House Sitting in Oak Bluffs

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Sonja Verified Background Check

Experienced & Loving Pet Sitter

Vineyard Haven, MA, 02568

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

"Sonja was absolutely wonderful. Our pup had a good night of sleep after hanging with her all day. We even got pictures. Sonja also gave us some tips on dog f... (more)"

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2. Samantha Verified Background Check

Blessed and Dog Obsessed

East falmouth, MA, 02536

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

"Sam did a great job for us. Prompt, attentive and very helpful. I would highly recommend her. Thanks Sam! (more)"

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3. Talia Verified Enhanced Background Check

Birds,Dogs,Cats,Reptiles,Barnyard!

Woods Hole, MA, 02543

House Sitting, Drop-In Visits, Dog Walking

"Talia was great with my dobie. Super professional. (more)"

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4. Kasia & Heather Verified Background CheckRover 101

Pet CPR Certified & Insured

Vineyard Haven, MA, 02568

House Sitting, Drop-In Visits, Dog Walking

"Kasia was an excellent find for the care of my very active Siberian Husky. She instantly connected with him and made me feel totally secure and confident tha... (more)"

Confirmed availability
Thanksgiving
5. Alison Verified Background Check

Local Pre-Vet Animal Lover

Woods Hole, MA, 02543

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

"We recently had Alison stay with our 3 month old Chocolate Lab puppy. She took amazing care of him, helped with making sure that he had play time with other... (more)"

6. Sara Verified Background Check

Dogs are the sweetest companions 🐶

East Falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

"Sara is a rockstar! Rover is beyond lucky to have her offer her services! Incredibly sweet person extremely prompt and just a pleasure to meet! Chicken our 4... (more)"

Confirmed availability
Thanksgiving
7. Sam Verified Background CheckRover 101

Happy Paws Pet Care.

East Falmouth, Falmouth, MA, 02536

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

About: Happy Paws Dog Care will give your friend a pawsitively wonderful tail-wagging experience. Whether your buddy is a couch potato or very active, we ... (more)

8. Heidi Verified Background Check

I love all animals ♡♡

Falmouth, MA, 02540

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

"Affectionate, and reliable...Heidi has cared for our dog on several occasions. We travel a bit, and she has stayed in our home also. A great girl! (more)"

Confirmed availability
Thanksgiving
9. James Verified Background Check

Animal lover that has free time.

east falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

"James would be a wonderful dog sitter for Rover.com. He is patient, and would be so while caring for your dog(s), while keeping sincerity and careful watch. (more)"

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10. Ellory Verified Background Check

Very Open Schedule, Safe, & Caring

Edgartown, MA, 02539

House Sitting, Drop-In Visits, Dog Walking

"She was wonderful! (more)"

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11. Haley Verified Background Check

dedicated animal lover

East Falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

"Haley has watched my pup, Vinnie many times while I have been out of town and she is loving, trustworthy and one of the only people I trust with my baby. She... (more)"

Confirmed availability
Thanksgiving
12. Erin Verified Background Check

Pet loving local college student :)

Falmouth, MA, 02536

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

About: I am a young adult woman born and raised in falmouth. I currently am looking for work so i figured I could try this ti occupy my free time. I've ha... (more)

Confirmed availability
Thanksgiving
13. Maeve Verified Background Check

I’ll care fur your loved ones!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

About: I’ve been living with dogs my whole life, and have been an avid all around animal person since day 1. I’m a student at Montana State University in ... (more)

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14. Diamond Verified Background Check

Loving care when you can’t be there

Oak Bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

"Diamond was fantastic with our puppy last summer! She offered individual walks as well as opportunities to get him socialized. She was extremely reliable a... (more)"

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15. Heather Verified Background Check

I'd love to help you with your pets

west tisbury, MA, 02575

House Sitting, Drop-In Visits, Dog Walking

About: I've been fortunate to have a few dogs in my lifetime call me mommy. They were not only woMAN's best friend but also like my children and I took t... (more)

16. Katie Verified Background Check

Will love your dog unconditionally!

Falmouth, MA, 02536

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

"Katie has been incredible with my dog, Fezz. She is extremely caring and loving towards all animals and I truly trust her. It seems like every dog loves her ... (more)"

17. Hayley Verified Background Check

Reliable animal lover!

Edgartown, MA, 02539

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

About: Growing up with pets, I would always help walk, feed, and play with with my two dogs and cat! As I got older, I started to help take care of neighb... (more)

18. Sammi Verified Background Check

Pet-Sitter on Cape Cod

Edgartown, MA, 02539

House Sitting, Drop-In Visits, Dog Walking

About: I am a recent college graduate located on Martha's Vineyard! I majored in biology at Wheaton College in Norton, MA. Post-grad, I am planning to wor... (more)

19. Lynn Verified Enhanced Background Check

I'll take safe care of your dog!

Vineyard Haven, MA, 02568

House Sitting, Drop-In Visits, Dog Walking

"Lynn is fantastic! After just two weeks of working with her and getting to know her, I knew she was a trustworthy, dependable person. I also quickly learned ... (more)"

20. Cassidy Verified Background Check

Put your paws in good hands

Edgartown, MA, 02539

House Sitting, Drop-In Visits, Dog Walking

About: Been around dogs my whole life. Have mild training experience and just an overall love, appreciation, and understanding of all dogs. Comfortable wi... (more)


Rover.com is the simple, savvy way to find and book Oak Bluffs house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Oak Bluffs on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Oak Bluffs house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.