Dog Boarding Osterville
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 41 pet parents in Osterville have booked dog boarding
Osterville, 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%.
“Total rock star sitter - could not recommend Kari any more highly! This was only Sadie‘s second time boarding in someone else’s home without me…I learned from my first experience that Sadie does not do great with other pets in the house… and, even though Kari’s was pet free, I was still trepidatious about trying another boarding situation in a strange (to my pup) home. My fears were immediately alleviated upon meeting and seeing Kari interact with Sadie and how she let Sadie explore around her wonderful home. Physical relief was all I felt when I left Sadie with her. Kari kept me informed each day with reports and pictures of what she and Sadie were doing, and I was never worried that Sadie was anxious or anything but completely comfortable. Seriously will make sure that Kari is available anytime I plan anything where I need to leave Sadie with someone for any reason! I think my girl had a great time and definitely was very well cared for. Cannot thank Kari and her family enough! ❤️❤️❤️”
“I am grateful to Marcia for taking such good care of my dog. Marcia has extensive experience with dogs and knows a lot about them. My dog was reluctant to leave her when I was picking it up. I am very happy with everything and would contact Marcia first if I need someone to look after my dog in the future.”
“Maria was welcoming and loving to Scotty from the moment we arrived for a meet and greet!! He was excited to go visit and Maria sent pictures and messages several times a day while Scotty was in her care. He seemed happy and well cared for when I picked him up.”
“Karen is a kind, caring person and I am so grateful we found her. She eased my worries leaving my new dog for the first time. Then when my travel plans went awry, she once again eased my concerns and went above and beyond the help care for our dog. Our dog was in great hands, and being well cared for while we were away. Thank you again! You are awesome!”
“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.”
“Caitlin graciously helped us out in a pinch when we had a last minute cancellation from another sitter. She was quick to respond to our request and made us feel comfortable about leaving our 1 year old Bernedoodle with her (it was our first time boarding Winnie). Caitlin’s house is perfectly set up for doggy guests with a lovely fenced in yard, a deck and lots of gates for safety. She sent us tons of photos and kept us informed about how Winnie was doing (not missing us one bit!). What a sweet family! If you’re in need of a place to leave your dog during your Cape vacation, look no further than Caitlin!”
“Will absolutely book with Caitlin again! Her communication is excellent and I very much enjoyed getting pics of my girl throughout her stay. My dog is a senior and hasn’t been happy in kennel boarding before, but Caitlin was able to meet her needs and keep her content and happy the whole time. Great experience!”
“Karen took great care of my dog Delilah this weekend. We desperatly needed to get away as my Mother in law passed away last week. It is so nice to know that when we went away we didnt have to worry about her being safe. Delilah came home very tired so I know she had a great time.”
“Marc was great with my two dogs. He was very communicative prior and during my dog's three night stay with him. He walked them each day and has a great fenced in yard for them to be able to play. Next time we are on the Cape we will definitely be using Marc!”
“My 2 year old Lab/Golden Cross had a great weekend with Julie, her dog Ellie and another client's puppy. It was a last minute booking request but she agreed to a meet & greet first. Julie's calm and loving demeanor as well as her beautiful and inviting home convinced me my dog would be in good care. And she was. Having another client's puppy to run around with was a bonus! Thank you, Julie!”
“Emily and Caroline took amazing care of Coco!! We were visiting the Cape for a week and knew she was in great hands :) Frequent communication, super flexible with drop off/pick up, and a great fenced in backyard! Will definitely reach out if we are back in town in the future!”
“Melissa was wonderful with my dog Ella. She kept me updated with pictures and notes every day. Ella looked very happy in all the pictures around the house and during walks. I was happy that her dog and two cats got along very well with Ella. Would definitely book with her again.”
“Samantha took amazing care of my little cat and guinea pig . She was on time , commutative and showed that she really has a big heart that cares about people and their animals. I will definitely be reaching out to her again for her amazing service.”
“Our Frenchie Ruby had a great time with Andrea and Bob! Ruby loved playing in their fenced in yard and going on walks. Clearly experienced dog sitters! Thank you Andrea and Bob.”
“Izzy was absolutely amazing! My dog has anxiety and is reactive with other dogs but she was great with him. She kept me updated on how he was doing and any issues he had. She took wonderful care of Wally and I’ll absolutely be using her in the future. Genuinely my only complaint is that she doesn’t charge enough for the great service she gives!”
“Debra responded quickly to request and any questions. Huge fenced in yard for dogs to run around and lots of socializing w many other dogs! Great for our dog Murphy.”
The median cost per night for dog boarding in Osterville is $65
Dog parents share their Rover experiences - Osterville
Emily and Caroline took amazing care of Coco!! We were visiting the Cape for a week and knew she was in great hands :) Frequent communication, super flexible with drop off/pick up, and a great fenced in backyard! Will definitely reach out if we are back in town in the future!
I am so pleased with the care my cavapoo,Kirby, received from Katie and Jesse. He fit right in with their dog as they played, had a walk, and slept near each other. The family was loving and calm and their son was gentle and attentive to both dogs. The overnight stay was smooth with no mishaps or behavior issues. When we picked him up the next day, Kirby greeted us happy and tired. He watched his new friend as we drove away. I definitely will contact them again when we need doggy daycare or an overnight stay. It was a wonderful reassuring experience with others caring for our family member.
They are an adorable family! I had last minute changes which they accommodated. My dog arrived and left with a tail wag! A beautiful fenced in yard for the dogs. I was updated with photos and had no worries my dog wasn't being well taken care of. I highly recommend for your Pups overnight stay!
Book with peace of mind
- 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
Book and pay through Rover’s secured platform—no cash or checks required.
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.
Meet local sitters who will treat your dogs like family
1. Search
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Popular requests for dog boarding - Osterville
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osterville average 10 repeat dog boarding clients
FAQs for Boarding - Osterville
Frequently asked questions about Rover
The average cost for Dog Boarding in Osterville on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 256 sitters on Rover offering Dog Boarding across Osterville. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
94% of Osterville sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Osterville landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Osterville home-away-from-home, we recommend 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 Osterville.
Tip: 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 Osterville 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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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