Dog Boarding Osterville
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 6 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%.
“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.”
“I’m so happy we found Karen, she takes such amazing care of our Goldie and sends us lots of updates. It definitely calms our anxiety (which is high!!) when we have to leave her! It’s also such a relief that Goldie has Juni to hang out with, such a sweet girl.”
“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!”
“Melissa is AWESOME! Jagger always has a blast. He runs right to her when she picks him up. I feel very comfortable knowing Jagger is with her, safe, and having so much fun!!!”
“We would like to thank Debra for her professionalism and found her very pleasant to deal with. She took great care of our dog. He seemed to have had a fun time, well taken care of and happy when he left. This is the first time we have used Debra and we will bring our dog back with no hesitation. We will recommend Debra to other dog owners. Thank you, Chris”
“Julie is a dedicated and warmly caring person whose care of my two dogs while I was away in Europe went over and above the expected. She was especially attentive to my sweet old 16+ year old Wheaten, showing just how well she knows how to meet the needs of a senior dog. Thank you, Julie!”
“Alyne was absolutely outstanding!!!! She went above and beyond for our pup Lona while she was there. We were very glad to see that Lona’s tail was wagging when we would drop her off and she went with Alyne no problem! We hope to be able to use Alyne again sometime in the future!”
“Emily is such a great sitter! Her home is lovely and welcoming! Goose, her sweet golden, was fabulous for Stevie to wear herself out with. Great communication and overall, a wonderful experience.”
“Outstanding!! Pupper is a fairly shy, quiet little dog, but he immediately took to Isabella -- she absolutely "gets" dogs. Her home is very well set up for dogs, with cozy beds, generous water bowls, and pup blankets on the sofa. The many photos she sent me during Pupper's stay showed me that he was completely happy and comfortable, either in her arms or lounging in a dog bed, keeping an eye on the kitchen. :) Isabella is a treasure and I highly recommend!”
“Sheryl and her family were absolutely incredible with our dog! I get so nervous leaving my dog with new sitters but Sheryl made me feel so ease. She ensured her sweet dog and mine had a positive introduction and sent me updates on how Rudy was doing while we were away. Thanks to Sheryl and her family I was able to relax and enjoy my trip without worrying about how Rudy was doing. Can’t recommend her enough!!”
About: I’ve had pets my entire life, especially dogs. My first pup was an Irish Setter when I was just four, and over the years my family rescued many dogs — including plenty of Basset Hounds — so I’m comfortable with all kinds of breeds and personalities. I’m now a cat owner as well — it’s a new experience, but one I’ve grown to love. At the moment, I’m available nearly every day, including weekends, thanks to a flexible work schedule. I’m happy to work around your needs and adjust as things come up. My kids are fully grown, so I have some more time on my hands! I’m completely comfortable crating dogs when needed, and I’m confident handling daily walks, potty breaks, and general exercise routines to make sure every pup feels safe, happy, and well‑cared for.
“Hannah was so accommodating and patient for my anxious chihuahua mix. She had plenty of supplies on hand and other extras to make sure my dog felt comfortable. Her home was clean, tidy, and welcoming. Hannah’s great with sending photos and communicating quickly. I would love to book her again in the future, and I absolutely recommend using her services for your next pup sitter! :)”
“Collin watched our two dogs in his home for eleven nights while were were out of town for a wedding. Collin sent multiple pictures and videos of our dogs lounging, playing, going on walks, and eating throughout their stay. He even sent a daily recap each evening. The pictures of our dogs were adorable….they looked like they were on doggie vacation! It made me feel more relaxed knowing they were in good hands with Collin. He loves dogs and it shows! We highly recommend his services!”
About: I have had dogs my entire life and they are truly the best thing to ever happen to me. I am often called upon to dogsit when family & friends go out of town, I have lots of experience house/dog sitting and when the owners return they always are impressed with how their dog and home were taken care of. I have a rescue dog named Finley who is my whole world so you can rest assured I will treat your dog as my own and spoil them with lots of cuddles and belly rubs. I’m a teacher so weekends I’m always free and am usually always with my dog. I’m available most afternoons for drop in visits or to take your dog for a walk. Summers are also a time when I am completely free and would love to be able to care for your dog(s) while you enjoy a summer vacation! I have a fenced in backyard and a very friendly hound mix dog to keep your dog company. She loves to play and wants to be friends with every dog we meet. I can also easily crate your dog if needed.
“Anne was amazing! So great and intuitive with Philly. Daily updates and pictures ease your mind when leaving your fur baby. We already have our next boarding booked with her, definitely recommend!”
“I cannot say enough positive things about Helena! This was my first time leaving my rescue pup with anyone, and she made it so easy! She sent me daily updates and even dropped Lexi off at my place for me bc I was sick and late to pick her up. I wish I could give more than 5 stars.”
“I could relax on my vacation because Beth Ann was caring for Juno! She sent updates and photos and took her on long walks, even in the pouring rain! She gave her all the attention and love she needed; I knew Juno was having as much fun as I was!”
About: I’ve cared for cats and volunteered in cat rescue for over 20 years. I have always been the person friends, family, and neighbors trust with their pets. I currently volunteer in animal rescue, where I care for and foster kittens, senior cats, and cats with medical needs, including administering medications and monitoring their health. As a licensed Community Health Worker with over 20 years in healthcare, I bring patience, attention to detail, and reliability to every visit. I know every pet is unique, so I take the time to learn their routines, provide enrichment and affection, and keep owners updated with photos and detailed visit reports. My goal is for you to have complete peace of mind while you’re away. Pet care is currently one of my main priorities, which allows me to offer a flexible schedule and provide pets with the time and attention they deserve. I’m available for morning, afternoon, and evening visits, as well as weekends and many holidays. Whether your pet needs a quick potty break, medication, playtime, or companionship, I strive to keep their routine as consistent and stress-free as possible. I communicate promptly and provide updates and photos after every visit so you always know how your pet is doing. Caring for animals is more than just a job to me—it’s something I’m truly passionate about. I have over 20 years of experience in healthcare, am a licensed Massachusetts Community Health Worker, and volunteer and foster with the MSPCA of Cape Cod and It’s All About the Animals, Rochester where I regularly care for and foster cats of all ages, including those requiring medications and special medical care. I understand how important it is to earn your trust, so I carefully follow every instruction regarding feeding, medications, walks, litter boxes, and household routines. I treat every pet as if they were my own, ensure doors and gates remain secure, and always provide detailed updates with photos so you can feel confident your pet is happy, safe, and well cared for.
About: I have an extreme love for all dogs and animals. My home is clean, quiet and safe to care for your dog I have two small dogs myself I am currently working from home partime so I am available all day in my home to take care of your dog. I have two small dogs, myself who are friendly. I have a yard but it is not fenced in. I love to take my two little dogs for walks and will be glad to take your dog separately or with my dogs which ever you prefer. I’m here to offer a safe, loving environment to care for your dog.
The median cost per night for dog boarding in Osterville is $69
Dog parents share their Rover experiences - Osterville
Ryan took excellent care of my dog. I think he is very tuned in to how a dog is feeling and responds with love and attention. I will certainly hope Ryan can take care of my dog in the future. His wonderful backyard––fully fenced––is a huge bonus.! He lives near conservation trails, so the walks there are very pleasant!
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Osterville
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osterville average 11 repeat dog boarding clients
FAQs for Dog Boarding - Osterville
Frequently asked questions about Rover
The average cost of Dog Boarding in Osterville is $70 per night as of November 2026. Most bookings cost between $51 and $93 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 246 sitters on Rover offering Dog Boarding across Osterville. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
93% of sitters in Osterville can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Osterville. On Rover:
- 92% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 93% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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