Beachfront holiday rental in Westport

Find and book unique beachfront homes on Airbnb

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Popular amenities for Westport beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Apartment in Southport
4.97 out of 5 average rating, 29 reviews

Lovely studio apartment, furnished, Southport CT

AlexaRating, 5 stars9 months ago
It was very neat and clean. Fully stocked. Plenty of room. Wonderful private entrance. Cool outdoor seating area. Tracey was easy to communicate with and very accommodating.
Guest favourite
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 favourite
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 favourite
Home in Milford
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!!!
Top Guest favourite
Home in East Shore
4.95 out of 5 average rating, 113 reviews

Beach Haven - waterfront, near Yale, sunsets

Lauren RRating, 5 stars1 week ago
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.
Guest favourite
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.
Guest favourite
Home in East Haven
4.88 out of 5 average rating, 226 reviews

Beach Cottage by the Sea

RomanRating, 5 stars1 month ago
It was just wonderful! The house is quite old (and no one expected otherwise!), but the interior is fresh, almost all kitchen appliances and utensils are new. Lots of space, considering that the house is for two couples: a spacious kitchen, a large living room. We forgot to take a supply of coffee with us, and in another situation it would have been a disaster. But - not with Karen! The whole cabinet was filled with all kinds of supplies of tea and coffee, for every taste. I would also like to mention the pedantry with which Karen placed the little handwritten instructions-recommendations exactly where they were needed, and to the extent that they were needed. It was very nice. We had a good impression: we were expected, we were welcome. And we did our best to leave the house as clean and beautiful as we saw it when we checked in. Karen, thank you so much for your attitude to people, for the two wonderful days (and two nights ;) that we stayed with you. Larisa and Roman
Guest favourite
Cottage in West Haven
4.91 out of 5 average rating, 35 reviews

A Beachfront Getaway

JamesRating, 5 stars1 month ago
Great place for a long weekend. Plenty of spots within walking distance and the beach was perfect

Beachfront home rentals with a pool

Top Guest favourite
Home in Lordship
5 out of 5 average rating, 7 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

MariaRating, 5 stars1 month ago
Beautiful and spacious home. If you want to relax , this is the house to do it. Beautiful views. The house has was much larger than I expected which explained why the cleaning fee was higher than usual. Host was very nice and accommodating. The house was well supplied with amenities.
Cottage in The Hamptons
5 out of 5 average rating, 16 reviews

Bayfield Farms Country Estate Guest House

KathrynRating, 5 stars33 months ago
We came to the Hamptons for a wedding and really lucked out finding Mark’s beautiful home. The setting is gorgeous, set in a horse farm with pond, tennis courts, pool. The home is clean and super comfortable . But the best part of our stay was meeting Mark and Julie and getting a feel of what it is like to live in the Hamptons. Really- so lucky to have found this place!
Superhost
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
Home in Milford
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!!
Home in East Shore
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 favourite
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!
Top Guest favourite
Guest suite in The Hamptons
5 out of 5 average rating, 27 reviews

Hamptons Waterfront Romantic King Suite

BarbaraRating, 5 stars7 months ago
Dan is the most responsive host we've ever had. Usually we got a reply within minutes or even seconds. He happily got the hot tub heated up for us when we needed it and replenished our towels within an hour of our request. That hospitality made our stay so much better. The home is beautiful! It's right on the water, and features lots of luxurious tile, a huge patio, a little dock and lots of windows and open space from which to see it all. We especially loved the hot tub. I wouldn't hesitate to stay again if I'm ever on Long Island again.
Superhost
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.

Private beachfront home rentals

Guest favourite
Home in Milford
4.83 out of 5 average rating, 98 reviews

Beachfront house on Long Island Sound

DominiqueRating, 5 stars1 month ago
We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.
Superhost
Home in East Shore
5 out of 5 average rating, 14 reviews

The Jewel of The Cove - Historic Coastal Retreat

DaraRating, 5 stars3 weeks ago
Edward made the stay easy and we were very comfortable. House is lovely and very very clean. Would stay at the house again!
Guest favourite
Apartment in East Shore
4.95 out of 5 average rating, 37 reviews

Walk to Beach, Wedding Venues. 15m to Yale.

LaraRating, 5 stars2 months ago
The place is lovely and as expected from the ad. Everything went smoothly. Highly recommend
Guest favourite
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
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 favourite
Guesthouse in Stamford
4.93 out of 5 average rating, 43 reviews

Carriage house flat near beach

LukeRating, 5 stars2 weeks ago
An extremely relaxing and comfortable space, this was a perfect place to be during our visit to Connecticut. The hosts were very friendly and responsive. We loved it, and would not hesitate to book again if we are back in the area!
Superhost
Cottage in Milford
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.
Guest favourite
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.

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