Dog Boarding In Oak Bluffs

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Top rated Oak Bluffs dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Alli W.
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Alli W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
152 reviews
24 repeat clients
8 years of experience
Clearwater, FL, 33764

Our pups love Alli! We’ve had her sit them multiple times and already have plans for her to sit them again. She sends multiple pictures everyday and our dogs seem to have a blast there with her pup!

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Alexann K.
Sitter Profile Image: David C.
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David C.
Star Sitter
from
$34
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
St. Petersburg, FL, 33716

David is absolutely amazing! He watched my senior dog while I was out of town for a weekend and kept me updated with messages and photos. My dog Cupid felt like he was at home and not with a stranger. David by far is the best host I think anyone can ask and I’ll always be using David in the future! Only downside is I feel like my dog Cupid didn’t want to come with me because he has such a great time with David lol

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Joey K.
Sitter Profile Image: Lori G.
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Lori G.
from
$38
per night
4.9 out of 5 stars
280 reviews
116 repeat clients
11 years of experience
Dunedin, FL, 34698

Lori took good care of our little dog for several days and even sent us photos of our dog. We were happy with her abilities to properly care for our dogs needs while we were on vacation. We will book with Lori again in the future. Todd & Penny Johnson

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Todd J.
Sitter Profile Image: Kayla & Joseph B.
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Kayla & Joseph B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
10 years of experience
Clearwater, FL, 33756

My pets felt right at home at Kayla’s house. She took very good care of my babies. She provided a big cat condo for my cat, she provided pictures of my pets. My pets loved being there and felt very comfortable with her. I recommend Kayla to watch your pets! I will bring my pets back to her.

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Ana M.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
402 reviews
177 repeat clients
35 years of experience
Clearwater, FL, 33756

Jennifer was super accommodating and welcoming! She sends picture updates throughout the whole stay which was nice because I could see the happiness in Beau's face through the photos. Beau came home very tired (I am assuming from much playtime.) Very happy with Jennifer and will be using her again.

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Nicole L.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$44
per night
4.9 out of 5 stars
143 reviews
43 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

We’ve used Jen a few times now and will continue to do so! She’s so sweet and super accommodating when it comes to drop off and pick up times. I get pictures and videos everyday while I’m away of my baby and she always looks happy and comfortable. Would definitely recommend!

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Katie S.
Sitter Profile Image: Marisa & Robert C.
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Marisa & Robert C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
76 reviews
23 repeat clients
15 years of experience
Tampa, FL, 33635

Marisa and Bob were amazing sitters for our dog, Oliver. From our first meeting through the actual caretaking of Oliver, it was evident how genuine they were. They were very communicative and thoughtful of Oliver and really made him feel at home. We will absolutely book with Marisa and Bob again!

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Scott K.
Sitter Profile Image: Mary G.
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Mary G.
from
$30
per night
5.0 out of 5 stars
3 reviews
14 years of experience
Tampa, FL, 33635

About: Lifelong experience with dogs. Growing up I have owned both lab and pitbull type dogs, but that is just my personal ownership. I have cared for puppies and older dogs, and have cared for all my dogs into their senior 14 plus years. Friends and family have used me as their most regular dog sitter for their loved ones. I've ranged in babysitting dogs from a larger size like boxer, lab, pitbull, goldendoodles, to as small as bichon frise, pugs and French bulldogs. I work from home the majority of my days so when I am sitting dogs are always supervised by me and have my full attention. I live near a nature reserve so I enjoy taking pets on long (or short) walks around the neighborhood and we also have a community dog park if you enjoy letting your pets play there. I really just enjoy dogs of all ages and sizes and am honored to be so trusted watching people's loved pets. I currently work from home so I am available to supervise pets full time in my apartment. I typically work from 8-4, but can take frequent breaks for feedings, potty breaks, play time and anything else your pet may need. I do go to the gym in the afternoons, but I am away from home for a max of an hour and the gym is right in front of my community within walking distance if needed to get back home quickly. I am available for weekday and weekend boarding as my schedule does not change often, so your pet will have my full attention while they are at my home. I am surrounded by nature and am also close to several trails if your pet likes longer walks. I live in a pet friendly community and also have access to a community dog park that we can easily visit if you like. Pets are allowed on my furniture and I am a big fan of all snuggles. In my home I have space for 1-2 dogs. I have an open area to place a crate for your dog as well a bed or any other accessories your pet will need. I'm home full time so whatever feeding/walking schedule you have your pets on I will be able to accommodate for them.

Sitter Profile Image: JD & Magdalena D.
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JD & Magdalena D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
7 years of experience
Clearwater, FL, 33759

Jeff and Magda were an outstanding duo when it came to dog sitting our Odin. They went above and beyond, adjusting their schedule when our flight was rescheduled for an earlier departure. Every day, they sent us updates on Odin, keeping us well-informed about how he was doing. Their dogs were wonderful and welcomed Odin as part of their pack. I highly recommend them to anyone in need of exceptional pet sitters!

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Thomas B.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
348 reviews
126 repeat clients
50 years of experience
Largo, FL, 33770

I had to find a pet sitter on short notice. Teddy, Cooper and I were very impressed with Christina's large outdoor space, pool, lanai and comfy spacious home completely set up to make dogs feel welcome and comfortable. Christina is very experienced with dogs including rescues. Both my dogs had a great time with Christina and her dogs. They had enough space, activities, play time and made new friends. Its very much a retreat for dogs. They are looking forward to their next stay.

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Stacy L.
Sitter Profile Image: Kristy S.
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Kristy S.
from
$22
per night
5.0 out of 5 stars
3 reviews
1 year of experience
Tampa, FL, 33635

I highly recommend Kristy and her family! They watched my 4-year-old Beaglier for 4 days while I was away and did an incredible job. I received regular photo updates and awesome messages throughout the trip, which completely put my mind at ease. I came home to a relaxed, happy, and well-cared-for pup. I will absolutely be booking them again in the future!

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Sitter Profile Image: Kristen S.
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Kristen S.
from
$25
per night
5.0 out of 5 stars
7 reviews
5 repeat clients
15 years of experience
Dunedin, FL, 34698

I really appreciate Kristen being available during the holiday season. My pet fit right in with her family pets. Kristen is very friendly and her home is cozy. I hope she is available for my next booking!

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Tina K.
Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
63 reviews
17 repeat clients
24 years of experience
Clearwater, FL, 33755

Stephen was wonderful, very caring, and patient with my pet! She’s a greyhound with lots of anxiety, but he was patient with her whining. Pictures came daily and he’s very responsive over text anytime you want to check in, I’ll be coming to him again if I get the chance! Also his little boy is great with dogs, and super adorable!

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Zach D.
Sitter Profile Image: Alexis & Collin H.
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Alexis & Collin H.
from
$37
per night
5.0 out of 5 stars
7 reviews
1 repeat client
1 year of experience
Largo, FL, 33774

Excellent sitter! Needed a last minute booking and she was ready right away. They sent lots of updates and photos and kept my baby happy and busy. Highly recommend for sure!

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Mikey V.
Sitter Profile Image: Yana K.
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Yana K.
Star Sitter
from
$39
per night
5.0 out of 5 stars
86 reviews
24 repeat clients
6 years of experience
Largo, FL, 33771

Yana was super helpful watching Kona. Was super communicative and sent some fun photos. Will definitely use her again if the opportunity arises!!

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Nicholas B.
Sitter Profile Image: Tracee H.
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Tracee H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
206 reviews
60 repeat clients
6 years of experience
Holiday, FL, 34690

Tracee was wonderful! Sidney had a lot of fun and pretty sure he missed her when we brought him home. He’s excited for our next vacation so he can go see Tracee again!

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Shannon M.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Clearwater, FL, 33756

She took excellent care of our standard poodle and our kitty while we were away. Great communication and she also administered medication to our cat. Not an easy feat. Would definitely recommend her and have her sit for us again.

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Sarah M.
Sitter Profile Image: Jonathan W.
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Jonathan W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
15 years of experience
Clearwater, FL, 33756

My family and I couldn’t be happier with the care Jonathan provided for Bolt. We truly appreciated the regular updates, messages, and pictures! it gave us so much peace of mind while we were away. It was clear that Bolt was not only well taken care of but also having a great time (he even found his “twin brother” there, which made it even more special!). We’re so grateful for the love and attention Jonathan gave him, and we would absolutely trust him again in the future.

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Adrian F.
Sitter Profile Image: Angie T.
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Angie T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
234 reviews
92 repeat clients
35 years of experience
Oldsmar, FL, 34677

I have my hands full with my two pups, and Angie took it on full force without question, she was sweet, efficient, and super friendly with our babes! Will definitely use her for our future getaways! Highly recommend

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Meagan G.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
440 reviews
112 repeat clients
18 years of experience
Dunedin, FL, 34698

RICCHI & ATHENA are awesome dog sitters!! It is clear that they love dogs and have made that their life’s work!! Their home is set up to keep animals safe and set up to provide all they need. Mollie had a delightful time with them and their dogs and dog guests!! They all enjoyed running around and playing on their yard. They send pictures daily to see how the dogs are playing together. We will definitely leave Mollie there for our next trip!! Thank you so much RICCHI & ATHENA!! 🥰😁

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Janet B.
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Oak Bluffs dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

She is so amazing and welcoming, she handled my lil sunni so great and we had great conversations when i went to go pick him up. She is so patient with everything, she’s a very admirable person and a great person to look after your pups!!

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Yuliana M.
Boarding
5.0 out of 5 stars

Ashleigh was awesome. She kept us informed on how our Rocky was doing with photos and descriptions constantly. We will definitely use her service again.

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Eric M.
Boarding
5.0 out of 5 stars

Brittney was awesome. Tuco seemed like he had a new home and friend on the first meet. I was a little nervous using Rover the first time but Brittney helped me feel comfortable and more importantly cared for Tuco as if he was hers. She sent photos and communicated with me while I was away. Thank you, I will definitely book with her again.

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Denise S.
Boarding
5.0 out of 5 stars

Suman was great! Super responsive, gave me updates on my dog and was incredibly easy to work with. I’ll definitely be reaching out to her again next time we need someone to watch our dog!

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Cara H.
Boarding
5.0 out of 5 stars

Yessica is a wonderful sitter! My pup had a wonderful time there and came back exhausted from all the playing. Thanks again Yessica!

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Frederic B.
Boarding
5.0 out of 5 stars

Jason was absolutely perfect with our dogs. They were loved and well cared for. They are looking forward in a couple weeks to go back

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Lisa S.
Boarding
5.0 out of 5 stars

Jennifer took excellent care of our dog Oreo. He had a pleasure of staying with her for five days. She was constantly keeping us updated on his well-being and sending photos which the kids loved. We will be using her again. She’s a very caring, loving lady for Our fur baby.

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Cheryl Lewis A.
Boarding
5.0 out of 5 stars

Petey always comes back well cared for and energized. Kayla and Joseph are a pleasure to work with.

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Calista L.
Boarding
5.0 out of 5 stars

Jennifer took great care of Gilly while we were away. She shared pictures and updates every day, which gave us peace of mind and made it clear he was being well cared for. He came home happy, relaxed, and well settled back in. I think he already misses playing with the other dogs! We would absolutely trust Jennifer with Gilly again and highly recommend her to anyone looking for a caring and attentive sitter.

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Jeff & Joce F.
Boarding
5.0 out of 5 stars

Jonny took the best care of my sweet dog! He was responsive and accommodated Ziggy for a week sending updates and photos. He gave me peace of mind knowing he was being well taken care of while we were on an international trip. I highly recommend him if you are looking for someone sweet and reputable!

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Alexis & Collin H.
Boarding
5.0 out of 5 stars

Our Molly is a rescue and this was our first time leaving her so we were a bit nervous. After our meet and greet we decided to give Stephen a chance. We were not disappointed. Molly was not only watched but treated like a part of the family. We also received regular pictures and updates showing Molly relaxing and having fun. We are so grateful for the care she was given and plan to have Stephen as our regular sitter.

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Danielle G.
Boarding
5.0 out of 5 stars

Maria was amazing with my dog.. she was communicative and shared lots of photos and videos. She clearly has a love for animals and Lucy was taken care of so well. I highly recommend.

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Oliver I.
Boarding
5.0 out of 5 stars

Nancy took such great care of Touille for us! We felt so comfortable with Touille staying at Nancy’s house. We will definitely book with her again. 😊

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Stacy H.
Boarding
5.0 out of 5 stars

Priscilla is always available and takes the best care of my dog! I have no worries when I drop him off and she has been always been willing to help! I trust her fully and will always use her when I have to leave town!

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Katie A.
Boarding
5.0 out of 5 stars

Debbie loves her dogs. Mine got a little lonely but I appreciate Debbie taking care of her while I was gone.

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Nicholas S.
Boarding
5.0 out of 5 stars

Travis and Jessica were great! We felt safe leaving our pups with them when we were on vacation! They kept us updated throughout the stay! I will be using them again in the future!

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JD & Magdalena D.
Boarding
5.0 out of 5 stars

Grace did a wonderful job with Neo. She was attentive and caring, and was happy to fill a last minute sitting request. Would definitely have her sit Neo again!

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Nathaniel G.
Boarding
5.0 out of 5 stars

Georgina made me felt comfortable to leave Sparky with her for the first time. I can tell that Sparky got all the love and attention from her. Thank you for taking care of him.

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Pen B.
Boarding
5.0 out of 5 stars

I met Scott 3 three weeks before my trip and he was so nice. I knew I found a good sitter to take care of Mickie. Nervously I dropped Mickie off on the day of my trip and handed written instructions to Scott. I had no reason to be nervous he took such good care of Mickie. Scott was so pleased with Mickie's behavior and I couldn't be happier. I would use Scott again without a doubt.

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Nancy R.
Boarding
5.0 out of 5 stars

Christian is the perfect Rover. Our Smokey dog was well taken care of and we came home to a spotless home after he house-sat. We received daily photos and videos, which was greatly appreciated! Our dog got more than ample play time and attention and we couldn’t have been happier with choosing Christian.

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Danielle P.
Boarding
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  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Oak Bluffs is $40

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    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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Sitters in Oak Bluffs average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Oak Bluffs dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 2,905 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, 92% of Oak Bluffs dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Oak Bluffs have an average of 17 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 2,905 dog boarding sitters in Oak Bluffs on Rover, so you’re sure to find the perfect match for your dog! In Oak Bluffs, 94% of sitters offer daily exercise, 96% offer medication administration, and 91% 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.