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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jennifer

Life long animal lover/caretaker

Oxford, PA, 19363

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs, cats, animals of all shapes and sizes since I was a baby. I have had 6 dogs and 3 cats. I have also spent many summers rid... (more)

Confirmed Holiday Availability
2. Jaclyn

Dog & Cat Lover !

Perryville, MD, 21903

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

"Jaclyn is a dedicated and trustworthy young lady. She loves animals and we have had her house and dog sit without worrying about a thing. We love her and h... (more)"

Confirmed Holiday Availability
3. Theresa

Treat your dog with LOVE.

Havre de Grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

4. Jessica

I'm a lover of all things fuzzy!

Aberdeen, MD, 21001

Drop-In Visits, Dog Walking

"Jessica was super responsive and very friendly. We had a last minute day trip that we wanted to take and needed someone to walk our two pups midday. Jessica ... (more)"

5. Allison

Dogs are family!

Perryville, MD, 21903

Drop-In Visits, Dog Walking

About: I've had dogs & been around dogs my whole life. I cannot imagine my life without them! I've spent time volunteering in shelters. I currently have ... (more)

Confirmed Holiday Availability
6. Jennifer

ABERDEEN AREA & APG OPENINGS!

Aberdeen, MD, 21001

Drop-In Visits

"Jennifer is a very reliable, honest, hardworking person. She has opened her heart and home to several rescue animals and treats everyone's pets as her own. Y... (more)"

Confirmed Holiday Availability
7. Elizabeth

Fur Ever Lover

Aberdeen, MD, 21001

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

2 repeat clients

"I have a 14 year old Bischon mix and a 17 year old Aussie. Liz is my first choice for dog care and I hire her for overnights because she is attentive, compa... (more)"

8. Jocelynn

I understand every animal is unique

Port Deposit, MD, 21904

House Sitting, Drop-In Visits, Dog Walking

"I had the pleasure of working with Jocelynn in an animal care setting and I feel she would make an excellent dog sitter. She is passionate about animals and ... (more)"

9. Nicole

I would be the perfect pet sitter

conowingo, MD, 21918

House Sitting, Drop-In Visits, Dog Walking

About: I am able to and would love to take care of any dog. I have owned my 2 dogs for over 7 years now. I have Jack Russell Terriers which I feed, walk, ... (more)

10. Abbey

South Seattle dog sitter

Havre de Grace, MD, 21078

Drop-In Visits, Dog Walking

3 repeat clients

"Abbey and her husband, Eugene, are the perfect couple to dog sit your pups. The two provide loving care and attention to their labradoodle, Fraiser. Fraiser ... (more)"

Confirmed Holiday Availability
11. Elizabeth

Lifetime Experienced Dog Handeler

Port Deposit , MD, 21904

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

About: I'm very honest and compassionate towards animals, I'm always on time and am successful at leaving dogs and their owners happy and healthy. I've h... (more)

12. Tristan

Dog whisperer ?

Perryville, MD, 21903

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)"

13. Alison

Loving Vacation Home For Your Dog!

Oxford, PA, 19363

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Alison is amazing! She is dependable, punctual, trustworthy and extremely likable. She loves all dogs and the dogs seem to love her. I definitely recommend A... (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)"

Confirmed Holiday Availability
15. Barbara

Calming, loving dog care.

Havre de Grace, MD, 21078

Drop-In Visits, Dog Walking

"Barbara is a great pet sitter! My dog, Maya, really liked her. Barbara was always on time and never missed an appointment to walk the dog. She is caring ... (more)"

Confirmed Holiday Availability
16. Helen

I am an active, caring dog-lover!

Darlington, MD, 21034

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

"Helen is a wonderful person with enthusiasm and a love for dogs! She is outdoors-y and a great companion for any playful pup. Her responsibility and gentle n... (more)"

17. Donna

I am mom to all!

North East, MD, 21901

Drop-In Visits, Doggy Day Care, Dog Walking

About: I love animals. At one time we had 9 dogs, 3 cats, 2 hamsters, a turtle and fish. Animals are family. They follow me like I am mom. I could never ... (more)

18. Kathryn

Bay Bred Dog Walking

Rising Sun, MD, 21911

Drop-In Visits

"It has been such a relief being able to utilize Bay Bred's services. Kathryn is very responsible and trustworthy with our two pit mixes. She treats them like... (more)"

19. Breanna

I will love your fur babies!

Port Deposit, MD, 21904

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"My two dogs love Breanna, they are always running across the street to see if she is home. Breanna is my dog sitter and does an exceptional job. She has year... (more)"

20. Danielle

Passionate about animals

Rising Sun, MD, 21911

House Sitting, Drop-In Visits, Dog Walking

About: I currently have 3 bully breed dogs that are my entire world! I enjoy meeting new animals and caring for them. I have a pretty flexible weekend sch... (more)

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Learn About Premier

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 free 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.