Dog Boarding in Winsor Hills, Baltimore

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Helen

Your dog's fur-ever friend!

Riverside, Baltimore, MD, 21230

Dog Boarding

5 repeat clients

"Helen is a wonderful pet sitter. My puppy is 4 1/2 months and a bundle of energy. Helen has a very calm and easy manner and was a great calming influence on ... (more)"

2. Kate

Experienced dog handler and foster

Halethorpe, MD, 21227

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Kate was terrific! My dog Sammy became sick with vomiting and loose stools and Kate communicated this immediately, took Sam to our vet ,and was positive duri... (more)"

3. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

5 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)"

Available this weekend
4. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

10 repeat clients

"Brigid is awesome! Our dog Winston stayed with her for about a week and a half and had a great time - we got picture updates and he seemed to be having the t... (more)"

5. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

24 repeat clients

"Virginia is great! She is very caring and flexible. We were looking for an alternative to the typical daycare/boarding because our dog has separation anxiety... (more)"

6. Snezhana

Dogs make us happy!

West Baltimore, Baltimore , MD, 21223

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

7 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)"

7. Lauren

Dog Lover, Home Full-Time!

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

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

3 repeat clients

"Lauren did an excellent job watching our dog Coco while we went away. She was always communicative and flexible. We would work with her again, 100%. (more)"

8. shannon

Come and play awhile!

Madison Park, Baltimore, MD, 21217

Dog Boarding, Doggy Day Care, Dog Walking

34 repeat clients

"Shannon was a great sitter. She took care of our boy Chief just like we would have. Her prior grooming experience interacting with other dogs is ideal. Will ... (more)"

9. Adrienne

Loving work-from-home dog sitter!

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

Dog Boarding

"Adrienne is fantastic. We got some great photos of Millie and it looked like she had a great time. I will definitely look for Adrienne every time we need som... (more)"

10. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

"5/5 STARS !! Ok, so here's the deal .. if you are looking for someone who will care for your dog as if it were her own, stop reading this and contact MindiM... (more)"

11. Amber

Playtime at the Park everyday!

West Baltimore, Baltimore MD, MD, 21201

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

3 repeat clients

"Great stay! Got lots of pictures, videos and updates through the week. Amber gave clementine lots of TLC including an oatmeal bath when she was itchy. (more)"

12. Lindsay

Jon & Lindsay's Dog Country

Gwynn Oak, Gwynn Oak, MD, 21207

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

11 repeat clients

"Lindsay and Jon were great. Shyla immediately felt comfortable in their home and with them - which is a big step since she is normally fearful of new people.... (more)"

13. Anna

Experienced and Loving Pet Pal

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

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

4 repeat clients

"Anna is outstanding! She is consistent, loving, and firm. Your dog's will love her! Anna has a lifetime of experience with dogs and a true love for them. (more)"

14. Courtney

I love all dogs big and small :)

Catonsville, MD, 21228

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

"Courtney was very friendly and professional. (more)"

15. Janine

I am the ultimate dog lover

West Baltimore, Baltimore, MD, 21230

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

3 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)"

16. Stacy

looking forward to new friends

Morrell Park, Baltimore, MD, 21230

Dog Boarding

About: Hi. I have had dogs since I was a young child, I love all animals but doggies take a special place in my heart ? I love playing with them, walkin... (more)

17. Charlene

Home Full Time Large Fenced Yard

Hunting Ridge, Baltimore, MD, 21229

Dog Boarding, Doggy Day Care

"What I thought would be a quick visit to the emergency room turned into being admitted for 3 days. I immediately panicked about finding a pet sitter at the ... (more)"

18. Raven

Dog Lover+Fenced in Yard+Run Buddy

West Baltimore, Baltimore, MD, 21223

Dog Boarding

1 repeat client
No Reviews Yet

About: I'm a full time Healthcare Analyst who loves dogs too! I have my own 1-year old Pit named Xena. She and I are both small-dog friendly, so no worrie... (more)

19. Spencer

A musician looking to add joy

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

2 repeat clients

"We had a great experience with Spencer. I recommend him to watch over your dog. He was consistent in his communication. Drop off and pick up were very easy.... (more)"

Available this weekend
20. Molly

Furchildren welcome! :)

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

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

7 repeat clients

"Whiskey quickly fit right in with Molly and her pup! Molly provided daily photos and updates, and was super easy to reach throughout our trip. Whiskey seem... (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: