Dog Boarding in Oak Bluffs
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Oak Bluffs dog boarders
“Melissa and Kellie were wonderful! Maggie got so comfy so fast she even made sure to give some lovings to them before jumping in our car to leave. We felt some comfortable going on vacation with Maggie in their care and would love to book with them in the future even though we don’t live in the area.”
“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!”
“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.”
“Karissa was an amazing sitter for our dog Benny! She was super communicative from the start. We did a meet and greet to make sure everything would go ok beforehand and she asked plenty of questions about Benny’s care and routine to make sure he’s be happy and comfortable. She updated us throughout his stay and sent photos of him happily walking around out and about, as well as relaxing inside. It’s clear he had a great stay! Thanks Karissa!”
“Our dog, Emmy, stayed with Shannon for three nights and wow-what a great experience! I felt an instant sense of calm entering her home. Shannon and her partner welcomed Emmy as if she was their own. In only a few days, they both formed a close bond with her, as well as quickly familiarized themselves with Emmy’s quirky behavior. Shannon was able to manage Emmy’s medication and food preferences along with her anxious tendencies and hostile reactions to other dogs. We will definitely be rebooking with Shannon!”
“Julia was great. She has a large fenced back yard for lots of running and playing with her dogs and others. Her husband works from home and oversees the dogs during the day. She's caring and has fun with the dogs too. We received professional- like Christmas photos of our Cocoa. We hope to use her again.”
“Anna was amazing! She was so flexible with timing and easy to get a hold of. She sent lots of pictures and kept me updated! My pup seemed very comfortable and safe with her!! I would definitely recommend Anna!”
“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.”
“Alyne was absolutely outstanding!!!! She went above and beyond for our pup Lona while she was there. We were very glad to see that Lona’s tail was wagging when we would drop her off and she went with Alyne no problem! We hope to be able to use Alyne again sometime in the future!”
“My dog just finished a 10-day stay with Marc, and she was very happy and healthy when I picked her up. This was her second stay, and she was thrilled when Marc came out to greet her -- so he has her endorsement! My dog is newly diagnosed with a chronic condition, and Marc was careful to get detailed instructions on her medications. He is clearly invested in providing excellent care.”
About: As a recent college graduate working remotely from home, I’m looking for a dog fix while also helping those who need a break! I’ve grown up with a Chocolate Lab and a Rat Terrier which gave me various experience with little dogs and big dogs. Unfortunately they are not with us anymore which made me want to pick this up on the side! Remote every week day, except Wednesdays. Will be able to give care at any point in day/night except for my 30 minute meetings 3x per week. I have a big room in my office where the dog can play while I work, they will never be alone. The room has lots of natural sunlight and leads into a big backyard!
About: Pet care has always been a part of my life. I’ve raised and cared for dogs, cats, birds, and fish—from puppies and kittens to older pets who need a little extra patience and attention. I’ve experienced every stage of an animal’s life, so I know how to give the right kind of care, whether that means playtime, training support, or simply quiet companionship. What makes my service unique is that it’s a team effort—my girlfriend, Laurel, and I work together to provide care. She’s just as passionate and experienced with animals, so your pet gets the attention of two loving and responsible sitters. We love going on walks in the woods and beach right next to our house, keeping pets active and happy, and making sure they feel safe and loved while you’re away. Pet care is a natural part of our daily routine. I work remotely from home, which gives me the flexibility to be present and attentive throughout the day. My girlfriend is also free for the summer, so between the two of us, your pet will have round-the-clock care and company. We truly enjoy being around animals—walks, playtime, chilling, we love to do it all! Caring for pets isn’t something we squeeze into our day—it is our day, and we love every minute of it! In our home, pets have plenty of space to feel comfortable and safe. We live in a large house with lots of room to play and relax, and we also have a fenced-in area in the yard where dogs can enjoy outdoor time securely. Whether it’s indoor cuddles or supervised play outside, we make sure pets get a great mix of exercise, attention, and rest. We keep a calm, pet-friendly environment and follow each pet’s routine closely—feeding schedules, walk times, and any special care instructions. Our goal is to make them feel right at home, whether they’re staying with us or we’re visiting them in theirs.
“Adrienne took great care of Stella! I could tell Stella was very comfortable with her. Adrienne was super easy to work with and flexible with our crazy travel schedule. Highly recommended for overnight stays, Stella will definitely be staying with her again!”
About: *Martha’s Vineyard Only* I have had pets of all kinds for as far back as I can remember. I currently have a very loving, sweet, energetic and playful dog of my own, Lola. She is 10 years old and enjoys playing with new friends! I am knowledgable and caring and will provide your dog with lots of love and care! I am comfortable caring for dogs of any size and breed as well as administering medication (oral, injections, eye and ear drops and topicals). I currently work part time from home so I am flexible and available throughout the day to tend to and care for pets in my care I have a fenced in yard, but don’t leave dogs unattended in the yard. I have a dog of my own to provide your dog with companionship and a playmate while they stay with us! A crate is not required but I’m happy to set yours up if it makes your dog comfortable. I can provide care for potty trained dogs, though I am comfortable with and have experience with senior dogs who require diapers.
“Ruby was wonderful with our dog, Moose. We were able to leave town and not worry about him. She also sent us some great photos and videos of Moose playing with other dogs in her care. I highly recommend her!”
“Sam was great! He was easy to communicate with, very professional, and provided several pictures of our pup having fun while staying with him :) We will absolutely be looking to book a stay with Sam again next time we go away.”
About: I've grown up with dogs of all breeds and sizes, and caring for them has always been a big part of my life. From being the go-to dog walker in my neighborhood to watching friends’ pets while they’re away, I’ve handled everything from high-energy pups to sweet senior dogs. I make sure every dog feels safe, happy, and well looked after. I work remotely during the summer, so my schedule is super flexible. That means I can easily fit walks, check-ins, or overnight stays into my day and give your pet plenty of attention. My home is pet-friendly, with a fully fenced yard for safe outdoor time. I also have a laid-back senior dog who gets along great with other dogs.
Loving dog boarding sitters in your neighborhood
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Melissa & Kellie C.Star Sitter
“Melissa and Kellie were wonderful! Maggie got so comfy so fast she even made sure to give some lovings to them before jumping in our car to leave. We felt some comfortable going on vacation with Maggie in their care and would love to book with them in the future even though we don’t live in the area.”
Marcia S.Star Sitter
“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!”
Karen S.Star Sitter
“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.”
Karissa A.
“Karissa was an amazing sitter for our dog Benny! She was super communicative from the start. We did a meet and greet to make sure everything would go ok beforehand and she asked plenty of questions about Benny’s care and routine to make sure he’s be happy and comfortable. She updated us throughout his stay and sent photos of him happily walking around out and about, as well as relaxing inside. It’s clear he had a great stay! Thanks Karissa!”
Shannon H.
“Our dog, Emmy, stayed with Shannon for three nights and wow-what a great experience! I felt an instant sense of calm entering her home. Shannon and her partner welcomed Emmy as if she was their own. In only a few days, they both formed a close bond with her, as well as quickly familiarized themselves with Emmy’s quirky behavior. Shannon was able to manage Emmy’s medication and food preferences along with her anxious tendencies and hostile reactions to other dogs. We will definitely be rebooking with Shannon!”
Julia & Bryan M.
Star Sitter
“Julia was great. She has a large fenced back yard for lots of running and playing with her dogs and others. Her husband works from home and oversees the dogs during the day. She's caring and has fun with the dogs too. We received professional- like Christmas photos of our Cocoa. We hope to use her again.”
Anna R.
“Anna was amazing! She was so flexible with timing and easy to get a hold of. She sent lots of pictures and kept me updated! My pup seemed very comfortable and safe with her!! I would definitely recommend Anna!”
Maria C.Star Sitter
“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.”
Nicole d.
“The most lovely dog sitter! Thank you so much for taking such great care with our doggie! Highly recommend Nicole and her family.”
Megan W.Star Sitter
“Megan was so awesome. Her communication was excellent. Ramie seemed to thoroughly enjoy his time with Megan and Daisy. Would highly recommend her.”
Alyne R.Star Sitter
“Alyne was absolutely outstanding!!!! She went above and beyond for our pup Lona while she was there. We were very glad to see that Lona’s tail was wagging when we would drop her off and she went with Alyne no problem! We hope to be able to use Alyne again sometime in the future!”
Marc A.Star Sitter
“My dog just finished a 10-day stay with Marc, and she was very happy and healthy when I picked her up. This was her second stay, and she was thrilled when Marc came out to greet her -- so he has her endorsement! My dog is newly diagnosed with a chronic condition, and Marc was careful to get detailed instructions on her medications. He is clearly invested in providing excellent care.”
Thomas S.
“Tommy is a caring young man who loves animals. He has experience caring for multiple dogs of his own and is very responsible and conscientious. He would make an excellent pet caregiver!”
Emmanuel & Laurel P.
“I can confidently say Emmanuel would make an amazing dog sitter! He’s always been incredibly caring, responsible, and patient—qualities that naturally extend to the way he interacts with animals. I’ve seen how gentle and attentive he is with dogs, whether they’re his own or someone else’s. He’s the kind of person who goes out of his way to make sure others (including pets!) feel comfortable and cared for. If you’re looking for someone who will treat your dog like family, Emmanuel is that person!”
Adrienne H.
“Adrienne took great care of Stella! I could tell Stella was very comfortable with her. Adrienne was super easy to work with and flexible with our crazy travel schedule. Highly recommended for overnight stays, Stella will definitely be staying with her again!”
Kayla J.
“Kayla has watched many of my pets throughout the years and is someone I trust with them without question. She is compassionate and provides them with endless love in my absence. With Kayla, I know that my beloved animals were in the best of hands.”
Ruby S.
“Ruby was wonderful with our dog, Moose. We were able to leave town and not worry about him. She also sent us some great photos and videos of Moose playing with other dogs in her care. I highly recommend her!”
Sam M.Star Sitter
“Sam was great! He was easy to communicate with, very professional, and provided several pictures of our pup having fun while staying with him :) We will absolutely be looking to book a stay with Sam again next time we go away.”
Maggie M.
About: I've grown up with dogs of all breeds and sizes, and caring for them has always been a big part of my life. From being the go-to dog walker in my neighborhood to watching friends’ pets while they’re away, I’ve handled everything from high-energy pups to sweet senior dogs. I make sure every dog feels safe, happy, and well looked after. I work remotely during the summer, so my schedule is super flexible. That means I can easily fit walks, check-ins, or overnight stays into my day and give your pet plenty of attention. My home is pet-friendly, with a fully fenced yard for safe outdoor time. I also have a laid-back senior dog who gets along great with other dogs.
Rachel R.
“Rachel and Andrew were great watching Rocket overnight. Rocket got lots of walks and was well cared for. Would highly recommend!”
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Oak Bluffs is $63 per night, including service fees. Boarding your dog for one week typically costs $441. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Oak Bluffs dog boarding rates can be found as low as $52 to as high as $183 per night.
As of Aug 2025, 153 sitters provided dog boarding in Oak Bluffs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Oak Bluffs dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oak Bluffs have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oak Bluffs.
Rover makes it easy to find Oak Bluffs dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 153 dog boarding sitters in Oak Bluffs on Rover, so you’re sure to find the perfect match for your dog! In Oak Bluffs, 95% of sitters offer daily exercise, 91% offer medication administration, and 82% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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