Waterfront vacation rentals in Fairfield

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Popular amenities for Fairfield waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Milford
4.9 out of 5 average rating, 10 reviews

Kicking off Summer, on the beach in Milford, CT!

MarkRating, 5 stars5 months ago
Great place; wonderful 2 bed place, clean, cosy and top end, one of the nicer places I've stayed. Alison was super easy to communicate with and the location was great for a Christmas break. Was very happy with everything!
Superhost
Apartment in Beacon
4.83 out of 5 average rating, 679 reviews

Top Floor 2BR - Just Renovated!

SamanthaRating, 5 stars1 week 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
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
Apartment in Wall Street
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 favorite
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
Apartment in Fairfield
5 out of 5 average rating, 77 reviews

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

JenniferRating, 5 stars6 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
Apartment in Ossining
4.96 out of 5 average rating, 438 reviews

Hudson River Peaceful Getaway, Explore from here

AlexisRating, 5 stars3 days 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
Apartment in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars1 week 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

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.
Top guest favorite
Home in Danbury
4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

AizelRating, 5 stars1 month ago
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!
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 favorite
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Top guest favorite
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.
Top guest favorite
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!
Top guest favorite
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.
Top guest favorite
Home in Redding
5 out of 5 average rating, 36 reviews

Quiet and Cozy Cottage near NYC with a Pond

LouiseRating, 5 stars2 weeks ago
We loved Erin’s style, her beautiful cottage was comfortable and welcoming from the first. We found all we needed in the kitchen and everything worked well. The home was light and bright and well thought out. The grounds around the house were heavenly, with grassy dappled pathways through the woods and a gorgeous pond beyond the garden, with a river running through. Endless bird song and deer passing by, it was charming and peaceful. I highly recommend it.

Quick stats about waterfront rentals in Fairfield

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$29,290 GYD before taxes and fees

  • Total number of reviews

    860 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Greater Bridgeport Planning Region
  5. Fairfield
  6. Waterfront rentals