Pet Sitting & Drop In Visits in South Orleans, MA

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

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1. Anna-Mae

Calm Compassionate Animal Caretaker

brewster, MA, 02631

House Sitting, Drop-In Visits, Dog Walking

"You can trust your dog will be cared for by Annamae B. My dog loves her. She is not only caring, Annamae is reliable and knowledgeable. I know she will put... (more)"

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2. Marjorie

Your dog's second best friend!

ORLEANS, MA, 02653

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

"Marjorie was great with Finn. He is a scared, reactive dog and he was playing with her on the first visit. We have already scheduled our next visit with her.... (more)"

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3. Gary

Home full time, will provide love

south chatham, MA, 02659

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

"Gary is loving and caring for animals. Having raised at least six of his own dogs in the time I've known Gary, I've seen his compassion for their needs, his ... (more)"

Confirmed availability
President's Day
4. Michelle

Big or small, I love them all!

Orleans, MA, 02653

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

"Michelle was very reliable and very responsive. I’m excited to have found her! (more)"

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5. Alex

Home full-time/Experienced Vet Tech

Brewster, MA, 02631

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

"Loved Alex -- even more important, my two dogs loved her. She immediately established great rapport with them, and I felt entirely comfortable leaving them u... (more)"

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6. Carissa

Your dog's home away from home!

Harwich, MA, 02645

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

"Carissa has taken awesome care of our sweet service dog Daisy since we have gotten her. During training there are only certain people or places i would ever ... (more)"

7. Marie

Dogs are the best!

Orleans, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

"I consider myself a huge dog lover, but no one compares to Marie. She showers every dog she encounters with unending affection and treats all dogs under her ... (more)"

8. Abby

Dog Paradise: Woods and Beaches!

South Chatham, MA, 02659

House Sitting, Drop-In Visits, Dog Walking

"This was my first Rover experience, and it was perfect! Abby was warm, professional and inspired complete confidence. I left for my outing completely comf... (more)"

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9. Sara

Keep dog active, home full time

Harwich, MA, 02645

Drop-In Visits, Dog Walking

About: Hi there! My name is Sara and I am a recent college graduate who was born and raised on Cape. Aside from being a Personal Trainer Monday through Fr... (more)

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10. Paige

Dog lover!

Brewster, MA, 02631

Drop-In Visits, Dog Walking

"Paige is awesome! My dog always gets so excited when she comes to see her. Paige is completely trustworthy and I can always count on her to take care of my d... (more)"

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11. Sarah

Lover of all things fluffy!

Orleans, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

"Sarah did a great job of taking care of my cat. He seemed happy and she was very willing to do some extra tasks as well. Thank you Sarah! (more)"

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12. Chelsea

Reliable & Loving Pet sitter!

Harwich, MA, 02645

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

"Great with our dogs!. (more)"

13. Kathleen

Available all days/nights

Eastham, MA, 02642

House Sitting, Drop-In Visits, Dog Walking

About: I have had and loved dogs and cats all my life. I love to walk with dogs and prefer fast paced walking for 30 to 45 minutes at a time. My car is se... (more)

14. Claire

Experience with difficult doggies!

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Claire was great with my puppy while away. She did everything as asked. Upon returning home he was very well adjusted, happy and calm. (more)"

15. Sydney

Very flexible schedule

South Chatham, MA, 02659

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

"No better person to take care of an animal, she absolutely loves animals and cares for them imesnly, and is around them all the time (more)"

16. Erika

Daily Walks. Fenced Yard. Home 24-7

East Orleans, MA, 02653

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

"Erika is a great dog owner. She has two very well behaved dogs, and one is even a little puppy right now! She's always loved dogs and it shows. Erika has a ... (more)"

17. Kristen

Flexible schedule, dog friendly car

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"I would trust Kristen with my LIFE. I've known her since we were 4 years old (many, many, MANY moons ago). Kristen is one of the most loyal, conscientious, l... (more)"

18. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

About: (more)

19. Susan

Difficult dogs a speciality

Brewster, MA, 02631

Dog Boarding, Drop-In Visits

About: I love my dog and I will love your dog too. I will give that extra care that your beloved pet needs. The pups can crawl on my furniture and sleep i... (more)

20. Sage

Dependable, trustworthy, references

Harwich , MA, 02645

House Sitting, Drop-In Visits

About: I have been a resident of Cape Cod, MA since 1986 and have dedicated much of my life's purpose to the healing practices of domestic animals and wil... (more)


Rover.com is the simple, savvy way to find and book South Orleans 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 South Orleans. 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.