Dog Boarding Vineyard Haven

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

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Over 68
pet parents in Vineyard Haven have booked dog boarding

Vineyard Haven, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
35 years of experience
Sandwich, MA, 02644

Kari was wonderful with Hazel. I could tell Hazel adjusted well and enjoyed her time with Kari and her family by the photos and updates Kari provided along the way. I would leave Hazel with Kari again knowing that she would be well cared for.

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Kathleen H.
Sitter Profile Image: Marcia S.
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Marcia S.
$62
total per night
5.0 out of 5 stars
18 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: Ruby S.
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Ruby S.
Star Sitter
$145
total per night
4.9 out of 5 stars
26 reviews
4 repeat clients
5 years of experience
Oak Bluffs, MA, 02557

Ruby was wonderful with our dog, Moose. We were able to leave town and not worry about him. She also sent us some great photos and videos of Moose playing with other dogs in her care. I highly recommend her!

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Kristen H.
Sitter Profile Image: Norway D.
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Norway D.
$73
total per night
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
Mashpee, MA, 02649

Norway sent us plenty of updates during Pepper’s stay and was really accommodating! We loved working with her and would definitely reach out again!

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Victoria T.
Sitter Profile Image: Ryan L.
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Ryan L.
$43
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
3 years of experience
Centerville, MA, 02632

Ryan and Leah were amazing sitters for our pup Hammy. It wws our first time using Rover, so we weren’t sure what to expect but the experience with Ryan (and Leah) was so great, they took Hammy on walks through the woods, cuddled with him at home, and generally just took amazing care, with photos and updates throughout. I can’t recommend them highly enough!!!!!!!

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John A.
Sitter Profile Image: Melissa T.
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Melissa T.
Star Sitter
$89
total per night
5.0 out of 5 stars
27 reviews
5 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: Maria C.
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Maria C.
Star Sitter
$89
total per night
5.0 out of 5 stars
116 reviews
41 repeat clients
32 years of experience
Mashpee, MA, 02649

Maria and her family took wonderful care of our 4 mo old golden. Frequent updates and pictures. Played all day with the other pups. Perfect set up! Thank you Maria!

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Courtney W.
Sitter Profile Image: Samantha C.
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Samantha C.
$67
total per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Buzzards Bay, MA, 02532

Samantha took amazing care of my little cat and guinea pig . She was on time , commutative and showed that she really has a big heart that cares about people and their animals. I will definitely be reaching out to her again for her amazing service.

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Ellie B.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per night
5.0 out of 5 stars
213 reviews
48 repeat clients
12 years of experience
Sandwich, MA, 02563

Steve was so well cared for that I don’t think he wanted to actually be home, haha! Thank you for treating our baby like one of your own. We are grateful to have you so close and will contact you again in the future for sure!

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Marcia S.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$89
total per night
4.9 out of 5 stars
37 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

Jacquelyn and Bill were great! I could tell they were knowledgeable right when I met them. And they could see that Barry was timid and would need extra attention and they made sure to provide that care. They have a great back yard and I know Barry played a lot because he slept right when he got home. They updated me and sent pictures throughout the whole stay and genuinely cared for our puppy. Would definitely recommend!

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Abigail M.
Sitter Profile Image: Kayla J.
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Kayla J.
$139
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Edgartown, MA, 02539

Kayla was absolutely wonderful and I cannot recommend her enough! From the very start she went above and beyond — she was open to meeting us in person before the stay so Willow could get comfortable ahead of time, which made such a difference. Throughout the week she was communicative, sent photos, and was flexible in every way. But honestly, what stood out most was how much she genuinely loved Willow. You could just tell. She told us multiple times how sweet Willow was and that she’d miss her — and we believed every word of it. For us, leaving our girl with someone is a big deal, and Kayla made it so easy to feel at peace. We will absolutely use her again the next time we’re on the island. If you’re looking for a sitter who will treat your dog like family, look no further!

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Skye L.
Sitter Profile Image: Karen S.
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Karen S.
$73
total per night
5.0 out of 5 stars
61 reviews
18 repeat clients
30 years of experience
Hyannis Port, MA, 02647

Can’t say enough good things about Karen! We just moved here and were so nervous to find a good sitter.. Right off the bat Karen was so gentle and kind with Goldie, sent tons of picture updates, was quick to respond, and I never once felt worried or anxious! Also her dog Juni is the sweetest dog on the planet :) even with their size difference Goldie and Juni became sweet friends!

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Julie V.
Sitter Profile Image: Maggie M.
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Maggie M.
$84
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Sagamore Beach, MA, 02562

Our dog was only there for one day. Maggie was very attentive to my dog's behavior, making sure she was getting enough food! Punctual and very communicative.

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Tyler C.
Sitter Profile Image: Daran H.
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Daran H.
$70
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
40 years of experience
Carver, MA, 02330

I would highly recommend Daran! He took our 80 pound German Shepherd Delta for 3 days and we couldn’t be more happier. He provided daily updates with photos,videos, walks and playtime.He cared for Delta as if she was his own. Thank-you Daran for a great experience!

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Sue D.
Sitter Profile Image: Mike L.
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Mike L.
Star Sitter
$62
total per night
4.9 out of 5 stars
113 reviews
36 repeat clients
10 years of experience
Onset, MA, 02558

Patty and Roxie had a great weekend staying with Mike. I received multiple photos and updates on the good time my dogs had. The large fenced yard was great for my dogs to play with Mikes dogs

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Sheldon S.
Sitter Profile Image: caitlin b.
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caitlin b.
Star Sitter
$67
total per night
5.0 out of 5 stars
157 reviews
30 repeat clients
35 years of experience
South Yarmouth, MA, 02664

Caitlin was great to work with and took wonderful care of our pup Lucy. She was very responsive and made sure to provide daily updates with pictures on how things were going. We would definitely use Caitlin again for any boarding needs.

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Joe D.
Sitter Profile Image: Debra A.
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Debra A.
Star Sitter
$56
total per night
5.0 out of 5 stars
96 reviews
45 repeat clients
29 years of experience
Plymouth, MA, 02360

Shiloh was well taken care of during his five days with Debra and her family, and he loved running in her huge high-fenced yard with her doggies. I will definitely consider leaving him with Debar on future trips.

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Nancy K.
Sitter Profile Image: Taylor & Tyler R.
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Taylor & Tyler R.
Star Sitter
$44
total per night
5.0 out of 5 stars
19 reviews
4 repeat clients
7 years of experience
Fairhaven, MA, 02719

Taylor and Tyler took amazing care of our dog Darcy! She had a lot of fun, and was in high spirits at pickup time. It was also really nice to get updates and photos from Taylor & Tyler during her stay. We'll definitely be back next time we're visiting the area. Thanks!

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David F.
Sitter Profile Image: Justine I.
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Justine I.
Star Sitter
$88
total per night
5.0 out of 5 stars
26 reviews
9 repeat clients
20 years of experience
Marion, MA, 02738

Justine was a phenomenal sitter! We had a bit of a last minute need for a sitter and couldn’t be more happy with our experience. Justine was attentive, helpful, and incredibly friendly. We had so much peace of mind while we were away. Our dog Violet got along so well with her Piper, and they definitely became fast friends. Cannot recommend her enough!

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Kristina S.
Sitter Profile Image: Jesse & Katie L.
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Jesse & Katie L.
$78
total per night
5.0 out of 5 stars
4 reviews
20 years of experience
South Boston, Barnstable, MA, 02632

Ollie had the best time! Katie and Jessie were patient as Ollie warmed up, they took him to the beach and on a boat ride. Overall they treated him like their own pet and Ollie seemed happy. They sent multiple photos each day and were very responsive. Great sitters!

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Erika B.
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The median cost per night for dog boarding in Vineyard Haven is $65

Dog parents share their Rover experiences - Vineyard Haven

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5.0 out of 5 stars

Ruby took great care of our labradoodle and we would 100% recommend her. She loves dogs and has a few of her own that make terrific playmates. She sent several updates and photos throughout stay which were greatly appreciated.

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Sheryl K.
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

Ruby was a life saver during my stay on the island. I'm so glad she was available on short notice. My dog happily jumped in her car and went away with her which gave me peace of mind because he doesn't immediately warm up to most people. She took great care with his needs including massaging his hips and even gave him a bath after getting dirty on the beach. He wasn't anxious or upset when she dropped him back off letting me know they had a great time together. Thank you Ruby!

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Cecilie L.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Popular requests for dog boarding - Vineyard Haven

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Sitters in Vineyard Haven average 11
repeat dog boarding clients

FAQs for Boarding - Vineyard Haven

Frequently asked questions about Rover

The average cost for Dog Boarding in Vineyard Haven on Rover is $77.7 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 245 sitters on Rover offering Dog Boarding across Vineyard Haven. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

97% of Vineyard Haven sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Vineyard Haven landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Vineyard Haven home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Vineyard Haven.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Vineyard Haven sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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