Doggy Day Care Osterville

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 5
pet parents in Osterville have booked doggy day care

Osterville, Find top rated doggy day care

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
$36
total per day
5.0 out of 5 stars
• 16 reviews
2 repeat clients
3 years of experience
Centerville, MA, 02632

“Ryan was very easy to work with. He has a very calm manner which is great for dogs. We felt very comfortable leaving our one year old puppy with him. It was great to get pictures of our pup in a fenced in yard having fun with his dog and on walks. We will definitely use Ryan in the future! 🐶”

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Michele O.
Sitter Profile Image: Kathleen R.
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Kathleen R.
Star Sitter
$78
total per day
5.0 out of 5 stars
• 49 reviews
13 repeat clients
30 years of experience
Cotuit, MA, 02635

“I highly recommend Kathleen! We could tell that she really enjoyed taking care of our dog and treated him as her own. We used Kathleen for a full day of doggy day care at her home, and it could not have gone better. We were able to meet her at her home ahead of time to get our dog acclimated, which was so appreciated. I will definitely be using Kathleen again to take care of our dog.”

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Anna T.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per day
5.0 out of 5 stars
• 220 reviews
49 repeat clients
12 years of experience
Sandwich, MA, 02563

“Marc was amazing providing friendly home care to our Dog. Our Dog had wonderful time while staying at Marc by playing in his backyard with his Dog and fun time on lake. Thank you for taking care of our furbaby. We truly recommend his service & appreciate it.”

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Shivangini & Parth T.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 630 reviews
123 repeat clients
29 years of experience
Brewster, MA, 02631

“Caitlin took care of Pip for a day. She was flexible and helped make sure the reservation was accurate. Her mother was met us for the drop off. There were pictures and updates. The feeding schedule may not have been followed. At the time I was not aware that there would be two people providing care, so only communicated the information. I should have printed it out.”

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David S.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$63
total per day
5.0 out of 5 stars
• 188 reviews
52 repeat clients
40 years of experience
Brewster, MA, 02631

“Karen was fabulous! ❤️ She attended to our 2 dogs in our cottage for the 3 days we were celebrating our daughter’s wedding and visiting with guests at a different location. Our dog Buddy is difficult (chihuahua miniature pincher mix) and I was afraid no one would want to work with him. Karen was patient and kind and eventually got Buddy out for a walk to the beach.”

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Maryann M.
Sitter Profile Image: Gabby D.
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Gabby D.
$62
total per day
5.0 out of 5 stars
• 14 reviews
4 repeat clients
8 years of experience
Yarmouthport, MA, 02675

“Gabby was great! Very communicative, sent pics and Gypsy was very well looked after. Highly recommend!”

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Corinne C.
Sitter Profile Image: Ruby S.
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Ruby S.
Star Sitter
$106
total per day
4.9 out of 5 stars
• 26 reviews
4 repeat clients
5 years of experience
Oak Bluffs, MA, 02557

“Simply elated to have found Ruby to care for my sweet Poppy for the day. She was more than accommodating and made sure Poppy was well cared for. She provided updates and pics so I could see how happy Poppy was. And she had dogs for Poppy to play with along with a beautiful yard. I highly recommend.”

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Aubrey A.
Sitter Profile Image: Susan L.
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Susan L.
$111
total per day
5.0 out of 5 stars
• 83 reviews
37 repeat clients
30 years of experience
Yarmouth Port, MA, 02675

“Charley seemed happy when I collected him at the days end. Susan seemed genuinely happy with Charley. Perfect!!”

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Deb Y.
Sitter Profile Image: Anndrea J.
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Anndrea J.
$50
total per day
5.0 out of 5 stars
• 103 reviews
14 repeat clients
35 years of experience
Bourne, MA, 02532

About: I’m a Recently retired veterinary professional…. For over 35 years, with the help of my adult children Marc & Lauren, we have been taking care of Cats, Dogs, chickens and exotic pets in Bourne . We have a pet friendly home on almost an acre, with a separate area for small pups .For 15 years I Have had the pleasure of Working part time at Leach animal Hospital In Mashpee . We can promise a safe fun environment. Dogs have access to the outside areas at all times during the day. We recommend bringing their own bed . No toys or bowls necessary we have plenty . Plenty of beds and a awning for lazing in the sun . A kiddie pool to cool off . Safety is our 1st priority . If they have fun and make new friends while here it is a bonus. We do have quite a few regular repeats . Thurs and Fridays I offer a drop off day/play group beneficial for puppy’s. Drop off between 10-4 limited to 4 puppies . Socializing and basic training included.....Who wants to start their new puppy on the right track to become a calm well socialized member of your family. I'm comfortable applying eye meds, giving oral meds and also insulin shots. Pick up and drop off by appointment. I’m Recently retired , I have plenty of time to spend with you cats n Dogs . Walking , training , puppies or behavioral issues. I have a fenced in yard and 2 small friendly dogs . Who love to meet new friends. We provide a stimulating fun filled structured environment . I’m home all day! Dogs must be sociable around other dogs . Puppies welcome . Weather permitting they have access to outside fenced in area via a doggy door. Pups are Guaranteed to have a fun stay in a safe environment. Training services offered , puppy playgroups and socializing offered upon space and availability.

Sitter Profile Image: Cindi C.
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Cindi C.
$73
total per day
5.0 out of 5 stars
• 45 reviews
26 repeat clients
15 years of experience
Dennis, Dennis, MA, 02638

“We had a fantastic experience with Cindi through Rover while vacationing in Cape Cod. From the very beginning, she went above and beyond to make Finnegan feel comfortable and loved. She arranged a meet and greet a few days before the drop-off, during which she asked thoughtful questions and took notes on Finnegan’s preferences, showing her genuine care and attention to detail. Despite the less-than-ideal weather, Cindi took Finnegan on multiple walks, demonstrating her dedication and love for dogs. Throughout his stay, she kept us wonderfully updated with photos and messages, which gave us peace of mind and made us feel connected even from afar. When it was time to pick him up, Finnegan ran right to her door like he owned the place a clear sign of how happy and comfortable he was with her. We will definitely be using Cindi again and highly recommend her to other dog owners looking for a caring, attentive, and reliable sitter.”

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Julie M.
Sitter Profile Image: Patrice A.
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Patrice A.
$50
total per day
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: Jessica M.
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Jessica M.
$45
total per day
5.0 out of 5 stars
• 33 reviews
9 repeat clients
30 years of experience
West Wareham, MA, 02576

“Jessica was great! There was a lot of uncertainty about what time I would be able to get my pups and she was very flexible with my schedule. When I picked the dogs up at the end of their stay they came home and immediately fell asleep. Would absolutely recommend having Jessica watch your puppers!”

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Colin F.
Sitter Profile Image: Jen A.
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Jen A.
$50
total per day
5.0 out of 5 stars
• 41 reviews
8 repeat clients
30 years of experience
Marion, MA, 02738

“Jen is always amazing and kind to our dogs! Highly recommend!!!”

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Angela S.
Sitter Profile Image: Chelsea C.
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Chelsea C.
$56
total per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
25 years of experience
Sagamore beach, MA, 02562

About: To all my prospective clients, Let me introduce myself. My name is Chelsea, and I have over 20 years of experience working with dogs. I work from home full time during the week which affords me the availability to be flexible to service needs of my clients, and on the weekends I also have open availability for services. I promise to take care of your beloved pet the way I would like someone to care for my own, and I hope to see you soon! I work from home full time during the week which allows me the flexibility to care for your beloved fur baby, and I also have open availability on the weekends too. Working from home affords me ample amount of time for playtime, and long walks. I have many years of experience working with dogs of all ages, sizes, and breeds.

Sitter Profile Image: Monica E.
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Monica E.
$95
total per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Orleans, MA, 02653

About: I have worked with dogs since I was 9 years old. I used to show Labrador Retrievers and worked with them closely for about 5 years. I also have experience with exotic pets since I own some myself! I also have 13 years experience with horses (riding/care). I work for an organic dog food company and spend most of my time around dogs and other animals! I’m working full time and looking to find some extra hours to do something enjoyable! I love working with animals and this is something that will be very fun! My pets safety and health is my main priority. I will make sure all their needs and safety measures are met. I know how important pets are and it is very important to care for them properly.

Sitter Profile Image: Anne C.
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Anne C.
$73
total per day
5.0 out of 5 stars
• 11 reviews
6 repeat clients
3 years of experience
Plymouth, MA, 02360

“Anne took my two pups on rather short notice. Thank you. She and her family have been gracious and kind. My giant dog and my tiny dog were surrounded with love.”

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Susan H.
Sitter Profile Image: Ally C.
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Ally C.
$84
total per day
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: Vanessa K.
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Vanessa K.
$39
total per day
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
New Bedford, MA, 02744

About: Devoted to pets and their well-being, I stand out with a genuine love for animals and training through comprehensives pet care courses. Your furry companions will thrive under my attentive and knowledgeable care, ensuring a positive and fulfilling experience❤️ I ensure your pet gets consistent care with dedicated time for feeding, play, and walks. I’m flexible to meet any specific needs or unexpected situations, providing reliable and attentive care for your furry friend. I prioritize safety and trust in both my home and yours. I create a hazard-free, pet-friendly environment and ensure secure spaces for play and rest. I follow your care instructions carefully, keeping a consistent and comfortable routine. Open communication and a safe setting are key to a positive experience for you and your pet.

Sitter Profile Image: Armani D.
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Armani D.
$37
total per day
5.0 out of 5 stars
• 1 review
1 repeat client
7 years of experience
Carver, MA, 02330

About: Hi my name is AJ. I live in Carver and would love to board or sit you pup! I have years of experience with dogs and it’s what I’ve dedicated my life to. I actively train and compete with my dogs in dog sports. In addition to giving your dog the utmost love and care, I can also offer training advice and tips to help you and your dog be the best they can be. I have a large fenced in yard, and have lot of trails and bogs for daily walks and exercise. Comfortable with all dogs, especially large dogs, high energy dogs, and dogs that may have behavioral issue such as reactivity. Due to insurance restrictions, I cannot board pitbull/bully breeds or dogs with human aggression. My dogs as well as yours are at the top of my priority list. Their needs come above all others. I’m always home to make sure they are happy, healthy, and living their best life. I have a large fenced in yard, as well as wooded trails and bogs for daily walks and hikes. In addition to some great fields for training and socializing.

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The median cost per day for doggy day care in Osterville is $50

Dog parents share their Rover experiences - Osterville

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5.0 out of 5 stars

It was easy to book Ryan to watch my dog for a few hours. She took to him immediately and didn't care that I left her. The report card had pictures and told me all about their time together. Ryan seems to really love dogs and my girl loved him, too.

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Sarah C.
Doggy Day Care
5.0 out of 5 stars

Emily was awesome in all areas! She took care of our one year old puppy when we were at a wedding for a night. Very communicative and provided a safe and easy experience!’

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Eamonn M.
Doggy Day Care
5.0 out of 5 stars

Beacon had the best day with Katie playing with Brewer so we could play a nice round of golf. Thank you so much for allowing us to relax knowing he's in great care!

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Tracy A.
Doggy Day Care
5.0 out of 5 stars

Ann sent regular updates, which I really appreciated, and my dog looked so comfortable and happy. Everything went smoothly.

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Lauren K.
Doggy Day Care
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book doggy day care

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care.
  2. 2. Meet In Person

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Popular requests for doggy day care - Osterville

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Sitters in Osterville average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Osterville

Frequently asked questions about Rover

The average cost of Doggy Day Care in Osterville is $44 per day as of October 2026. Most bookings cost between $33 and $48 per day. 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 October 2026, there are 174 sitters on Rover offering Doggy Day Care across Osterville. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Osterville commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

As of October 2026, there are 174 sitters on Rover offering Doggy Day Care across the region of MA. Enter your address or desired location to see which available sitters are closest to you.

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.

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.

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 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 Meet & Greet.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 174 sitters in Osterville, 84% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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