Doggy Day Care Chilmark

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

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Chilmark, 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: Kayla J.
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Kayla J.
$111
total per day
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Edgartown, MA, 02539

“Kayla was absolutely wonderful and I will use her services again! She was sweet and caring with my dog, and the dog was very happy with her. I had a family reunion and every day was a different schedule. Kayla was so flexible and accommodating to my needs. She had excellent communication and response to my texts. A great experience!”

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Maria C.
Sitter Profile Image: Melissa T.
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Melissa T.
Star Sitter
$67
total per day
5.0 out of 5 stars
• 31 reviews
5 repeat clients
35 years of experience
Pocasset, MA, 02532

“Melissa took great care of our Mandy who is a senior dog and needs a little extra help. She was great in letting us know how Mandy was doing and we greatly appreciate Melissa’s communication.”

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Ginnie L.
Sitter Profile Image: Isabella D.
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Isabella D.
$50
total per day
20 years of experience
Falmouth, MA, 02536

About: We’ve had dogs in both of our lives forever. Experience with dog walking and sitting for friends, relatives and neighbors. Not only do we know how to take care of dogs, we know how to love dogs. I’m available on weekends and weeknights in the evening, as I’m currently working full time. I’m always happy to be flexible and work around your schedule too! I currently have no other animals, so I have the space to create a safe and warm environment for your pet. Very close to lots of open green spaces for walks and time outside.

Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
$45
total per day
5.0 out of 5 stars
• 81 reviews
27 repeat clients
13 years of experience
Acushnet, MA, 02743

“Rebeka is very sweet. Marshall was nervous going to a new place but she sat with him and cuddled with him, which is exactly what works. She was responsive and professional with all communication and we highly recommend her! Marshall had adjusted and was happy by the time we came to pick him up.”

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Amy A.
Sitter Profile Image: Emily G.
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Emily G.
$76
total per day
5.0 out of 5 stars
• 23 reviews
2 repeat clients
9 years of experience
Marstons Mills, MA, 02648

“Emily was amazing- Hazel had the best time and they were clearly fast friends! She was responsive and asked all the right questions. She clearly loves dogs! She took hazel for multiple walks and texted me updates throughout the day. Highly recommend!!! She is the best!”

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Koto I.
Sitter Profile Image: Taylor & Tyler R.
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Taylor & Tyler R.
Star Sitter
$37
total per day
5.0 out of 5 stars
• 20 reviews
4 repeat clients
7 years of experience
Fairhaven, MA, 02719

About: Our mission is to offer people a simple, affordable option for boarding their pets: to keep them fed, safe and company while you're away. There's nothing worse than doubling the price of your vacation just to get your pets looked after! We keep our boarding price more than reasonable to give folks the financial bandwidth to spend their vacation money on their vacation--not on boarding their pets. We are both contract workers with flexible schedules, and Taylor is often able to work from home so your pets will have plenty of companionship! So we told you our mission-- There's a few ways this translates. We have a huge yard. So, we don't take your pups on walks. BUT. We play fetch, tug of war, and intentionally initiate zoomies. If your pup is conditioned to expect walks, it's probably most fair to find a sitter who'll get that walk in! We love a good daytime cuddle, but we also like a good night's rest. So, your pets sleep in the living room, helping us avoid chaos while we're getting shut-eye. We kindly ask that if you book with us, that you're confident your doggies can sleep out on their own without too much fuss! We have an array of options for creating ideal environments for your pets, with baby gates, a large yard that can be segmented for dogs needing smaller spaces or space from others, and multiple kennels. Coming soon, an electric fence with an extra collar for your pup if you'd like it!

Sitter Profile Image: Megan W.
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Megan W.
$70
total per day
5.0 out of 5 stars
• 24 reviews
9 repeat clients
18 years of experience
Forestdale, MA, 02644

“We needed a Last minute option to put our dog for a few hours so we could do a last beach day on vacation . Megan reached back out to us right away ! She was super nice and her yard was beautiful and spacious for ranger to play while we were gone for a few hours .. we will definitely contact her for the future when in the area with our dog . Thank you Megan !!! Rover was great and led us to Megan !”

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Shanna G.
Sitter Profile Image: Wendy H.
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Wendy H.
$45
total per day
5.0 out of 5 stars
• 3 reviews
54 years of experience
Middletown, RI, 02842

About: I grew up taking care of dogs, cats, horses and more. I have had my own family dogs over the years, Trooper for 16 years and Rusty for 14 years. I have cared for friend's dogs, big and small, and my grand dogs for a day or even 1 month. I have experience with older dogs as well as puppies. I will do my best to maintain their schedules as well as training and discipline. I will treat them as my own with lots of love and affection, knowing they may miss their parents. I work from home so fitting pet care into my schedule is not an issue. I walked my own dogs every morning in the neighborhood or to the beach. Afternoon neighborhood walks or romps in the big backyard are often on the agenda. I have a single family, single story home with a fenced yard in a great neighborhood. I will treat your pet as my own, keeping their routine as close to normal as possible. I love animals and will take great care of your fur baby.

Sitter Profile Image: Caroline G.
Verified Enhanced Background Check
Caroline G.
$78
total per day
10 years of experience
Marstons mills, MA, 02648

About: Hello! I’ve been a dog owner my entire life and am excited to learn more about your pup. I have a very friendly golden retriever who will be home during your dog’s stay and will be around all day to play with your dog and can take them out at regular intervals. Look forward to hearing from you! I’m currently working on from home so I have plenty of time to spend with your dog! I’m up usually around 7am and can take the dog out first thing, then usually take the dogs out around 11pm for a last potty break. I’m very clean/organized and will be respectful of your home and belongings should you need me to stop by your home to watch your pup

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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 doggy day care

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care.
  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 doggy day care - Chilmark

Select a filter and find qualifying sitters offering doggy day care.

FAQs for Doggy Day Care - Chilmark

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Chilmark 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.

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 .

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 .

Yes, you can find sitters who can care for your pet within 24 hours. Many sitters can respond to messages in under an hour.

To find the fastest available match, message multiple sitters with a recent "calendar last updated" notice on their profiles.

sitters on Rover set their own , 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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