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. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I cannot say enough good things. We were first time Rover users and have had some rough times with friends watching our dog. Athena and Richi went above and beyond our expectations. Amazing communication every day, pictures and video updates, extremely flexible with our shifting schedule to pick him up. He came back as happy as ever. Will definitely be booking with them again!”
“Did an amazing job! I trusted them fully and had no worries while I was gone on vacation. They sent me pictures every day of him playing and kept me updated daily. He enjoyed every second of his stay.”
“Jen has a home that is great for dogs. And my pet had a blast playing with the other dogs at her residence. Jen is obviously a dog person and took great care with my dog Lucy. I will not hesitate to leave her with Jen in the future.”
“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.”
“Matt was amazing!! Took great care of our baby and was so flexible with us needing 2 extra days due to the hurricane that closed the airport. We highly recommend him for your next boarding experience and will definitely use him again?”
“Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!”
“Rudder had a wonderful, fun filled weekend with Peggy and another pup friend. Peggy sent messages and pictures showing me how much fun they were having. Rudder can’t wait to go back!”
“Kolin and Adam did great with my pup. They were really attentive and sent lots of photos. I can tell he had a great time. They were also really flexible with the pickup and drop off times. I would definitely book with them again. Thanks again, Kolin and Adam!”
“If you are looking for an amazing dog sitter you have found the one. Vasti makes sure your dog is having the best time and will send you daily updates while you are away. She really made sure my dog Maverick was having his own little vacation. I will definitely be using her in the future and highly recommend her services. Thank you Vasti!”
“Kristen was most accommodating to my last minute requirement for a pup sitter. She was very communicative and sent me pics of my pup throughout her 2 day stay. I got delayed due to construction and rain so I ran late getting back. Kristen was most understanding as I kept in contact to keep her apprised of my ETA. My pup wad happy to see me and looked very well cared for while I was away. I highly recommend Kristen if you need a dog sitter as she is amazing. Thank you again, Kristen!”
“Cynthia took such a great care of our cat, Indy! We got lots of pictures and he was clearly comfortable from the moment he walked in. It’s always reassuring to know that your fur baby is in good hands, and we definitely felt that way with Cynthia. I definitely recommend her!”
“Heather was wonderful with my dog, Harley. She and her husband treated him like he was one of their own during his six-night stay. She shared video/pictures every day to make me feel at ease since this is the first time Harley has stayed overnight somewhere in the last year or so. She is also very responsive via text when I checked in. Highly recommend!”
“Heather was very good with Spencer and he came home happy and healthy. She was flexible with time when we unexpectedly had to extend our time away. Would definitely want to book her again.”
“Jennifer was great! Very friendly and very knowledgeable about dogs and thier habits. I felt very comfortable leaving my baby with her. If scheduling allows I will most certainly use her dog sitting again. So great full to have found her!”
“Claire was amazing with our 2 girls! We had no doubt they were being well cared for and loved as if they were her own . She is VERY responsible and has the perfect set up for your small dogs “vacation”!! Her small dog Kyser is a sweetheart and my dogs loved him! I plan to use Claire as often as I can book her ! She’s just the best!!! Thank you Claire for taking such good care of my babies !!!”
“Fue nuestra primera vez dejando a nuestro perro al cuidado de otra persona que no fuésemos mi esposo y yo, y no me arrepiento de haber contactado a Clari. Es una muchacha que ama lo que hace mi perro se sintió en confianza con ella desde que lo dejamos en la puerta. Ella te dice cómo va el perro , te manda videos y fotos. No se van arrepentir si la dejan al Cuidado de sus perros!! Ya es nuestra cuidadora de confianza para Thor 10/10 gracias Clari”
“Pam was amazing with Lola. She sent pictures every day and kept us informed. She took Lola for multiple walks each day. Lola also enjoyed playing with her dog Alfy! I would definitely use her again.”
“Felicia looked wonderful when she came home. Jennifer sent pictures everyday that showed Felicia was enjoying herself. We would use Jennifer again and again as a Rover. Five star service. Took care of her very well.”
“We trust leaving our dogs, Mango, Leo, and Rambo, with Debbie, knowing they’re in excellent hands. She’s reliable, attentive, and truly cares for our pups. Even during a hurricane. Highly recommend!!”
The median cost per night for dog boarding in Oak Bluffs is $42
Dog parents share their Rover experiences - Oak Bluffs
Jennifer is awesome. I definitely recommend her services. My Manny is five months old and she took very good care of him and kept me updated through the whole process. Drop off and pick up is extremely easy. She even offers after hours. Her dogs are very well behaved and socialized.
We left our dog, Finn, with Jason for a five-day weekend, and we could not be happier with the care he received. Jason sent fun photo updates and was patient with Finn and his quirks without any issues. When we picked him up, he was happy, relaxed, and we could see how well he was taken care of.
Kennedi took great care of my Teacup Yorki with at least two walks a day and she even gave him a bath. He was very comfortable with her and had no problems, and she sent me photos and/or a video every day. There was no problem communicating with her and she responded quickly to my texts. I'd be happy to recommend her to anyone, especially to those with small or midsized dogs.
Nancy was amazing with my nervous rescue fur baby. She helped her feel comfortable and really well cared for, which gave me so much peace of mind while I was away. She sent photos and stayed in touch, so I always felt confident my dog was in great hands. I’d definitely have Nancy watch her again—highly recommend!
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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- 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.
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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