Waterfront vacation rentals in Fairfield County

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Popular amenities for Fairfield County waterfront rentals

Waterfront apartment rentals

Superhost
A spacious kitchen and dining area feature light wood cabinetry and modern stainless steel appliances. A wooden dining table is complemented by white chairs, and a window seat provides natural light. Decorative elements include a bowl of fruit at the center of the table.
Apartment 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 favorite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Apartment 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 favorite
The exterior of a historic brick building displays vibrant red accents and festive decorations. American flags are hung on the facade, with a decorative wreath on the door. Showcasing a welcoming entrance, the space is complemented by a brick pathway leading to the door.
Apartment 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
Top guest favorite
A lakeside retreat is framed by lush green trees, showcasing a two-story structure with a balcony overlooking the water. A few chairs are positioned near the edge of the lake, enhancing the serene natural setting.
Apartment in Guilford
4.96 out of 5 average rating, 83 reviews

Cozy Private Lake Q Retreat

JenniferRating, 5 stars2 weeks ago
Great little spot. This rental has everything you need. Forget something-they got it. Very clean and modern with thoughtful touches. Had an extended stay here and extended for longer. 1 bedroom with loft that owner made into another bedroom for me. Loved it. Great deck, stunning lake view from all the windows. Owner very responsive to any needs. 100 percent recommend. Neighborhood lovely and quiet. Amazing respite.
Guest favorite
A bright living area is presented with minimalistic white furnishings, including a low sectional sofa arranged for relaxed seating. A glass coffee table sits atop a fluffy area rug, accompanied by indoor plants. Natural light fills the space through two large windows.
Apartment 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 favorite
A well-maintained exterior of a two-story home features a welcoming porch with white railings and an American flag. Lush green landscaping surrounds the front, with vibrant flower beds and several large windows allowing natural light inside.
Apartment 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 favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment 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 favorite
A bright sleeping area features a spacious bed with light blue bedding. A cozy seating area includes a gray sofa and a decorative chair beside a small coffee table. Natural light enters through a window dressed in turquoise curtains, with a television mounted on the wall.
Apartment 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!

Waterfront house rentals

Guest favorite
The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.
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 favorite
The living area features high ceilings with exposed wooden beams and large windows, allowing plenty of natural light. A grand piano is positioned next to a cozy armchair, while bookshelves flanking a stone fireplace are filled with books. A floral arrangement on the coffee table adds a touch of color.
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
A charming house features a distinctive red-roofed turret and light-colored exterior, framed by landscaped green lawns and lavender plants. A tree-lined path leads to the entrance, offering a sense of seclusion and tranquility.
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
A tranquil outdoor deck features two yellow Adirondack chairs facing the Hudson River. The landscape includes distant mountains and a picturesque sunset casting warm colors across the sky, reflecting on the calm water.
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 favorite
A white wicker chair is positioned on a deck, draped with a soft blue blanket. Scenic views of boats and greenery are visible in the distance under a partly cloudy sky. The atmosphere is serene and inviting for relaxation.
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 favorite
Home in Amenia
4.97 out of 5 average rating, 122 reviews

The Red Country Cottage

VivianaRating, 5 stars3 weeks ago
The Little Red Cottage is a beautiful, impeccable clean, modern, peaceful, and comfortable home. It has all you need to have a wonderful weekend with your closest friends, surrounded by charismatic small towns where you can go antiques shopping, wine testing, and fine dinning. Ildiko is a great host and we will highly recommend it to others.
Guest favorite
A light-filled interior space features wooden floors and a staircase leading to the upper level. A green cabinet stands against the wall, while a cozy seating area is visible to the right. Soft light enters through large windows, enhancing the modern cabin feel.
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!
Superhost
A cozy wooden cabin is surrounded by lush greenery, featuring a welcoming porch with a sturdy railing. Sunlight casts gentle shadows across the textured facade, showcasing the natural wood shingles and spacious windows. A well-kept lawn enhances the inviting atmosphere.
Home in Cornwall
4.83 out of 5 average rating, 100 reviews

State Forest Getaway

NicoleRating, 5 stars1 month ago
My girlfriends and I had an amazing stay! The house is stunningly gorgeous—even more beautiful than the photos. Every detail was thoughtfully designed, creating the perfect setting for a relaxing and fun getaway. The space was spotless, well-equipped, and incredibly comfortable. We truly had a great time and felt right at home. Highly recommend for anyone looking for a stylish and memorable escape!

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