Dog Boarding Chilmark
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Chilmark, 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 was absolutely amazing with my dog! Maisy received lots of love and attention with long walks, fun games, snuggle time, and belly rubs - all of it right by Kari’s side ❤️ I received lots of photos and updates along the way, this was a match made in heaven, we would love to come back next summer!”
“Ryan was great with Mila, with sending pictures and even being able to take her for a bit longer last minute without hassle. She looks forward to hanging with him again!”
“These guys are great. They took great care of my Murmaid and sent pics and updates and everything was great. My pup is high energy so when she gets in The vehicle and immediately takes a nap I know they did a good job!! Thank you!!”
“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!!”
“I am grateful to Marcia for taking such good care of my dog. Marcia has extensive experience with dogs and knows a lot about them. My dog was reluctant to leave her when I was picking it up. I am very happy with everything and would contact Marcia first if I need someone to look after my dog in the future.”
“Samantha took excellent care of Kiki. She provided a loving environment with lots of petting and walks. I would recommend her and will certainly book with her again in the future.”
“Maria is so sweet and caring. She has a genuine love of animals and it’s evident in the way she treated my fur baby. I highly recommend Maria for all your dog sitting needs. I’ll definitely contact her again.”
“I can’t express how grateful I am that we Kathleen. It was the perfect environment for my dog. She and her very nice family took such good care of him that he felt at home. She also sent us many updates and photos so I knew he was happy and safe. I highly recommend her and would rebook! Thank you so much to Kathleen and family because of your great care I didn’t have to worry about him at all!”
“Mike was wonderful to work with. Took excellent care of my little princess, sent photos and updates through the week. She was having so much fun, she didn't even care that I came home. Safe, fenced yard, friendly other dogs, comfy beds and lots of love. Would highly recommend!”
“Marc and his family were outstanding! We couldn’t have felt more comfortable leaving our pup with him - he checked in lots and it was obvious our Archie was so happy in his care! We would confidently recommend Marc to anyone looking for someone to take care of their fur baby.”
“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.”
About: We’ve cared for dogs on and off for the past 14 years and have always had a genuine love for animals. We have experience caring for dogs with different personalities, ages, energy levels, and routines. As a couple, we’re able to provide plenty of attention, companionship, playtime, walks, feeding, and overnight care. Our goal is to make every dog feel safe, comfortable, and loved while their family is away. We are generally busy during the weekdays, but we have plenty of availability from Friday through Monday. This makes us especially flexible for weekend boarding, extended stays, and overnight care. We’re happy to work around your dog’s normal routine and provide the consistency, attention, and care they’re used to while you’re away. We want every dog staying with us to feel like they’re at a second home. We provide a safe, comfortable, and loving environment with plenty of attention, playtime, and opportunities for walks and relaxation. We will follow your instructions closely regarding feeding, medications, crate routines, sleeping arrangements, and other preferences. We also understand how important it is to feel comfortable leaving your pet with someone else, so we’re happy to provide updates and photos throughout their stay
“My doggies had a wonderful stay and had so much fun. Rebekah communicated very well and was super easy to work with. My doggies will need a vacation from playing so much. Thank you!!!”
“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!”
“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!”
“I can tell by how eager Splash is when she gets out of the car that she loves vacationing with Sergio. My girl is an abandoned rescue with lots of anxiety but loves hanging out with Sergio. Thank you so much!”
“First time boarding my nine month old Great Dane and he had some really bad depararon anxiety his first couple of nights. Kevin took great care of him and was able to get him settled into the new surroundings for the rest of the week.”
“Fantastic dog sitter! She is compassionate and takes fantastic care of your pet. My dog was happy and comfortable the entire time she was away and the level of care is even better than a professional facility. She even sends daily pictures and videos and that is great when missing your pup. Next time I need to leave my dog I will definitely be sending her back over Nathalias!!”
“Wow! What a wonderful experience for Leroy and a huge relief to my family! Leroy loved his stay with Emily and we are so very grateful to her for the loving care she gave. 11 out of 10 on the scale!”
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 - Chilmark
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Chilmark
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Chilmark 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 Chilmark.
<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 Chilmark 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.
Connect anywhere with the Rover app
