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. Helen

Your dog's fur-ever friend!

Riverside, Baltimore, MD, 21230

Dog Boarding

2 repeat clients

"Helen was great with Basil! She kept me posted throughout the stay and he was pooped out when we picked him up! He even walk up her front stoop when I took h... (more)"

2. Brandon

I LOVE dogs and I LOVE to run!

Riverside, Baltimore, MD, 21230

Dog Boarding, Dog Walking

3 repeat clients

"Brandon and his girlfriend are super awesome. They gave blaize amazing attention and exercise. Took care of him like he was their own. It made me so happy to... (more)"

3. Smita

JHU Student and Dog Lover!

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

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

2 repeat clients

"Smita was great--she is a super prompt communicator, made drop-off and pickup very easy, and kept us posted with very cute pics throughout the weekend! Thank... (more)"

4. Brigid

A LOVING HOME WELCOMES YOUR PET

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

Dog Boarding

9 repeat clients

"Brigid was open to any questions and gave me and Ziggy full tour of her house. While I'm a Rover sitter too, I've never had my dog stay anywhere without me. ... (more)"

5. Lindsay

Jon & Lindsay's Dog Country

Gwynn Oak, Gwynn Oak, MD, 21207

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

4 repeat clients

About: We are a married couple living in Gwynn Oak, Maryland with our retired greyhound, Zura. I am a lifelong dog person, growing up with a German shep... (more)

6. Molly

Furchildren welcome! :)

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

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

4 repeat clients

"As usual, we LOVE leaving Toby with Molly. She is so sweet and you can tell she has a passion and love for dogs! I know Toby is in good hands when we leave h... (more)"

7. Marie

Experienced Sitter, BARCS volunteer

Downtown, Baltimore, MD, 21201

Dog Boarding, Drop-In Visits, Dog Walking

15 repeat clients

"Marie was very flexible about drop off and pick up times. She also contacted me quickly and took great care of my little guy! I didn't worry about him one bi... (more)"

8. shannon

Come and play awhile!

Madison Park, Baltimore, MD, 21217

Dog Boarding, Doggy Day Care, Dog Walking

26 repeat clients

About: Hi! My name is Shannon, I am a recent Baltimore transplant and a long time pet care professional. I am pretty sure this is the best job in the en... (more)

9. Snezhana

Dogs make us happy!

West Baltimore, Baltimore , MD, 21223

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

6 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)"

10. Claudia

student with a LOT of free time

Catonsville, MD, 21250

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

2 repeat clients

"I interviewed five different people before I found Claudia. I needed a dog sitter that would love on her, be physically active with Sugar , and treat her lik... (more)"

11. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

29 repeat clients

"Keith made our nervous Holly feel at home, took her on walks, and sent pictures, too. We would certainly book with him again. Thank you, Keith! (more)"

12. Kaitlyn

My Pup Loves To Make New Friends!

West Baltimore, Baltimore, MD, 21223

Dog Boarding, Drop-In Visits

1 repeat client

"The absolute best. Kaitlyn was patient with Misty, and while I was out of town I was put at ease by all the photos of my doggie having an amazing time. Kaitl... (more)"

13. Tayler

furbaby lover

Charles Village, Baltimore, MD, 21218

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

1 repeat client

"Tayler and her boyfriend took wonderful care of our dog, Banjo, and our friend's dog, Marley, both of whom clearly adored her. She was very accommodating and... (more)"

14. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

2 repeat clients

"Shannon was very responsive to text and very understanding when we were running late to pick up our dog! She took great care of him and reassured us that he ... (more)"

15. Jessica

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

3 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)"

16. Traci

Relax I have the time to help out .

Woodland , MD, 21207

Dog Boarding, Drop-In Visits, Dog Walking

About: I have had dogs and cats and other small animals all my life. I have a 5 year old German Shepard that I taught ASL and Japanese and is CGC certif... (more)

17. Imani

Compassion for ALL living things!

Pimlico, Baltimore , MD, 21215

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

12 repeat clients

"Imani was amazing with Marley, he kept me up to date with pictures and you can tell she had a great time because she was all smiles. Definitely a great exper... (more)"

18. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

8 repeat clients

"Virginia was great with our 80-pound pup, Moby! He is sometimes a handful with his puppy energy and bits of anxiety, but her and her husband were excellent w... (more)"

19. Helena

We can't wait to meet your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding

15 repeat clients

"I would highly recommend Helena! She was very professional and friendly, and I felt extremely comfortable leaving my dog with her. My dog has some concerns a... (more)"

20. Claire

Dog Park & trails across St!

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

Dog Boarding, House Sitting, Doggy Day Care

"Claire was amazing with Ellie! They went on long walks and still kept up with some training while I was away. I received daily updates with lots of picture... (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: