Dog Boarding in Winsor Hills, Baltimore

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

1. 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 was very quick to communicate with us and took very sweet care of our four-month-old puppy. The pup was happy and played in her large apartment spac... (more)"

Available this weekend
2. shannon

Home fulltime to care for your pup!

Madison Park, Baltimore, MD, 21217

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

37 repeat clients

"Was awesome with both of our pups!! One of our dogs had anxiety issues and she handled it like a pro! She kept us updated throughout their entire stay!! We w... (more)"

3. 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

10 repeat clients

"Lauren took great care of my dog while I was away for a week. I often get nervous about leaving him, but he seemed to feel very comfortable with her. Lauren ... (more)"

4. Molly

Long walks on the Harbor

Federal Hill, Baltimore, MD, 21230

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Molly's two dogs were great friends for our little guy, Frank! For a quick weekend getaway, we were excited to hear that they went on plenty of walks and hik... (more)"

5. 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)"

6. Tyler

Student home full-time love dogs

Govans, Baltimore, MD, 21218

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Tyler was great! She was super responsive and sent plenty of pictures of Archie while I was traveling. He was exhausted when I finally picked him up and I kn... (more)"

7. Aleah

Huge fenced backyard with shade!

Catonsville, MD, 21228

Dog Boarding, Doggy Day Care

"Aleah will take care of your dog like he or she is her own. Plenty of pictures and videos so you know your pup is happy. Cannot say how thrilled I was with m... (more)"

Available this weekend
8. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

27 repeat clients

"This was our first time using dog boarding through Rover. We were a little concerned about our dog's separation anxiety. Virginia was excellent with our dog.... (more)"

9. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

21 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)"

10. Emily

Let me love your pets!

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

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

2 repeat clients

"Emily was great with Bruni! I felt very comfortable leaving him with her and I could tell from the great photo and video she sent me that he had a fun time :) (more)"

11. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

"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)"

12. 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 a wonderful sitter for my senior pup Joey and post dental surgery Andy. (more)"

13. 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)"

14. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding, Dog Walking

12 repeat clients

"Brigid is the best and we’re so glad we’ve found her. Every time we bring Louie to stay with her, she’s so excited to see him and we know we never have to wo... (more)"

15. Dalton

Your pets get undivided attention

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

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

"Dalton is such a caring individual and we were so impressed on how he took great care of our dog. She needs extra care given her age and heart condition and ... (more)"

16. Lindsay

Jon & Lindsay's Dog Country

Gwynn Oak, Gwynn Oak, MD, 21207

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

15 repeat clients

"Lindsay was wonderful with Bella and is very knowledgeable about introducing dogs to each other and caring for dogs in general. Bella was comfortable with he... (more)"

17. Kelli

All the cuddles and lovins <3

West Baltimore, Baltimore, MD, 21217

Dog Boarding, Drop-In Visits, Dog Walking

"Kelli is beyond caring and compassionate. She is Extremely attentive to details. She is always on time and very responsible when it comes to caring for other... (more)"

18. 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)"

19. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

35 repeat clients

"This was our first experience with Rover and we couldn't have been happier with Keith and his family! He was very easy to work with and flexible with drop o... (more)"

20. 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)"

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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: