Pet Boarding Osterville

Find a loving Osterville pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 41
pet parents in Osterville have booked pet boarding

Osterville, Find top rated pet 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: Cindi C.
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Cindi C.
$78
total per night
5.0 out of 5 stars
• 44 reviews
26 repeat clients
15 years of experience
Dennis, Dennis, MA, 02638

“We used Cindi for the first time for our energetic Lab. They definitely kept her exercised and happy and sent her home with a new blanket. She was very responsive and sent regular updates, which is what every dog owner loves.”

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Elena M.
Sitter Profile Image: Debra A.
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Debra A.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 97 reviews
46 repeat clients
29 years of experience
Plymouth, MA, 02360

“Debra took great care of our two dogs, Mia & Apollo, over the Christmas weekend. Debra & her husband were very accommodating as it was such a last minute booking due to our original sitter cancelling on us. They have a massive back yard that our pups loved zooming around in. Would definitely recommend!”

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

“Mike was great at keeping in touch and sending pictures. I felt very comfortable my puppy was well taken care of and having fun with the other dogs I would definitely use Mike again 5 stars! Thanks Mike”

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Susan W.
Sitter Profile Image: Daran H.
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Daran H.
$70
total per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
40 years of experience
Carver, MA, 02330

“A great environment for large, energetic dogs who need to burn off energy on long walks and play sessions in the backyard. Daran is knowledgeable and cares deeply for animals entrusted to him. A great option for extended stays and day visits.”

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Neil M.
Sitter Profile Image: Collin N.
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Collin N.
$56
total per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
21 years of experience
Cotuit, MA, 02635

“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!”

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Erin C.
Sitter Profile Image: Madaket B.
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Madaket B.
$84
total per night
4.8 out of 5 stars
• 37 reviews
12 repeat clients
6 years of experience
Harwich, MA, 02645

“Madaket was fantastic, we arrived at the property and my dog Olympia started sprinting around with her dog Millie. The property was also very large, which gave Olympia plenty of room to enjoy herself. Madaket sent several pictures and videos throughout the day. There is nothing better than feeling confident that your dog doesn’t miss you because you know they are having such a good time ?! I’d be happy to leave Olympia there any time! Plus she gave Olympia a little blue bandana ?”

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Larissa C.
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: 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: Isabella H.
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Isabella H.
$84
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Centerville, MA, 02632

“This is our second stay with Isabella, and our dogs love staying with her. She is attentive and keeps us up to date on how they’re doing. Our past trip we got caught up in some bad weather coming home and she was more than accommodating for a later pick up time which we greatly appreciated! I would highly recommend Isabella.”

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Sarah C.
Sitter Profile Image: Alison T.
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Alison T.
$56
total per night
5.0 out of 5 stars
• 62 reviews
16 repeat clients
35 years of experience
Plymouth, MA, 02360

“Alison was wonderful with Willow. She was very accommodating as our request was last min. Willow came home very happy! We will definitely use Alison again”

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Maggie C.
Sitter Profile Image: Chelsea C.
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Chelsea C.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 319 reviews
124 repeat clients
10 years of experience
Harwich, MA, 02645

“So happy to have found Chelsea. She took amazing care of Potato and it wave us peace of mind knowing she’s had experience at a veterinarian office and fully understood his medical conditions. We visit the Cape frequently and will definitely be bringing him back to visit on our next trip.”

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Max R.
Sitter Profile Image: Hanna O.
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Hanna O.
$111
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
8 years of experience
Sandwich, MA, 02537

“Hanna took excellent care of our Goldendoodle Winston. She was very quick to respond to my inquiries and provided great updates on how Winston was doing. Highly recommend Hanna for dog care!”

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William G.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 43 reviews
13 repeat clients
15 years of experience
Orleans, MA, 02653

“Sarah is a great sitter! She is responsive and flexible. I appreciated the regular updates and pictures. Hugo loved staying with her & her family!”

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Kathleen S.
Sitter Profile Image: Sheryl & Anna & Richard K.
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Sheryl & Anna & Richard K.
$56
total per night
5.0 out of 5 stars
• 3 reviews
50 years of experience
Plymouth, MA, 02360

“Sheryl is just about the best dog sitter you could ask for! She made sure my Teddie was super comfortable in her home, gave him constant love and affection, and always made sure there was someone available to play with him. She also gave me daily updates which helped me feel more comfortable while I was away! Will definitely be booking again in the future!”

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Alyssa S.
Sitter Profile Image: Ruby S.
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Ruby S.
Star Sitter
$145
total per night
4.9 out of 5 stars
• 26 reviews
4 repeat clients
5 years of experience
Oak Bluffs, MA, 02557

“Ruby was a terrific dog sitter! She was very flexible and understanding about scheduling changes and most importantly took wonderful care of our Golden Retriever. Thank you for making Penny feel so comfortable and for all of the great updates throughout, Ruby!!”

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Taylor J.
Sitter Profile Image: Annaliese & Sean H.
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Annaliese & Sean H.
$95
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Cotuit, MA, 02635

“These two were amazing!!! They have two small dogs who are welcoming and loved my Roxie. They have a beautiful, fenced in backyard with plenty of shade and room for the dogs to get their energy out. The house was nice and most importantly, Roxie was clearly well cared for with belly rubs and attention as she seemed to not want to leave! I loved that they offered a visit first to make sure it was a good fit and their communication was great while I was gone. Will definitely use again.”

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Kyle M.
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

“Knowing that your pup is being loved and cared for when you are away makes your vacation more relaxing….Erin was wonderful with Abby while we visited Nantucket. I will use Erin again in the future. Abby was a happy girl ….Thank you, Erin!”

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Valerie Y.
Sitter Profile Image: Patrice A.
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Patrice A.
$80
total per night
20 years of experience
Dennisport, MA, 02639

About: I’m a lifetime animal lover, and get along terrifically well with dogs. My house is the go-to for friends and family needing a place for their pups to stay. I am retired with volunteer jobs part-time (2mornings), during the week. I’m never away from home for more than a few hours during which time my dog-friendly feline can either ignore your dog or keep them company. I’m home the majority of the time. Cozy corner in my den seems to be everyone’s favorite hangout and spot for their bed. The ilving room has multiple sunny spots for napping throughout the day. We will take several neighborhood walks a day and if dog and owner are willing, I go to Thompson’s field in Harwich where they can romp.

Sitter Profile Image: Harriet  C.
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Harriet C.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 108 reviews
57 repeat clients
30 years of experience
Truro, MA, 02666

“Harriet’s place...Ryder Beach Farm is a great location for our Cape Cod vacation. Being border collies, we loved being around all the other animals...donkeys, chickens, geese, goats, cats and dogs. We were on vacation so we kept our herding to a minimum. Accommodations were excellent...comfortable places to lie down, plenty of things to chew on and an occasional walk on the beach that included a stick for each of us. We plan to come back again and again. Thanks so much Harriet!”

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Deb H.
Sitter Profile Image: Cheyenne & Jacob R.
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Cheyenne & Jacob R.
$39
total per night
14 years of experience
Wareham, MA, 02571

About: We’ve cared for dogs on and off for the past 14 years and have always had a genuine love for animals. We have experience caring for dogs with different personalities, ages, energy levels, and routines. As a couple, we’re able to provide plenty of attention, companionship, playtime, walks, feeding, and overnight care. Our goal is to make every dog feel safe, comfortable, and loved while their family is away. We are generally busy during the weekdays, but we have plenty of availability from Friday through Monday. This makes us especially flexible for weekend boarding, extended stays, and overnight care. We’re happy to work around your dog’s normal routine and provide the consistency, attention, and care they’re used to while you’re away. We want every dog staying with us to feel like they’re at a second home. We provide a safe, comfortable, and loving environment with plenty of attention, playtime, and opportunities for walks and relaxation. We will follow your instructions closely regarding feeding, medications, crate routines, sleeping arrangements, and other preferences. We also understand how important it is to feel comfortable leaving your pet with someone else, so we’re happy to provide updates and photos throughout their stay

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The median cost per night for pet boarding in Osterville is $65

Pet parents share their Rover experiences - Osterville

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5.0 out of 5 stars

Emily was great. Roscoe was greeted by a big friendly golden retriever who kissed him as a welcome. They have a nice big fenced in yard and Roscoe came back tired and happy. Thats what’s important to us.

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Lori B.
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

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.

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Quincy K.
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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  • 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?

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  • 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 pets like family

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Sitters in Osterville average 10
repeat pet boarding clients

FAQs for Pet Boarding - Osterville

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .

There are 250 sitters on Rover for Pet Boarding in Osterville. About 91% of Osterville sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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