

"Molly was wonderful! It was our first time using a dog sitter and she made us feel better about the experience by sending lots of updates and pictures. Brutu... (more)"

12. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding, Dog Walking

12 repeat clients

"Brigid was very nice to work with and treated Bambou with care. Brigid is flexible and easy going and would send us regular emails to keep us informed as to ... (more)"

13. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

3 repeat clients

"Mindi was amazing! I really appreciate that she and her family took my dog for a day realizing that he is a totally lovable but a handful indeed:) My unexp... (more)"

14. Diana

Taking care of ur pup, w/ love!

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

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

1 repeat client

"Diana was great and our tiny fluffy child clearly had a great time. Diana was quick to respond and extremely flexible! (more)"

15. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

11 repeat clients

"Joanne does a great job with our dog Duncan! She sends updates frequently and it’s clear she is very patient with Duncan. When we drop him off, he is eager t... (more)"

16. 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)"

17. Lisa

Dogs are my favorite people!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

"I can't say enough about how wonderful Lisa is as a pup sitter. She watched my dog Chloe for 3 nights and it was great. She sent a few pics every day, a co... (more)"

18. Ashlee

I just love dogs; they are family

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

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

"Ashlee B is a very highly energized and spirited person! She has cared for my cats and enjoys playing with them, She also has cared for a dog, and two guinea... (more)"

19. Aaron

Home full time

Forest Park, Batimore, MD, 21216

Dog Boarding

3 repeat clients

"Aaron was very attentive to Bella’s needs. He even made some recommendations to make sure she no longer has dry skin and that her coat is nice and shiny. I r... (more)"

20. Erika

home full-time, large fenced yard

gwynn oaks, MD, 21207

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

1 repeat client

"Erika took great care of Shyla! She got some social time with a few other dogs in the neighborhood and enjoyed the company of her dog, Stevie. Great backyard... (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: