Beachfront holiday rentals in Westport

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Westport

Pet-friendly beachfront home rentals

Guest favourite
Cottage in North Fork
4.97 out of 5 average rating, 154 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

BrettRating, 5 stars5 days ago
Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!
Superhost
Home in East Haven
4.96 out of 5 average rating, 100 reviews

Cozy Beach - Direct Waterfront!

SarahRating, 5 stars5 months ago
This house is a gem! I came to stay a week in off season with my dog, Rollo. The location is breathtaking, right on the Long Island Sound. We had a great time exploring the beach, looking for all the biodiversity in the birds and sea creatures, watching the boats, and this place is relatively close to an airport so watching the planes land and take off was awsome as well. We came for privacy, and I expected the beach to be a little more private than it was due to my dog's reactivity. But the neighbors did not seem to have issues with us, and once you are close to the water, especially in low tide, the beach is pretty open for all the locals. Walking around, the locals all waved and said hello. Not too many restaurants close by, but the Lobster Shack down the road had good food! Would stay again! The deck alone was worth it!
Superhost
Flat 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.
Top guest favourite
Home in Milford
5 out of 5 average rating, 103 reviews

Milford Beach House - Newer Construction!

SabrinaRating, 5 stars2 weeks ago
Victor and Kim were gracious and amazing hosts. I was celebrating my birthday and they even had a card, a bottle of champagne, red wine and fruit. It was such a wonderful surprise! The house was so beautiful and the beach is just outside! The kitchen was fully stocked with everything one would need to cook for a family; there was a convection oven! We loved using the grill as it was memorial day. Bathrooms had rain showers. Beds were so comfortable and it was truly wonderful to wake up to a beautiful sunrise and to just listen to the waves from the deck or even the living room. We spent a lot of time outside, on the beach. It was home away from home.
Guest favourite
Flat 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 North Fork
5 out of 5 average rating, 16 reviews

Hang by the (Chel)SEA

JillRating, 5 stars1 week ago
Spent to my birthday here with my husband, dogs and toddler. Had my gender reveal birthday cake, outback under the sunset. Truly magical.✨ The backyard was ideal. Was able to tie the dogs to the deck with a 20 foot leash. It kept them contained to the backyard & away from beach goers on foot and other dogs. The dunes kept the backyard private you’re not staring at your neighbors. Felt so secluded. I also have some mobility issues and you couldn’t ask for an easier way to enjoy the beach & get your toes in the sand. The house & deck are spacious and easy to navigate with a walker. Was able to add extra days to our stay. Would 100% stay here again.

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 stars2 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

Top guest favourite
Home in Milford
5 out of 5 average rating, 33 reviews

Coastal Milford Retreat

JoanRating, 5 stars1 week ago
Jennifer’s place was in pristine condition. Everything was very well thought out. My adult children decided to spend quality time with our son for his 40th birthday. We had some great bonding time that we haven’t been able to do for quite some time! This is a very special place and we hope to return soon.
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
Guest house 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!
Guest favourite
Home in Shippan Point
4.96 out of 5 average rating, 48 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

DorisRating, 5 stars4 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!!
Superhost
Home in Fairfield Beach
4.82 out of 5 average rating, 17 reviews

QC Beach

KaraRating, 5 stars1 week ago
Kristine’s place was absolutely wonderful! Great location and house was fully stocked with everything you needed.
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.
Top guest favourite
Home in Milford
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 favourite
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.

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