Cottage vacation rentals in Dennis Port

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Popular amenities for Dennis Port cottage rentals

Cottage rentals with a hot tub

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
4.92 out of 5 average rating, 261 reviews

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

JaimeRating, 5 stars3 weeks 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.
Top 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 stars1 week 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
The exterior of the Hobbit Cottage features a charming design with a mix of natural wood and shingle siding. A small patio area contains two white chairs and a grill, surrounded by a grassy yard and trees, inviting relaxation and outdoor enjoyment.
Cottage in East Orleans
4.99 out of 5 average rating, 80 reviews

Hobbit Cottage with Marsh View

KarenRating, 5 stars3 weeks ago
This was our 3rd time staying at the Hobbit Cottage. It’s become a home-away-from-home for us. Just love the location and the comfortable nature of the place. It’s always clean and welcoming and the marsh in the backyard provides lots of wildlife enjoyment. Brenda is a great host. She’s very attentive and helpful. I just can’t say enough good things about the Hobbit Cottage!
Guest favorite
Cottage in Dennis
4.98 out of 5 average rating, 173 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

KristanRating, 5 starstoday
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 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, 165 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
An open living area showcases high ceilings and comfortable seating options. A dining table with six wooden chairs complements a cozy couch and a glass-topped coffee table. Natural light is filtered through large windows, with views of the covered porch and outdoor space.
Cottage in North Eastham
4.76 out of 5 average rating, 55 reviews

Bright and Open Outer Cape Escape!

JennieRating, 5 stars7 months ago
We love this cozy spot. We have been here before and love it. Defne and Brian are responsive and we are grateful to have a place to come. We will be returning for sure!
Guest favorite
A classic Cape Cod cottage is presented from an aerial view, featuring a spacious deck with a striped umbrella. Surrounding greenery and a manicured yard complement the exterior, while a path leads to the driveway. The cottage exudes a serene, welcoming ambiance.
Cottage in East Orleans
4.9 out of 5 average rating, 59 reviews

Escape to this Peaceful Cottage near Nauset Beach

Ron Grammatic JrRating, 5 stars1 month ago
Great place, fantastic area. Cindy has everything labeled, made it a breeze to find things. And the big binder on the frig was full of useful information. Highly recommended
Superhost
A single-story cape cottage is set against a clear blue sky, featuring a light blue exterior and white trim. The landscaped front yard is adorned with shrubs and flowers, while a welcoming front door stands at the center, flanked by symmetrically placed windows.
Cottage in Yarmouth
4.85 out of 5 average rating, 79 reviews

Summer Cottage Close to Beach! - Dog Friendly

LeonaRating, 5 stars4 months ago
Spent the month of November at this home, enjoying the peace and quiet of the off-season, as many attractions close during this time. Less than a mile walk through the neighborhood to Smugglers Beach! The home is centrally located for exploring the entire cape (about an hour to P-town on one end and Falmouth on the other). Hyannis with its big box stores was 10 minutes away when we needed supplies we couldn't find in Yarmouth. We also drove up to Hingham and took the Ferry into Boston, avoiding the city traffic. The house was so cozy and very cared for by Sakie and Jeff! The couches and beds were comfy. The kitchen had everything we needed. We used the fireplace most evenings. The wifi was excellent for remote work. It was too cold to enjoy the backyard, but so nice that it was fenced in for our dog. Sakie and Jeff were the perfect hosts, checking in to ensure we were okay and quick to answer any questions. We loved our stay here and highly recommend it!
Top guest favorite
A comfortable living space is presented with a gray sofa adorned with throw pillows. The adjoining kitchen is visible, featuring modern appliances. Art pieces and decorative items enhance the walls. Natural light illuminates the room through a nearby window, creating a welcoming atmosphere.
Cottage in West Yarmouth
4.98 out of 5 average rating, 108 reviews

Charming cape cod cottage

LaurieRating, 5 stars6 months ago
Ana’s home is adorable and had everything we needed for our brief stay. We enjoyed peaceful walks down to the water and coffee on the patio. The house was spotless and filled with fun things to look at, interesting books and cool artwork. The outdoor shower in October was a dream! We wished we could stay longer and would definitely stay here again.
Superhost
A bright interior showcases a cozy sleeping area featuring a decorated bed with blue bedding. A charming armchair sits nearby, and large sliding doors lead to an outdoor brick patio. Natural light from the window enhances the welcoming atmosphere.
Cottage in Harwich Port
4.87 out of 5 average rating, 69 reviews

Cozy Storybook Cottage-Cape Charm, Dog Friendly

RebeccaRating, 5 stars6 months ago
This was our second time at Peter’s place. Can’t beat the location for stay in Harwich. It has everything we need and is incredibly cozy for 2 guests.

Private cottage rentals

Guest favorite
A spacious outdoor deck is illuminated by string lights. A large umbrella provides shade over a wooden picnic table, while lounge chairs can be seen in the background. The tranquil setting is surrounded by greenery, creating a relaxing atmosphere for outdoor gatherings.
Cottage in Yarmouth
4.89 out of 5 average rating, 35 reviews

"Shore Beats Work"- Cozy mid-Cape Cod cottage

AthmaRating, 5 stars5 months ago
Great stay that matched the description. Julie was an excellent host.
Superhost
A sandy beach is visible with gentle waves lapping at the shore. The calm blue water extends to the horizon, interrupted by a few rocks. The sky is clear with a hint of clouds, creating a serene coastal atmosphere.
Cottage in Dennis Port
4.76 out of 5 average rating, 21 reviews

Cape Dreams: Beach cottage, 2BR, private beach

johnRating, 5 stars8 months ago
I grew up in Dennisport and this was my first time coming back in as many as ten years. Brads place captures all the charm of old school Cape Cod, coming from a real deal born and raised Dennisport local. I absolutely can’t wait to come back! Thanks for being flexible with me when I needed to extend my trip, Brad! -johnny
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 illuminated by warm string lights, creating a welcoming ambiance. A small seating area with two chairs is positioned near a flower bed. The front door features a decorative light fixture, and a pathway leads to the entrance.
Cottage in West Yarmouth
4.95 out of 5 average rating, 83 reviews

Cozy 1-bedroom cottage

SamRating, 5 stars6 months ago
We loved our stay, everything was clean and very comfortable. The host is terrific and responsive. Great location and nearby amenities, the neighbors were all very friendly. The location was perfect for a visit to cape cod. I would definitely stay here again, I can’t say enough how much we enjoyed our stay!
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 stars7 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
Superhost
A direct view of the ocean is framed by a wooden walkway leading from the cottage. Two white Adirondack chairs are positioned on a grass area, offering a relaxing spot to enjoy the scenery. The sky is clear, highlighting the tranquil water.
Cottage in Dennis Port
4.81 out of 5 average rating, 31 reviews

Ocean view with private beach

RandyRating, 5 stars7 months ago
We had a great time at Jonathan's place despite two consecutive days of rain. Jonathan went way beyond the normal level of service anyone might expect in renting a home through AirBNB, doing everything within his power to ensure we had a great stay. He was great in his turnaround time on every inquiry we made and delivered on every promise and then some. Randy and Tami
Guest favorite
A sunroom is filled with natural light from multiple windows. A spacious sectional sofa and a wooden coffee table provide ample seating and surface area. A lamp sits on a side table, and a sign reading 'BEACH HOUSE' adorns the wall.
Cottage in Dennis Port
4.93 out of 5 average rating, 30 reviews

Pleasant 2BR cottage | big yard | walkable 2 beach

AmyRating, 5 stars8 months ago
We recently had the pleasure of staying at 27 Pleasant St in Dennisport, and it was nothing short of perfect. The cozy space brought back fond memories of past summer getaways, with its proximity to the beach and its welcoming, homey feel. The cottage was the ideal blend of old charm and modern comfort, offering everything we needed for a relaxing few days. From morning coffee on the patio to evening strolls to Sunday School for ice cream, we created incredible new memories that we'll cherish for years to come. A heartfelt thank you to Susan as her hospitality made our stay even more special. Their thoughtful touches and attention to detail made us feel right at home, and she was always available to answer any questions. If you're looking for the perfect spot in Dennisport, I highly recommend renting this lovely cottage. It's a little slice of paradise that invites you to relax, unwind, and make unforgettable memories of your own.
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
4.9 out of 5 average rating, 20 reviews

Cozy Cottage

BrianaRating, 5 stars1 week ago
Loved our stay at Betty’s place in Brewster! It was a cute area but also close enough to Hyannis and Provincetown to go visit both places for a day. Cute local coffee shop and food around. The Airbnb itself was perfect for two people who were in and out exploring the area but also wanting to come home to something cozy! We would highly recommend this Airbnb for anyone looking to visit Cape Cod!

Quick stats about cottage rentals in Dennis Port

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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