Pet Setting & Drop Ins in Winsor Hills, Baltimore

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Riley

Flexible schedule suited to you!

Baltimore, MD, 21209

House Sitting, Drop-In Visits, Dog Walking

"Riley is amazing! She is so caring and responsible and loving with all my dogs and cats. She even helped me take care of a newborn litter of puppies. I have ... (more)"

2. Anisa

Experienced Vet Clinic Employee!

Greater Mount Washington, Baltimore, MD, 21209

House Sitting, Drop-In Visits, Dog Walking

About: As a previous employee of an amazing Vet Clinic in my former hometown (Kansas City, Mo), I am able to provide skilled care for a wide range of dogs... (more)

3. Denise

Dog lover whose home full-time

Greater Mount Washington, baltimore, MD, 21211

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

About: I was raised with all kinds of animals as pets from mice to fish to finches to cats and dogs. As an adult I have a chihuahua and cat who both love ... (more)

4. Deborah

EXPERIENCED! ANIMALS LOVE ME & I LOVE THEM!

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

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

23 repeat clients

About: Don't be nervous! I get MANY new clients that are nervous leaving their babies with a stranger. Some have never left them with anyone before. Let m... (more)

5. Myesha

Myesha's Comfy Care Home

CARROLL, MD, 21229

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

3 repeat clients

About: My name is Myesha Cole I have beautiful girls in the home, and I have owned 4 dogs and 3 cats in my lifetime. Although I don't have any pets now, I... (more)

6. Zoe

No Worries while you're away!

Charles Village, Baltimore, MD, 21211

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

2 repeat clients

"I had a last minute request and Zoe responded quickly and was available immediately to help out. Pets looked great when I got back, she did a great job. (more)"

7. Gwen

Full-time mommy to my furry friends

Westgate, Baltimore, MD, 21229

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Gwen took great care of my pups! She was very professional and showed up on short notice. I felt comfortable leaving my dogs in her hands. Will absolutely be... (more)"

8. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

13 repeat clients

"Virginia was very nice and attentive to simmer. She made me feel like she genuinely loves her and would treat her like she was her own dog (more)"

9. Lindsay

Jon & Lindsay's Dog Country

Gwynn Oak, Gwynn Oak, MD, 21207

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

6 repeat clients

"I am the owner of an old, arthritic chow that basically doesn't like anyone. When he was boarded at a kennel, he was confined to his kennel and only allowed... (more)"

10. Kaitlyn

My Pup Loves To Make New Friends!

West Baltimore, Baltimore, MD, 21223

Dog Boarding, Drop-In Visits

1 repeat client

"Kaitlyn is great! (more)"

11. Kaitlyn

Rugby Player & Teacher NEEDS DOGS!

Catonsville, MD, 21228

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

"I would highly recommend Katie as a dog sitter! She has previously watched my dog and every time I would say her name, my little dog's ears would perk up and... (more)"

12. Amber

Playtime at the Park everyday!

West Baltimore, Baltimore MD, MD, 21201

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

1 repeat client

"I highly recommend Amber to care for your pets! She has watched our two large, energetic dogs for multiple 7-10 day trips over the years. Our dogs were defin... (more)"

13. 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 and his family were wonderful! We were nervous about leaving our dog with a stranger in a different city but they made us feel comfortable by being com... (more)"

14. Erin

Dog Lover/will run with your pup

Hampden-Woodberry-Remington, Baltimore, MD, 21211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Erin is the most dog friendly people I know and one of the best dog moms ever. She constantly goes above and beyond for her fur babies and would be happy to... (more)"

15. Romi

Reliable, flexible, friendly

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

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I've known Romi for a long time, as she walked my dog Rex (and others in the neighborhood) for about 3 years. Her work with our family only ended when she mo... (more)"

16. Molly

Furchildren welcome! :)

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

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

5 repeat clients

"There is no one I would trust to take care of my dog more than Molly Rose. I have known her for more than two years now and have seen her operate in multiple... (more)"

17. shannon

Come and play awhile!

Madison Park, Baltimore, MD, 21217

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

31 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)

18. Matt

Friendly with veterinary experience

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

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Matt did a great job. We will definitely ask him to help us again. (more)"

19. Dana

Can't wait to meet your pup!

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

House Sitting, Drop-In Visits, Dog Walking

"Just like my dog, Dana is a loyal and trustworthy friend. She follows through with plans, is always willing to help out a friend, and is a genuinely kind, em... (more)"

20. Cameron

Every pet deserves the best!

Park Heights, Baltimore, MD, 21215

House Sitting, Drop-In Visits, Dog Walking

"Cameron is awesome! She has experience working with all sizes, energy levels and types of dogs and cats. She personally connects with each animal on an indiv... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

When it comes to pet care and pet sitting, pet owners in Winsor Hills, Baltimore, MD trust their pets with sitters on Rover.com. Over 2,462 pet owners have reviewed pet sitters in Baltimore, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Winsor Hills, Baltimore pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Winsor Hills, Baltimore who can provide the care your pet needs, when they need it.

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: