Waterfront holiday rentals in Fairfield County

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Fairfield County

Waterfront apartment rentals

Superhost
Flat in Beacon
4.83 out of 5 average rating, 679 reviews

Top Floor 2BR - Just Renovated!

SamanthaRating, 5 stars6 days ago
The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!
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.
Top guest favourite
Flat in Norwalk
5 out of 5 average rating, 63 reviews

Phoenix Engine #1

GrantRating, 5 stars3 weeks ago
Nathan’s a great host and he provided a great welcome pack. Great home for my wife and I and adult son. Plenty of space and walkable to coffee shops and river. Awesome communication and offered a very helpful relaxed late check out at no cost. Totally recommend this host and this property
Guest favourite
Flat in Beacon
4.91 out of 5 average rating, 276 reviews

Lovely 2br Victorian - 5m to train / 3m to main

DianeRating, 5 stars3 weeks ago
Would love to return to this site. It is bright and clean. We did not cook but the kitchen was ready for us if we wanted to. Nice stay.
Top guest favourite
Flat in Fairfield
5 out of 5 average rating, 77 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

JenniferRating, 5 stars4 days ago
I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.
Top guest favourite
Flat in Ossining
4.96 out of 5 average rating, 438 reviews

Hudson River Peaceful Getaway, Explore from here

AlexisRating, 5 stars1 day ago
Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!
Guest favourite
Flat in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars6 days ago
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!
Guest favourite
Flat 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.

Waterfront house rentals

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars3 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Guest favourite
Home in New Fairfield
4.92 out of 5 average rating, 118 reviews

Beautiful Lakefront Retreat with Private Dock

JoeRating, 5 stars1 month ago
A gem of a home if you’re looking for a waterfront property with great lake access. David’s home is well stocked with everything you need - from baking to cooking , from laundry to great choices of board games , a nice library if reading by the water is what you care to do . If you’re a bass fisherman like me , you have direct access to Squantz Pond, which can be a great fishing alternative to nearby Candlewood Lake. The property is close to the main road and traffic can be a nuisance to folks who are not used to it . City folks like me don’t mind it. David was a great host , very responsive . There was a slight miscommunication during check in , but that was taken care of right away . My family hopes to come back again . BTW, for those who don’t know how to play the piano , take some brief lessons before coming and impress your folks. Joe
Superhost
Home in Port Jefferson
4.81 out of 5 average rating, 329 reviews

The Hilltop Harborview

DarrellRating, 5 stars1 week ago
Very quiet and peaceful.
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars1 week ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Superhost
Home in Peekskill
4.9 out of 5 average rating, 190 reviews

The Peekskill RiverView House

DavidRating, 5 stars1 month ago
This house is lovely and right off the Hudson. Great views and easy to get around it was close to family that we were visiting. It does sit near the train tracks/station so be prepared for that, but it isn’t as noisy as you’d think and you get used to it shortly. Host is very responsive which came in handy for us!
Top guest favourite
Home in Cold Spring Harbor
4.99 out of 5 average rating, 101 reviews

Captain’s Cottage Water Views -3 Bdrm

JennyRating, 5 stars3 weeks ago
The Captain’s Cottage was beautiful and exactly like the pictures. We walked (with umbrellas) to the quaint shops and restaurants and along the harbor. It was a perfect location to breathe some sea air, and just a short drive to the Long Island Railroad for time in the city. We just had the best time and Kim was a wonderful and accessible host!
Guest favourite
Home in Cornwall
4.92 out of 5 average rating, 267 reviews

Secluded modern forest cabin with private brook

AnnieRating, 5 stars1 month ago
Our second time here! We absolutely loved it - so nice to be so close to the brook and the area has so many great restaurants and hikes near by. Our weekend was a little rained out, but that did t make it any less lovely, cozy, and relaxing! Our favorite restaurants in the area are swyft, troutbeck, and the pink house. Thanks for another great getaway!
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 170 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 month ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

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