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%.
“Kari and her family took such great care of our dog, Bogey. Very proactive in communication and I felt completely at ease during my time away from my dog. I wouldn’t hesitate to trust them again with Bogey.”
“Ryan was great with Mila, with sending pictures and even being able to take her for a bit longer last minute without hassle. She looks forward to hanging with him again!”
“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”
“Karen hosted my dog Lulu overnight and was very genial & accommodating as well as an excellent communicator. It was clear that Lulu felt very comfortable with Karen and her sweet dog.”
“Peyton had the best time!! We are so grateful. She was spoiled with their amazing property/set up, their sweet dogs, and all the TLC! We would send her back in a heartbeat”
“Caitlin, thank you for putting up with me - mama bear for our boxer boy. He does have a separation anxiety and your patience with me and him was amazing. I also appreciate your honestly. Caitlin communicated openly when our dog would not eat or how much exactly ate, so we knew how he was really doing. Not only we received pictures, messages calming me down, but videos as well. We are hoping you will be available for us again!”
“Caitlin was great to work with and took wonderful care of our pup Lucy. She was very responsive and made sure to provide daily updates with pictures on how things were going. We would definitely use Caitlin again for any boarding needs.”
“Gracie loves spending time at Marc’s. She gets lots of exercise, playtime with other dogs and I enjoy receiving the photos of her when I’m away. I will never board her at a kennel again. It is better for BOTH of us knowing that she’s under 24-hr care.”
“Ted's my baby and I ALWAYS get nervous leaving him with someone we've never met. BUT, Karen was incredible from the moment we started texting about his stay. Karen kept me up to date with lots of pics and he always looked happy !!! Would 100% recommend and will definitely use again !!!”
“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 excellent care of Kiki. She provided a loving environment with lots of petting and walks. I would recommend her and will certainly book with her again in the future.”
“Ollie had the best time! Katie and Jessie were patient as Ollie warmed up, they took him to the beach and on a boat ride. Overall they treated him like their own pet and Ollie seemed happy. They sent multiple photos each day and were very responsive. Great sitters!”
“Emily and Caroline are kind and reliable. They took care of our dog, Lily, as if she was their own. They were flexible with pickup and drop off times and we felt at ease knowing that Lily had someone in the house with her during the day since Emily works from home. Lily also had a great time with their dog, Goose, and she came back to us happy and all tired out from playing with him. We will definitely book with them again in the future!”
“Michelle was one of the best dog sitters that we have ever used. She created a calm and peaceful atmosphere for our usually nervous dog. As a matter fact, our Dog Winnie would have stayed longer with Michelle and had a good time. Michelle gets a 10 star recommendation from us! As a matter fact, we are going back to the Cape at the end of May, and we’ve already rebooked with Michelle.”
“Andrea and Bob are so great! This was our 2nd time using them for our trip to the Cape. This year in addition to our dog they watched last year, they also had our ‘new to us’ rescue pup who came with his own set of challenges. :-) Andrea and Bob were so patient and thoughtful in making sure he was comfortable and happy. From the moment you meet them you can tell they do indeed love all the dogs! I highly recommend them!”
“Duck and Daffy loved their time at Julie’s! We’re so thankful to have found a reliable place on the Cape for them and will definitely have them stay with Julie again!”
About: I’ve had a family dog my whole life, and my fiancé and I hope to have our own someday. Since we’re not able to right now, I get my dog fix through Rover! I’ve been active on Rover for over a year, doing walks, drop-ins, and house sitting pretty consistently. I love getting to care for all different kinds of dogs and making sure they feel happy, comfortable, and loved while their owners are away. I work full-time Monday–Friday from 8:30–4:30, with a lunch break where I can run home if needed. I’m always available on weekends and usually spend that time going on long walks, so I’m happy to include pets in my weekend plans! I treat every pet like my own! I follow their routine, give them plenty of attention and exercise, and make sure they feel safe, comfortable, and loved while in my care.
“These guys are great. They took great care of my Murmaid and sent pics and updates and everything was great. My pup is high energy so when she gets in The vehicle and immediately takes a nap I know they did a good job!! Thank you!!”
The median cost per night for dog boarding in Osterville is $65
Dog parents share their Rover experiences - Osterville
I was very satisfied with Ryan's care of our dog. He communicated constantly before, during, and after the boarding to alleviate any confusion. He was also considerate in making her feel comfortable in her new environment. I appreciated that Ryan offered to give a a wash and nail trimming at a very affordable rate. This I thought set Ryan apart from other people that we have had watch our dog. We will certainly rebook with Ryan next time we are in the area.
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 Dog Boarding - Osterville
Frequently asked questions about Rover
The average cost for Dog Boarding in Osterville on Rover is $44.4 per night (as of September 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 September 2026, there are 245 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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