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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.
1. Christina

Home full-time, loves all dogs!

Riverside, Baltimore, MD, 21230

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

"Christina! Was absolutely so kind caring and loving with offer little girl. We lost our big guy 3 weeks. This left us unsettled about leaving Zoe with anyon... (more)"

2. Aliza

Dog Lover!! Fenced in Yard

Cheswolde Area, Baltimore, MD, 21215

Dog Boarding

"Aliza was awesome and made accommodations for our love bugs! Will definitely book again, thank you! (more)"

3. Brandon

I LOVE dogs and I LOVE to run!

Baltimore, MD, 21228

Dog Boarding, Dog Walking

"Seriously awesome couple. I'm an overbearing doberdad that Brandon and Katie went above and beyond to accommodate. Between constant meetups with us and our D... (more)"

4. Lauren

Dog Lover, Home Full-Time!

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

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

"This was the third time we used Lauren and AL to watch our dog and it was fantastic as always. They are both so friendly and loving towards our dog. We have... (more)"

Confirmed 4th of July Availability
5. Jennifer

Work @ Home - XL Fenced Yard

Catonsville, MD, 21228

Dog Boarding, Doggy Day Care

"Jennifer and her husband were both so warm and welcoming. They took great care of my pup, Cassie. (more)"

Confirmed 4th of July Availability
6. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

"Joanne is a lifesaver! She was able to do a meet & greet and then a four-night boarding for our beloved dog, Brady, when our family sitter canceled. She was ... (more)"

7. Sarah

Providing Love When Needed

Pikesville, MD, 21208

Dog Boarding

"Sarah did a great job dog sitting for my 12 year old dog who needed to take daily medication. She was very flexible and accommodating, and has great communi... (more)"

8. Kate

Professional pet sitter, Vet Tech

Inner Harbor, Baltimore, MD, 21202

Dog Boarding, Drop-In Visits, Dog Walking

"This was my pup's first time staying with someone other than family and Kate EXCEEDED all of my expectations! She was quick to respond, sent pictures through... (more)"

Available this weekend
9. Anna

Experienced and Loving Pet Pal

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

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

Confirmed 4th of July Availability
10. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

"Thank you so much for watching our girl! We loved the updates and pictures!! We will definitely consider having her stay with you in the future! (more)"

11. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

"I’ve lost track of the number of repeat bookings - I trust Shannon to take excellent care of my dog Sadie, and really appreciate everything she’s done for us! (more)"

12. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

"This was my first Rover experience and was nervous leaving our puppy for a few days. MindiMeira was absolutely phenomenal! I received daily updates and pictu... (more)"

13. Alyssa

I’ll love your dog like my own!

Charles Village, Baltimore, MD, 21211

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

"The only reason anyone would leave anything other than a very enthusiastic and stellar review for Alyssa's care would be that they'd want to ensure her sched... (more)"

14. Mary

City to Farm, your dog can explore!

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

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

"Mary is so caring and loving with all of our animals. She balanced taking care of our dogs, cats, chickens and cows with ease. She is a very capable farm si... (more)"

15. 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)"

16. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

"Ginnie is simply the best! She will go above and beyond to make any accomodations for your pet's needs. My cat, Leo, uses the human toilet and Ginnie offered... (more)"

17. Kelli

All the cuddles and lovins <3

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

"Since adopting my pup, I have noticed that he is generally timid but very smart and very easy to care for. He was toilet trained and if he was desperate whil... (more)"

18. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

"Brigid was professional and our dog Kona took to her right away. She introduced us to her dog before we booked Kona for two nights. They got along great. ... (more)"

Confirmed 4th of July Availability
19. Adrienne

Loving work-from-home dog sitter!

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

Dog Boarding, Doggy Day Care

"We love Adrienne! Millie is always so happy when we pick her up. She and penny always have a blast together and Adrienne does a fantastic job of updating me ... (more)"

Confirmed 4th of July Availability
20. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

"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)"

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: