Pet Sitting & Drop In Visits in Winchester Village, MD

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

1. Erin

I’m very active and super loving

Aberdeen, MD, 21001

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Erin is awesome! She was able to accommodate us with super late notice! She dropped in, took our dogs out, fed them etc. The dogs loved her and she sent me p... (more)"

2. Mackenzie

Every animal has his or her story

havre de grace, MD, 21078

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

11 repeat clients

"Mackenzie is responsible, trustworthy, and caring in all aspects of life and especially when it comes to four legged friends. She has worked professionally a... (more)"

3. Shay

Will care for your dog like my own

Havre De Grace, MD, 21078

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

"At the end of Summer, my wife and I took a trip out of the country and we were looking for someone reliable to house sit our Great Dane, Sparky, Shay came re... (more)"

4. Madison

Friendly petsitter

Havre de grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Madison and Chris are FANTASTIC! We adore our kitties, and would rather stay home unless we found the perfect sitters! Lucky for us we did! They treated ou... (more)"

Confirmed 4th of July Availability
5. Kelli

17 Years of Love and Experience!!

North East, MD, 21901

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

1 repeat client

"Kelli has been in our dogs lives since we adopted them seven years ago. We were having issues with them being around other dogs and she worked them at her do... (more)"

6. Jeb

Flexible Scheduled Dog Companion

Havre de Grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

"Jeb has been taking care of my pets (Also, my backup sitter for my clients) for years. As a dog sitter myself I'm very picky about who watches my animals. Es... (more)"

7. Megan

Very Experienced Pet-sitter

Conowingo, MD, 21918

House Sitting, Drop-In Visits, Dog Walking

About: Hey there! I am a recent college graduate who pet-sat/dog-walked her way through college. I worked around the Towson/Baltimore area for a professio... (more)

8. Nicole

Dog Lover who Teaches

Perryville, MD, 21903

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

"I have seen Nicole love and care for animals, and people too, throughout her life. She is extremely conscientious about doing a job, or responsibility given ... (more)"

9. Ryland

Dog lover & vet tech!

Havre de Grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

"Ryland is a true animal lover. She has helped care for our dog on many occasions. I feel great knowing our dog is being walked or cared for by her. She i... (more)"

Available this weekend
10. Lorel

Flexible, reliable dog lover

Aberdeen, MD, 21001

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lorel was very kind and gentle with Gracie. It takes awhile for Gracie to warm up to people but by the time Lorel left...they were friends. Scheduled another... (more)"

11. Matthew

Does your dog need a hiking buddy?

North East, MD, 21901

Drop-In Visits, Dog Walking

About: I am experienced with toy through Mastiff breeds. All temperate's welcome. From aggressive to hyperactive to senior dogs. From a walk around the... (more)

12. Elizabeth

Pets Play ALL-day Sleep at Night:)

Colora, MD, 21917

Drop-In Visits, Dog Walking

About: I have now 4 years of experience with many different breeds and temperates. I'm working toward a career with animals. I am willing to work with you... (more)

13. Mallory

Love dogs & take great care of them

Havre de Grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am very flexible with scheduling. I am pretty much free all day, every day, besides when I am at school on weekdays from 7:00-10:35. I always sho... (more)

14. Christyne

People Person and Dog Lover!

North East, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Christyne spends quality time with your pet, playing fetch, long walks, giving treats and the all time favorite belly rubs. If your pet does well with bath t... (more)"

Available this weekend
15. Theresa

Treat your dog with LOVE.

Havre de Grace, MD, 21078

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

10 repeat clients

"Theresa took great care of my pups and made sure they were loved the way I would love them. <3 I will definitely ask her back when I need a caregiver for m... (more)"

Confirmed 4th of July Availability
16. Pearl

I am home during the day or night.

Havre De Grace, MD, 21078

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

2 repeat clients

"Pearl is an exceptional care taker and has helped myself for years with taking care of me and my animals. She has always been very loving with our animals an... (more)"

17. Jocelynn

Avid animal lover and Zookeeper =)

Colora, MD, 21917

House Sitting, Drop-In Visits, Dog Walking

"Jocelynn was great, very detailed in her reports and on time. Jocelynn was reliable and we had no issues during the week we used her for drop in visits. (more)"

18. Natalie

Home full time with fenced yard

North East, MD, 21901

Drop-In Visits, Dog Walking

"Natalie would make a wonderful asset to your company! I know that she would provide safe, competent, compassionate and loving care to the pets in your servi... (more)"

19. Tristan

Dog whisperer ?

Northeast, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Tristan really loves the dogs, they listen to him more then my husband and I! He is a realiable young man that gives the dogs/cats good attention they should... (more)"

20. Michael

Tall, strong, dog-walker.

North East, MD, 21920

Drop-In Visits, Dog Walking

"Michael has taken great care of my dog. I have used him as a pet sitter and also just to take him out for walks when I’m unable to get home during the day. ... (more)"


Rover.com is the simple, savvy way to find and book Winchester Village drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Winchester Village. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.