Dog Boarding South Dennis

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Over 76
pet parents in South Dennis have booked dog boarding

South Dennis, 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: Caitlin S.
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Caitlin S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 628 reviews
123 repeat clients
29 years of experience
Brewster, MA, 02631

“Caitlin was terrific with our Annie! She has a very warm, calming presence and it’s obvious the dogs respond well to this. I’d happily hire Caitlin again to provide care for Annie while we’re down the Cape.”

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David G.
Sitter Profile Image: caitlin b.
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caitlin b.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 162 reviews
31 repeat clients
35 years of experience
South Yarmouth, MA, 02664

“Caitlin was a g*dsend! My 2 small senior boys had such a nice time with Caitlin's family, and it was our first time with her. We do not live very close, but I will absolutely reach out again if we need a safe, comfy, happy place to stay!”

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Kate W.
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
51 repeat clients
40 years of experience
Brewster, MA, 02631

“Karen was a great host for Bailey. She sent photos and kept us updated pretty much every day. She made sure Bailey was eating properly and got her medication. Thank you!”

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Roy L.
Sitter Profile Image: Chelsea C.
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Chelsea C.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 320 reviews
124 repeat clients
10 years of experience
Harwich, MA, 02645

“Chelsea was lovely! Super easy to communicate with! Took loving care of our standard poodle who came back her happy, relaxed self. Awesome experience.”

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Elizabeth 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 were amazing sitter for our energetic 3yr old doodle boy. They kept me updated with pics and I could tell he was having fun and felt safe and loved. They did an excellent job and I would definitely highly recommend them. Super pros!”

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

“We used Cindi for the first time for our energetic Lab. They definitely kept her exercised and happy and sent her home with a new blanket. She was very responsive and sent regular updates, which is what every dog owner loves.”

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Elena M.
Sitter Profile Image: Alyne R.
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Alyne R.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 236 reviews
84 repeat clients
4 years of experience
Hyannis, MA, 02601

“Alyne was fantastic. We live on the island so accommodating our travel can be tricky but she was great with our schedule. She met us at the ferry to pick up our dog. While we were gone she texted us pictures of our dog playing in the yard with other dogs. We knew our dog was having a ball. Then our return travel got all messed up and she was super flexible with keeping our dog for an extra night. Would definitely recommend Alyne!”

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Graham V.
Sitter Profile Image: Michele E.
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Michele E.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 75 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: 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

“Julie was awesome with Walden! She’s had labs herself for many years so she welcomed him with open arms. He had a great time and would love to have her watch him again in the future. Thanks, Julie!”

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

“Ryan and Leah were amazing sitters for our pup Hammy. It wws our first time using Rover, so we weren’t sure what to expect but the experience with Ryan (and Leah) was so great, they took Hammy on walks through the woods, cuddled with him at home, and generally just took amazing care, with photos and updates throughout. I can’t recommend them highly enough!!!!!!!”

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John A.
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

“Where do I start. this is the 1st time we have used a pet sitter for our dog Delilah. Madaket was our chosen one. Right from the start she was accomandating and helpful. We had to change our drop off plans my son had to drop her off.She stayed intouch with us through our trip,sending pictures and assuring us that Delilah was cared for and happy. Which took a huge weight off our shoulders. Unfortunatly I ended up getting very sick the day before we came home and was admitted to the hospital. We ask if we could extend Delilahs stay. Madaket did not hesitate to accommodate us. She was able to modify our booking for us immediatly. Delilah came back to us happy and exhausted, the way we like it. I cannot say enough Thanks to her in our emergency. She will be my go to sitter from now on.”

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sue d.
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

“Can’t say enough good things about Karen! We just moved here and were so nervous to find a good sitter.. Right off the bat Karen was so gentle and kind with Goldie, sent tons of picture updates, was quick to respond, and I never once felt worried or anxious! Also her dog Juni is the sweetest dog on the planet :) even with their size difference Goldie and Juni became sweet friends!”

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Julie V.
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 and family are amazing! Albus had the best time. Fenced in yard. Extra special walks. Nice photo updates. We could not have been happier. Highly recommend!!!”

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

“Total rock star sitter - could not recommend Kari any more highly! This was only Sadie‘s second time boarding in someone else’s home without me…I learned from my first experience that Sadie does not do great with other pets in the house… and, even though Kari’s was pet free, I was still trepidatious about trying another boarding situation in a strange (to my pup) home. My fears were immediately alleviated upon meeting and seeing Kari interact with Sadie and how she let Sadie explore around her wonderful home. Physical relief was all I felt when I left Sadie with her. Kari kept me informed each day with reports and pictures of what she and Sadie were doing, and I was never worried that Sadie was anxious or anything but completely comfortable. Seriously will make sure that Kari is available anytime I plan anything where I need to leave Sadie with someone for any reason! I think my girl had a great time and definitely was very well cared for. Cannot thank Kari and her family enough! ❤️❤️❤️”

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Francine S.
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: 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 did an excellent job taking care of Tuka! I could tell he was very comfortable with her and her family both when I left him and picked him up. Loved all the pictures she sent! We will definitely use her again!”

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Linda P.
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: 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: Charlene B.
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Charlene B.
$73
total per night
10 years of experience
Dennis, MA, 02639

About: I have an extreme love for all dogs and animals. My home is clean, quiet and safe to care for your dog I have two small dogs myself I am currently working from home partime so I am available all day in my home to take care of your dog. I have two small dogs, myself who are friendly. I have a yard but it is not fenced in. I love to take my two little dogs for walks and will be glad to take your dog separately or with my dogs which ever you prefer. I’m here to offer a safe, loving environment to care for your dog.

Sitter Profile Image: Brooke G.
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Brooke G.
$111
total per night
4 years of experience
Dennisport, MA, 02639

About: I’ve taken care of dogs prior to having kids, in my early 20’s. Summer residents and Nantucket residents where we resided before relied on me to walk and dog sit their pets. I’m currently home full time with my two boys. My oldest will be going into kindergarten in the fall and my youngest will be going to daycare part time and be home home with me the majority so I’m available/flexible. I am responsible and very protective of my kids along with clients pets. I do not have a fenced in yard but I would love to take your pet for nice long walks during the days on leash.

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

Dog parents share their Rover experiences - South Dennis

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5.0 out of 5 stars

Bogey was sad to leave Cindi! This is the first time we have left our dog with anyone other than family and we felt so comfortable leaving him with Cindi. From the first meet and greet Cindi was so thorough and made sure to really get to know Bogey. We got daily updates and photos and it was clear he was very spoiled and happy! Thanks again Cindi, Bogey will be back!

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Alex D.
Boarding
5.0 out of 5 stars

Perfect stay for Bee! Easy communication, beautiful home in a quiet neighborhood. I have no doubt Bee was well cared for. Thank you!

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Greg W.
Boarding
5.0 out of 5 stars

Julie was great taking care of our dog Mae for our son’s wedding in Dennis. We had not met; but I felt totally comfortable leaving Mae in her care. Thank you so much!!

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Robin Z.
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
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Popular requests for dog boarding - South Dennis

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Sitters in South Dennis average 12
repeat dog boarding clients

FAQs for Dog Boarding - South Dennis

Frequently asked questions about Rover

The average cost of Dog Boarding in South Dennis on Rover is $83 per night as of October 2026. Most bookings cost between $55 and $83 per night. 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 188 sitters on Rover offering Dog Boarding across South Dennis. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

93% of sitters in South Dennis can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their South Dennis 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 South Dennis.

<b>Tip:</b> 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 South Dennis 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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