Doggy Day Care in Chatham

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Top rated Chatham doggy day care sitters

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: Michele E.
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Michele E.
Star Sitter
$45
total per day
5.0 out of 5.0 stars
66 reviews
18 repeat clients
14 years of experience
Chatham, MA, 02633

Michele took good care of our senior dog so we could be tourists in Chatham for the day! She’s got a great fenced in and grassy back yard and even took notes for our dogs special needs.

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Jamie B.
Sitter Profile Image: Andrea & Bob B.
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Andrea & Bob B.
Star Sitter
$56
total per day
5.0 out of 5.0 stars
71 reviews
21 repeat clients
25 years of experience
Harwich, MA, 02645

My dog, Kiwi, had a fabulous visit with Andrea and Bob! They were extremely communicative and accommodating before our visit. They took care to learn Kiwi’s quirks, likes, and dislikes (she has a big personality, so there are a lot!). They even had toys and balls at their house for her to play with. It’s clear that they are experienced and intuitive dog caretakers, which is so important to me as a nervous dog mom. When I went to pick her up, Kiwi was all smiles and happy body language…I know she had a fabulous time and can’t wait to go back! Thank you, Andrea and Bob.

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Bridget B.
Sitter Profile Image: Jackie D.
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Jackie D.
$56
total per day
5.0 out of 5.0 stars
20 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

About: I am a very compassionate, enthusiastic person that absolutely loves dogs! I don’t have a dog of my own anymore and only take one dog with no other dogs - unless the dogs in your family are more than one - the more the merrier in that case I’m in! I know many dogs do not get along with other dogs which is normal for many dogs, no worries I get it! This is a huge peace of mind for many dogs and their owners- and my specialty catering to one dog - hence my pricing. Believe me it’s worth every penny! A bit about me- my family and friends have always say “I’m a dog whisperer”! I have always had dogs in my life, but I lost my best friend (yellow lab). She was my soulmate! I am now ready to enjoy and take care of your fur-baby or fur-babies as my own. I give one on one attention to your dog that you will not find anywhere! All the dogs do very well with me, and their owner’s have all said they’ve had a huge relief knowing their fur- babies are in good, loving hands with me! You will absolutely have a peace of mind!! I’m available for house sitting in their comfort of your home or vacation/summer home or boarding here at my home. I also do drop in visits with walks, play and company for your pet. I love going on adventures with trail hikes, beaches and exploring with your pups. I know dogs, and I know their needs. Dogs need social interactions, company and lots of attention just like we do as humans! Your dog(s) will always be my bestie too! I look forward to hearing from you, meeting you and your fur baby! I am home full time (early retired teacher) and have plenty of time to walk, play and cuddle with your pet! I’m available for your needs and your pet needs too! I have a great yard, deck to play and hang out together. I live in a quiet area that has great places for taking walks, hikes, beaches (when dogs are allowed during the year here), and adventures with your fur baby! People tell me it’s like doggie vacation camp when their dogs come stay with me!

Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$62
total per day
5.0 out of 5.0 stars
541 reviews
99 repeat clients
29 years of experience
Brewster, MA, 02631

Caitlin is amazing!!! Not only did she accept my last minute booking but she is truly so flexible and I can tell that my dog was well cared for! Usually he has separation anxiety, but when I left him, he barely even noticed me as he was so focused on Caitlin… haha! She has a great demeanor and he could tell right away!! My dog is super high energy and he honestly slept the whole way home! I am so grateful to have found her and I will absolutely use her again.

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Susan L.
Sitter Profile Image: Chelsea C.
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Chelsea C.
$67
total per day
4.9 out of 5.0 stars
300 reviews
112 repeat clients
10 years of experience
Harwich, MA, 02645

Chelsea amazing, nice easy first meet, no stress . Chelsea so calm and professional, perfect match for my energetic lab. . My dog immediately loved her , he came home smiling and tired in a good way . So happy we found her , will be back again soon .

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Sue L.
Sitter Profile Image: Sarah M.
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Sarah M.
$111
total per day
5.0 out of 5.0 stars
7 reviews
20 years of experience
Harwich, MA, 02645

We hired Sarah for one very long day while on vacation. She was very accommodating when we had to drop off Monte at 7am. We were very impressed with her. She and her children seem to really like our pup, and vice versa! We enjoyed all the communication and photos throughout the day. Monte loved the fenced in yard. We felt very confident with Sarah (we rarely leave our somewhat anxious dog with people he doesn’t know). Five stars!!

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Lori M.
Sitter Profile Image: Debbie C.
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Debbie C.
$95
total per day
5.0 out of 5.0 stars
12 reviews
15 years of experience
Chatham, MA, 02633

Debbie was fantastic! She took care of our 3 dogs all day and did a great job! We look forward to having Debbie come back and dog sit again!

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Jason F.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$62
total per day
4.9 out of 5.0 stars
137 reviews
35 repeat clients
40 years of experience
Brewster, MA, 02631

Karen watched our pup both for boarding and doggy day care over a very busy holiday weekend. She was wonderful - very flexible, pleasant and great at communicating. Our pup had a great time and was happy and tired when we picked him up. Will definitely reach out to Karen when we are back in the area. Thank you Karen!

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Amanda E.
Sitter Profile Image: Zuzana C.
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Zuzana C.
$48
total per day
4.7 out of 5.0 stars
13 reviews
2 repeat clients
23 years of experience
Orleans, MA, 02653

About: I have take care of animals for over 2 decades. Pups are my favorite and I also have chickens and volunteers with horses on a local farm. I respect nature and appreciate what great companions animals are for us humans. I treat them as family members. I had 3 dogs from puppies to their senior age and understand all stages of dog lives. I can play, socialize, train puppies. Walk fast pace with athletic dogs or slow down for littles or seniors. I can give medicine and keep an eye on health any conditions. I have 10yo son who is a huge dog lover and helps out with our dog and chickens and also does barn chores at the farm. I feel so blessed we both feel the same love for all creatures on Earth. I currently work from home, so your pup(s) will have a companion most of the time. I also go on 2-3 walks a day and we have a nice private yard for additional play and relax. We have a private yard, one friendly 2yo Boston terrier who has proven to be more than a gracious host to all sorts of furry visitors. He naturally accepts their energy if they want to play or are shy and need time. We also had some rescues and traumatized pets and Gizmo proved to a respectful companion. He is the reason I love pups and want them to have the most fantastic time in our home.

Sitter Profile Image: Heather M.
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Heather M.
$73
total per day
5.0 out of 5.0 stars
23 reviews
4 repeat clients
25 years of experience
Orleans, MA, 02653

Fantástic and accommodating sitter ! Heather knows what she’s doing ! She was able to care for our 6 year old active mini golden doodle Nickle who is always a bit anxious when we separate . She was able to walk him and comfort him . Her amazing place is super neat, clean and spacious for your pup! Thanks so much for!

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M. Cristina P.
Sitter Profile Image: Kellie J.
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Kellie J.
$50
total per day
5.0 out of 5.0 stars
15 reviews
3 repeat clients
21 years of experience
Brewster, MA, 02631

Kellie is great. She is very accommodating and flexible when setting up a daycare or extended care visit. She loves her guests and retreats them as her own. Our Labradoodle always loves to visit. Feedback regarding activities during her visits are thorough and greatly appreciated. We have found our go-to friend and care giver for Olive.

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Bill T.
Sitter Profile Image: William S.
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William S.
Star Sitter
$67
total per day
5.0 out of 5.0 stars
8 reviews
2 repeat clients
30 years of experience
Brewster, MA, 02631

William is very responsive and did a fantastic job. He was available to watch our dog last minute and brought him back home to us after watching him. Would highly recommend!!

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Callie H.
Sitter Profile Image: Lara S.
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Lara S.
$84
total per day
5.0 out of 5.0 stars
2 reviews
45 years of experience
South orleans, MA, 02662

About: I am a very active 49 year old mom with adult children and two small dogs. I grew up with animals my whole life, and my family even owned a chain of pet stores when I was growing up, where I worked. My family is packed with doctors and vets. I move to the Cape full time and am available to walk dogs, house sit, and board small to medium sized animals in my home in Orleans. We have a fenced in backyard and lots of space to run on the beach. I work remotely, part-time as an attorney and set my own schedule. My true love is animals! My flexibility gives me plenty of time to care for pets, in your home, in mine, or just for a walk. I take my dogs for a daily run to on the beach and am happy to take along another. I can also care for your dog alone in your home (and leave mine home with my amazing family). Finally, I am available for walking your pup, most days in your neighborhood or mine. We have an acre of land and half is fenced in for dogs. We have extra cages if desired. Ours never enjoyed their crates. We will follow your schedule and treat your pet like a member of the family. We invite interviews in advance to ensure we are the right fit for your pet.

Sitter Profile Image: Jenny H.
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Jenny H.
$67
total per day
5.0 out of 5.0 stars
5 reviews
10 years of experience
Harwich, MA, 02645

About: Hi, I’m Jenny! I’m thrilled to meet your canine, feline, or even small animal best friend. Growing up surrounded by animals, I’ve cared for dogs, cats, birds, hamsters, and guinea pigs. I’ve also fostered cats, boarded dogs, and taken courses in animal behavior and cognition, giving me a solid foundation in understanding pets’ needs. I work from home, which allows me to provide flexible and personalized care for your pet. Whether it’s walks to a nearby park, playtime or adhering to your pet’s specific routine, I’m here to make sure your furry friend feels at home. I’m available mornings, afternoons, and evenings. Whether you need daily visits, overnight care, or last-minute help, my flexible schedule allows me to provide the attention your pet deserves. Weekends and holidays? No problem—I’m here for you! Happy to take care of your pet the way you need (e.g., crate, no crate, bathroom outings every 2 hours, scheduled meals, etc.). I’m very flexible and will work with you on any special requests.

Sitter Profile Image: Vitaliia V.
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Vitaliia V.
$32
total per day
14 years of experience
Orleans, MA, 02653

About: I have been taking care of pets since 12 years old, I had a cat and later my mom gifted me a dog, animals making me feel happiness and full of love I am working morning shifts by my other job, my availability is every evening, if I have a day off at my work we can discuss about morning pet sitting My priority goal of taking care of pets is always make sure that animal had a meal and walk well, I am making sure that it made all needed things outside, had some run and play with me, activities is also very important)

Sitter Profile Image: Karissa A.
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Karissa A.
$58
total per day
5.0 out of 5.0 stars
69 reviews
10 repeat clients
4 years of experience
Yarmouth, MA, 02673

Karissa took great care of Eoin, I'll definately trust her with him again!

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Shannon D.
Sitter Profile Image: Sally B.
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Sally B.
$56
total per day
5.0 out of 5.0 stars
6 reviews
2 repeat clients
30 years of experience
Dennis Port, MA, 02639

About: I have taken care of dogs for years and have owned Brittany Spaniels, a Poodle, a Cockapoo, and a Border-Jack. I enjoy caring for dogs and learning about their personalities. I enjoy walking the dogs and live in an area with dog parks and walking trails. My home has a big yard to play catch or just walk in. I take care of pets as if they were my own. I live in South Dennis in a nice neighborhood, with a large yard. I am home on most days and enjoy walking my dog. We like to walk the beach or trails in the area. I have a big yard in a quiet neighborhood. I have a friendly dog that your pets can play with. I can crate your dog if needed. There are dog parks, walking trails and beaches in the area to discover with your pet.

Sitter Profile Image: Stephen W.
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Stephen W.
$45
total per day
5.0 out of 5.0 stars
20 reviews
5 repeat clients
15 years of experience
West Yarmouth, MA, 02673

Steve took great care of Bruce! His house has plenty of space and a nice yard for dogs to play and Bruce had a great time. Thank you, Steve!

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Sean O.
Sitter Profile Image: Glenn & Kirsten K.
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Glenn & Kirsten K.
$84
total per day
4.9 out of 5.0 stars
56 reviews
6 repeat clients
12 years of experience
Eastham, MA, 02642

Glenn and Kirsten took care of my pup, Jesse -- Kirsten took the time to show me around the yard to be sure I was comfortable with it, both made sure to inquire as to what Jesse's needs would be for the day... Thank you!

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Ross L.
Sitter Profile Image: Jennifer C.
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Jennifer C.
$45
total per day
4.9 out of 5.0 stars
31 reviews
11 repeat clients
30 years of experience
West Yarmouth, MA, 02673

About: I have been training dogs since the age of 12. I have successfully titled multiple dogs with AKC show titles, obedience and tracking titles. I am also a certified evaluator for the American Kennel Club. My profession for the last 20 years has been as an emergency/critical care veterinary technician. I started Refined Canine Obedience Training 3 years ago and have many wonderful references available! I would love the opportunity to meet you and your pet. Im very flexable with schedules and specialize in special needs pets. Contact me for a meet and greet! I can also incorporate obedience training and focus work into my walks with your dog to help with consistancy during training. I have experience with all size and breeds of dogs. I have a fully fenced 1/2 acre yard with 6ft stockade. I also have access to a pet friendly beach less then 1/4 mile from my home. I’m home all day so am able to dedicate all my time to playing and caring for your pet. Walks and snuggles are always given! We have a fully fenced 6ft stockade fenced yard for playing safely. We also have 2 individual kenneled areas for those who need extra space

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Over 31
pet parents in Chatham have booked doggy day care

Chatham dog parents share their Rover experiences

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5.0 out of 5.0 stars

Debbie was fantastic! She took care of our 3 dogs all day and did a great job! We look forward to having Debbie come back and dog sit again!

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Jason F.
Doggy Day Care
1 / 1
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The median cost per day for doggy day care in Chatham is $50

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Sitters in Chatham average 5
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chatham on Rover as of Jan 2026 was about $50 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chatham doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, 64 sitters provided doggy day care in Chatham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 97% of Chatham sitters offering doggy day care respond in under an hour.

Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chatham.

Chatham doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chatham sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 64 sitters offering doggy day care in Chatham on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.