Beachfront holiday rentals in Fairfield

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Fairfield

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 stars1 week 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!
Guest favourite
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.
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.
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.
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 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!!!
Top guest favourite
Home in New Haven
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.

Beachfront home rentals with a pool

Superhost
Home in Hampton Bays
4.86 out of 5 average rating, 35 reviews

Close to Beach | With Pool | Hampton Bays

HunterRating, 5 stars1 week ago
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again
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.
Superhost
Apartment in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars56 months ago
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.
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 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!!
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 Remsenburg-Speonk
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
4.84 out of 5 average rating, 57 reviews

Newly Built Beach House Getaway

CaitlinRating, 5 stars1 month ago
My husband and I had a family filled weekend for our wedding followed by a mini-moon. We enjoyed every minute of it and we will definitely be booking again!
Top guest favourite
Flat in Northport
4.99 out of 5 average rating, 147 reviews

Amazing one bdrm flat at the beach!

BethRating, 5 stars1 week ago
Jeannette was there to greet us and made sure we knew where everything was and that we had everything we needed. She even provided breakfast. Her place was immaculate. The location was amazing. She made our departure very easy. We are looking forward to staying there again. If you looking for a great place to stay, this is it.
Guest favourite
Flat in New Haven
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
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.
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
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.
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.
Guest favourite
Home in Milford
4.91 out of 5 average rating, 56 reviews

Cute 2 bed 1 bath beach house

MindyRating, 5 stars9 months ago
The beach house was a great place to be with our family. My boys loved going across the street to the beach. It was walkable to so many places, and short drive. Cozy space and awesome porch deck. Highly recommend staying here.

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