Dog Boarding in Vineyard Haven

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Vineyard Haven dog boarders

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Ruby S.
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Ruby S.
$78
total per night
4.8 out of 5 stars
12 reviews
4 years of experience
Oak Bluffs, MA, 02557

Ruby was a terrific dog sitter! She was very flexible and understanding about scheduling changes and most importantly took wonderful care of our Golden Retriever. Thank you for making Penny feel so comfortable and for all of the great updates throughout, Ruby!!

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Taylor J.
Sitter Profile Image: Lourdes D.
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Lourdes D.
$56
total per night
5.0 out of 5 stars
18 reviews
4 repeat clients
15 years of experience
Bourne, MA, 02532

Super excited for this review because she did an amazing job! The communication could not have been better. Pictures and updates the entire trip we were away and Roly had an amazing time! We could not recommend more. A+ 10/10 Thank you

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John A.
Sitter Profile Image: Shannon H.
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Shannon H.
$56
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Woods Hole, MA, 02543

This was Gertie's first overnight stay and she was in great hands! I loved getting the picture updates, Gertie has high anxiety and they were very accommodating. Would definitely book again

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Shirley Y.
Sitter Profile Image: Sam M.
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Sam M.
$67
total per night
4.9 out of 5 stars
58 reviews
34 repeat clients
55 years of experience
East Falmouth, Falmouth, MA, 02536

Sam and his wife Pam were fantastic. Clearly a loving home and our dog Lily had a fantastic time! We will be using their services in the future!

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William W.
Sitter Profile Image: Melissa T.
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Melissa T.
Star Sitter
$78
total per night
5.0 out of 5 stars
18 reviews
4 repeat clients
30 years of experience
Pocasset, MA, 02532

Melissa was wonderful with my dog Ella. She kept me updated with pictures and notes every day. Ella looked very happy in all the pictures around the house and during walks. I was happy that her dog and two cats got along very well with Ella. Would definitely book with her again.

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Benjavan U.
Sitter Profile Image: Marcia S.
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Marcia S.
$62
total per night
5.0 out of 5 stars
16 reviews
10 repeat clients
25 years of experience
Sandwich, MA, 02563

Marcia did an excellent job taking care of Tuka! I could tell he was very comfortable with her and her family both when I left him and picked him up. Loved all the pictures she sent! We will definitely use her again!

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Linda P.
Sitter Profile Image: Maria C.
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Maria C.
Star Sitter
$84
total per night
5.0 out of 5 stars
106 reviews
39 repeat clients
32 years of experience
Mashpee, MA, 02649

Maria treated my pups as members of the family! They received lots of attention. She has dedicated her outdoor space for her furry visitors. My dogs were very excited to free roam and explore all the plants, trees and hidden places in her well maintained and fenced areas.

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Paula K.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per night
5.0 out of 5 stars
186 reviews
46 repeat clients
12 years of experience
Sandwich, MA, 02563

Our young active Brittany had a great time during his stay with Marc and Archie. Marc sent daily updates and pictures. We will certainly be using him again.

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Andrea W.
Sitter Profile Image: Kayla J.
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Kayla J.
$111
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Edgartown, MA, 02539

Dougie loved his time with Kayla! Great communication and we frequently received pics. Our goto MV sitter!

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Aaron S.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
$78
total per night
5.0 out of 5 stars
21 reviews
8 repeat clients
18 years of experience
Forestdale, MA, 02644

Megan food a great job with our one year old springer pup. Megan was flexible, communicative and kind. I would use her again in a heartbeat. She watched out fog and did an overnight.

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Barry W.
Sitter Profile Image: Mike L.
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Mike L.
Star Sitter
$62
total per night
4.9 out of 5 stars
110 reviews
35 repeat clients
10 years of experience
Onset, MA, 02558

We were gone for 9 days while Mike and Kelly took care of Luna. It was our first time leaving her and their updates via pictures helped us feel comfortable while away. When we returned she was very happy. We would leave her again. Thank you!

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Paul K.
Sitter Profile Image: Karen S.
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Karen S.
$73
total per night
5.0 out of 5 stars
51 reviews
15 repeat clients
30 years of experience
Hyannis Port, MA, 02647

Karen hosted my dog Lulu overnight and was very genial & accommodating as well as an excellent communicator. It was clear that Lulu felt very comfortable with Karen and her sweet dog.

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Elizabeth E.
Sitter Profile Image: Karissa A.
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Karissa A.
$58
total per night
5.0 out of 5 stars
71 reviews
12 repeat clients
4 years of experience
Yarmouth, MA, 02673

Karissa did a wonderful job watching my baby. She sent plenty of photos and it made me feel happy and secure that my boy was behaving and doing well. I would definitely seek out her services again.

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Matthew C.
Sitter Profile Image: Shannon H.
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Shannon H.
Star Sitter
$62
total per night
5.0 out of 5 stars
33 reviews
6 repeat clients
15 years of experience
East Falmouth, MA, 02536

Shannon was great with our pup! She made sure he was comfortable. Her dog Wally and our dog got along very well. I was confident that he was getting love and attention. Thank you, Shannon!

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Karen W.
Sitter Profile Image: Melissa & Kellie C.
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Melissa & Kellie C.
Star Sitter
$67
total per night
4.9 out of 5 stars
38 reviews
9 repeat clients
40 years of experience
Centerville, MA, 02632

Lauren and Kelly are ahhh-mazing! They are so kind, accommodating and treat your pet like a part of their own family. They sent me photos throughout my time away. My dog came home so happy and I swear he was smiling when I picked him up! So trustworthy and loving to your furry family member. Can not thank them enough or say enough to express the feeling that you feel, knowing that your pet is safe and loved while you are away!!! 💗💕💗

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Mindy B.
Sitter Profile Image: Kim G.
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Kim G.
$106
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
West Tisbury, MA, 02568

About: I have had dogs for most of my life. I just love them! I have experience caring for young dogs and seniors and will treat your dog as if it is my own. I currently work from home so my schedule is flexible. I enjoy being outside taking walks and playing with them as much as they enjoy. If I am staying in your home or your dog is staying in my home, I will follow your dog's current routine. I will do my best to keep your pet comfortable and you stress free knowing they are being well cared for.

Sitter Profile Image: Katharine h.
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Katharine h.
$62
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Hyannis Port, MA, 02647

Katherine was great. She and Maddy bonded immediately. Maddie enjoyed walks on the beach and lots of attention. She sent pictures. I would highly recommend her!

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Bonnie S.
Sitter Profile Image: Luis T.
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Luis T.
$56
total per night
5.0 out of 5 stars
26 reviews
9 repeat clients
10 years of experience
Sagamore Beach, MA, 02562

I had a great experience with Louis! He took amazing care of my dog during boarding—sent daily photos, kept me updated, and was super flexible with drop-off and pick-up times. My dog came home happy and well cared for. I’ll definitely be booking again. Highly recommend!

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Christian L.
Sitter Profile Image: Stephen W.
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Stephen W.
$56
total per night
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
West Yarmouth, MA, 02673

I’m guilty of being a helicopter Mom. My dog is very attached to me and spoiled! Needless to say I was overly worried leaving Finn for 5 nights. Steve was amazing putting me to ease. He sent pictures and videos that clearly showed Finn both happy and comfortable. Finn will be a repeat customer:)

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Nancy Q.
Sitter Profile Image: Yuxuan M.
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Yuxuan M.
$56
total per night
5.0 out of 5 stars
6 reviews
8 years of experience
Plymouth, MA, 02360

she is very awesome! i highly recommend her. she was patient and kind with teddy and higgs. she treated my dogs like her own. thank you so much for watching them for me.

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Kristelle C.
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Over 103
pet parents in Vineyard Haven have booked dog boarding

Vineyard Haven dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ruby was fantastic with our dig Seaver! She was so flexible and we were able to take him out each day for a while if we wanted, thanks so much Ruby!

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Jay Z.
Boarding
5.0 out of 5 stars

Ruby was a terrific dog sitter! She was very flexible and understanding about scheduling changes and most importantly took wonderful care of our Golden Retriever. Thank you for making Penny feel so comfortable and for all of the great updates throughout, Ruby!!

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Taylor J.
Boarding
5.0 out of 5 stars

Rachel was the perfect dog sitter! She met us at the ferry which was above and beyond and then even gave us a lift to where we were staying on the island. She seemed to really connect with our dog and shared pictures every day during the stay. Couldn’t recommend enough.

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john f a.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Vineyard Haven is $60

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Vineyard Haven average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, the median cost of dog boarding in Vineyard Haven is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Vineyard Haven dog boarding rates can be found as low as $37 to as high as $89 per night.

If you’re searching for a Vineyard Haven dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 174 sitters provided dog boarding in Vineyard Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Vineyard Haven dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Vineyard Haven have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Vineyard Haven.

Rover makes it easy to find Vineyard Haven dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 174 dog boarding sitters in Vineyard Haven on Rover, so you’re sure to find the perfect match for your dog! In Vineyard Haven, 96% of sitters offer daily exercise, 96% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.