Dog Boarding Vineyard Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 69 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 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.”
“This is our second time having Finn stay with Marc. We were away for 5 days and I didn’t worry at all because Marc sends me daily pics and updates. He is so nice and so reliable. We feel like we found the pot of gold at the end of the rainbow!”
“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!”
“Thank you so, so much again for the wonderful care! Our dog felt very comfortable and happy with you, and we had such a good feeling the entire time. We especially appreciated the regular updates and photos — it was so nice to see how well everything was going. We will definitely book again very soon and can highly recommend this dogsitter!”
“I was very satisfied with Ryan's care of our dog. He communicated constantly before, during, and after the boarding to alleviate any confusion. He was also considerate in making her feel comfortable in her new environment. I appreciated that Ryan offered to give a a wash and nail trimming at a very affordable rate. This I thought set Ryan apart from other people that we have had watch our dog. We will certainly rebook with Ryan next time we are in the area.”
“My dog Luna enjoyed her stay with Debra and her pack. I have a husky malamute and was very confident to leave her in Debra’s hands because she knows the breed so well, she even taught me a few things that I didn’t know. Her house is perfect for dogs to enjoy, with a huge fenced in yard, and access to outside with a doggy door. Luna formed part of the family, as she was able to be around the house, spend time with the family on the couch or doggy bed next to the couch, and again just be herself and part of the pack with the other lovely dogs. I knew from the minute we went to the meet and greet that this was right for her. I was actually afraid she didn’t want to come home after her stay! Debra was great in communicating and sent us great pictures and videos of Luna having fun. I’m so glad that I found Debra because I’ve found Luna’s second home away from home, rather than leaving her at the boarding place I used before which keeps the dogs in kennels most of the time. Thank you Debra and your pack!”
“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!”
“Our little guy Pepper had a great stay with Emily and Caroline! They were flexible and happy to accommodate whatever was needed. Quick to communicate and they sent us updates and pictures throughout the week. They have a fenced yard that was perfect for Pepper to play outside. Definitely recommend, thank you both!”
“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!”
“Mike and Kelly were outstanding! Just days before our scheduled boarding, our dog Duncan had to undergo emergency biopsies. Despite this, Mike and Kelly graciously took Duncan in, administered his medications, and ensured he was safe and happy. They kept us updated with photos and regular communication about Duncan’s health. I highly recommend their services—in fact, I already recommended them to a neighbor this afternoon! Thank you Mike and Kelly for taking care of our Duncan!”
“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.”
“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.”
“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.”
“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!”
“A great environment for large, energetic dogs who need to burn off energy on long walks and play sessions in the backyard. Daran is knowledgeable and cares deeply for animals entrusted to him. A great option for extended stays and day visits.”
“Kathy treated our Pete like one of her own, we felt very comfortable knowing he was happy and being well taken care of. We will definitely leave Pete with Kathy again, we highly recommend her!”
The median cost per night for dog boarding in Vineyard Haven is $65
Dog parents share their Rover experiences - Vineyard Haven
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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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 Dog Boarding - Vineyard Haven
Frequently asked questions about Rover
The average cost of Dog Boarding in Vineyard Haven on Rover is $78 per night as of October 2026. Most bookings cost between $32 and $166 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 241 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Vineyard Haven can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
<b>Tip:</b> 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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