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. 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)"

Confirmed availability
Thanksgiving
2. 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)"

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3. 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)"

Confirmed availability
Thanksgiving
4. 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)"

Confirmed availability
Thanksgiving
5. Marjorie

Your dog's second best friend!

ORLEANS, MA, 02653

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

"Marjorie was friendly, kind, reliable, and communicative — so happy to have found her! (more)"

Confirmed availability
Thanksgiving
6. Chelsea

Reliable & Loving Pet sitter!

Harwich, MA, 02645

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

"Great with our dogs!. (more)"

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7. 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)"

8. 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)"

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9. Christine

Animal Loving College Student

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Wonderful meeting Christine! A super nice person! Everything was perfect! Thank you Christine! And Love from Sadie and Reggie (more)"

10. 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)"

Confirmed availability
This weekend
11. Susan

Difficult dogs a speciality

Brewster, MA, 02631

Dog Boarding, Drop-In Visits

About: None (more)

12. Brittany

Will run/walk/play with your dog

Harwich, MA, 02645

House Sitting, Drop-In Visits, Dog Walking

"As a friend and colleague of Brittany's over the last ten years, I can easily list off countless memories of her kind heart and caring nature. In general, Br... (more)"

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13. Mercedees

I’ll love your pup!

Harwich, MA, 02645

House Sitting, Drop-In Visits, Dog Walking

"Mercedees has been a avid animal person for most of all her life. She belongs to many animal organizations. She was a very successful cosmetologist but was ... (more)"

14. Petko

I will play with your dog all day.

Brewster, MA, 02631

House Sitting, Drop-In Visits, Dog Walking

"Petko is amazing dog sitter. I know that because I saw how he took care of our dog. He adores dogs. Petko loves to do a big walks with them in the parks. He ... (more)"

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15. Kelly

Lover of all dogs!

Harwich, MA, 02645

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

About: None (more)

16. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

About: None (more)

17. Sydney

Experienced dog owner

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"Outstanding compassionate gentle responsible loving person. If I was a dog or cat she’s the person I’d want to own me. Unique beautiful person . 5 stars aren... (more)"

18. Sage

Dependable, trustworthy, references

Harwich , MA, 02645

House Sitting, Drop-In Visits

About: None (more)

Confirmed availability
Thanksgiving
19. Robin

Responsible and Hardworking

Brewster, MA, 02631

House Sitting, Drop-In Visits, Dog Walking

About: None (more)

Confirmed availability
Thanksgiving
20. Sage

Cape Cod Dog Squad

East Harwich, Harwich, MA, 02645

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

About: None (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.