House Sitting in South Dennis

Find a loving house sitter to watch over your pets and your home.

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Top rated South Dennis house sitters

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: Helena W.
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Helena W.
$89
total per night
5.0 out of 5 stars
22 reviews
4 repeat clients
35 years of experience
Dennis, MA, 02670

Helena was fantastic. She did a great job watching my dog. Very affectionate and loving, neat and tidy around the house, great communicator, gave him his medication. Just a fantastic experience with Helena. Highly recommend.

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John S.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$100
total per night
5.0 out of 5 stars
152 reviews
38 repeat clients
40 years of experience
Brewster, MA, 02631

Karen communicated wonderfully, followed our requests and send photos of the babies. We were super pleased with her and will be having her back again soon next time we are away!

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Emily H.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$36
total per night
5.0 out of 5 stars
33 reviews
9 repeat clients
17 years of experience
Brewster, MA, 02631

Emily was great! She watched my dogs for the weekend and made sure they were well taken care of! She let me know when she stopped by and made sure they had plenty of play time, food, water, etc.. if you need a reliable sitter I would highly recommend Emily!

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Colin F.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$134
total per night
5.0 out of 5 stars
567 reviews
107 repeat clients
29 years of experience
Brewster, MA, 02631

While we were away for a medical procedure, our 15 year old dog became quite ill, requiring lots of attention and complex caregiving — and house cleaning — as well as comforting. Caitlin managed all parts of this VERY difficult booking, which was much more than she bargained for, with competence and grace , and kept her safe and comfortable while we scheduled the Vet and raced home. We were so relieved to have such close and competent attention for our little girl, and grateful for Caitlin‘s grace and confidence at a precarious time. We can’t say enough good about Caitlin and we can’t thank herenough.

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Mary R.
Sitter Profile Image: Zack B.
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Zack B.
$78
total per night
4.9 out of 5 stars
15 reviews
1 repeat client
20 years of experience
Yarmouth Port, MA, 02675

Zack is amazing ! He did a housesitting overnight stay with our dog Rony for 5 days - i really appreciated that he confirmed and checked on details in advance. He was great about sending pics of Rony while we were on family vacation. Zack left our place spotless and our dog very happy! Highly recommend and will be using his services again.

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Nataliya T.
Sitter Profile Image: Dana S.
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Dana S.
$111
total per night
5.0 out of 5 stars
15 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

Dana was an A++ sitter, and I can't recommend her more highly. Our two pups loved her immediately! Our older dog has dementia and a heart condition, requiring a lot of care and medication--Dana handled it like a pro. She also send us pictures and updates regularly. Knowing that our dogs were in such capable hands allowed us to really enjoy our weekend away.

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Heather L.
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: Sharon C.
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Sharon C.
$100
total per night
5.0 out of 5 stars
29 reviews
8 repeat clients
45 years of experience
Barnstable, MA, 02630

Sharon was wonderful with watching and bringing our dog to our wedding. She clearly really cares about dogs and making sure they are comfortable and well cared for. We felt very comfortable with leaving him in her capable hands. We will certainly have our dog stay with Sharon again when we are back on the cape! We can’t recommend her more! Thank you Sharon!!

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John B.
Sitter Profile Image: Angela M.
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Angela M.
$84
total per night
5.0 out of 5 stars
7 reviews
6 years of experience
Harwich, MA, 02645

It's been a minute since I used Rover (eight or nine years goes by quick). I had a great Rover sitter out West many years ago when there was no whites on his face, butt, and paws. He was just a black pup then. He walked, ran, and leapt pain-free. 'Mack', like his owner, has just simply gotten older, and is described with whatever adjectives come with the word, 'old' since. Enter Angela. I reached out to her a couple weeks before I was leaving for a week, and she responded promptly. She came to my house a few days later, over the weekend, to meet him. Mack is vocal, overly so at times, and is protective of me, in spite of my attempts to dissuade that behavior, constantly, for 13 years. Get near me, he barks. Just the way it is. Angela gave him a treat here and there while being unwavered and kind to him. He was nipping her heels as I showed her around my place... ...still unwavered and kind. I knew she was the right person, and she took the job which was staying at my house with him for a week. She walked the old man every day, took excellent care of my house (absolutely not asked of her), easily navigated a farmer's dog diet, and fired happy/action pictures of my dog to me every evening. He was definitely loved. He showed his belly in return. He doesn't do that for just anyone. I could tell he was kinda bummed it was me in charge again when I returned. I wanna keep Angela to myself, but it's only fair to recommend her. She's responsible, beyond trustworthy, and truly great with doggies! Highly recommended!

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Gregory P.
Sitter Profile Image: caitlin b.
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caitlin b.
Star Sitter
$84
total per night
5.0 out of 5 stars
137 reviews
27 repeat clients
35 years of experience
South Yarmouth, MA, 02664

About: I have had dogs and cats all my life . I’m experienced walking large and small dogs. I love animals and have 2 dogs of my own ! I am also certified in Pet CPR and first aide ! I am currently working part time and have plenty of time to take care of your pet. I love to walk and be outdoors . I will treat your pet like they were my own ! I will respect your home and privacy . I am very reliable and a hard worker .

Sitter Profile Image: Jackie D.
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Jackie D.
$111
total per night
5.0 out of 5 stars
20 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

Jackie is the best! She stayed at our house with our babies for 8 nights while we were overseas, and Brenda and Dylan just loved her. She sent tons of photos and was in touch every day so we knew what they were up to. And she even baked them homemade dog biscuits! Cannot recommend her highly enough!!

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Sean K.
Sitter Profile Image: Panayiote L.
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Panayiote L.
$177
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
South Dennis, MA, 02660

Such a caring, kind and conscientious person. I cannot recommend Panny enough. We went on a three week trip to Africa and came home to a calm dog and a spotless home. I have been hiring dog-sitters for 30 years and Panny made them all pale by comparison.

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Cheryl P.
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
Harwich, MA, 02645

About: I have taken care of dogs my entire life. My family has always had multiple dogs in our home and a house isn’t a home without a dog. For years I have cared for friends and family dogs while they were either at work or vacation. Now that I am retired I have a lot more time to give helping others who need support to care for their dog. I am available all hours of the day and night. I can pick up dogs or they can be brought to my home. I am semi retired and this allows me lots of flexibility in my schedule. I have a fenced in yard that backs up to conservation land that I use to exercise my own dogs. If allowed by owner, walks on the beach at low tide is a favorite activity for our dogs. During the summers I walk the many trails this area has to offer, many with ponds the dogs love to swim in.

Sitter Profile Image: Skyla P.
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Skyla P.
$100
total per night
5.0 out of 5 stars
26 reviews
8 repeat clients
9 years of experience
Harwich, MA, 02645

Skyla was great! She confirmed our plans and any instructions beforehand, and kept us updated with pictures and notes. She stayed at our house and everything was left in good order - including a very happy dog:)

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Karen C.
Sitter Profile Image: Hayley R.
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Hayley R.
$89
total per night
15 years of experience
Brewster, MA, 02631

About: I’ve grown up with dogs of all kinds—big, small, energetic, and everything in between! From Huskies to Pitbulls, I’m comfortable with every breed and always provide loving, respectful care. I work full-time during the week but am available for evening visits after 5:30 PM. Most Saturdays I’m available after 1:00 PM, and I’m fully available on Sundays. I’m very reliable and love keeping pet parents updated so you always feel comfortable and confident. While I don’t offer pet care in my own home, I’m happy to care for your pet(s) in the comfort of your home where they feel most safe and relaxed. I follow all care instructions closely and can accommodate feeding schedules, medications, litter box care, playtime, and plenty of attention. I’m also available for overnight stays if needed.

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
$84
total per night
5.0 out of 5 stars
4 reviews
3 years of experience
Barnstable, MA, 02630

About: I have worked in a doggy daycare for about 3 years and have run all in-home services for about 2 years. I have experience with many different breeds and ages of dogs! Dogs run my life and I’m ready to meet some more pups! I work in the morning in a doggy daycare and do whatever in-home services are needed through the daycare but when I’m free, I’m looking to fill the time with more pups! I have a very friendly golden doodle who is great with other dogs. I also a huge backyard for them to run and play and a great pet-friendly neighborhood near the beach for walks. And in other clients homes, I can do whatever makes the dog comfortable!

Sitter Profile Image: Rachael H.
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Rachael H.
$123
total per night
5.0 out of 5 stars
37 reviews
8 repeat clients
8 years of experience
Dennis, MA, 02638

It was great having Rachael here with our dogs while we were away. She sent lots of photos to let us know the dogs were happy. She is super responsive to messages and I felt very comfortable with all of our interactions. I highly recommend her!

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Elizabeth W.
Sitter Profile Image: Hannah M.
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Hannah M.
$89
total per night
6 years of experience
Harwich, MA, 02645

About: I’ve taken care of neighbors dogs as well as friends and family. They’ve been all sizes from big to small and all different breeds. I’ve also had a family dog and cat my whole life and I’ve helped to care for them ever since I was little. I’m currently working to find a new job after doing seasonal work, so I have ample time currently. Once I find a job I will likely be off weekends with the most free time then. I live with my parents and they have a fully fenced in yard, perfect for roaming and running around to play if your pet came to stay.

Sitter Profile Image: Caroline D.
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Caroline D.
$89
total per night
4.8 out of 5 stars
29 reviews
5 repeat clients
20 years of experience
Orleans, MA, 02653

Caroline was amazing! Took the time before housesitting for an in depth phone call and then a meet and greet with Charley to go over all details. Was wonderful with our dog, taking her on daily hikes and adventures and sending lots of communication and photos. Treated our home like her own, even watering our plants while we were away! Definitely recommend!!

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Megan E.
Sitter Profile Image: Rich H.
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Rich H.
$100
total per night
5.0 out of 5 stars
14 reviews
6 repeat clients
35 years of experience
Harwich, MA, 02645

About: We recently moved to Harwich from Bedford, MA in Oct 2024. We love taking walks and taking car rides with our Goldens to try new trails or beaches that are pet friendly and meet other dogs and Pet Owners My Wife and I are recently retired now living in Harwich and are avid walkers. We love taking walks on the beach, Thompsons Field and neighborhoods. Our Golden has the common area free to roam and we crate her at night. We have a runner off back deck that we use while outside with her. Never let her loose unless we are with her.

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Over 49
pet parents in South Dennis have booked house sitting

South Dennis pet parents share their Rover experiences

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5.0 out of 5 stars

Morgan took great care of our pup, Louis!! We felt comfortable leaving him in her capable hands. She took him for daily walks, worked on his socialization with other dogs and people, and even taught him how to bring a little bit of sunshine to a neighbor in need.

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Diane D.
House Sitting
5.0 out of 5 stars

Marjorie was clearly amazing with dogs, responsible and communicative. She went above and beyond to make sure feel reassured and comfortable leaving her overnight with a new person for the first time. Winnie had a blast with her and her dogs!

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Arden W.
House Sitting
5.0 out of 5 stars

Panny was a wonderful sitter for my Matilda. He has a really calm disposition that lends itself to pets being relaxed with a stranger. I will definitely be reaching out to him again when I’m in town. Thanks Panny!

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Nick
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets 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 house sitting 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 house 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.

Sitters in South Dennis average 2
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in South Dennis on Rover as of Jun 2026 was about $75 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a South Dennis house sitter for the first time, visit the house sitter’s profile and select the Contact button.

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

As of Jun 2026, there are 223 house sitters in South Dennis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of South Dennis house sitters respond in under an hour.

House sitters in South Dennis have an average of 16 years of experience. House sitters with repeat customers have an average of 2 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in South Dennis.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. South Dennis house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.