Beachfront vacation rentals in Westport

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Popular amenities for Westport beachfront rentals

Beachfront home rentals with a pool

Superhost
An outdoor seating area is positioned on a stone patio, featuring a yellow and white striped sofa with matching chairs and a glass-top table. A swimming pool is visible in the background, surrounded by lounge chairs and lush greenery.
Apartment in Black Rock
4.89 out of 5 average rating, 66 reviews

Victorian apartment

LeeRating, 5 stars6 months ago
The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.
Superhost
The living room showcases a plush velvet sofa, complemented by a decorative fireplace and large smart TV. A vibrant mural adorns the wall, while a staircase leads to the upper level. Natural light filters through decorative windows, enhancing the inviting atmosphere.
Home in New Rochelle
New place to stay

Hudson Luxe 79

AmandaRating, 5 stars2 weeks ago
We enjoyed our stay in this beautiful home near New York City. Comfortably furnished and pleasantly decorated, with a well furnished kitchen and there were even games for the kids. The host was responsive and helpful. We enjoyed the beautiful views of the harbor filled with sailboats from the park next door and my kids loved the playground too!
Superhost
An in-ground pool is surrounded by a white picket fence, featuring a clean, inviting blue surface. Lush green trees and colorful foliage can be seen in the background, while a small shed is positioned to one side. Sunlight brightens the entire scene under a clear sky.
Home in Woodmont
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars3 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
A private pool area features an inviting turquoise pool surrounded by lounge chairs in a vibrant blue hue. A shaded seating area is seen nearby, providing a comfortable space for relaxation. Lush greenery is present in the backdrop, enhancing the outdoor living space.
Home in New Haven
4.59 out of 5 average rating, 22 reviews

New Haven Gem w/ Private Pool, Walk to Beach!

MarloRating, 5 stars2 weeks ago
Our group of 6 has a great time at the home! The backyard is beautiful and has plenty of seating. We didn’t get to enjoy the pool because it was a bit chilly for May, but would be GREAT in the summer! Would definitely return!
Top guest favorite
Cottage in Black Rock
4.98 out of 5 average rating, 96 reviews

Spacious Cottage Loft

MauraRating, 5 stars6 months ago
Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!
Superhost
A clear view of the outdoor pool highlights a serene setting with two large umbrellas shading lounge chairs. Green lawn and bushes surround the pool, with a backdrop of coastal landscape and gentle waters visible in the distance.
Villa in Guilford
4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

VirginiaRating, 5 stars22 months ago
We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.
A cozy sleeping area features a spacious bed with a simple white coverlet. A wooden headboard and bedside tables frame the bed. A desk with a chair is positioned nearby, along with a lamp. Natural light enters through a window covered by dark curtains.
Private room in Locust Valley
4.15 out of 5 average rating, 54 reviews

888 - Steps to Beach Private Room W Washroom

JeanRating, 5 stars5 months ago
nice and clean
A serene sunset view showcases a calm ocean with orange and purple hues reflecting on the water. A couple is seen walking along the boardwalk, with a silhouette of trees in the foreground. Soft grass lines the path beside the beach.
Private room in West Haven

Ocean Front Condo w/ Pool

MaxenceRating, 5 stars8 months ago
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Pet-friendly beachfront home rentals

Guest favorite
A welcoming living area features a large, comfortable sectional sofa and a glass coffee table at its center. Natural light filters through the windows, illuminating the warm hardwood floors. A television and decorative elements add to the inviting ambiance of the space.
Home in Milford
4.96 out of 5 average rating, 28 reviews

*5min wlk to beach & Tyde, pet friendly

Katherine MRating, 5 stars1 week ago
It’s a great place to stay with your family. The host is super friendly and responsive. I absolutely love the amenities and the attention given to. Only thing I wish the inside voice levels were reduce; every time we spoke, we were able to hear one another even though we were in different parts of the home. But, it’s a very good and safe neighborhood.
Guest favorite
A modern kitchen and dining area features a circular table with four chairs beside a large window. A spacious island equipped with seating for four is highlighted. Bright white cabinetry complements stainless steel appliances, and warm wood flooring adds a welcoming touch.
Home in Milford
4.92 out of 5 average rating, 13 reviews

Botsford Beach Home w/ Fire Pit

MarilynRating, 5 stars3 weeks ago
House was clean great yard. Short walk to beach. Parking was good.
Guest favorite
The living area features a high ceiling with large windows, allowing natural light to brighten the space. A comfortable sofa adorned with colorful pillows sits opposite two red armchairs. A wooden coffee table holds various books and a decorative tray, creating an inviting gathering spot.
Apartment in Branford
4.97 out of 5 average rating, 107 reviews

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars1 week ago
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!
Guest favorite
Home in Woodmont
4.92 out of 5 average rating, 25 reviews

Bohemian Beach Oasis- Private Beach

Angie Rating, 5 stars2 weeks ago
This was my first experience with an Airbnb and it was absolutely FANTASTIC! Benjamin and Celso were so helpful, kind, (and patient with my silly questions!) This was a surprise trip fory mother with family joining us on our trip for the surprise! The house is beautifully decorated and super clean! Our only issue was the throw rugs were a bit of a trip hazard as they slid on the shiny floors. We just picked them up until we left the residence, (no big deal!) Absolutely loved this house and our hosts! Thank you!!!
Superhost
Home in Sound Beach
4.81 out of 5 average rating, 48 reviews

Beach House on LI Sound Waterfront

BryanRating, 5 stars1 month ago
the only thing I can say that's not positive is that for the number of guests we had the parking is a little tight other than small amount of parking for a large amount of people the place was fantastic we enjoyed ourselves the views are absolutely gorgeous from the deck and I couldn't have asked for a nicer place to stay it worked out well and our entire family enjoyed the
Guest favorite
A serene outdoor patio area is illuminated at night, featuring a white railing and a covered seating area. Several chairs are arranged around a table, with a large umbrella providing shade. Lush greenery and flowers add natural beauty to the setting.
Apartment in Shippan Point
4.93 out of 5 average rating, 88 reviews

Seabreeze at the beach, west beach stamford, Ct

KellyRating, 5 stars1 week ago
Arthur was quick and easy to communicate from the beginning of starting our vacation search. He gave simple helpful check in and check out instructions. Nice location, walkable to 1 of 3 beaches wecfound in the area. Arthur helped do research on a great Thai restaurant, suggested sites to see, etc and was always pleasant just to chat with.
Guest favorite
A spacious outdoor deck features a wooden dining table surrounded by six woven chairs, with cushions for added comfort. The serene harbor view is visible in the background, framed by lush greenery and distant houses.
Home in Centerport
5 out of 5 average rating, 16 reviews

Charming waterview house

LauraRating, 5 stars2 weeks ago
The house was beautiful and William was a great host. The views were amazing. The porch was my favorite part. I enjoyed sitting out there in the morning with my coffee. Thank you for allowing us the privilege of renting your beautiful house.
Top guest favorite
An aerial view captures a charming beach cottage surrounded by greenery, with the expansive beach and ocean visible in the distance. The vibrant blue water contrasts with the sandy shore, while the quiet neighborhood adds to the serene atmosphere.
Home in West Haven
4.97 out of 5 average rating, 32 reviews

Relaxing Waterview Getaway

LilyRating, 5 stars2 weeks ago
Christa’s home was so clean and had everything we needed! It’s also right next to the beach so the location is great!

Private beachfront home rentals

Guest favorite
A two-story building with gray siding and white trim is positioned on a quiet street. The structure features a wraparound porch and green door. The distance to the ocean is visible, with water beyond the nearby structures and a clear sky overhead.
Home in Milford
4.94 out of 5 average rating, 51 reviews

Sapphire Sandbar, beach house

SeamusRating, 5 stars1 week ago
Great house for large groups in a nice area with lots of shops and restaurants within walking distance, would highly recommend
Superhost
A spacious outdoor deck overlooks the tranquil waters of Long Island Sound, featuring comfortable lounge seating and a fire pit. The serene beach is visible in the background, framed by lush greenery, inviting relaxation and outdoor gatherings under the open sky.
Home in East Haven
4.93 out of 5 average rating, 46 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

ColinRating, 5 stars3 weeks ago
We enjoyed a great long weekend during my son’s graduation. The house is an easy drive from New Haven (15 min tops, maybe less) but feels far away. The location on the sound is lovely - nice views, easy swimming, sea breeze. And we had plenty of room for grandparents and siblings - really an ideal spot for a multigenerational grad weekend. Other comments have mentioned the flight path to Tweed airport. It’s definitely noticeable when planes take off or land, but it’s a small airport so we only had a handful of departures / landings each day - for us at least it was not a big deal at all.
Guest favorite
A sunroom features light blue walls complemented by natural light from the large windows. Two rocking chairs are positioned beside a wooden table. Decorative mirrors reflect the cozy ambiance, while soft curtains frame the windows, providing a serene and inviting space.
Home in Shippan Point
4.96 out of 5 average rating, 48 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

DorisRating, 5 stars5 days ago
Beautiful place. Pristine. Comfortable Short walk to the beach. Unfortunately because of rain we didn’t get to enjoy the lovely back yard. Owners were very good at getting back to us with any questions we had And being able to have a later check out really helped! Would definitely recommend this home and would love to find a reason to ho back again!!
Guest favorite
A bright living room features a spacious white sofa, complemented by two blue armchairs, and a round coffee table centered on a patterned area rug. Natural light fills the space through large windows, highlighting a cozy fireplace and decorative elements on a console.
Home in Milford
5 out of 5 average rating, 6 reviews

Seaside Paradise

MustafaRating, 5 stars6 months ago
We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.
Superhost
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Woodmont
4.85 out of 5 average rating, 82 reviews

Cheerful 3 Bedroom Cottage with Fire Place

MarciaRating, 5 stars1 month ago
A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.
Top guest favorite
The cottage exterior features a welcoming red door and white adirondack chairs on the porch, inviting relaxation. A cozy fire pit is surrounded by stone in the yard, while vibrant flowers cascade nearby. An aerial view highlights the coastline and neighborhood layout, showcasing proximity to water.
Home in Woodmont
4.99 out of 5 average rating, 76 reviews

Seaside Cottage: water views, walk to beaches!

JohanRating, 5 stars3 weeks ago
We had a great stay here! It's homely, everything is well stocked, and Ken is very helpful. We would love to stay again.
Guest favorite
An aerial view captures a coastal neighborhood with views of the Long Island Sound in the background. The new construction home is positioned on a tree-lined street, with nearby residences visible. The layout of the area shows proximity to the beach, with blue lines indicating the path to it.
Home in Milford
4.97 out of 5 average rating, 37 reviews

Coast to Coast Beach Home, Steps to the Beach

AliciaRating, 5 stars2 weeks ago
The home is even more beautiful than the pictures. The decor is beautiful and it was extremely clean. We booked our trip for - family of 6 very last minute MDW and Mary was so accommodating and extremely responsive. As other reviews mention the beach entrance on the street is for private beach access, so you just have to walk about 5 mins to the public beach. Overall, the house is so beautiful and easily accessible to anything you may need.
Guest favorite
A two-story beach apartment is shown with a light blue exterior and white railings. A staircase leads up to a front deck, surrounded by colorful flower beds. Large windows on the upper level provide ample natural light, while an inviting entrance is seen below.
Apartment in Milford
4.97 out of 5 average rating, 63 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Matthew JoelRating, 5 stars9 months ago
Solid stay. Very clean and as pictured/described. Seemed newly renovated. Steps from the beach. Hope to stay here again next year.

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