Dog Boarding Vineyard Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 65 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%.
“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!!”

“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.”

“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!”

“Maria was wonderful! She sent numerous updates and photos and Spot had the best time! She takes the dogs on walks and swims and her house is an absolute dream for pups! Can’t wait for spots next stay!”

“Jacqueline was wonderful with both of our dogs! She treated them like family, sent pics and videos and provided great care. Not having to worry about our fur babies made our trip even better. Her home is super dog friendly including a safe and spacious fenced in yard. I recommend Jacqueline and plan on using her dog hospitality and for my dogs again in the future. Superb!”

“I am so grateful to have found Marc to take car of my dogs when needed! They come home so happy and tired! And I get the best pictures of them throughout their stay. Thank you again Marc!!”

“Mike and his wife are great hosts. They have friendly dogs, a large fenced in back yard and send photos multiple times throughout the day. They even agreed to watch our pup last minute during the holiday when a family emergency came up. They’re our “go-to”. Highly recommend, just not when we need them ;)”

“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.”

“Both of my elderly dogs love staying with Uncle Stephen! We get photos showing how much fun they are having as well as them enjoying the multiple beds/ sofas/ etc. Highly recommend!”

“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.”

“This was Leo’s 2nd visit with Deb’s Dog Sitting and it was awesome as usual. There’s a big fenced backyard and 3-4 other friendly dogs to play with to keep Leo occupied. You can tell Deb is a real dog person - she has 3 of her own.”

“I’m so happy we found Karen, she takes such amazing care of our Goldie and sends us lots of updates. It definitely calms our anxiety (which is high!!) when we have to leave her! It’s also such a relief that Goldie has Juni to hang out with, such a sweet girl.”

“Alyne was a great host for my dog, Bella. When you see how relaxed a dog is after a stay, you know the host treated your dog well, as was the case with Alyne. Bella seemed to get along with her dog, Bruce, which made the stay even better. Bella had lots of room to run around. I would definitely board Bella with Alyne again.”

“Sam and his wife took incredible care of our dog - he is an anxious rescue who loves exercise. Sam took him on long walks every day and was very responsive to texts. I could tell when we picked up our dog that he had a mini vacation of his own. I highly recommend him!!”

“Caitlin was incredibly responsive when scheduling with us. She was flexible when we had to adjust times and quick to reply. Super grateful we found her and she was able to take care of our pup for 2 nights. Would recommend and use again!”

“I am so grateful for Rebekah and her sweet daughters, who cared for my skittish and shy puppy, Nova. I received regular updates via text to set my mind at ease. They were kind and patient and loving. I highly recommend Rebekah!”

“Austin was so great with our dog. At first I was hesitant about leaving her with anyone as it was her first time out with someone we didn't know. Austin helped reassure us she would be just fine. He kept updating me how she was adjusting and sending pictures. She looked so happy her night there and was even hesitant to leave when I came to pick her up the following morning. I can tell she had a blast and we will be definitely using Austin in the future. I recommend for anyone looking to use a reliable sitter for your pup.”

“Julie did an excellent job with Brady. I felt very comfortable with Julie's care of Brady. Julie's house and fenced in yard was very nice and very well kept. Julie was very nice and took the job of taking care of Brady very seriously and communicated with me though the app on how Brady was doing.”

The median cost per night for dog boarding in Vineyard Haven is $65
Dog parents share their Rover experiences - Vineyard Haven
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Vineyard Haven sitters!Sitters in Vineyard Haven average 11 repeat dog boarding clients
FAQs for Dog Boarding - Vineyard Haven
Frequently asked questions about Rover
The average cost for Dog Boarding in Vineyard Haven on Rover is $48.15 per night (as of July 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 July 2026, there are 259 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.


