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

Oak Bluffs, 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!”

“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!!”

“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”

“Maria took wonderful care of Nori. She met for a meet and greet in advance and took the time to learn about his needs and answer all our questions. During his stay, she sent great updates with lots of photos of Nori enjoying himself. He came home a happy pup. We would absolutely board Nori with Maria again.”

“Jacquelyn was amazing! We traveled from Florida and she was able to watch our puppy while we attended a wedding. Our puppy played hard with some other dogs and had an amazing time! Picture and video updates were greatly appreciated. Would recommended to anyone!”

“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.”

“Caitlin was a g*dsend! My 2 small senior boys had such a nice time with Caitlin's family, and it was our first time with her. We do not live very close, but I will absolutely reach out again if we need a safe, comfy, happy place to stay!”

“My wife and I recently moved out of state from the Cape. We could not leave without writing one last review of Karen. We have left our dog Annie with Karen many times, sometimes for just a night or two and sometimes for over a week when taking longer vacations. We cannot begin to say how much we and Annie will miss Karen and Juni. Karen is the kindest person you could ever meet. She loves dogs and immediately took Annie in as though her own. She is a dog whisperer. Annie loves her. She is truly a remarkable dog sitter and human being. We could always relax when we left Annie with her as we were totally confident in her ability to handle any situation that might arise as well as know she always was providing exceptional care and a happy and loving experience for our pup. As for Juni, Annie loved playing with her, sleeping next to her and just being with her whenever she would visit. Juni is the sweetest, most friendly and happy lab. Annie will miss her terribly. Annie would begin barking with excitement the moment we got off route 6 for Hyannis. This always made our hearts sing. Karen and Juni are simply exceptional. My wife, Annie, and I will forever miss them.”

“As always Saffie had a great time at Caitlin’s! She sent lots of photos, was great at communicating, and Saffie was a very happy girl when I picked her up. We will definitely use Caitlin again!”

“Excellent service. Gracie (1.5 year old Golden) had a great time and I was appreciative of the updates and the fact that she was staying at someone’s home instead of a kennel with no overnight attendant. Will definitely book again.”

“We loved that Karen sent pictures of our Casey every day! It was fun to see Casey enjoying herself with the other dogs there too. We were able to fully enjoy our vacation knowing Casey was in good hands with Karen. We’ll definitely be calling on Karen again when we need a great sitter in the future! Thank you again😊🐕”


“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.”

“Lana had a great weekend while we were away! It was clear she remembered staying there even though it had been a few years. Grateful to have a place for Lana to stay when we’re out of town where she will be safe and cared for.”

“Melissa is AWESOME! Jagger always has a blast. He runs right to her when she picks him up. I feel very comfortable knowing Jagger is with her, safe, and having so much fun!!!”

“Debra responded quickly to request and any questions. Huge fenced in yard for dogs to run around and lots of socializing w many other dogs! Great for our dog Murphy.”

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 2 year old Lab/Golden Cross had a great weekend with Julie, her dog Ellie and another client's puppy. It was a last minute booking request but she agreed to a meet & greet first. Julie's calm and loving demeanor as well as her beautiful and inviting home convinced me my dog would be in good care. And she was. Having another client's puppy to run around with was a bonus! Thank you, Julie!”

Dog parents share their Rover experiences - Oak Bluffs
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 to book dog boarding

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 - Oak Bluffs
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Oak Bluffs
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 Oak Bluffs 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 Oak Bluffs.
<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 Oak Bluffs 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.




