Dog Boarding Oak Bluffs

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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%.

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Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
35 years of experience
Sandwich, MA, 02644

“Kari was wonderful with Hazel. I could tell Hazel adjusted well and enjoyed her time with Kari and her family by the photos and updates Kari provided along the way. I would leave Hazel with Kari again knowing that she would be well cared for.”

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Kathleen H.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 19 reviews
11 repeat clients
25 years of experience
Sandwich, MA, 02563

“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!”

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Linda P.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$89
total per night
4.9 out of 5 stars
• 42 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

“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!”

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Benjamin G.
Sitter Profile Image: Karen S.
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Karen S.
$73
total per night
5.0 out of 5 stars
• 61 reviews
18 repeat clients
30 years of experience
Hyannis Port, MA, 02647

“Can’t say enough good things about Karen! We just moved here and were so nervous to find a good sitter.. Right off the bat Karen was so gentle and kind with Goldie, sent tons of picture updates, was quick to respond, and I never once felt worried or anxious! Also her dog Juni is the sweetest dog on the planet :) even with their size difference Goldie and Juni became sweet friends!”

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Julie V.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 218 reviews
49 repeat clients
12 years of experience
Sandwich, MA, 02563

“Gracie loves spending time at Marc’s. She gets lots of exercise, playtime with other dogs and I enjoy receiving the photos of her when I’m away. I will never board her at a kennel again. It is better for BOTH of us knowing that she’s under 24-hr care.”

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Wendy D.
Sitter Profile Image: Daran H.
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Daran H.
$84
total per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
40 years of experience
Carver, MA, 02330

“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.”

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Neil M.
Sitter Profile Image: Alison T.
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Alison T.
$56
total per night
5.0 out of 5 stars
• 63 reviews
17 repeat clients
35 years of experience
Plymouth, MA, 02360

“Alison provides excellent and engaged care to our pooch and lives in a lovely home surrounded by nature and walking trails. Great place to leave your beloved dog (s)”

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george w.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
23 years of experience
South Dennis, MA, 02660

“Julie is a dedicated and warmly caring person whose care of my two dogs while I was away in Europe went over and above the expected. She was especially attentive to my sweet old 16+ year old Wheaten, showing just how well she knows how to meet the needs of a senior dog. Thank you, Julie!”

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William R.
Sitter Profile Image: Isabella H.
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Isabella H.
$84
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Centerville, MA, 02632

“Isabella was very kind, took care of our dogs, and kept us in the loop our whole week long trip with pictures. We are for sure going to try and book with her for all of our upcoming trips!”

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Sarah C.
Sitter Profile Image: Beth Ann M.
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Beth Ann M.
$139
total per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
30 years of experience
Nantucket, MA, 02554

“Beth Ann is wonderful - our dog sit was cut a bit short unexpectedly but she was understanding and helpful. She really did her best to make our dog feel at home.”

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Libby G.
Sitter Profile Image: Justine I.
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Justine I.
Star Sitter
$88
total per night
5.0 out of 5 stars
• 27 reviews
9 repeat clients
20 years of experience
Marion, MA, 02738

“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!”

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Kristina S.
Sitter Profile Image: Cindi C.
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Cindi C.
$78
total per night
5.0 out of 5 stars
• 45 reviews
26 repeat clients
15 years of experience
Dennis, Dennis, MA, 02638

“Cindi was absolutely wonderful in caring for our dog Benny. We got daily updates and pictures letting us know how he was doing. The meet and greet was really thorough and made us feel like Benny would be at a home away from home while we were out of town. I would absolutely recommend Cindi to anyone looking for a wonderful pet sitter for their pup!”

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Kendra B.
Sitter Profile Image: Sergio S.
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Sergio S.
$45
total per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Dartmouth, MA, 02747

“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!”

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Maureen M.
Sitter Profile Image: Annaliese & Sean H.
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Annaliese & Sean H.
$95
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Cotuit, MA, 02635

“Annaliese and Sean were terrific keeping us updated with pictures! Our pup definitely enjoyed his stay with them and will absolutely book with them in the future!”

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Navide A.
Sitter Profile Image: Erin M.
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Erin M.
$100
total per night
5.0 out of 5 stars
• 144 reviews
49 repeat clients
20 years of experience
Plymouth, MA, 02360

“Our cockapoo Kew had a fantastic time with Erin last week. Erin was wonderful with Kew and made her feel part of the family, taking her on walks and keeping her happy and well cared for. Erin also has a set up in her backyard that Kew loved - Kew ran up as soon as we arrived, excited to be there and she took no time at all to settle in. It was very reassuring to receive photos/videos of Kew's stay. Erin has been very professional throughout our interactions - and she is also a warm and friendly person who reassured us that our much loved dog would be in good hands. Erin made it possible for us to enjoy our time away.”

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Christin P.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$53
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Dartmouth, MA, 02747

“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!!”

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Emma M.
Sitter Profile Image: Lynne R.
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Lynne R.
$56
total per night
35 years of experience
Mattapoisett, MA, 02739

About: I have been a pet owner and or caregiver since I was a child. I have experience with a variety pets from young and energetic to seniors. I understand the needs of each and can provide the necessary care based on age, energy level, and personality. I am self-employed and can easily integrate pet care into my day to day responsibilities. I enjoy taking long and frequent walks with pets and also enjoy down time relaxing with pets who prefer quiet company. I live in close proximity to the St. Joe Walkway/Palm Coast Linear Park which provides numerous walking paths. I am neat, clean, and respectful of others homes and preferences with regard to caregivers entering their spaces.

Sitter Profile Image: Jessica M.
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Jessica M.
$78
total per night
5.0 out of 5 stars
• 31 reviews
9 repeat clients
22 years of experience
West Wareham, MA, 02576

“Jessica was very easy to communicate with and provided us updates of our dog’s stay. We know our dog enjoyed his time with Jessica and would recommend her to others.”

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Mackenzie P.
Sitter Profile Image: Tim S.
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Tim S.
$99
total per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
Sandwich, MA, 02644

“We left our girl in excellent hands. Thanks so much to Tim and his great family for taking incredible care of our bulldog! Cannot recommend them more as outstanding hosts for your pup! Patrick”

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Patrick S.
Sitter Profile Image: Tina C.
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Tina C.
$32
total per night
45 years of experience
New Bedford, MA, 02740

About: I have always had a genuine love for animals and understand how important it is to know that your pets are safe, happy and well cared for while you're away. I have experience caring for my own pets and am comfortable with routines, attention, and companionship they need. I'm currently employed fulltime as a probation officer, but I am retiring in the near future, and I will have more time to devote to being a pet sitter. Pet care fits naturally into my routine. I enjoy having a relaxed schedule and spending time with animals, so caring for your pets would be something I genuinely look forward to rather than a chore. I am happy to build my day around their needs, including feeding, walks, playtime, medication if needed, and plenty of companionship and attention. I also understand that pets do best when their normal routines are maintained, so I'll do my best to keep things familiar and comfortable while you're away. I enjoy exploring new places, but I am equally happy spending time at home with a furry companion. My priority is making sure your pets feel safe, loved, and cared for while you're away. When caring for pets in someone's home, my goal is to keep their routine as normal and comfortable as possible. I follow the owner's instructions carefully and make sure pets receive their meals, fresh water, exercise, playtime, and plenty of love and attention. Most importantly, I want pet owners to feel confident that their pets are being cared for by someone responsible, dependable, and genuinely happy to be there. I understand that every pet has different need and personalities, so I take time to get to know them and make sure they feel comfortable while their family is away. I am also respectful of the home and keep things clean and tidy.

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Dog parents share their Rover experiences - Oak Bluffs

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5.0 out of 5 stars

Ruby is simply the best! Such a kind, considerate and knowledgeable dog lover! We were lucky to have found her.

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Chris O.
Boarding
5.0 out of 5 stars

Ruby took great care of our labradoodle and we would 100% recommend her. She loves dogs and has a few of her own that make terrific playmates. She sent several updates and photos throughout stay which were greatly appreciated.

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Sheryl K.
Boarding
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  • 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

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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.

  • 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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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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, 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 , 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 .

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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