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, 207 reviews

Gold Anchor Cottage - private hot tub getaway!

JessicaRating, 5 stars4 days ago
Carl’s cottage was the perfect little get away! It was just the right size for me and my husband and very close to the beach. The yard was a bit overgrown but other than that, a great place!
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, 270 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 Sandwich
4.91 out of 5 average rating, 217 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 Bourne
4.97 out of 5 average rating, 237 reviews

Beach Cottage, without going over bridges to Cape!

JordanRating, 5 stars2 weeks ago
This was the perfect stay for us to explore Cape Cod and Boston. It was central and only about an hour to two hour drive for all the activities we were hoping to do. The place was clean and so cute and comfortable. We would highly recommend!
Guest favorite
A living area features a comfortable gray sofa adorned with patterned cushions, positioned beside a light-colored coffee table. A small vase with white flowers sits atop the table, accompanied by two glasses and a bottle. Soft light emanates from a lamp, illuminating the warm wood accents and inviting ambiance.
Cottage in Tisbury
4.9 out of 5 average rating, 167 reviews

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

EmilyRating, 5 stars7 months ago
Sweet, cozy house that’s perfect for 2-3 people. Very comfortable bathroom and kitchen, esp for a smaller house. Great outdoor space and loved the rope swing!
Top guest favorite
A sandy beach area is visible, with gentle waves lapping at the shore. A wooden pathway leads down to the water, surrounded by sparse trees and shrubs. The scene is framed by a clear blue sky and distant greenery, creating a serene coastal view.
Cottage in Oak Bluffs
4.94 out of 5 average rating, 144 reviews

Charming water-front cottage on Martha's Vineyard!

AustinRating, 5 stars9 months ago
We had such an amazing time at Anne’s beachfront cottage. My girlfriend, pup and I spent about a week there to celebrate my birthday and staying here while on the island made it such a stress free trip. The house was well-stocked with supplies, towels, and pantry items that we would have otherwise forgotten to bring. The LOCATION was unbeatable, close to everything while still being secluded from the main road. The backyard views were immaculate, sitting on the beach for the sunset and enjoying the breeze, playing in the water with the dog. We all loved it! My only minor complaint is that the beach got a bit dirty with seaweed by the end of our stay, but I know that’s unavoidable due to the position within the cove. We would definitely come back for a future stay on the Vineyard!
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, 104 reviews

Adorable Gray Gables Beach Cottage

YanaRating, 5 stars1 week 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.
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, 170 reviews

Cape Cod Classic Cottage Near Forest Beach

BriannaRating, 5 stars1 week ago
Great little cottage. The only “complaint” would be that the king bed is a little worn in but otherwise very comfortable and the shower does leak water so just be sure to lop it up and put some towels down, otherwise fantastic 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, 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.
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, 150 reviews

Onset beach, Cape code.Private Waterfront cottage

AkmRating, 5 stars1 month ago
We had such a peaceful and relaxing stay! The setting was incredibly serene, and we felt completely at ease the entire time. All of the amenities, especially the boats and kayaks, were very accessible, and we used them throughout our stay — it really made the experience special. We also loved spending cozy nights around the campfire, which added such a warm and memorable touch. There was so much for the kids to do, and they had a fantastic time as well! The host was so kind and welcoming, and communication was very easy from start to finish. Everything was thoughtfully prepared, and it made for a truly wonderful getaway. Highly recommend for anyone looking for a quiet, fun, and family-friendly escape!
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 stars1 week 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.

Private cottage rentals

Guest favorite
Cottage in Dennis Port
4.98 out of 5 average rating, 46 reviews

Steps to the Beach, Ocean View Dennisport Cottage

DominiqueRating, 5 stars8 months ago
We had a wonderful time! Beautiful location, so much to do, and very cozy. Kerry made sure the cottage had plenty of accommodations and the decor and presentation was charming to boot. We got to sit outside and listen to the waves right across the street every morning and night. It was a great experience for our first trip to the Cape and we can’t wait to stay again.
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, 33 reviews

Charming Cape Cod Cottage - Short Walk to Beach!

TraceyRating, 5 stars10 months ago
It was a perfect location from the cousins cottage and the grandparents cottage. A great week
Guest favorite
The kitchen area features white cabinetry and a gas stove. A compact dining space with two rattan bar stools is positioned next to a window. Natural light illuminates the room, showcasing kitchen appliances including a refrigerator and a coffee maker.
Cottage in Dennis Port
4.86 out of 5 average rating, 81 reviews

Oyster Isle-Steps from the Beach!

ReganRating, 5 stars2 weeks ago
This is the Cape Cod cottage of your dreams! We stayed for a long weekend before Memorial Day and it was just what we needed. It was exactly as described, and is convenient to basically anywhere in the Cape. It is a little tight, but it makes up for it in coziness. We will definitely be returning. Caroline was extremely responsive and easy to communicate with. We especially appreciated the welcome book with every detail about the cottage, and even some amazing recommendations for the area!
Guest favorite
A person stands at the water's edge on a sandy beach, with gentle waves lapping at their feet. The ocean extends into the distance, where a boat is visible on the horizon under a clear blue sky, offering a serene coastal atmosphere.
Cottage in Dennis Port
4.93 out of 5 average rating, 15 reviews

Cozy Summer Cottage w/ Water Access

PhilRating, 5 stars9 months ago
My wife and I stayed at May's place while visiting family on Cape Cod. As described, it's a cozy little cottage, which was just what we wanted. Quiet neighborhood. Most of our time was spent on the delightful patio. A short night-time walk to the pond was exceptional with moon light reflecting off the water. Next time we're on the Cape, we definitely return.
Top guest favorite
The bathroom features a modern design with a walk-in shower enclosed by black-framed glass. A round mirror is mounted above a pedestal sink, and shelves hold decorative items. A patterned tile floor adds visual interest. Towels are neatly organized nearby.
Cottage in Yarmouth
4.98 out of 5 average rating, 95 reviews

Charming Cape Cod Getaway near Beaches

AjRating, 5 stars1 week ago
Great little home, very clean and organized. The cottage was updated and was very nicely designed for the space. Location was perfect for us, quiet neighborhood and close to many food and activities options. House was stocked with all the main essentials and prepared very well for guest. Host Nina was quick to respond to any of our questions.
Guest favorite
A sandy beach stretches along the coastline, where gentle waves meet the shore. Small, wavy patterns can be seen in the sand created by the retreating water, and footprints are scattered across the wet and dry areas of the beach.
Cottage in Dennis Port
4.98 out of 5 average rating, 58 reviews

2 Minute Walk to Beach, Cape Cod Escape

ValerieRating, 5 stars1 week ago
This is our second time staying here. The location is excellent and the cottage comfortable. Planning our next visit.
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 stars9 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
Cottage in West Dennis
4.97 out of 5 average rating, 98 reviews

Cape Cod Charm with Modern Style--Fully Renovated

StephanieRating, 5 stars9 months ago
Our family of three, two adults and a toddler fit perfectly in the cottage. Everything was really clean, well maintained. The grounds were beautiful, we would definitely go back!

Quick stats about cottage rentals in Dennis

  • Total rentals

    190 properties

  • Nightly prices starting at

    G$16,786 GYD 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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