Dog Boarding Oak Bluffs

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

1 / 1
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
17 reviews
7 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: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
352 reviews
126 repeat clients
50 years of experience
Largo, FL, 33770

My dogs really seemed to enjoy their stay with Christina. For the first time ever at a sitters, they did not bark like crazy when I came back. They were very calm (their usual state when at home) which made me very happy. She sent me photos every day, which was very nice.

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

Marquita took great care of Gentry! Gentry came home happy and peaceful. I truly appreciate all she did to make my girl feel comfortable. Thank you Marquita!!

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Elizabeth D.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
110 reviews
34 repeat clients
25 years of experience
Dunedin, FL, 34698

We are repeat users. Heather was great with our 8 year old male maltese for two weeks. Our pup left happy and enjoyed his playmates and Heather's attention.

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Philip R.
Sitter Profile Image: Kevin W.
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Kevin W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
49 reviews
14 repeat clients
4 years of experience
Clearwater, FL, 33756

Kevin was fabulous with Skye from the very first messages until I picked her up. He sent me pictures and videos and texts every day, several times a day, to ease my mind that Skye was OK and she was in good hands. From the pictures I could tell she was happy and content and well taken care of. I will definitely be contacting Kevin again next time I go out of town.

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

Jennifer was Great!!!! I felt very comfortable leaving my dog tank with her and she gave me quick updates each day how he was doing with pics/video of my dog.......I will definitely use her again!

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

We have a large male German Shepherd, and he is not easy to place just because of his breed honestly, he’s a great dog, but Johnathan was so comforting with him and really helped him take his time and get able to meet the other dog and within just a half hour of meeting Jonothan our dog was comfortably hanging out in their home and integrated with their family. I’m so grateful we’ve really been looking for a grade sitter and I think this is gonna be a great match if you have a dog that is in anyway tough to place or needs a more confident leader, I would highly recommend this sitter.

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Kim P.
Sitter Profile Image: Yessica S.
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Yessica S.
Star Sitter
from
$43
per night
4.9 out of 5 stars
76 reviews
27 repeat clients
25 years of experience
Wyatt Street, Clearwater, FL, 33756

Carmella loves to go to Jessica’s when we are away. We get pictures and videos that assure us she is fine. Jessica is a natural with the dogs and treats them like family.

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Suzanne M.
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

This was our first time boarding Ruby using Rover, and Stephen was a wonderful host! He was calm and reassuring and sent plenty of pictures and videos to keep us at ease while we were away. We'll definitely be booking with him again!

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Jeremy E.
Sitter Profile Image: Suman S.
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Suman S.
from
$35
per night
4.0 out of 5 stars
6 reviews
1 year of experience
Clearwater, FL, 33756

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.
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
178 repeat clients
35 years of experience
Clearwater, FL, 33756

Jennifer was a perfect sitter for our 2 yr old Frenchy named Hank. Hank had a happy 4 day stay and made a few new friends along the way. Jennifer sent daily pictures which was very helpful!! We were able to see how much fun he was having and in good hands. Would highly recommend Jennifer and plan to use her again when in the near future. Thank you & great job, Jennifer!!

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Dave C.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
155 reviews
68 repeat clients
20 years of experience
Dunedin, FL, 34698

This was our first time boarding Oliver with Norma, and it won’t be our last! She is so thoughtful and has such a calming personality 🥰 We received lots of pics of our little buddy from her the whole time we were gone; he looked like he was having so much fun! He even let her daughter Lily hold him, which almost never happens since he can take a long time to warm up to others. She even sent us home with some soft treats that are good for pups with very few teeth left. We’ll definitely have to bring him by for daycare so he can keep making friends! So lucky to have found Norma and her family, they’re awesome!! 💗😄

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Erica W.
Sitter Profile Image: Lee W.
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Lee W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
11 repeat clients
10 years of experience
Largo, FL, 33771

Lee took great care of my cat while I was away. He followed my instructions, sent videos and pictures, and made sure my cat felt safe and happy. I highly recommend him to anyone looking for a reliable and caring pet sitter.

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Alondra K.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
7 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: Vasti V.
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Vasti V.
from
$50
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Clearwater, FL, 33764

It was our first time using Rover and a friend recommended Vasti. Our puppy, Haven, was boarded for 5 days and had a wonderful time. Vasti and Bryan took great care of her and sent updates with pictures and videos frequently. We are so grateful for finding you and knowing Haven is well cared for when we are away. We look forward to boarding with you again in the future!

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Candace D.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Dunedin, FL, 34698

Mazie is well taken care of by Jason. She is very excited every time we drop her off. We are so happy we have found the perfect pet sitter for our little pup.

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Andrea A.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jenn & her sweet daughter were the greatest sitters! They were very accommodating and sent frequent photos! Yeti loved her stay and made new best friends!

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Gracie B.
Sitter Profile Image: Linda M.
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Linda M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
60 reviews
11 repeat clients
30 years of experience
Pinellas Park, FL, 33782

I’m not typically one for rave reviews, but it’s easy to rave about Linda! She is kind, caring, and so good with my rescue dog Coco. Coco was in a cage for years so she has separation anxiety. And Linda knew just what to do to put her at ease. She also sent lots of pictures, stayed in constant contact, and asked all of the right questions. If I could give 10 stars I would.

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

Alli was so great with Winston! We received updates from her multiple times a day and she made sure he was well taken care of! Winnie was very happy to play with a friend this weekend and he was wiped out when we picked him up. Would highly recommend her!

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Emma & Joshua C.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
444 reviews
115 repeat clients
18 years of experience
Dunedin, FL, 34698

Choosing Athena and Richi to take care of my baby Chanel was truly the best decision I have ever made. From the moment I contacted Athena, she was communicative and attentive. My baby stayed with them for two weeks, and I was updated daily with several photos and videos of her having a blast! Athena made her licking mats and even sent a menu of dog-friendly options for my baby to try. They gave her natural treats, took her to the park, most importantly gave my baby the best care and showered her with love. Athena is a gem, genuinely one of the kindest people I’ve ever met. I am so grateful for this experience for Chanel. She came home playing like she’s a puppy again, I can tell that she had the most wonderful time. Athena also included a beautiful card and photos of chanel and washed her bowls. I can’t suggest booking your pet services through them enough! I would give infinite stars if I could ❤️

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Emily R.
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The median cost per night for dog boarding in Oak Bluffs is $42

Dog parents share their Rover experiences - Oak Bluffs

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5.0 out of 5 stars

We love Jennifer! We have 2 rescue pitbulls and her experience with the breed gives me so much peace of mind when we have to travel and leave our babies with her. She is the absolute best and I am so thankful we found her!!!

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Macy D.
Boarding
5.0 out of 5 stars

Olga did great with my little guy. She kept me updated when he was showing signs of extreme anxiety so that I could provide proper instructions to deescalate from a distance. She really helped me during this difficult time of grief. I would highly recommend!

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De'Ja M.
Boarding
5.0 out of 5 stars

Sadie made friends with the other dogs and Kevin stayed with her through the fireworks during the 4th of July. She was happy and healthy when she came home.

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Heather G.
Boarding
5.0 out of 5 stars

So thankful for Noemi! She treated my Kona like one of her own. She was very responsive throughout my trip and gave me updates with pictures throughout.

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Katelyn B.
Boarding
5.0 out of 5 stars

Delta had an amazing time! It was our first time leaving him with someone other than a family member and we felt that he was in great hands! We received updates while we were gone and even a couple photos. Delta had so much fun with the other dogs! Great sitters!

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Christina R.
Boarding
5.0 out of 5 stars

I received at minimum daily updates. All of the communication was very timely. Shareka was kind and caring. Said zina did well with both people and other pets.

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Teahlor J.
Boarding
5.0 out of 5 stars

We left Dasher over the 4th of July and everything went smoothly. It's always a little nerve wracking leaving your dog over a holiday but we felt comfortable throughout. Would recommend and will use again.

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Trever D.
Boarding
5.0 out of 5 stars

Brittany and her boyfriend were so sweet to my little dog. They loved her and gave her lots of cuddles. Got lots of fun to play with the cats. I picked her up safe and happy. Definitely will use Brittany again!

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Catherine H.
Boarding
5.0 out of 5 stars

Our experience was wonderful! When our previous sitter canceled unexpectedly, he stepped in right away and welcomed Shiloh with open arms. From the moment we dropped him off, he made us feel completely at ease. He stayed in touch throughout Shiloh’s stay, sending regular updates and pictures, which gave us so much peace of mind. One of my favorite parts was that he has a Golden Retriever too, and Shiloh took to his new buddy immediately! It was so comforting knowing he had a friend to play with while we were away. I wouldn’t hesitate to book with him again and highly recommend him to anyone looking for a caring, reliable dog sitter!

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Lashea M.
Boarding
5.0 out of 5 stars

I can’t recommend J’Quan enough! This was my first time leaving my 2-year-old pit bull, and I was honestly nervous. From the very beginning, he made the entire process feel comfortable and stress-free. My dog stayed in a clean, well-maintained environment, and it was obvious she was well cared for. What meant the most to me was that he spent quality time with her instead of just watching her. He also kept us updated with frequent messages and pictures, which gave us so much peace of mind while we were away. If you’re looking for someone who genuinely cares for your pet like they’re his own, J’Quan is the one. We will definitely be booking with him again!

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Shantrice T.
Boarding
5.0 out of 5 stars

Kristen was great . Very communicative and kind . Would definitely recommend and use her services again !

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Peyton C.
Boarding
5.0 out of 5 stars

Our dogs had such a blast with Jennifer and the frequent pictures and videos sent while staying with her were so appreciated. Knowing our fur babies were well taken care of when we were out of town put our minds so much at ease. Thank you for taking such good care of our pups like they were your own!

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Nicole B.
Boarding
5.0 out of 5 stars

Ashleigh is amazing and always sends pictures and videos while we are away. We can tell our dog has so much fun while he is in her care which makes leaving him much easier. ♥️

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Natalie Z.
Boarding
5.0 out of 5 stars

Marquita was wonderful! She sent lots of pics and provided a detailed account of our puppy, Merlin's, first night with her. This helped us immensely with our worries about leaving him with a new sitter. We already booked another stay with her.

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Robin F.
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

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
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Sitters in Oak Bluffs average 10
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