House Sitting in Vineyard Haven

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Robyn C.
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Sitter Profile Image: Robyn C.
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1.

Robyn C.

A Pet Parent
Marion, MA, 02738
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$60
per night

I couldn’t have asked for a better rover sitter! Will definitely request her next time! Thank you Robyn for talking such good care of my pups!

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Sitter Profile Image: Abegail D.
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Sitter Profile Image: Abegail D.
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2.

Abegail D.

Dog Enthusiast 🐶🐾
Mashpee, MA, 02649
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
15 repeat clients
from
$85
per night

Once again, Abbie was amazing! Our very senior dog was well taken care of, and our crazy 4 year old welcomed her into the house. Couldn’t ask for more!

Sitter Profile Image: Emily W.
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Sitter Profile Image: Emily W.
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3.

Emily W.

Your dogs new best friend
Mattapoisett, MA, 02739
House Sitting, Drop-In Visits, Dog Walking
6 reviews
from
$60
per night

Emily watched my 4 year old bernadoodle named Harrison and took such great care of him! She also kept me updated with photos throughout the stay which I was very appreciative of. Emily is a very responsible and caring pet sitter. I will always know Harrison is in good hands when she is watching him.

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Sitter Profile Image: Daniel V.
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Sitter Profile Image: Daniel V.
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4.

Daniel V.

It's a doggy dog world!
Falmouth, MA, 02536
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
1 repeat client
from
$80
per night

Daniel and Haley did a great job taking care of casper at a last minutes notice. Kept us posted all the time and sent us pictures of casper and overall great communication. We are glad that we found such a great home for Casper.

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Sitter Profile Image: Ashley K.
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Sitter Profile Image: Ashley K.
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5.

Ashley K.

There when needed.
East Falmouth, MA, 02536
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$75
per night

Ashley was an absolute blessing for both me and my pup Bella. Her reliability and genuine care for the dogs she walked were truly exceptional. Bella adored her, and I saw such positive changes in her behavior when she was walking with Ashley. She was punctual, attentive to details, and went the extra mile to ensure Bella got the exercise and attention she needed. I highly recommend Ashley to any pet parent looking for a trustworthy and caring dog walker.

Sitter Profile Image: Abby A.
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Sitter Profile Image: Abby A.
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6.

Abby A.

Animal Experienced Pre-Vet Student
West Tisbury, MA
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$100
per night

Very kind and flexible. Accommodated our scheduling needs and the dog’s quirks.

Sitter Profile Image: Hanna O.
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Sitter Profile Image: Hanna O.
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7.

Hanna O.

Experienced Dog Lover on Cape Cod
Cotuit, MA, 02635
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$150
per night

Hannah has provided top notch care for Digger, my 10 year old golden retriever for over 2 years now. She’s reliable, caring, and also does a great job of communicating how my dog is doing. I recommend Hannah for walks as well as drop ins, which are super helpful on busy days.

Sitter Profile Image: Bridgette B.
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Sitter Profile Image: Bridgette B.
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8.

Bridgette B.

Dog lover on Martha’s Vineyard
West Tisbury, MA, 02575
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$100
per night

Bridgette was great! She got along wonderfully with Magic - I think they had a great time together - and she was very adaptable to our changing schedule. We are in Florida for the winter, but I hope she’ll be available to take care of Magic when we return to the Vineyard next spring. We liked her so much!

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Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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9.

Brooke B.

Year-round Islander who loves dogs
Edgartown, MA, 02539
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night

About: Have experience with own dog (yorki mix) and taking care of cousin’s dogs (golden doodle and pit bull mix) . . . . . . I am currently working full time during the day but can provide services in the mornings, early evenings and weekends. . . . . . I love animals and will care for your pet like they are my own! Like to send updates / photos during visit to make you feel comfortable that your pet is being looked after

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin P.
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Sitter Profile Image: Erin P.
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10.

Erin P.

Life Long Dog Parent
Falmouth, MA, 02536
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$160
per night

About: I’ve had dog(s) since before I was born and I try to make sure that they receive adequate back rubs, treats, and outfits in addition to their basic care. As a kid I watched many neighbors dogs while they were on vacation and I am always the first one to fill a food or water bowl At this time I have a wide range of availability to care for dogs in my schedule. I am open to different care options to best meet the dog’s needs I have a fenced in area where my three dogs are able to let themselves in and out via doggy door. They can have as much food as they want as they are feeder fed.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Larissa H.
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Sitter Profile Image: Larissa H.
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11.

Larissa H.

Listening to their needs above all.
Falmouth, MA, 02540
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$55
per night

Dogs love Larissa and we do too! Larissa is the first person we call when we need dog care. She is communicative, professional, and our pup comes back loved and well-taken care of. Larissa has past experience training service dogs so pet-sitting and walks really are a walk in the park for her. I am confident in her ability to manage any situation that may come up while on a walk, from small children that may want to pet your dog to passing reactive dogs on the trail safely, I know Larissa can handle it all

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sonja J.
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Sitter Profile Image: Sonja J.
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12.

Sonja J.

Experienced & Loving Pet Sitter
Vineyard Haven, MA, 02568
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
5 repeat clients
from
$130
per night

Sonja knows dogs and ours is a rascal with endless energy. We so appreciated that Sonja was prompt, cheerful, responsible, responsive and totally tuned into our dog's need for exercise. Our pup dozed on the way home and now has his front paws crossed, a true sign of contentment. We trust Sonja's good judgment and would happily book her again.

Sitter Profile Image: Katie C.
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Sitter Profile Image: Katie C.
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13.

Katie C.

There's no place like - SQUIRREL
Edgartown, MA, 02539
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$119
per night

Katie has been our best cat sitter for over 7 years. She LOVES animals and they love her. I have witnessed Katie with both dogs and cats and she has the ability to make all animals very comfortable. In addition, Katie is very responsible, loving and thorough. If your pet needs special care ( medicine administered) or a special way to prepare their meal, Katie is someone that you can trust. You will enjoy working with Katie and so will your pet!

Sitter Profile Image: Morgan B.
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Sitter Profile Image: Morgan B.
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14.

Morgan B.

All Pets Welcome
Tisbury, MA, 02568
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$75
per night

Morgan was a wonderful dog sitter. She offered to arrive early, was perfect with our two dogs and sent us pictures throughout the evening. We will definitely book her again in the future.

Sitter Profile Image: Gail S.
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Sitter Profile Image: Gail S.
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15.

Gail S.

MV Dog Lover
West Tisbury, MA, 02575
House Sitting
5.0
5 reviews
from
$100
per night

Gail was wonderful with Shaka! She cared for him like he was her owned! I appreciate her and her taking the time for loving Shaka. I would be delighted if she would sit with Shaka again.

Sitter Profile Image: Jackson R.
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Sitter Profile Image: Jackson R.
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16.

Jackson R.

Positive and attentive pet sitter
west tisbury, MA, 02575
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
from
$80
per night

Jackson was the best dog- sitter. He truly cares about my dogs and gave them so many cuddles, walks and love all weekend. Even my grumpy little dog loved him and he took my active big dog on many long walks. I am so thankful that we found Jackson!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Austin N.
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Sitter Profile Image: Austin N.
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17.

Austin N.

Experienced dog professional
Falmouth, MA, 02543
House Sitting, Drop-In Visits, Dog Walking
7 years of experience
from
$70
per night

About: Professional experience with dogs in both private pet care companies as well as running my own daycare group, on top of house-sitting clients. I love working with animals, from puppies to older dogs who might need more attention. I work part-time remotely and can easily fit pet routines into my schedule. I'm happy to be flexible to meet the needs of your pet. I know that some pets can have anxiety while their owners are out of town, so I try to maintain a similar environment to what the pet is used to.

Sitter Profile Image: Abbriella O.
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Sitter Profile Image: Abbriella O.
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18.

Abbriella O.

Responsible Dog Sitter in VH!
West Tisbury, MA, 02568
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$100
per night

About: Originally from MN, I’ve taken care of dogs both here and at home. I’ve worked with puppies (10+ weeks) and older dogs (10+ years), plus many in between. On Island, I’ve overnight dog-sat and helped out during the day with feedings and walks (outside of Rover). I would love to provide any references as requested as well! I work full-time on island at an Interior Design Firm. I would love to walk your pups before or after work or check up on them during my lunch break! I also have the ability to dog-sit on nights both during the week and on weekends if you’re planning to be away from the Island. I am very responsible and organized. I am punctual and appreciate specific instructions to ensure I’m hitting all the requirements for your pup. I want my clients to come home relaxed knowing their dog was in good hands!

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Sitter Profile Image: Sam M.
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Sitter Profile Image: Sam M.
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19.

Sam M.

Rover 101
Happy Paws Pet Care.
East Falmouth, Falmouth, MA, 02536
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
51 reviews
29 repeat clients
from
$60
per night

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 can develop a program that will put a smile on their face and a wag in their tail. I have 55-years experience taking care of cats and dogs. Our 2,000 square ft ranch with fenced in backyard is located in a quiet sea coast community two tenths of a mile from the water and open fields. I have high energy, really enjoy taking dogs on long walks along the beach, wooded areas and residential communities.

Sitter Profile Image: Michelle S.
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Sitter Profile Image: Michelle S.
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20.

Michelle S.

Dogs make everything better in life
Vineyard Haven, MA, 02568
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
1 repeat client
from
$60
per night

Michelle is wonderful! She was great with both of my dogs, even my nervous older dog that had to be pilled everyday. She took them for daily walks, and i can tell that my dogs got plenty of loving while I was away for work - she's obviously a dog lover who enjoyed spending time with my fur babies. I also appreciated her regular updates via text, often with photos. I will not hesitate to contact Michelle for future dog/house sitting needs.

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Vineyard Haven House Sitting ratings

Overall Rating:

House sitters in Vineyard Haven are rated on average 5 out of 5 stars based on 7 reviews.


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Vineyard Haven house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Vineyard Haven who can provide the care your dog needs, when they need it.

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