Dog Boarding Chatham

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 56
pet parents in Chatham have booked dog boarding

Chatham, Find top rated dog 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: Michele E.
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Michele E.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 74 reviews
20 repeat clients
14 years of experience
Chatham, MA, 02633

“Michelle was one of the best dog sitters that we have ever used. She created a calm and peaceful atmosphere for our usually nervous dog. As a matter fact, our Dog Winnie would have stayed longer with Michelle and had a good time. Michelle gets a 10 star recommendation from us! As a matter fact, we are going back to the Cape at the end of May, and we’ve already rebooked with Michelle.”

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Andrew S.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$60
total per night
5.0 out of 5 stars
• 625 reviews
122 repeat clients
29 years of experience
Brewster, MA, 02631

“Caitlin, thank you for putting up with me - mama bear for our boxer boy. He does have a separation anxiety and your patience with me and him was amazing. I also appreciate your honestly. Caitlin communicated openly when our dog would not eat or how much exactly ate, so we knew how he was really doing. Not only we received pictures, messages calming me down, but videos as well. We are hoping you will be available for us again!”

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Ieva R.
Sitter Profile Image: Andrea & Bob B.
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Andrea & Bob B.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 96 reviews
32 repeat clients
25 years of experience
Harwich, MA, 02645

“Andrea and Bob are so great! This was our 2nd time using them for our trip to the Cape. This year in addition to our dog they watched last year, they also had our ‘new to us’ rescue pup who came with his own set of challenges. :-) Andrea and Bob were so patient and thoughtful in making sure he was comfortable and happy. From the moment you meet them you can tell they do indeed love all the dogs! I highly recommend them!”

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Carol M.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$59
total per night
5.0 out of 5 stars
• 187 reviews
50 repeat clients
40 years of experience
Brewster, MA, 02631

“Ted's my baby and I ALWAYS get nervous leaving him with someone we've never met. BUT, Karen was incredible from the moment we started texting about his stay. Karen kept me up to date with lots of pics and he always looked happy !!! Would 100% recommend and will definitely use again !!!”

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Colin C.
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 was wonderful! She gave me so many updates without me ever having to ask. I would definitely leave Rex with her again. He seemed very happy and in great spirits when I picked him up.”

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Sarah T.
Sitter Profile Image: caitlin b.
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caitlin b.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 158 reviews
30 repeat clients
35 years of experience
South Yarmouth, MA, 02664

“Caitlin was great to work with and took wonderful care of our pup Lucy. She was very responsive and made sure to provide daily updates with pictures on how things were going. We would definitely use Caitlin again for any boarding needs.”

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Joe D.
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

“This was our first time booking with Chelsea, and it’s such a relief to know we have found “the one!”. Chelsea’s love for animals gave us a sense of comfort and reassurance that our dogs would be in good hands. She sent us updates and was prompt in responding. She even returned freshly washed bedding when one of our pups had an accident. We will absolutely rebook with Chelsea the next time we need a sitter.”

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Cindy G.
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 wonderful. I was sent pictures of my dog Shelby during my 2-week absence. I really appreciated that. It certainly looked like Shelby was enjoying herself. I would highly recommend Madaket as a dog sitter and plan to use her again!”

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Rella R.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
23 years of experience
South Dennis, MA, 02660

“Duck and Daffy loved their time at Julie’s! We’re so thankful to have found a reliable place on the Cape for them and will definitely have them stay with Julie again!”

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Molly R.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
$43
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Centerville, MA, 02632

“Ryan was great with Mila, with sending pictures and even being able to take her for a bit longer last minute without hassle. She looks forward to hanging with him again!”

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Deanna R.
Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
35 years of experience
Sandwich, MA, 02644

“Kari and her family took such great care of our dog, Bogey. Very proactive in communication and I felt completely at ease during my time away from my dog. I wouldn’t hesitate to trust them again with Bogey.”

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Samantha C.
Sitter Profile Image: Karen S.
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Karen S.
$73
total per night
5.0 out of 5 stars
• 61 reviews
18 repeat clients
30 years of experience
Hyannis Port, MA, 02647

“Karen hosted my dog Lulu overnight and was very genial & accommodating as well as an excellent communicator. It was clear that Lulu felt very comfortable with Karen and her sweet dog.”

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Elizabeth E.
Sitter Profile Image: Kellie J.
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Kellie J.
$67
total per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
21 years of experience
Brewster, MA, 02631

“Kellie is WONDERFUL! She took a chance on Mollie, our 3-year-old rescue Sheepadoodle, who would be staying in a new place for the first time without her older "sister" and guiding star, Sophy. We were worried Mollie's quirks would prove too much, but Kellie and her family proved us wrong. They believed in her, reinforced her confidence, and provided a loving temporary home. She thrived in their household the week we were away, and we still see the effects of her new-found confidence. We can't thank Kellie enough!”

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Pam N.
Sitter Profile Image: Zuzana C.
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Zuzana C.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 30 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

“Zuzana was the perfect pet sitter for our miniature poodle, Charly. She communicated quickly and from the very beginning provided a welcoming environment for Charly. Thanks to the photos and videos she sent, we were able to rest assured Charly was in good hands. We hope Zuzana will be available the next time we look for a sitter. Thanks!”

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Dogan P.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 18 reviews
11 repeat clients
25 years of experience
Sandwich, MA, 02563

“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”

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Shelly M.
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

“Cindi is an absolute professional; she is very communicative and organized. Her house is clean and she only takes one family at a time so that she can give your dog(s) all the attention and care that they individually need. A wonderful experience and we look forward to using her again!”

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Sarah M.
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 (and her dogs) took such great care of Boudica during our out of town trip. The photos she sent always put a smile on our faces! I could really tell how much fun our girl had while at the farm.”

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Jennifer & Stephen W.
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: Jenny H.
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Jenny H.
$111
total per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Harwich, MA, 02645

“Jenny took care of Ace within last minute need. She was amazing. Ace liked her from the moment he met her. She kept me in the loop about how Ace is doing and send pictures Proffesional and kind. Thanks Jenny See you in the summer.”

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Orly K.
Sitter Profile Image: Sean D.
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Sean D.
$84
total per night
9 years of experience
Harwich, MA, 02645

About: Hi there! I’m a lifelong dog lover and dependable walker who knows that every pup has their own personality and pace. From high-energy zoomies to slow sniff-filled strolls, I’m happy to tailor each walk to what makes your dog happiest. I also have experience working with reactive dogs, so I know how to keep walks calm, safe, and positive. Whether it’s fresh air, exercise, or just some extra love while you’re away, I’ll make sure your dog feels cared for and comes home with a wagging tail. Think of me as your dog’s new walking buddy — ready for adventure, belly rubs, and everything in between! I work full-time, and am fully remote. My days provide good flexibility to accomodate walks, let-outs, and canine slumber parties. I have a 12 year-old Pyrenees/Border-Collie mix, who loves to get out and move around, so I'm no stranger to the 4-5 walks/day schedule ;) Maintaining your trust, and your furry family member's safety will always be top priority. I will always defer to owners and their guidance, since parents know best! Home care will focus on meals, finding comfortable spots in lieu of a potentially awkward new setting, and lots of love and support. I know how anxious I get when I leave Oreo (my pup) alone for 15 minutes to run an errand, so I hope to alleviate those concerns and ensure that your pup will have a blast.

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The median cost per night for dog boarding in Chatham is $75

Dog parents share their Rover experiences - Chatham

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5.0 out of 5 stars

Michele was great in every way. My dog seemed to have a great time under her care! Thanks so much!

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Brad H.
Boarding
5.0 out of 5 stars

Michelle took amazing care of Vinny for his overnight stay. It was a lovely environment and Vinny felt right at home even though it was his first time meeting her. He was loved and taken very well care of and I highly recommend Michelle to babysit your pet.

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Ann Marie S.
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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Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Chatham

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Sitters in Chatham average 13
repeat dog boarding clients

FAQs for Dog Boarding - Chatham

Frequently asked questions about Rover

The average cost for Dog Boarding in Chatham on Rover is $55.5 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 144 sitters on Rover offering Dog Boarding across Chatham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

90% of Chatham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chatham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chatham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chatham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chatham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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