Cottage vacation rentals in Dennis Port

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Popular amenities for Dennis Port 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 East Sandwich
4.9 out of 5 average rating, 209 reviews

Gold Anchor Cottage - private hot tub getaway!

JaneRating, 5 stars5 days ago
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.
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 East Sandwich
4.92 out of 5 average rating, 271 reviews

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

LydiaRating, 5 stars2 weeks ago
Teagan’s place was exactly as described. Had a girls trip memorial day weekend and the spot didn’t disappoint. There were enough beds to accomodate us, it was spacious and very clean. We could see the beach path through the sliders and we were able to walk right down to the beach. Unfortunately there was a huge storm during half our trip but the cottage was such a cute spot to just chill and relax while waiting out the storm.
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 stars22 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
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
4.84 out of 5 average rating, 25 reviews

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

AshleyRating, 5 stars6 months ago
Art is simply amazing to deal with for a host very responsive, home is beautiful right on the lake plenty of room for 2 -3 families..this is our 3rd year staying and hands down our favorite airbnb.
Guest favorite
A private hot tub is situated within a fenced area, featuring multiple jets and a control panel. Natural light filters through surrounding trees, creating a serene atmosphere. The tub's surface reflects the sun, inviting relaxation.
Cottage in East Sandwich
4.91 out of 5 average rating, 218 reviews

Blue Anchor Cottage - private hot tub getaway!

CarmenRating, 5 stars1 week ago
Very good place Cousy my husband and I love the jacuzzi my favorite part!❤️ ..I didn’t really like the patio kinda of simple but other wise everything was good well recommended for a couples!

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 Sagamore Beach
4.97 out of 5 average rating, 240 reviews

Beach Cottage, without going over bridges to Cape!

LouiseRating, 5 stars2 days ago
This is our second time staying at Kendra’s cozy home. So clean and cozy felt right at home. I don’t think I have ever stayed in a place with more linens available if needed. Also enjoyed the quiet fenced in yard. We love our walks around the neighborhood and down to the beach with our pup. We will definitely be back!
Superhost
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
4.76 out of 5 average rating, 105 reviews

Adorable Gray Gables Beach Cottage

YanaRating, 5 stars2 weeks ago
It was our second time staying at Amanda’s beautiful cottage and we hope not the last! The space is adorable and very spacious for a couple or a couple plus a guest (which was the case on this visit). The garden is a wonderful oasis to hang out and have meals and we appreciated Amanda being flexible to allow us to bring a solo stove. The area is so rich with wildlife and Mashpee Neck and the causeway beach are the best. We had an amazing time and can’t wait to come back.
Superhost
A cozy living space is revealed, accented by light blue walls. A small dining table with two chairs sits near a kitchenette, which includes a microwave and stove. A comfortable chair is positioned next to the window, while a ceiling fan provides airflow.
Cottage in Dennis Port
4.78 out of 5 average rating, 45 reviews

Cozy Cottage 100 yds to the Beach! (93)

SuzieRating, 5 stars8 months ago
I would give our hosts Jenn and Jamie a 10 out of 10 if I could! They were very responsive and a pleasure to work with. The unit was exactly as described, and we are already looking to see when we can go back! We loved it.
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 South Chatham
4.95 out of 5 average rating, 171 reviews

Cape Cod Classic Cottage Near Forest Beach

AnthonyRating, 5 stars1 week ago
Very responsive and friendly host. Place was clean and exactly what we needed. Thank you!
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, 120 reviews

Coastal Cottage — 7 min walk to private beach

JoanRating, 5 stars1 week ago
This was our second stay and though it rained and was very windy , we enjoyed our neighbor walks during the brief periods of sunshine. The cottage was perfectly clean and had everything we needed. Both of our stays were planned so we could visit with family that lived just two streets away. Proximity to the beach and great restaurants made our stay very relaxing. We will definitely plan another stay.
Guest favorite
The living area is characterized by a wooden ceiling with exposed beams and features a small round table surrounded by two chairs. A television mounted on the wall displays a news program. Light filters through window treatments, creating a warm ambiance in the space.
Cottage in Dennis Port
4.86 out of 5 average rating, 29 reviews

Salty Mermaid - Steps to Beach

MonicaRating, 5 stars9 months ago
Can’t say enough positive things about our stay at Valerie’s place. The beach is perfect for a 4 person family to walk a block or 2 with our gear. The neighbors are so friendly and fellow dog owners very social. Our kids loved riding scooters through the cottage area with 5mph for cars. 90’s kid level freedom! And the actual cottage is just what we needed. A very workable kitchen with everything you’d need. A door to the shower and bathroom from outside for sandy kids to enter through, and comfy beds. I will say- we are early risers and the sun streams in at first light through the shades, which is no problem for our crew, but if you require blackout level dark, bring your sleep mask. It was perfect for us!
Top guest favorite
The cottage exterior features a shingle facade with flower boxes adorned with colorful blooms. Two large windows provide natural light, while a wooden step leads to the entrance. The surrounding yard is well-kept, with green grass and vibrant hydrangeas adding to the inviting atmosphere.
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars2 weeks ago
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.
Guest favorite
An inviting seating area features two patterned armchairs and a comfortable couch. A round coffee table sits in the center, adorned with candles. Natural light filters through windows with white shades, illuminating the room's warm wood flooring and light green walls.
Cottage in South Yarmouth
4.96 out of 5 average rating, 112 reviews

Aug Avail*Tiny Cottage*1/2 mile2beach-Dog Friendly

RainaRating, 5 stars1 week ago
We had a wonderful stay at Bonnie’s cottage! It was quaint and cozy. Very clean and comfortable for our family of 3 and our doggie ! Bonnie was extremely helpful and responsive providing clear instructions and videos. We loved the location being so close to the beach and many other great restaurant spots/ desserts. Check-in/out was very easy. We would recommend this place to anyone planning a small trip to the cape!

Private cottage rentals

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 stars10 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
Guest favorite
A turquoise anchor, adorned with a starfish and seashell, hangs on a light blue door. The rustic design is enhanced by a rope woven around the anchor, contributing to a coastal aesthetic.
Cottage in Dennis Port
4.85 out of 5 average rating, 34 reviews

Charming Cape Cod Cottage - Short Walk to Beach!

CourtneyRating, 5 stars2 weeks ago
We enjoyed the games that were available to play. Its only a half mile to the ocean!
Top guest favorite
A cozy bedroom features a spacious bed with a gray quilt and a decorative pillow. Natural wood paneling lines the walls, while soft lighting from a bedside lamp adds a gentle glow. An inviting beach-themed painting adorns the wall, complementing the tranquil atmosphere.
Cottage in Dennis Port
4.96 out of 5 average rating, 80 reviews

Stone's Throw #1 *Steps to the Beach*

AllisonRating, 5 stars1 week ago
Had a great few days in Cape Cod! They were very responsive and helpful when we had a little issue with the lock. Cute little cottage and very close to the beach
Superhost
A quaint cottage exterior is framed by a large tree, featuring a welcoming entrance adorned with blue shutters. A small patio area includes a round table and chairs, complemented by a vibrant potted plant. Lush greenery surrounds the entrance, creating a calm ambiance.
Cottage in Dennis Port
5 out of 5 average rating, 3 reviews

Dennisport cute cottage, Walk to beaches!

George and LynnRating, 5 stars12 months ago
Cute little cottage. Quiet, nice back patio for enjoying the sunset.
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 stars10 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 round wooden dining table is surrounded by four woven chairs. Each place is set with navy blue napkins and a neutral-toned plate. A glass cloche covers a central decorative item. Natural light enters through partially shaded windows, creating a warm ambiance.
Cottage in South Dennis
4.95 out of 5 average rating, 37 reviews

Bungalow 11 - Sleeps 8/has 3 bedrooms/central air!

BrookeRating, 5 stars3 weeks ago
My girlfriends and I thoroughly enjoyed our stay at Tracy’s cottage! The house was adorably decorated and super clean! The outside space allowed us to enjoy some cocktails in the sun and the beds were very comfortable. Tracy even set up a happy birthday banner and left some local treats 😊 Lots of attention to detail which is always very much appreciated. We hope to make a trip back next spring!
Superhost
Cottage in Dennis Port
4.85 out of 5 average rating, 65 reviews

Near BEACH, WATER VIEW, SUNSETS-Swan River Cottage

PhilippaRating, 5 stars1 month ago
We had a great time staying at Sam and Tom’s! It was so peaceful, had great amenities, and they were super responsive. There are a lot of great things to do in the area. We would definitely stay there again!
Superhost
Cottage in Dennis Port
4.83 out of 5 average rating, 23 reviews

Beach House Getaway 40 Steps To The Beach

BrianRating, 5 stars9 months ago
This beach cottage hosted by John was a wonderful place to stay for a weeklong getaway with 4 adults and 1 infant. John was very accommodating for our family, easy & clear instructions for check in & check out, and good recommendation for the linen/ rental. Cozy spot right across the street from the beach, so easy to walk across with beach gear, or just sit on the porch and enjoy the ocean view with a coffee or drink. The road was not busy and the town felt very calm, beach was not at all crowded after the end of busy season/after Labor Day. Very convenient location to explore other spots on the Cape, such as Chatham, Provincetown, or Hyannis and catch the ferry to Nantucket. Restaurant/bar that is walkable the Sailing Cow had great food breakfast/lunch/dinner and reasonable prices. Stop n Shop is 10 minutes away and kitchen has everything needed very well stocked (no dishwasher, but great drying rack and spacious countertops). Sundae school ice cream shop is a must-try in the town

Quick stats about cottage rentals in Dennis Port

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$16,732 GYD 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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