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. Kate

Experienced dog handler and foster

Halethorpe, MD, 21227

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Kate was wonderful! It was very obvious from the start that Kate has a passion for dogs. Our dog instantly took to her. Kate was very accommodating and worke... (more)"

Available this weekend
2. Serina

I'll love your dog like you do!

Chinquapin Park-Belvedere, Baltimore, MD, 21210

House Sitting, Drop-In Visits, Dog Walking

"Before Rover, Serina has dogsat my dog, Rosie, since she was a puppy. She is the most reliable and responsible when it comes to her and couldn't be more than... (more)"

3. Casey

Reliable Veterinarian

Chinquapin Park-Belvedere, Baltimore, MD, 21210

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

"Casey delivered such gentle and compassionate care for my Newfoundland-Monster Mac. She was excellent at maintaining the proper food portions in his bowl to ... (more)"

4. Deborah

Home all day, pet needs covered!

Inner Harbor, Baltimore, MD, 21202

Drop-In Visits, Dog Walking

"Deborah is a very responsible, dinamic and reliable person. She has experience working with pets as de worked as assistant mánager in Pet Zone pet boutique, ... (more)"

5. Bennett

I WILL LOVE YOUR DOG LIKE MY OWN

West Baltimore, Baltimore, MD, 21201

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

"Bennett is a great guy, he's dog sat for my pitbull puppy several times already and sometimes she cries when we leave him now haha! (more)"

6. Emma

Law Student and Dog Lover

Federal Hill, Baltimore, MD, 21230

House Sitting, Drop-In Visits, Dog Walking

About: My family rescued a retired racing greyhound six years ago but she couldn't come to law school with me, so I'd love to meet and spend time with som... (more)

7. Amber

Playtime at the Park everyday!

West Baltimore, Baltimore MD, MD, 21201

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

3 repeat clients

"Amber is such a warm and caring person. She spreads so much love and attention to all of the dogs she meets and makes sure they feel right at home with her. ... (more)"

8. Anya

Corgi mom near a doggo park.

Charles Village, Baltimore, MD, 21218

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

"Anya did a really good job of taking care of my corgi mix. She took my buddy to all his favorite spots and he seemed happy when I got home. She gave 110% and... (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

11 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. Hannah

Honest. Reliable. Hardworking.

Charles Village, Baltimore , MD, 21218

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Hannah has been great dropping-in on my FIVE dogs and taking two of the big ones on walks. My dogs are usually not friendly to strangers coming into the hous... (more)"

11. Lisa

Home full time - will run with dog

Hampden-Woodberry-Remington, Baltimore, MD, 21211

House Sitting, Drop-In Visits, Dog Walking

"I am happy to enthusiastically recommend Lisa Helberg for any dog care an owner might need for their dog. I have known Lisa from childhood til present and s... (more)"

12. Shad

Fenced Yard/ Will Run with your Dog

West Baltimore, Baltimore, MD, 21230

Dog Boarding, Drop-In Visits, Dog Walking

"Shad is amazing with animals. He's very personable and we always rely on him to watch our shiatsu Toby when we head out of town or work long hours. I'd reco... (more)"

14. Gwen

Full-time mommy to my furry friends

Westgate, Baltimore, MD, 21229

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: I am a dog lover. I have always had a dog and treat them as my own children. I have taken care of others dogs for several years. That mostly involv... (more)

15. Cameron

Every pet deserves the best!

Park Heights, Baltimore, MD, 21215

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I'm currently employed part time at an animal shelter, working towards becoming a dog trainer and a certified vet tech - for the short term. Long t... (more)

16. Simone

I'm a dog lover, just like you!

West Baltimore, Baltimore, MD, 21223

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Simone is awesome with Cleveland, she wears him out at the dog park, and is awesome with sending me videos and pictures from their day! (more)"

17. Sara

Animal loving artist.

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

House Sitting, Drop-In Visits, Dog Walking

"Sarah did a wonderful job with my two cats! (more)"

18. 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)"

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

33 repeat clients

"Keith and his family were wonderful sitters! They kept me updated and in the loop so that I could relax knowing Marty was in good hands. I would definitely r... (more)"

20. Nautica

Large fenced yard - Walk and Play

Forest Park, Baltimore, MD, 21207

Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Nautica, I have always loved animals, especially dogs of all breeds, sizes, and ages. I'm very patient and have fun teaching dogs new tr... (more)

Experience exceptional service and a personalized match

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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: