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%.
“Kari and her family took such great care of our dog, Bogey. Very proactive in communication and I felt completely at ease during my time away from my dog. I wouldn’t hesitate to trust them again with Bogey.”

“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!”

“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!!”

“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!”

“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.”

“Wonderful experience! Maria is so warm and caring. She paid close attention to Rosie's needs and quirks. The dogs got outside for fun walks. Maria's home is enchanting with plenty of outdoor space. So happy to have found a sitter on the Cape that I can have absolute confidence leaving my girl dog. Rosie was very comfortable there, and I hope we can return soon. Thank you so much!”


“Sam did a fabulous job with Randall, any unusual situation (nighttime boarding). Three nights because our timeshare said no pets. Randy got great love and attention, and was really happy to see Sam at drop off time. Thank you Sam!”

“Harley had an amazing time with Melissa and Kellie and their pup! Hosts were so flexible, easy to communicate with, and clearly love fur friends. We can’t wait to use them again”

“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!”

“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!”

“Stephen took extra sweet care of my bulldog Stella. Fantastic and frequent communicator, I truly appreciate the updates and pictures of Stella throughout her stay. 100% would recommend Stephen and consider for future Cape boarding needs!”

“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.”

“Alyna was great! She took our dog with short notice and did a great job. He is a 9 month golden retriever and has a lot of energy, and she handled him very well. Would definitely recommend!”

“Marc was great with my two dogs. He was very communicative prior and during my dog's three night stay with him. He walked them each day and has a great fenced in yard for them to be able to play. Next time we are on the Cape we will definitely be using Marc!”

“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.”

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

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
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 for dog boarding - Vineyard Haven
Select a filter and find qualifying sitters offering dog boarding.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 $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.







