Pet Sitting & Drop In Visits in Cuttyhunk, MA

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

1. Bailee

Walk? Run? Hike? Relax? Sure!

Westport, MA, 02790

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

1 repeat client

"So happy to have found this service to care for my dog and cat when I am away longer than they would like! From the moment Bailey arrived for her meet and gr... (more)"

Confirmed Memorial day Availability
2. Jacquelyn

Happy Tails on the Vineyard!

Vineyard Haven, Tisbury, MA, 02568

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

25 repeat clients

"Jacquelyn was fantastic with our 2 dogs! When she came over to meet them for the first time, they were very excited to see her, they could sense she is a rea... (more)"

3. Savannah

Always around for your pet.

Mattapoisett, MA, 02739

House Sitting, Drop-In Visits

1 repeat client

"Thank you so much for the amazing care for my animals while I was away! I was recently on a 2 week vacation, leaving behind my two cats, my high energy pitbu... (more)"

4. Samantha

Lucky Dog Walks and Home Visits

Fairhaven, MA, 02719

House Sitting, Drop-In Visits, Dog Walking

"Sam is amazing, my boy Rocco just loves her! He knows when she is supposed to be coming and he is at the window or door watching for her every time without f... (more)"

5. Tricia

Home full time

N. Dartmouth, MA, 02747

Drop-In Visits, Doggy Day Care, Dog Walking

"Tricia is a dog lover who has been caring for dogs for over 20 years. She has raised and trained 3 dogs herself. Tricia is reliable, skilled and kind. (more)"

6. Donna

Big fenced yard and tons of love

New Bedford, MA, 02740

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

"Donna has taken care of my yellow lab Reggie for me and my husband a few times now and she really has so much patience and love for Reggie. Our second time s... (more)"

7. Leah

Walker, runner, hiker, biker

Chilmark, MA, 02535

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Leah was excellent - highly recommended! Prompt with replies, flexible, immediately comfortable with our pups, responsible and thorough. Our escape artist pu... (more)"

Confirmed Memorial day Availability
8. Lily

Dogs can never get enough love

New Bedford, MA, 02740

House Sitting, Drop-In Visits, Dog Walking

"It is my pleasure to write Lily a review !!! She is awesome! My maltese and poodle absolutely love her and she takes great care of them. Theres been a few ti... (more)"

9. Nicole

Reliable, responsible and intuitive

New Bedford , MA, 02740

House Sitting, Drop-In Visits, Dog Walking

"Overall Nicole was a great sitter and left our Dogs happy and healthy. I would certainly hire her again!! (more)"

10. Ashlee

Home full-time - love to play

Dartmouth, MA, 02747

House Sitting, Drop-In Visits, Dog Walking

About: I am an avid dog lover. I grew up with a Labrador Retriever & Shar-Pei. I currently have a 15 year old Silky Terrier, a 9 month old Bloodhound & a... (more)

11. Alison

Animal lover with free time!

Westport, MA, 02790

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Perfect - Alison was on time and communicative. Much appreciated and thank you - Bosco enjoyed the visits! (more)"

12. Nathaly

Lots of walks and belly rubs

New Bedford, MA, 02744

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

About: I had dogs since I can remember, including pit bulls, Dalmatians, German shepherds and many other dogs. I have dog sat for my neighbors, for family... (more)

13. Kelcie

Dogs are my favorite people!

New Bedford, MA, 02740

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Kelcie and I am a current graduate student. I have experience caring for all sizes and breeds of dogs, as well as elderly dogs. I... (more)

14. Carrigg

Friendly family, home full-time

Fairhaven, MA, 02719

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

About: I am a stay-at-home mother to a 3 year old little boy who loves dogs. I also love animals of all kinds having taken care of a golden retriever and ... (more)

15. Karissa

My schedule is flexible!

New bedford, MA, 02744

House Sitting, Drop-In Visits, Dog Walking

"Karissa is a huge dog lover of all types and breeds. She's extremely friendly, loving, and playful with them. It's evident upon meeting her how passionate sh... (more)"

16. Zachary

Reliable, honest, grew up with dogs

Dartmouth, MA, 02748

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs on a farm for all my life. I love animals and I have a special bond with dogs. I have cared for and trained 2 dogs from pup ... (more)

17. Sarah

full-time love all animals

Dartmouth, MA, 02748

House Sitting, Drop-In Visits, Dog Walking

About: I am an empty nester with lots of love and time on my hands.I have had dogs and cats for most of my young and adult life and am found of all shapes... (more)

18. Robin

Mature and dependable dog pal

New Bedford, MA, 02740

Drop-In Visits, Dog Walking

About: I know what you are looking for! A dependable, mature person who has your dog interests at heart. Being a former working professional, I know... (more)

19. Colleen

I'll run with your dog

Dartmouth, MA, 02747

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

"Colleen has always been so awesome with my dogs every time she has been around them and so loving towards them. I would trust her to take them or care for th... (more)"

20. Karley

Active, patient, experienced!

Westport, MA, 02790

Drop-In Visits, Dog Walking

About: I am an active twenty five year old that would love to take your dog for a walk or check in on your pet if you are unable to. I currently have a Sh... (more)


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