Dog Boarding Osterville

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 31
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%.

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Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
35 years of experience
Sandwich, MA, 02644

“Kari took amazing care of our dogs ! Provided regular updates and pictures throughout their stay! My dogs came home happy and calm! Wonderful care:) looking forward to their next stay!”

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Roma S.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 19 reviews
11 repeat clients
25 years of experience
Sandwich, MA, 02563

“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!”

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Shelly M.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 630 reviews
123 repeat clients
29 years of experience
Brewster, MA, 02631

“Caitlin was amazing! We were on vacation and needed care for Buddy while we were attending some non-dog friendly events. Buddy is very skiddish around new people. Caitlin worked with Buddy to make him feel comfortable in her home and with her family. She sent pictures several times while he was with her. The pictures showed how he increasingly became more comfortable with her. She was very patient and very loving with him. We will definitely use her again when we return to the Cape.”

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Cheryl M.
Sitter Profile Image: Samantha C.
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Samantha C.
$67
total per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
Buzzards Bay, MA, 02532

“Samantha was wonderful to work with! She was flexible and great at keeping us updated while on our trip. We’ll definitely book with Samantha again!”

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Julie W.
Sitter Profile Image: Debra A.
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Debra A.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 100 reviews
48 repeat clients
29 years of experience
Plymouth, MA, 02360

“So happy to have left our Dog with Deb while away, she reached out to notify me she had a cancelation and could take out dog which really saved us in a pinch!!! Her house and yard were so much better for him than having to board in a typical crate/kennel setting!!! She obviously loves dogs and took great care of our dogs!!! She was flexible with us and we will definitely be using her again!!! Highly recommended!!”

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Dianna O.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$89
total per night
4.9 out of 5 stars
• 42 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

“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!!”

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Kristen L.
Sitter Profile Image: Mike L.
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Mike L.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 116 reviews
37 repeat clients
10 years of experience
Onset, MA, 02558

“Kaedy, my Jack Russell terrier stayed with Mike for a couple days and had a great time. He kept me updated with pictures and texts. Got back to me quickly with answers to my questions. Will definitely board her there again.”

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Kathleen P.
Sitter Profile Image: Eric & Emily S.
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Eric & Emily S.
$56
total per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
Centerville, MA, 02632

About: My name is Eric and I live in Falmouth with my wife, 3 children, basset hound and bunny. I work as a firefighter paramedic and have a rotating schedule with 6/8 days off. Looking to fill my time with taking care of your furry family members. We can host or my wife or I can stay in your home. We can also do drop in visits or walks throughout the day. I am comfortable administering medications orally or injected for pets requiring it. We are an active family that loves walks, playing fetch or just rolling around the yard. We do limit dogs that stay with us to be good with children ages 3-11 and other dogs. If we don't have a service listed please ask!

Sitter Profile Image: Annika L.
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Annika L.
$56
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Hyannis, MA, 02601

“Annika kindly accommodated a last minute request and graciously took care of our dog”

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Fernand R.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
20 years of experience
Centerville, MA, 02632

“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.”

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Molly S.
Sitter Profile Image: Bridget J.
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Bridget J.
$50
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
20 years of experience
Marston Mills, MA, 02648

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.

Sitter Profile Image: Victoria C.
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Victoria C.
$39
total per night
5.0 out of 5 stars
• 1 review
8 years of experience
Osterville, MA, 02655

About: I love spending time with animals and I am caring and understanding. I can cuddle with your pet if it seems like it's missing its owners! I am a senior at the College of Charleston and looking to do something I love during my free time and help those of you who needs a dog walker or sitter! I am able to care for your pets in my home. I live in an apartment on king street which is a very safe and friendly environment for taking them on walks and bathroom breaks when needed!

Sitter Profile Image: Kellie J.
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Kellie J.
$67
total per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
21 years of experience
Brewster, MA, 02631

“Kellie is WONDERFUL! She took a chance on Mollie, our 3-year-old rescue Sheepadoodle, who would be staying in a new place for the first time without her older "sister" and guiding star, Sophy. We were worried Mollie's quirks would prove too much, but Kellie and her family proved us wrong. They believed in her, reinforced her confidence, and provided a loving temporary home. She thrived in their household the week we were away, and we still see the effects of her new-found confidence. We can't thank Kellie enough!”

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Pam N.
Sitter Profile Image: Erin M.
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Erin M.
$100
total per night
5.0 out of 5 stars
• 144 reviews
49 repeat clients
20 years of experience
Plymouth, MA, 02360

“Erin was amazing! Hamilton has been asleep since he got home from a weekend away! We will definitely be using Erin again. She gave him a ton of exercise, was a quick communicator, and sent me lots of pictures. I know Ham was in good hands and will continue to use Erin for boarding and hopefully daycare soon!”

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Brittany C.
Sitter Profile Image: Zuzana C.
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Zuzana C.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 30 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

“Zuzana was the perfect pet sitter for our miniature poodle, Charly. She communicated quickly and from the very beginning provided a welcoming environment for Charly. Thanks to the photos and videos she sent, we were able to rest assured Charly was in good hands. We hope Zuzana will be available the next time we look for a sitter. Thanks!”

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Dogan P.
Sitter Profile Image: Donna M.
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Donna M.
$50
total per night
30 years of experience
Sandwich, MA, 02563

About: After a 30+ year corporate career, my new favorite job is showering your dog with love. I bring decades of reliability and a deeply caring heart to every walk and belly rub. Your pup will get 100% of my attention, structure, and affection! My Schedule is Empty, My Heart is Full: Ready to Pamper Your Pup! Flexible w hours and last minutes changes. Will try to make it work what you need! As a fully background-checked and verified pet care provider, I prioritize your dog’s safety and well-being above everything else. Your pup gets a flexible, loving routine, and you get absolute peace of mind.

Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
$111
total per night
5.0 out of 5 stars
• 43 reviews
13 repeat clients
15 years of experience
Orleans, MA, 02653

“Sarah was wonderful! She gave me so many updates without me ever having to ask. I would definitely leave Rex with her again. He seemed very happy and in great spirits when I picked him up.”

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Sarah T.
Sitter Profile Image: Sarah W.
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Sarah W.
$35
total per night
10 years of experience
Centerville, MA, 02632

About: i'm great with pets as I've had them my whole life. I love to hang out with them and go outside to play fetch etc. as of now i have no other job so im completely free to give my full undivided attention & support to your furry friends! :) I have a 2yr old super sweet loving golden retriever at home named Winnie & a fenced in backyard where we play and go potty!

Sitter Profile Image: Anne C.
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Anne C.
$89
total per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
3 years of experience
Plymouth, MA, 02360

“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!”

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Molly S.
Sitter Profile Image: William S.
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William S.
$111
total per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
30 years of experience
Brewster, MA, 02631

“Bill and Debbie took wonderful care of Jack! It we were able to have a worry free weekend for our sons wedding as knew he was in excellent hands. They sent lots of photos and videos, which were much appreciated!. We know Jack is a handful so thanks so much!!”

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Justine R.
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The median cost per night for dog boarding in Osterville is $68

Dog parents share their Rover experiences - Osterville

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5.0 out of 5 stars

Moose had the best time with Goose!!! It was a very good fit and I couldn’t ask for a better care taker for our pup!!! Thank you Emily, Caroline and Goose!!! We will definitely be back

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Renee T.
Boarding
5.0 out of 5 stars

Ryan took great care of Josie! He even gave her a bath and nail trimn before we picjked her up! He was very responsive and communicative with me. Highly recommend Rayn!

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Janet W.
Boarding
5.0 out of 5 stars

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!

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Erika B.
Boarding
5.0 out of 5 stars

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!

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Dana M.
Boarding
5.0 out of 5 stars

left my dog with Rover first time, hes 12 and was so happy!!!! Ariel so nice and my dog loved her!!!

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K.C. H.
Boarding
5.0 out of 5 stars

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.

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Molly S.
Boarding
5.0 out of 5 stars

Sherrie is awesome. She took extra time to make our shy dog to feel comfortable! Lots of updates/videos daily. We are extremely happy to find her and will definitely come back. River is the best host and our dog will miss him

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kamila n.
Boarding
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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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Osterville

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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 on Rover is $60 per night as of October 2026. Most bookings cost between $44 and $69 per night. 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 October 2026, there are 241 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 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.

94% 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, 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.

<b>Tip:</b> 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 , 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 .

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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