Cottage vacation rentals in Dennis

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Popular amenities for Dennis cottage rentals

Cottage rentals with a hot tub

Guest favorite
The private hot tub is set within a fenced area, featuring a sleek design with various jets visible in the spacious tub. Natural light reflects off the water surface, while greenery decorates the surrounding fence, creating a serene atmosphere.
Cottage in Sandwich
4.9 out of 5 average rating, 203 reviews

Gold Anchor Cottage - private hot tub getaway!

ChrisRating, 5 stars1 week ago
This was the absolute perfect find for our family to spend just shy of a week for our kids spring break from elementary school. being from Connecticut we really enjoy spending time at the Cape and have been a number of times mostly utilizing Airbnb. usually we travel in a group of 8 to 10 but only had five of us this time. This place was the perfect size and layout for our needs and the hot tub was a special plus that came in handy after spending time on the local beaches taking walks and playing with kids. The beds were comfy and the technology (TV, WiFi, and climate control) we're nicely up to date and worked great. The hot tub & fire pit were easy to operate and added a luxury feel! The hosts were very responsive and super polite and helpful. My son left something behind and they were very responsive, diligent in finding it, and went out of their way to make sure we got it back. We will definitely keep this place and hosts as a favorite for future visits to Sandwich!!
Superhost
The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.
Cottage in Sandwich
4.91 out of 5 average rating, 262 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

JaimeRating, 5 stars1 month ago
We had a wonderful weekend away. The location is amazing with a short walk to the beach. The house was exactly as described and we were so impressed with the quick communication!
A shaded outdoor dining area is present, featuring a red patterned tablecloth over a circular table. Two white chairs are positioned alongside the table, with a striped umbrella providing protection from the sun. A grassy yard and wooden fencing serve as the backdrop.
Cottage in Dennis Port
4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

JacobRating, 5 stars20 months ago
Mazie was great host and her place was perfect for our family. Walkable to beach. The kids could ride their bikes on the dead end road and they had a little candy and Icecream store they liked to bike to not far. The inside was great. We had four kids and our two youngest loved the little loft area as their room. The backyard was great for relaxing grilling and the outdoor shower was perfect to have for back and forth trips to the beach all day. Mazie was a great host and we are grateful for our stay at her beautiful home.
Guest favorite
Cottage in South Dennis
4.96 out of 5 average rating, 112 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

MandieRating, 5 stars2 weeks ago
We had such a great time visiting Cape Cod. Christina was an awesome host, and the home was lovely. My kids loved the hot tub, and the costal decor. I appreciated the well stocked kitchen and personal touches. Great mid cape location!
Guest favorite
A private hot tub is illuminated with soft blue lighting, surrounded by a wooden fence that offers privacy. Pathway lights enhance the serene atmosphere as twilight descends, providing a cozy setting for relaxation.
Cottage in Sandwich
4.9 out of 5 average rating, 207 reviews

Blue Anchor Cottage - private hot tub getaway!

JodiRating, 5 stars1 week ago
Perfect cottage that is cozy, comfortable, and clean. Nice little walk to a gorgeous beach. Wonderful hot tub to relax in at the end of the day or with your early morning coffee. I visited in April and truly enjoyed the solitude and quiet. Cute shops and friendly locals. Definitely recommend visiting the Boardwalk (over the marsh leading to the beach), Sundance (vacation clothing perfected), and the Cancer thrift shore (filled with hidden gems)! If you have littles the Green Briar Jam and Nature Center is adorable with a cute, short hike with pictures and signs through a wooded area.
Guest favorite
A view from the dock extends across the calm water of Sand Pond, with lush trees lining the opposite shore. The clear blue sky is reflected in the water, creating a tranquil atmosphere. Two wooden posts stand towards the edge of the dock.
Cottage in Harwich
4.83 out of 5 average rating, 24 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

StephenRating, 5 stars8 months ago
First, Art was great to work with: near immediate helpful responses. The home is as described but still bigger than we imagined. Second was the location: right on Sands pond with a dock and boats we could use. It's on the end of a cul de sac with direct access to hiking trails and cranberry bogs that the dog (and us) really appreciated! Easy access to all Cape attractions - you can't go wrong with picking this home for your Cape experience!
Superhost
An outdoor area features white Adirondack chairs arranged around a stone fire pit, filled with firewood. The scene overlooks a calm river lined with trees, under a clear blue sky. A boat is visible in the distance, enhancing the waterfront view.
Cottage in Mashpee
4.9 out of 5 average rating, 31 reviews

The Front Cottage: Waterfront/Dock/Hot tub

KristinRating, 5 stars2 months ago
We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!

Pet-friendly cottage rentals

Top guest favorite
A cozy living area is showcased, featuring a light blue accent chair next to a small lamp. A flat-screen TV is positioned on a cream entertainment unit. The grey sofa provides ample seating, while a round coffee table sits in the center, enhancing the inviting atmosphere.
Cottage in Bourne
4.97 out of 5 average rating, 234 reviews

Beach Cottage, without going over bridges to Cape!

AnyceRating, 5 stars1 week ago
Beautiful, peaceful and one of the very best place to stay for tranquility. Host was very responsive and notified us that we could check in early without having to request. Such a wonderful message to receive to start a nice weekend away. Making us so comfortable to stay at this amazing cottage. If anyone reading this is looking for a relaxing, cozy cottage with a great host, then this is your place!
Guest favorite
Cottage in Sandwich
4.85 out of 5 average rating, 390 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

CarolRating, 5 stars2 days ago
Had a wonderful long weekend at the cottage. Weather wasn't perfect but the beautiful location, and nice beach walks made up for it. The cottage was perfect for us and being able to bring our dog was a big bonus. The beach and surrounding area where cottage is located was quiet and peaceful yet close to many great restaurants, shops, breweries, and groceries. If you can appreciate a quintessential Cape Cod cottage, you'll love this place. Susan was always super responsive and a pleasure to deal with.
Guest favorite
Cottage in Dennis
4.98 out of 5 average rating, 174 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

KristanRating, 5 stars6 days ago
We had a wonderful stay at Victoria’s place. The cottage was very clean and had everything we could need. We love that it is pet friendly as our dog travels with us everywhere. We love the extra added touches of treats for us and our dog. The lake and surrounding area is absolutely beautiful and the neighborhood was very peaceful. This is our second stay at Victoria’s place and we will definitely be staying again!
Guest favorite
A charming guest cottage is set amidst lush greenery and surrounded by a well-maintained lawn. A welcoming entry is enhanced by a swinging bench on the left, while the exterior features clapboard siding and a variety of shrubs and plants near the front door.
Cottage in Tisbury
4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

AudreyRating, 5 stars6 months ago
We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!
Guest favorite
The charming beach cottage features a light-colored exterior with multiple windows, framed by lush greenery and well-maintained bushes. A grassy lawn leads to the entrance, with a clear path visible and surrounding trees providing a natural backdrop.
Cottage in Bourne
4.79 out of 5 average rating, 103 reviews

Adorable Gray Gables Beach Cottage

MichaelRating, 5 stars6 months ago
Great location and the house was exactly as described. Perfect get-a-way. Particularly enjoyed the short walk to the beach for sunrise and sunset strolls!
Guest favorite
A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.
Cottage in Chatham
4.95 out of 5 average rating, 166 reviews

Cape Cod Classic Cottage Near Forest Beach

NancyRating, 5 stars1 month ago
I stayed at the Chatham Cottage for three nights with my sister and niece. It was a girls’ weekend in late March. The neighbors and street traffic were quiet. We stayed in most of the time watching movies. There are a few restaurants close by and we went out a couple of times to eat. The beach is close and walkable from the cottage. All the rooms were very clean. The beds were very comfortable and there was plenty of linens and towels. The kitchen had essentials, coffee, olive oil, salt, etc. We brought all our food and snacks from home, even though there is a Stop and Shop nearby. Anything you may have forgotten to bring will probably be in the cottage. Meaghan offered early check in and late checkout since the cleaners finished early and were returning after 11:00 on the check out day. We all enjoyed our stay.
Guest favorite
Soft waves gently lap against smooth stones along a sandy beach. The tranquil water reflects the pastel hues of the sky, creating a serene coastal scene. In the distance, small waves ripple towards the horizon.
Cottage in Plymouth
4.96 out of 5 average rating, 115 reviews

Coastal Cottage — 7 min walk to private beach

KylieRating, 5 stars3 days ago
Cannot say enough good things about the stay and the hosts. The place was beautiful and clean, conveniently located and we loved the short walk to the beach. We spent each day exploring a different city, and we felt perfectly located to be in a comfortable, peaceful area away from everything but not too far from anywhere we wanted to go. Pups loved the yard, lots of room for them to run and play. The hosts were friendly and helpful. Couldn’t have picked a better place for the first vacation with our baby.
Superhost
A dock is shown by the tranquil lake, featuring three metal lounge chairs positioned for relaxation. A small white boat is moored nearby, while a person is seen paddling in a kayak a short distance from the dock. Surrounding nature adds to the serene atmosphere.
Cottage in Wareham
4.86 out of 5 average rating, 148 reviews

Onset beach, Cape code.Private Waterfront cottage

CherylRating, 5 stars2 months ago
We loved our stay at this lake house for I think was our third visit. It is super clean and so relaxing every time we go. One of the best parts is we get to bring our 2 dogs with us. The host, Van, is always very responsive and accommodating. I'm sure we will go back for a fourth visit sometime soon! :)

Private cottage rentals

Top guest favorite
A spacious backyard is shown, featuring well-maintained green grass and a variety of trees and shrubs. The setting is surrounded by lush greenery, with a hint of colorful flora in the distance. Bright clouds are visible in the blue sky above.
Cottage in Woods Hole
4.97 out of 5 average rating, 89 reviews

Cape Cod Cottage Getaway!

JakeRating, 5 stars6 months ago
It’s even better than the pictures, trust me. Prime location between beaches, restaurants, activities (like aquarium), and the ferry to Martha’s Vineyard. It’s exactly where you want to stay when visiting Cape Cod. We stayed for several nights with our kids and immediately fell in love. Marcy is the perfect host. You can’t go wrong with this place — book with confidence.
Top guest favorite
A bright interior showcases a combined living and sleeping area, featuring a spacious bed with patterned bedding. A dining table with two chairs is positioned near a flat-screen television. Two comfortable chairs provide additional seating, while natural light filters in through wide windows.
Cottage in North Eastham
5 out of 5 average rating, 37 reviews

Cape Cottage Escape

DavidRating, 5 stars6 months ago
My wife and I were delighted to stay at this cozy cottage on Cape Cod. Everything from the charming decor, meticulous landscaping, and irresistible porch swing made us feel like we were staying somewhere special: a place both familiar yet new. We look forward to returning and enjoying this little gem on the Cape again soon!
Guest favorite
The exterior of the cottage is showcased, featuring a wooden deck with white railings. A blue front door is visible, and the shingles add texture to the facade, while surrounding greenery is present, creating a natural setting.
Cottage in Dennis Port
4.96 out of 5 average rating, 26 reviews

Private 2BR escape, amazing central location

ChelseaRating, 5 stars7 months ago
We stayed here for our anniversary and had a wonderful time! Location was very convenient and the nearby restaurants were really good. The place was very clean and comfortable would definitely recommend.
Top guest favorite
A serene beach scene is depicted, featuring soft sand leading to calm waters. A rocky jetty extends into the sea, creating a natural pathway. The sky is clear with a gentle blue hue, while distant clouds can be seen on the horizon, enhancing the tranquil atmosphere.
Cottage in Dennis Port
4.96 out of 5 average rating, 28 reviews

Bo's Place

SharonRating, 5 stars8 months ago
We had a perfect week at Bo’s place. The weather was beautiful and the walk to the beach was nice. We loved how close to lots of activities we wanted to do the cottage was. The cottage itself was cute and just the right size for my sister and I. The outdoor shower was awesome!! I would definitely book this place again. Sharon and Lynne
Guest favorite
Cottage in Plymouth
4.94 out of 5 average rating, 51 reviews

Cozy 2-bedroom Cottage by the Pond

JamieRating, 5 stars6 months ago
Leah responded to my booking request within minutes. This was so important because our previous reservations fell through. This was a last-minute booking and I’m so thankful that I was able to find such a wonderful location. Everything that was in the listing was accurate and we felt right at home after an easy check-in process. I cannot thank Leah and Brandon enough for their willingness to let us rent their beautiful cottage last minute. The home is fully stocked with anything that we may have needed. It was a little chilly, but the space heaters were enough to get us through the chilly nights. My kids and I were able to watch Halloween movies on the TV while gazing at the full moon from the skylight above in the living room. I’m looking forward to going back to Massachusetts in the future. There are so many different things that this town and surrounding towns offer.
Guest favorite
A bright nook features a white shelving unit containing neatly arranged towels and decor. Wall art with 'ON BEACH TIME' adds a coastal touch. Natural light filters through the window, illuminating the space, which includes a visible bathroom doorway beyond.
Cottage in Brewster
4.91 out of 5 average rating, 22 reviews

Cozy Cottage

KathrynRating, 5 stars1 week ago
We had a wonderful few days at Betty’s cozy cottage in Brewster. Centrally located near a supermarket, restaurants, and the Cape Cod Rail Trail. It was easily accessible from the main highway and convenient for day trips around the Cape. The cozy cottage is set in a small neighborhood of other cozy houses. Upon arrival Bruce had left a note with a few issues for us to beware of during our stay. The front storm door had to be manually closed due to a broken piston. Also, the mini split wasn’t working but luckily there was electric baseboard heat available. The cottage is right off the main road and could hear some road noise of vehicles passing during the night. Overall, the space was clean and just enough for two people. We enjoyed having a small kitchen with a stove, oven, fridge, coffee maker, and sink to prepare meals. We also used the grill during our stay. We would definitely consider staying here again.
Guest favorite
A sandy beach edge meets a calm bay, where gentle waves lap against the shore. Lush greenery borders the water, with distant homes peeking through the trees. A clear blue sky is dotted with soft clouds, enhancing the serene coastal landscape.
Cottage in Buzzards Bay
4.95 out of 5 average rating, 44 reviews

Direct Beach Access Cape Cod Cottage

CharlotteRating, 5 stars7 months ago
Loved it. Adorable place. Stocked with things you’d might forget. Awesome time. Very thoughtful host.
Superhost
An aerial view captures a charming cottage surrounded by lush gardens, highlighted by blooming hydrangeas. A small circular patio with a blue market umbrella is visible, alongside a well-maintained gravel path. A driveway leads to a separate small structure, completing the serene outdoor ambiance.
Cottage in Yarmouth Port
5 out of 5 average rating, 3 reviews

"Wharf Cottage" Idyllic Cape in Yarmouth Port

RachelleRating, 5 stars9 months ago
To say that Wharf Cottage is idyllic is an understatement. This cottage is a dream. Wharf cottage is not your average Airbnb. This is a thoughtfully curated & designed home that provides a bespoke experience, unlike anything else. We have stayed at more than 40 different Airbnb’s & other rental properties and Carol’s place is the only one that actually brought tears to my eyes. We came to Cape Cod from California for a week for the hydrangea festival. We chose Wharf cottage because it was surrounded by hydrangeas & I loved the decor. When we pulled up to the home, the hydrangeas were in full bloom, & it was breathtaking. The whole property is lovely. The inside of the home is absolutely charming and very well done. The neighborhood was very quiet & peaceful. Carol had lots of great recommendations for places to eat & we ate at most of what she recommended. Despite her well appointed kitchen we didn’t cook one meal. Take route 6A whenever you can. Trust me. Until next time!

Quick stats about cottage rentals in Dennis

  • Total rentals

    190 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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