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. Matt

Friendly with veterinary experience

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

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Matt loves dogs way more than I think he likes people. I have two pitbullls named Xena and Dex and on top of us hanging out, he loves to come over my house a... (more)"

Confirmed available next weekend (Mar 30 - Apr 02)
2. Lara

Total animal lover. Reliable&Loving

Riverside, Baltimore, MD, 21230

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

About: I am incredibly passionate about animals. I have rescued/fostered multiple dogs of many breeds from Chihuahuas and French Bulldogs to Pitbulls and ... (more)

3. Hannah

Honest. Reliable. Hardworking.

Charles Village, Baltimore , MD, 21218

House Sitting, Drop-In Visits, Dog Walking

7 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)"

4. Sophia

Lets go to the park!

Greenmount East, Baltimore, MD, 21202

House Sitting, Drop-In Visits, Dog Walking

"I'd highly recommend Ms. Laurenzi as a pet caregiver. She cares for my three cats when me and my fiancee are away. My one cat has special needs, but I am c... (more)"

Confirmed Easter Weekend Availability
5. Stefanie

Reliable and Active Doggo Lover

Locust Point, Baltimore, MD, 21230

House Sitting, Drop-In Visits, Dog Walking

About: Not only am I a dedicated worker to spend some quality time with your dogs, I have experience fostering and raising service dogs. My landlord curre... (more)

6. Courtney

Must love [all] dogs.

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

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Courtney  has a positive attitude and is very  dependable .  On  our last trip , she did two visits a day and delivered our pet’s medicine on schedule each d... (more)"

Confirmed Easter Weekend Availability
7. Maddie

Your furbaby's furever friend!

West Baltimore, Baltimore, MD, 21230

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

"Maddie has cared for our two dogs on numerous occasions and has always done a great job! They get so excited to see her whenever she comes so we know that t... (more)"

8. Shoshana

Caring Hands @ Paws Resort

Cheswolde Area, Baltimore, MD, 21209

Dog Boarding, Drop-In Visits, Doggy Day Care

"I have had the pleasure of knowing Shoshanna for many many years and she is a wonderful and lovely and caring person. A year and a half ago, I got my puppy f... (more)"

9. Darcy

Nothing Better than Doggy Cuddles!

Catonsville, MD, 21228

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

"Darcy has been dog sitting and house sitting for us for years. She is very dependable, responsible and loves dogs. She made sure our precious puppy was ex... (more)"

10. Rosie

Loving and responsible pup-watcher!

Charles Village, Baltimore, MD, 21218

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

4 repeat clients

"I recently moved to the area and needed someone to drop in on my little crew while I was on a overnight trip. Rosie made me feel at ease during the meet and... (more)"

11. Marie

Experienced Sitter, BARCS volunteer

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

Dog Boarding, Drop-In Visits, Dog Walking

13 repeat clients

"Really great way to kick off our Rover experience! Our puppy took to Marie right away, and that is all the convincing we need. We are looking forward to work... (more)"

12. 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

21 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)

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

25 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. Sam

I love dogs wholeheartedly!

Govans, Baltimore , MD, 21218

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

2 repeat clients

About: I have always loved dogs and taking care of them, and spending time with them. My dog recently passed away this past year and I miss him terribly. ... (more)

15. Zoe

No Worries while you're away!

Charles Village, Baltimore, MD, 21211

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

1 repeat client

"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)"

16. Stephanie

Reliable, friendly, loves dogs

Charles Village, Baltimore , MD, 21218

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

4 repeat clients

"Stephanie is amazing with animals! She is my first choice for pet sitting whenever I need it. I can't recommend her strongly enough. She is conscientious,... (more)"

18. Virginia

If you love them, so will I!

Westgate, Baltimore, MD, 21229

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

6 repeat clients

"Just like before Ginnie was extreme!y attentive and took great care of Simmer! (more)"

19. Giulia

Cat and Dog Lover! Grad Student!

Charles Village, Baltimore, MD, 21211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! I'm a 24 year old female, recently graduated from Penn State University and now in grad school at the Maryland Institute College of Art (MICA... (more)

Confirmed Easter Weekend Availability
20. Molly

Furchildren welcome! :)

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

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

1 repeat client

"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)"

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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: