Dog Boarding in South Dennis

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Top rated South Dennis dog boarders

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: Karen H.
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Karen H.
Star Sitter
$63
total per night
5.0 out of 5 stars
152 reviews
38 repeat clients
40 years of experience
Brewster, MA, 02631

My German shepherd Justin had a great stay with Karen. We appreciated the flexibility and communication around his stay. Double check whether there will be other dogs there, as the host was listed as not having dogs, but there were a family member’s two small dogs at the house when I dropped him off.

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Rob M.
Sitter Profile Image: caitlin b.
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caitlin b.
Star Sitter
$56
total per night
5.0 out of 5 stars
137 reviews
27 repeat clients
35 years of experience
South Yarmouth, MA, 02664

Caitlin was very responsive and accommodating with my last minute request to board Pippa. After a quick and successful meet and greet, Pippa stayed with Caitlin for 3 nights. She sent pics showing that she was happy and settled in. Pippa clearly enjoyed her stay with Caitlin's family. We will definitely ask Caitlin for future boarding needs!

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Laurie B.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
$84
total per night
5.0 out of 5 stars
35 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: Caitlin S.
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Caitlin S.
Star Sitter
$66
total per night
5.0 out of 5 stars
567 reviews
107 repeat clients
29 years of experience
Brewster, MA, 02631

We were extremely pleased with the care that Caitlin gave to our dog while we were on vacation! Caitlin is courteous, friendly, a dog lover and extremely competent! We were aware of how our dog was doing the entire time we were away by seeing pictures and videos of our dog at Caitlin’s home. We felt extremely comfortable with her upon our first meeting and she is so accommodating if you want to take your time or if you’re in a hurry either dropping off or picking up. She is conscientious as to what your dog needs and doesn’t need and if they do or do not get along with other dogs. She is just so accommodating and friendly and we would leave our dog with her again anytime! Your dog will have a real friend and companion and caretaker with Caitlin !!

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Stacie H.
Sitter Profile Image: Stephen W.
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Stephen W.
$62
total per night
5.0 out of 5 stars
33 reviews
10 repeat clients
17 years of experience
West Yarmouth, MA, 02673

Both of my elderly dogs love staying with Uncle Stephen! We get photos showing how much fun they are having as well as them enjoying the multiple beds/ sofas/ etc. Highly recommend!

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Kate W.
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
83 reviews
29 repeat clients
25 years of experience
Harwich, MA, 02645

Baci had a very good first visit with Andrea and Bob. It’s obvious that they are warm, caring and love dogs!! Baci settled in nicely, and we received lots of pics from Andrea to keep us up to date on what everyone was up to. The fenced in back yard is something I wish we had at our home, I know he totally enjoyed that! Looking forward to a longer stay in a couple of weeks, I know Baci will do just fine!

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Cynthia & Andrew L.
Sitter Profile Image: Michele E.
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Michele E.
Star Sitter
$56
total per night
5.0 out of 5 stars
69 reviews
20 repeat clients
14 years of experience
Chatham, MA, 02633

Michele was great with Hazel! She was very communicative and sent picture updates throughout the day. She was very thorough in her questions before caring for Hazel, and made sure she knew everything she could to make Hazel comfortable during her stay. Overall, Michele was amazing and would highly recommend!

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Brittany B.
Sitter Profile Image: Clare R.
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Clare R.
$56
total per night
5.0 out of 5 stars
2 reviews
15 years of experience
Dennis, MA, 02660

About: I have extensive experience working with dogs of all sizes. Growing up, my family had large dogs (90+ pounds) for almost all of my life. I have watched and pet-sat for dogs of all sizes in the past few years for neighbors and friends. I’ve recently moved back to the Massachusetts area after a travel-heavy job for the past few years, so no fur babies of my own yet! I look forward to re-exploring some of the wonderful walking trails the Cape offers with your furry friends! I’m currently working as a server part-time, so have plenty of time to play with, walk, and feed your dogs/cats. I am available for boarding or pet-sitting in your home most weeks, and for walks nearly every evening, plus morning and afternoon shifts every Tuesday and Wednesday. I have a large backyard and walking trails within a 10-minute walk from my house, perfect for leashed adventures! I do not have any pets in the house full-time, but may have my parent’s well-trained and friendly rescue in the house on occasional weekends.

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: Chelsea C.
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Chelsea C.
$73
total per night
4.9 out of 5 stars
300 reviews
113 repeat clients
10 years of experience
Harwich, MA, 02645

Chelsea was awesome! We were nervous to leave our pups for the first time, and she made us feel great about their stay! Will definitely book again!

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Savanna V.
Sitter Profile Image: Cindi C.
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Cindi C.
$78
total per night
5.0 out of 5 stars
42 reviews
26 repeat clients
15 years of experience
Dennis, Dennis, MA, 02638

Cindi was absolutely wonderful in caring for our dog Benny. We got daily updates and pictures letting us know how he was doing. The meet and greet was really thorough and made us feel like Benny would be at a home away from home while we were out of town. I would absolutely recommend Cindi to anyone looking for a wonderful pet sitter for their pup!

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

I’m so happy we found Karen, she takes such amazing care of our Goldie and sends us lots of updates. It definitely calms our anxiety (which is high!!) when we have to leave her! It’s also such a relief that Goldie has Juni to hang out with, such a sweet girl.

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Julie V.
Sitter Profile Image: Madaket B.
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Madaket B.
$84
total per night
4.8 out of 5 stars
36 reviews
10 repeat clients
6 years of experience
Harwich, MA, 02645

Madaket welcomed our dog (cavapoo) in and everything went extremely smoothly. She kept him as her own and we had a happy dog waiting for us after at the end of a week's vacation. Communication was very easy and we enjoyed some pics occasionally. No negative comments, I recommend Madaket for taking care of your dog!

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Theresa B.
Sitter Profile Image: Helena W.
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Helena W.
$78
total per night
5.0 out of 5 stars
22 reviews
4 repeat clients
35 years of experience
West Yarmouth, MA, 02673

I cannot say enough positive things about Helena! This was my first time leaving my rescue pup with anyone, and she made it so easy! She sent me daily updates and even dropped Lexi off at my place for me bc I was sick and late to pick her up. I wish I could give more than 5 stars.

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Jen C.
Sitter Profile Image: Alyne R.
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Alyne R.
$62
total per night
4.9 out of 5 stars
228 reviews
79 repeat clients
4 years of experience
Hyannis, MA, 02601

Alyne was super responsive when it comes to booking as well as honest and responsible when taking care of our bulldog. I definitely recommend Alyne to others owners.

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Jennifer H.
Sitter Profile Image: Gianna J.
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Gianna J.
$67
total per night
5.0 out of 5 stars
16 reviews
10 years of experience
West Yarmouth, MA, 02673

Gianna was wonderful! Took great care of our older lab. Easy drop off and pickup, great communication, treated our dog like part of the family. Will use her again for our next trip.

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Torrey B.
Sitter Profile Image: Marcia S.
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Marcia S.
$62
total per night
5.0 out of 5 stars
17 reviews
10 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: William S.
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William S.
$111
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
30 years of experience
Brewster, MA, 02631

Bill and Debbie took wonderful care of Jack! It we were able to have a worry free weekend for our sons wedding as knew he was in excellent hands. They sent lots of photos and videos, which were much appreciated!. We know Jack is a handful so thanks so much!!

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Justine R.
Sitter Profile Image: Kellie J.
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Kellie J.
$67
total per night
5.0 out of 5 stars
17 reviews
6 repeat clients
21 years of experience
Brewster, MA, 02631

Kellie could not be kinder. She was fantastic with taking our new puppy to us as well as our 6 year old. Kellie sent pictures and kept me informed about the dogs. Kellie's home is beautiful clean and the fenced backyard is a fantastic bonus for the little one to run around. Truly such ease of mind to have them there with her and her husband.

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Julie B.
Sitter Profile Image: Jenny H.
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Jenny H.
$111
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
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.
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Over 126
pet parents in South Dennis have booked dog boarding

South Dennis dog parents share their Rover experiences

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5.0 out of 5 stars

Will absolutely book with Caitlin again! Her communication is excellent and I very much enjoyed getting pics of my girl throughout her stay. My dog is a senior and hasn’t been happy in kennel boarding before, but Caitlin was able to meet her needs and keep her content and happy the whole time. Great experience!

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J D.
Boarding
5.0 out of 5 stars

My boy did not want to come home!!! Cindi is always so thorough and detailed about everything. She provided daily updates and pictures. She really gave us a peace of mind when we were away. Soko had amazing time stay with Cindi.

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dldds2001
Boarding
5.0 out of 5 stars

Julie was a great sitter for our Golden Retriever. Her house very welcoming and she truly cares about the dogs she oooks after. I will have our dog at Julie’s house again in the future

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Arthur D.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

We were very excited to find Taylor. We did a meet and greet which went awesome. At the last minute, we had day and time changes for our reservation due to being on vacation and having to work around various other people schedules. Taylor was very accommodating and sent pictures and updates on our princess. She was also very convenient to our vacation stay. We hope to use her again the next time we are at the Cape!

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Jeanine M.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in South Dennis average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in South Dennis is $75 per night, including service fees. Boarding your dog for one week typically costs $525. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most South Dennis dog boarding rates can be found as low as $27 to as high as $83 per night.

If you’re searching for a South Dennis dog boarding 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 Jun 2026, 133 sitters provided dog boarding in South Dennis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 92% of South Dennis dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in South Dennis have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 South Dennis.

Rover makes it easy to find South Dennis dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 133 dog boarding sitters in South Dennis on Rover, so you’re sure to find the perfect match for your dog! In South Dennis, 90% of sitters offer daily exercise, 100% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.