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. 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

28 repeat clients

"Aspen LOVED Deborah! She had never been alone for a long period of time before, and this was her first experience with someone else watching her. She absolu... (more)"

Available this weekend
2. James

hugs and cuddles ❤️

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

House Sitting, Drop-In Visits, Dog Walking

"For four years, James has taken great care of my samoyed. Whenever my family and I are away for vacations or for trips, we can always trust in James’ familia... (more)"

3. Caitlin

Fun, Dependable Animal Friend

Baltimore, MD, 21209

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Caitlin did a great job with my two dogs. The dogs loved her, okay, they love everybody. :-) She was timely and the pup was up and active when we returned... (more)"

4. Erica

I love bonding with all dogs!

Downtown, Baltimore, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

About: I was one of those kids that constantly tried convincing their mom to get a dog and finally it worked when I was in 5th grade. We adopted a Collie.... (more)

5. Romy

Athletic and reliable dog care

Charles Village, Baltimore, MD, 21202

House Sitting, Drop-In Visits, Dog Walking

"Romy house and dog sat for us a for a week at Christmas and was wonderful. We came home to an immaculate house and a very happy, relaxed dog. She even washed... (more)"

Available this weekend
6. Molly

Happiest when I'm with dogs!

Charles Village, Baltimore, MD, 21218

House Sitting, Drop-In Visits, Dog Walking

"Molly has a great deal of experience with many different breeds of dogs and loves them all. Molly is very loving, kind and intuitive about how your dog is d... (more)"

Available this weekend
7. Theresa

Veteran Owned and Operated

Baltimore, MD, 21229

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Theresa was wonderful! She communicated really well and took great care of our pets. Really appreciated the updates, including the pictures. I'd recommend he... (more)"

8. Kelli

All the cuddles and lovins <3

West Baltimore, Baltimore, MD, 21217

Dog Boarding, Drop-In Visits, Dog Walking

"I left my two fluffy puppies with Kelli for a week and a half and she was amazing!! Her care and thoroughness really contributed to setting my mind at ease d... (more)"

9. Shannon

Animal Lover

Hampden-Woodberry-Remington, Baltimore, MD, 21211

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

21 repeat clients

"She's awesome with my baby girl (more)"

10. Carla

Flexible schedule for your pets!

Lochearn, MD, 21207

House Sitting, Drop-In Visits, Dog Walking

About: Hi! my name is Carla. I am very active, caring, and cuddle! I have taken care of my family's dogs since I was child, and good friend's dogs and cat... (more)

11. Hannah

Genuine Dog Lover in Mt. Vernon!

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

Drop-In Visits, Dog Walking

"Hannah watched all 3 of my dogs (beagle, puggle, and shih tzu) for the weekend and I was very pleased with her work. She walked them twice a day and fed them... (more)"

12. Anna

Love long walks with all dogs!

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

Drop-In Visits, Dog Walking

"Anna is an extraordinary dog caregiver. She is also extremely genuine and nice. Since she owns a dog herself, she has so much love for dogs. Anna will do eve... (more)"

Available this weekend
13. Tonia

Best doggie mom ever

West Baltimore, Baltimore, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

"very punctual ,reliable and caring sister. Belle loved her and was always happy to see her. She always come up with fun and original ideas. (more)"

14. Alexandria

Animal-loving nursing student :)

Reservoir Hill-Bolton Hill Area, Mt Vernon, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Alex was wonderful! She took amazing care of our pups, and in addition was conscientious and very dependable. We'll definitely be seeking out Alex for dog wa... (more)"

15. 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 and Jon are amazing! They are accommodating, always willing to work with you, and respond quickly. They are hands down the best! I knew my two dogs w... (more)"

16. Caitlyn

Park play pal

Catonsville, MD, 21228

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Caitlyn is great with our puppy Raven and sent us a bunch of photos. (more)"

Available this weekend
17. 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

"Virginia did a great job with our three fur boys! We really appreciated her updates after each home visit. It made us feel much more comfortable with leaving... (more)"

18. 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

"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)"

19. Cameron

Every pet deserves the best!

Park Heights, Baltimore, MD, 21215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Cameron has long standing history working with dogs of all sizes and breed. As an animal care technician at the Maryland SPCA she works very closely with the... (more)"

20. Zoe

No Worries while you're away!

Charles Village, Baltimore, MD, 21211

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

3 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)"

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: