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.

Available this weekend
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)"

2. Molly

Playful dog walker!!

Harwich Port, MA, 02646

House Sitting, Drop-In Visits, Dog Walking

"Molly has cared for our golden retriever and golden doodle. She is loving, fun and reliable! She is trustworthy and I would highly recommend her!! (more)"

3. Michelle

I like big dogs and a cannot lie!

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)"

4. Petko

I will play with your dog all day.

Brewster, MA, 02631

House Sitting, Drop-In Visits, Dog Walking

"Petko took care of my dog many times. He knows how to take care of animals and I'm very thankful for Petko for his professionalism, great concern and and car... (more)"

5. Chelsea

Loving and Sweet Dog sitter!

Harwich, MA, 02645

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

"Great with our dogs!. (more)"

6. Ianna

Dogs are my people

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Ianna is such an animal lover! Besides studying wildlife conservation in college, she has a cat of her own, whom she loves and cares for so well. She's been ... (more)"

7. Teslin

Full-time animal lover!

Orleans, MA, 02653

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

"My two babies (Yorkies) seemed very happy when we returned home. Teslin kept us informed during our absence, sent text messages and photos? She was awesome! (more)"

8. Grace

Experienced Pet Lover

South Chatham, MA, 02659

House Sitting, Drop-In Visits, Dog Walking

"Grace is great with all pets! She takes care of every detail for them, and is organized enough to remember their needs. Animals love her and she loves them t... (more)"

9. Alexandra

Expansive Warm Heart and Smile

Chatham, MA, 02633

House Sitting, Drop-In Visits

" Alexandra watched our pug and cat overnight and did a great job. It's good to know she is available when we need her. We highly recommend her. (more)"

10. Liz

Looking for friends to run with!

Brewster, MA, 02631

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

About: My name is Liz and I am here for you as a very reliable, compassionate, and experienced pet sitter! I have experience caring for cats, dogs, hires,... (more)

11. Miles

I give dog massages

Chatham, MA, 02633

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

"Miles is a very caring, responsible, and calm person. He is diligent and focused when it comes to any task he is presented with. He loves animals and is care... (more)"

12. Ellen

Love is a four legged word

Brewster, MA, 02631

Drop-In Visits, Dog Walking

About: I grew up with a Golden Retriever and a German shepherd, and have always loved dogs. I have a year old golden retriever named Kai that I love like ... (more)

13. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

About: (more)

14. Danielle

walk enthusiast/dog-less dog person

Brewster, MA, 02631

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

"Danielle and I have been friends since the earth cooled, and she has been my source of encouragement for raising well-mannered fur-babies all the while. ... (more)"

15. 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)"

16. Natalie

Love to love dogs

chatham, MA, 02633

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

"Natalie has grown up in a dog family and has always been a kind, responsible and loving care giver. Our dog, Duncan, can testify to the veracity of this stat... (more)"

17. Mercedees

I’ll love your pup!

Harwich, MA, 02645

Dog Boarding, House Sitting, Drop-In Visits

"I can’t say enough good things about Mercedees! Having watched her raise her own two dogs, I can honestly she’d be the perfect dog sitter! She is around all... (more)"

18. Sydney

Experienced dog owner

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"She is great hardworking outgoing happy person and probably one of the biggest animal lovers I know. I would always trust her with my dogs. (more)"

19. 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)

20. 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)"


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.