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 31
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: Sally B.
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Sally B.
$68
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
30 years of experience
Dennis Port, MA, 02639

“Sally was fantastic!! We are incredibly pleased by her service. She communicated well and sent lots of pictures. Sally was flexible to adjusting the pickup to be one hour earlier which was very kind. She is personable, friendly, communicative, and compassionate. Even though it was a rainy weekend she still made sure our puppy had outdoor time and even took her for a beach walk. Thank you for everything Sally!”

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Hayley J.
Sitter Profile Image: Meng Z.
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Meng Z.
$62
total per night
6 years of experience
Plymouth, MA, 02360

About: I’m a dog lover and proud dog mom! 🐶 Our home is a warm, pet-friendly family environment where your pup will get plenty of love, attention, walks, and playtime. I’ll treat your pet like one of our own and make sure they feel safe, happy, and at home while you’re away. ❤️🐾 I’m home most of the day and have a very flexible schedule, which means your pup will get plenty of attention and companionship. There’s lots of time for walks, playtime, cuddles, and making them feel right at home! 🐶❤️ I provide a safe, comfortable, and pet-friendly home where your dog can feel right at home. I have one friendly Labradoodle who loves making new friends, and a fenced-in park just a 5-minute walk away for safe play and exercise. 🐶❤️

Sitter Profile Image: Brianna L.
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Brianna L.
$117
total per night
5.0 out of 5 stars
• 23 reviews
2 repeat clients
20 years of experience
Plymouth, MA, 02360

“We are so thankful for Bri!! She graciously accepted our last-minute booking and accommodated a meet and greet with our two girls before our trip. During our trip, she cared for our two ladies like they were her own fur babies. We absolutely loved the daily photos and updates she shared with us (it looks like they had so much fun!)! While we were away, Bri even reached out to us to get the 411 on how our pups handle thunder as a storm was expected later that day -- I thought this was such a thoughtful gesture! It can be so stressful to leave your fur babies for any length of time, especially somewhere new, but knowing that our love bugs were being so well cared for by Bri truly put our minds at ease. We will absolutely be returning clients! :)”

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Meghan F.
Sitter Profile Image: Jessica M.
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Jessica M.
$78
total per night
5.0 out of 5 stars
• 31 reviews
9 repeat clients
22 years of experience
West Wareham, MA, 02576

“My dog to loved his stay with Jessica. Comfortable location for dogs and experience with larger breeds. Jessica was very flexible with my changing travel plans.”

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Nicholas S.
Sitter Profile Image: Brooke G.
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Brooke G.
$111
total per night
4 years of experience
Dennisport, MA, 02639

About: I’ve taken care of dogs prior to having kids, in my early 20’s. Summer residents and Nantucket residents where we resided before relied on me to walk and dog sit their pets. I’m currently home full time with my two boys. My oldest will be going into kindergarten in the fall and my youngest will be going to daycare part time and be home home with me the majority so I’m available/flexible. I am responsible and very protective of my kids along with clients pets. I do not have a fenced in yard but I would love to take your pet for nice long walks during the days on leash.

Sitter Profile Image: Jackie D.
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Jackie D.
$111
total per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

“Jackie is amazing! Every time I got a photo of Saffie she was smiling ear to ear! I felt absolutely comfortable leaving Saffie with her and while she was excited to see me when I picked her up I could also tell she was a bit sad to leave which is always a good sign 😊”

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Jessica B.
Sitter Profile Image: sara m.
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sara m.
$78
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Wellfleet, MA, 02667

“Sara took such great care of my Norma the 4 nights we were on the Cape for vacation! Norma is an anxious girl and Sara was able to quickly attune to her and help her feel right at ease (Norma usually barks when she meets new people; she didn’t bark at all upon meeting Sara and warmed to her very quickly!). Sara was responsive and communicative throughout Norma’s stay, sending along status updates and sweet photos and videos of Norma looking relaxed and happy. I will definitely have Norma stay with Sara the next time I’m on the Cape! Would highly recommend Sara to anyone looking for great dog care!”

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Maggie B.
Sitter Profile Image: Mary "Rosie" & Anthony P.
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Mary "Rosie" & Anthony P.
$84
total per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
23 years of experience
PLYMOUTH, MA, 02360

“Rosie and Tony did an excellent job watching my dog during my overnight shift! I received multiple photo and text updates and can tell that my dog enjoyed herself. I will be booking with them again!”

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Zach W.
Sitter Profile Image: Audrey K.
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Audrey K.
$73
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Mattapoisett, MA, 02739

About: I used to work for a doggy daycare for three years and worked with dogs of all sizes and personalities. I am CPR-certified for cats and dogs and I have basic animal first aid knowledge. I have had both cats and dogs most of my life. I am a full-time student, however, I do not have classes every day and am also available on the weekends. I would be more than willing to check in on your pets at whatever interval you are comfortable with. I am a responsible and respectful person who will follow your instructions and wishes regarding your pets. I have had pets with specific requirements and understand having specific instructions for your pets.

Sitter Profile Image: Aaliyah H.
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Aaliyah H.
$39
total per night
5 years of experience
New Bedford, MA, 02746

About: I’ve cared for both dogs and cats for years and have experience with pets of different ages, personalities, and needs. I’m comfortable administering medications to both dogs and cats, and I’ve also provided intensive care for my own dog following a leg injury, including medication, monitoring, and following veterinary care instructions. I currently have two very loving, social dogs who enjoy meeting both people and other animals. I understand that every pet has their own routine and needs, and I’m committed to providing patient, attentive, and loving care while they’re with me. I work a flexible client-based schedule that allows me to check in on pets throughout the day. I’m able to make visits between clients and provide plenty of attention, playtime, potty breaks, and care throughout the day. I’m also available for boarding and can accommodate different routines based on each pet’s individual needs. My home is set up with pet safety and comfort in mind. I keep medications, food, and anything potentially harmful safely out of reach. I use separate food dishes and feeding areas for guest pets and my own dogs to help prevent food related conflicts. I also have dog gates throughout the home so pets can be safely separated when needed, along with a spacious area where they can play and relax. My two dogs are very friendly and enjoy the company of both people and other animals.

Sitter Profile Image: Tina C.
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Tina C.
$32
total per night
45 years of experience
New Bedford, MA, 02740

About: I have always had a genuine love for animals and understand how important it is to know that your pets are safe, happy and well cared for while you're away. I have experience caring for my own pets and am comfortable with routines, attention, and companionship they need. I'm currently employed fulltime as a probation officer, but I am retiring in the near future, and I will have more time to devote to being a pet sitter. Pet care fits naturally into my routine. I enjoy having a relaxed schedule and spending time with animals, so caring for your pets would be something I genuinely look forward to rather than a chore. I am happy to build my day around their needs, including feeding, walks, playtime, medication if needed, and plenty of companionship and attention. I also understand that pets do best when their normal routines are maintained, so I'll do my best to keep things familiar and comfortable while you're away. I enjoy exploring new places, but I am equally happy spending time at home with a furry companion. My priority is making sure your pets feel safe, loved, and cared for while you're away. When caring for pets in someone's home, my goal is to keep their routine as normal and comfortable as possible. I follow the owner's instructions carefully and make sure pets receive their meals, fresh water, exercise, playtime, and plenty of love and attention. Most importantly, I want pet owners to feel confident that their pets are being cared for by someone responsible, dependable, and genuinely happy to be there. I understand that every pet has different need and personalities, so I take time to get to know them and make sure they feel comfortable while their family is away. I am also respectful of the home and keep things clean and tidy.

Sitter Profile Image: Panayiote L.
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Panayiote L.
$166
total per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
South Dennis, MA, 02660

About: i am patient, responsible, and level-headed. i’m punctual and dependable. dogs are comfortable around me and are drawn to my energy. I’m passionate when it comes to dogs. I have experience with dogs, growing up around them, and taking care of the family dog. I don’t have a dog currently (only a cat) so i have plenty of time to take care of yours! I’m currently between jobs. I am available Monday thru Friday at anytime of the day for walking or sitting. I’m punctual and dependable whenever you need me! I’m very receptive to owners safety and notes. Reliable and observant when it comes to specific and unique dog care. Vigilant and alert while on walks, aware of my surroundings in the presence of others and other pets. Respectful of your home, not a smoker, very independent, and full of energy to keep you dog occupied

Sitter Profile Image: Kaitlyn R.
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Kaitlyn R.
$123
total per night
5.0 out of 5 stars
• 17 reviews
10 years of experience
Hyannis, MA, 02601

“Kaitlyn was amazing taking care of our husky! She sent photos and updated us as needed. Would definitely recommend her to take care of anyone’s fluff-baby!”

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Marla B.
Sitter Profile Image: Ally C.
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Ally C.
$111
total per night
15 years of experience
Brewster, MA, 02631

About: I love fresh air and think it's important for dogs to be dogs and enjoy it! Even without a dog, I go for walks every day to get my puppy fix and love to be outside. I also grew up with cats and am happy to keep any and all furry friends company! I have over 15 years of experience with everything from pet-sitting to babysitting and house-sitting, and I find it important that you feel comfortable while you're away from home. I am extremely trustworthy and responsible and would love to provide that comfort to your family. I have a corporate work-from-home job that offers me flexibility to help most weekdays and weekends. I am available to be around as often as needed, whether that be one-time drop-ins or spending a day working from "home" with some furry coworkers. I always make sure everyone is safe and happy, with a healthy awareness of dog behaviors and experience with reactive animals. I clean up after myself and always leave places cleaner than I find them.

Sitter Profile Image: Francis L.
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Francis L.
$139
total per night
15 years of experience
Vineyard Haven, MA, 02568

About: Lifetime raising and being around a menagerie of different creatures. Dog sizes from giant to miniature. Cats of all shapes and breed as well as exotic animals. I have a full time job that occupies my time. I do have a car on island and substantial break time for mid shift walks/ check ins. If I’m not at work I’m at the beach or curled up watching movies. I have reliable transportation on Martha’s Vineyard and am able to get to most places quickly without much hassle. I live in a beautiful home but would prefer not to board in my space at the moment given the tic issue.

Sitter Profile Image: Adrienne E.
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Adrienne E.
$111
total per night
15 years of experience
Carver, MA, 02330

About: I have had pets my whole life and currently have a 14-year-old Havanese named Penny who I adore. I am very reliable, on time and caring. I work full time Mon-Thurs and am available Friday, Saturday and Sunday for dog walking, over night care or boarding.. also can run pet related errands. I can care for your pet either in my home or yours. I am very flexible and reliable. My home is on an acre of land.

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The median cost per night for pet boarding in Osterville is $69

Pet 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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  • 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?

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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.

How to book pet boarding

  1. 1. Search

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

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

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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 of Pet 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.

There are 246 sitters on Rover for Pet Boarding in Osterville. About 88% 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 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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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. 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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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