Beachfront vacation rentals in West Dennis Beach

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Popular amenities for West Dennis Beach beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Cottage in Sandwich
4.86 out of 5 average rating, 388 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sea

TomRating, 5 stars6 days ago
Great little place right on the beach . . .we had everything we needed and a basement full of things i case we forgot something. Very nice and comfortable. The dogs had a great time!!
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!
Top guest favorite
The cottage exterior is framed by trees, with sunlight reflecting off the water in the background. A grill is covered on the patio, and a seating area can be seen softly glowing in the sunlight. The serene atmosphere is complemented by the nearby water.
Cottage in Oak Bluffs
4.94 out of 5 average rating, 144 reviews

Charming water-front cottage on Martha's Vineyard!

AustinRating, 5 stars8 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
An aerial view displays the surrounding coastal landscape, featuring a sandy beach, bay waters, and a charming village. The highlighted location showcases a multi-story suite set among a mix of residential buildings, with easy access to the beach and nearby amenities.
Apartment in Wareham
4.92 out of 5 average rating, 157 reviews

☀️ Open & Bright, Ocean Views, Close to Beach!

DevanieRating, 5 stars4 months ago
We loved our stay! Went on off season to go to polar express and was so convenient! Walked with the kids to dinner-then ice cream and breakfast! The beds were comfortable, place was very clean and had such a refreshing get away. Would absolutely stay again
Guest favorite
The rustic barn-style home is set among trees in a natural landscape. The exterior features wood shingle siding, a welcoming front door, and flower boxes. A pathway leads to the entrance, with a smooth finish and surrounding garden beds. A serene outdoor space is visible in the background.
Home in Oak Bluffs
4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

LaurenRating, 5 stars6 months ago
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!
Superhost
A grassy path leads to a serene waterfront, framed by tall reeds. In the distance, a small boat is visible on the water, with gentle waves lapping at the shore. A wooden fence runs alongside the path, enhancing the tranquil setting.
Guesthouse in Bourne
4.79 out of 5 average rating, 162 reviews

Rustic Carriage House by the Sea

TeresaRating, 5 stars2 weeks ago
We were very happy with our stay. The space was spotless and sparkling clean. We found it charming, cozy and inviting. Kitchen well stocked. Beds comfortable and check in a breeze. Our host Steven, was very responsive. 5 stars. We’ll be back!
Guest favorite
A bright bedroom is highlighted by large windows, offering views of the tranquil waters. A spacious bed with a decorative quilt is positioned in the corner. Light wood flooring complements the soft blue walls, and a small nightstand is adorned with a lamp and decorative items.
Cottage in Yarmouth
4.97 out of 5 average rating, 277 reviews

Amazing WATERFRONT with Wood Fireplace! 4bdrm/2bth

KathleenRating, 5 stars5 days ago
We just got home from Sunkissed Cottage and we already miss it! It was so relaxing and peaceful! We loved the view of the water! It was extremely windy and chilly while we were there so we didn’t get to enjoy the kayaks! Everything was so clean and nicely decorated! Meg also gave a huge list of things to do and restaurants/ markets which was a huge help. Thank you for a wonderful stay!
Top guest favorite
Cottage in Yarmouth
4.97 out of 5 average rating, 103 reviews

300 STEPS TO OCEAN★Firepit★Pet OK★Bikes★BBQ

VittorioRating, 5 stars3 months ago
Truly professional hosts that care about their visitors. Little things like coffee and creamer at the ready, as well as a gift waiting for you. Tastefully decorated and comfortable. Literally steps to the beach which our k9 enjoyed as well. We'll be back...

Beachfront home rentals with a pool

Superhost
The image showcases a heated fresh-water pool surrounded by white lounge chairs, with a fenced area providing a sense of privacy. In the background, the calm waters of Nantucket Sound are visible, alongside a portion of the condominium's exterior, creating a serene poolside environment.
Apartment in Dennis
4.77 out of 5 average rating, 13 reviews

Beachside Condo with Balcony - Oceanside Condos

AdeRating, 5 stars1 month ago
Beautiful apt for a couple! You can see and fall asleep by the ocean. My husband and I stayed for a wedding, but we'll definetely be back in the summer to take advantage of the pool to teach our baby how to swim!
Guest favorite
The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.
Condo in Brewster
4.97 out of 5 average rating, 65 reviews

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

JonathanRating, 5 stars1 month ago
Perfect for a family with little ones. They loved the bunk beds and going to ocean edge using the amenities that were given. Will continue to look at chris's spot when coming back to the cape.
Guest favorite
Home in Cotuit
4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars6 months ago
Perfect stay - just be sure to bring or order sheets and towels!
Superhost
A clear blue swimming pool is surrounded by lounge chairs and bright blue umbrellas. The pool area is backed by several two-story buildings, featuring a blend of beachside architecture against a sunny sky. Green grass accents the poolside area, inviting relaxation.
Apartment in Yarmouth
4.85 out of 5 average rating, 48 reviews

Ocean View 2-Bedroom Private Suite

LouisRating, 5 stars8 months ago
Good location ! Plenty to do and friendly service. I’d use them again
Top guest favorite
An outdoor area features a spacious lap pool, surrounded by a sunbathing deck with lounge chairs. A shaded patio is visible, complemented by vibrant flower beds and lush greenery. The house's exterior showcases multiple windows and a deck, enhancing the inviting atmosphere.
Home in Plymouth
4.97 out of 5 average rating, 32 reviews

Getaway with pool

JoanneRating, 5 stars4 months ago
We absolutely loved our stay at this rental! The space was incredibly well-equipped, providing everything we needed and more. The rooms were spacious and comfortable, making it easy for us to relax and enjoy our vacation. The attention to detail in the amenities was impressive, from the fully stocked kitchen to the cozy living areas. We felt right at home and appreciated all the thoughtful touches that made our stay so enjoyable. Highly recommend to anyone looking for a wonderful and well-appointed place to stay!
Guest favorite
The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.
Condo in Falmouth
4.71 out of 5 average rating, 14 reviews

Condo in Falmouth MA

JuanRating, 5 stars1 month ago
Patrick’s place was absolutely perfect! We made great use of the kitchen with no problem whatsoever. We really appreciated the nearby trail to get some fresh air and enjoyed being close to a grocery store for cooking meals. Highly recommend this place if you want a quiet laidback place to rest and refit!
Superhost
The outdoor swimming pool is framed by a spacious deck lined with lounge chairs and blue umbrellas. A gazebo is situated in the background, providing shade. Bright blue skies and scattered clouds enhance the open atmosphere of the recreational area.
Condo in Barnstable
4.82 out of 5 average rating, 17 reviews

Beachfront Complex in Hyannis

ErinRating, 5 stars8 months ago
I loved our stay . The place inside was bigger than I was expecting. They have so many dishes, glasses, towels, blankets, chairs, etc to use. The place was great, just wish our weather was better. Thank you for being so helpful before and during our stay . Hope to return next year .

Private beachfront home rentals

Top guest favorite
Home in Plymouth
4.96 out of 5 average rating, 28 reviews

Cliff House - Panoramic views of Cape Cod Bay.

JessicaRating, 5 starstoday
Beautiful place to spend a couple of days with my family while on school vacation. House was well maintained with outstanding views and excellent space. We had a lovely time and would highly recommend. We hope to return in the future.
Guest favorite
A view from a sunny deck reveals the sparkling sea of Vineyard Sound, framed by a lush green lawn. Two neighboring houses with gray and blue exteriors can be seen in the foreground, while a clear sky with scattered clouds stretches overhead.
Home in Falmouth
5 out of 5 average rating, 10 reviews

Water views, AC & Private Beach on Vineyard Sound

AllisonRating, 5 stars6 months ago
The house was ideal for a wonderful girls weekend. The space lends itself well to relaxing and connecting. The beach was just a short walk away. Everything was perfect!
Guest favorite
A two-story beach house is surrounded by greenery, featuring a wraparound porch with white railings. Two large windows are visible on the upper level, while an entrance with steps leads to the inviting front door. An American flag hangs proudly, enhancing the home's charm.
Home in Bourne
5 out of 5 average rating, 15 reviews

Classic vacation cottage with private beach nearby

RichardRating, 5 stars7 months ago
This property is a beautiful mix of old and new. The original structure is over 100 years old. The bedrooms retain much of the original character while the kitchen and upstairs bath have been very nicely updated. We found the beds to be comfortable. The kitchen is stocked with all the essentials and more. The location is quiet. The association beach is a short walk and is clean with easy swimming as the bay side water is usually calm. It is a beautiful area for paddling with generally quiet water. There are numerous options within 10-15 minutes for restaurants or shopping. We very much enjoyed the stay with plans to return. Chuck was very responsive to any questions or concerns; great host.
Top guest favorite
The living room features light-colored sofas arranged around a central coffee table, with decorative cushions adding subtle contrast. Large windows allow natural light to illuminate the space, highlighting the warm wooden flooring and a patterned area rug beneath. A fireplace is visible, enhancing the cozy atmosphere.
Home in Sandwich
4.98 out of 5 average rating, 44 reviews

Private beach! Newly refreshed in 2022. Cozy.

BryonRating, 5 stars6 months ago
Excellent home. Owner was quick to respond to questions. Beds weee comfortable. Kitchen was very well stocked. Highly recommend.
Top guest favorite
An aerial view showcases a spacious two-story home with a large deck featuring outdoor seating around a fire pit. Surrounding greenery and nearby residences create a welcoming neighborhood backdrop. The property is bordered by a white fence, enhancing the overall outdoor space.
Home in Wareham
5 out of 5 average rating, 43 reviews

Peaceful waterfront home, large deck, 4 bedrooms

ShielaRating, 5 stars3 weeks ago
I highly recommend this beautiful home for your next stay. It had a spectacular view and the house was very well maintained and furnished. This home was conveniently located and felt very private at the same time.
Superhost
A sandy beach along Buzzards Bay is captured, featuring gentle waves lapping at the shore. A walking path is seen, meandering past patches of green vegetation and rocky outcrops. The clear blue sky enhances the tranquil atmosphere of the coastal setting.
Cottage in Falmouth
4.92 out of 5 average rating, 12 reviews

Cheerful 4 bedroom cottage, private beach access

BarbaraRating, 5 stars7 months ago
This is a charming warm home, it was totally clean and the kitchen is full of pots, pans, platters, cups, spices etc. The location is beautiful, we enjoyed sitting on the deck as well as hanging in the living room, dining room and kitchen. We were a group of 6, there's plenty of room, it's simply a wonderful place to vacation! I'd choose this home again!!
Superhost
An outdoor seating area features comfortable wicker furniture with blue cushions, arranged around a central table. The deck provides an unobstructed view of the ocean and surrounding landscape, allowing for relaxation while enjoying the scenery.
Home in Eastham
4.92 out of 5 average rating, 26 reviews

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

AntoniaRating, 5 stars2 weeks ago
We had the most wonderful time! The walk to the beach was so easy and it was exactly the peaceful, relaxing trip we were looking for. Would definitely go again!
Superhost
The exterior of the single-story beach house is presented, showcasing a well-maintained yard surrounded by trees. The spacious deck is equipped with a dining table, chairs, and an umbrella, along with a charcoal grill and seating area for outdoor relaxation.
Home in Eastham
4.77 out of 5 average rating, 13 reviews

Beach House Short Walk to Kingsbury Beach!

JenniferRating, 5 stars7 months ago
We enjoyed our stay. It was only 2 of us and our dog. There was plenty of room for 6 people. The place was very clean. The walk to the beach and the trails around the pond were really a plus.

Destinations to explore