Dog Boarding in Osterville, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Osterville dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“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!”

“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.”

“Wonderful experience! Maria is so warm and caring. She paid close attention to Rosie's needs and quirks. The dogs got outside for fun walks. Maria's home is enchanting with plenty of outdoor space. So happy to have found a sitter on the Cape that I can have absolute confidence leaving my girl dog. Rosie was very comfortable there, and I hope we can return soon. Thank you so much!”

“I am so grateful to have found Marc to take car of my dogs when needed! They come home so happy and tired! And I get the best pictures of them throughout their stay. Thank you again Marc!!”

“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!”

“Karen was wonderful! We dropped our dog off for two nights while visiting family over the weekend. She was very kind and communicative throughout our dog's stay. It was our first time our dog had stayed with her, so the photos and updates were very helpful and appreciated! She gave our dog 1:1 time on walks and sent pictures of our dog relaxing in her home. We were later to pick-up than expected, and she was flexible and understanding! Thank you, Karen for your help with Blue!”

“Both of my elderly dogs love staying with Uncle Stephen! We get photos showing how much fun they are having as well as them enjoying the multiple beds/ sofas/ etc. Highly recommend!”

“Caitlin was terrific. She took good care of Sandy, gave us plenty of updates and photos. It was clear he felt at home and made to feel like part of the family.”

“Alyne is a very chill individual and undoubtedly a dog person. The minute my 3-yr-old Lab got out of the car, she ran straight to her. And, while my dog is friendly like many retrievers, she's usually pretty cautious w strangers. Also, her large, completely fenced-in yard was perfect for my dog, whose strong preference is to be outside. I will definitely re-book.”

“As always Saffie had a great time at Caitlin’s! She sent lots of photos, was great at communicating, and Saffie was a very happy girl when I picked her up. We will definitely use Caitlin again!”

“Julie was absolutely amazing! This was our first time leaving our pup, and Julie sent multiple daily updates, and was so welcoming, caring and kind. I HIGHLY recommend Julie and we will be booking with her (and her wonderful dog Ellie) again.”

“Jacqueline was wonderful with both of our dogs! She treated them like family, sent pics and videos and provided great care. Not having to worry about our fur babies made our trip even better. Her home is super dog friendly including a safe and spacious fenced in yard. I recommend Jacqueline and plan on using her dog hospitality and for my dogs again in the future. Superb!”

“Andrea and Bob were amazing sitter for our energetic 3yr old doodle boy. They kept me updated with pics and I could tell he was having fun and felt safe and loved. They did an excellent job and I would definitely highly recommend them. Super pros!”

“Ann was great! We did a meet and greet ahead of time and communication was great for the overnight. You could tell Philly was comfortable the whole time. Will absolutely book again.”

“You guys, Michele is the one!! I couldn't have imagined a better person to care for my baby! She's so loving and so fun and a true kind soul. It's obvious that she truly loves these pups. My little guy had a great vacation with her! She took him out every day to super fun places and he had the time of his life! She went above and beyond to make sure my dog was happy and felt comfortable, even hand-feeding him his food when he didn't really want to eat. We're so thankful for her and can't wait to use her again!”

“Mike and his wife are great hosts. They have friendly dogs, a large fenced in back yard and send photos multiple times throughout the day. They even agreed to watch our pup last minute during the holiday when a family emergency came up. They’re our “go-to”. Highly recommend, just not when we need them ;)”

“This was Leo’s 2nd visit with Deb’s Dog Sitting and it was awesome as usual. There’s a big fenced backyard and 3-4 other friendly dogs to play with to keep Leo occupied. You can tell Deb is a real dog person - she has 3 of her own.”

“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!”

About: Hello! I am open to dogs of all shapes, sizes and needs! I have many years of experience with having my own dog as well as taking care of family members dogs☺️ I live in a house in Buzzards Bay with a large yard and a quiet neighborhood for great long walks that I love to go on! I also live right across from the canal and it’s my favorite walking area to do. I love dogs and see them as if they were a child and love them as if they were my own. I have plenty of time to fully attend to your dogs every need- plenty of exercise and attention! I have lots of availability to fit in all the needs of your dog that they may need! Morning, afternoon or nightly walks, play or over night care. My pets are greatly cared for in my home, I would also treat your fur baby as one of my own in your home or mine
Over 105 pet parents in Osterville have booked dog boarding
Osterville dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Osterville sitters!How Rover works

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. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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 Osterville is $65
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Osterville average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Osterville is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Osterville dog boarding rates can be found as low as $26 to as high as $50 per night.
As of Jun 2026, 169 sitters provided dog boarding in Osterville. 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 Osterville dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Osterville have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Osterville.
Rover makes it easy to find Osterville 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 169 dog boarding sitters in Osterville on Rover, so you’re sure to find the perfect match for your dog! In Osterville, 93% of sitters offer daily exercise, 97% offer medication administration, and 86% 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.





