Beachfront holiday rental in Fairfield County

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Popular amenities for Fairfield County beachfront rentals

Pet-friendly beachfront home rentals

Top Guest favourite
Home in Fairfield
5 out of 5 average rating, 39 reviews

5 Minute Walk to Beach & Downtown Fairfield

JillRating, 5 stars2 months ago
Peter's property was the IDEAL HOME BASE for my exploration of western Connecticut. The home was extremely clean and tidy, mattresses were very comfortable, linens and towels were of nice quality, the kitchen was well equipped, and the yard was safe and easily accessible for my dogs. I truly felt like Peter's guest when I saw ground coffee in the cupboard, ample silverware, extra paper towels, hand soap, new kitchen sponges, and high end fragrance diffusers. After a long day of travel, it was nice to relax without having to clean the home. I was impressed by how quiet this neighborhood was considering how closely set the homes are to one another and how many year-round families live in the area. It's truly a pedestrian neighborhood with miles of sidewalks for relaxed walking. The gem is proximity to the lovely marina and beach. Peter was an excellent host! He offered many recommendations during my stay and was always quick to respond despite being on vacation himself.
Guest favourite
Home in Milford
4.96 out of 5 average rating, 26 reviews

*The W near beach and Tyde. Pet friendly!

Rahsann JakiRating, 5 stars1 month ago
Great place to stay close to all the things you’d love to do if you’re a person that loves sights and places to eat. Easy to get too!
Top Guest favourite
Home in Milford
5 out of 5 average rating, 83 reviews

HGTV renovation! Steps to shops & water | Firepit!

PearlRating, 5 stars1 week ago
Carolyn is a great host, her place is beautiful and at a perfect location. She was very responsive and extremely helpful even before we finalised the booking. They went above and beyond to ensure we have a comfortable stay. The place has a nice fenced-backyard and our pups absolutely loved it. The location is amazing and just 5 minutes walk to the beach and nearby shops. We’ll definitely stay here again!
Superhost
Home in Milford
5 out of 5 average rating, 3 reviews

Beach House

KatieRating, 5 stars4 months ago
So glad I came across this home! The space is great with a beautiful view. Joe was a wonderful host and always responsive and helpful. It was a peaceful getaway to begin the new year. Thanks for everything, looking forward to staying again!
Top Guest favourite
Cottage in Milford
4.98 out of 5 average rating, 89 reviews

Welcome to Ocean’s 55 !

MaqCRating, 5 stars5 months ago
We lived in Joseph’s fantastic place as a team of 4 chaperons and 7 teenagers attending the tournament of champions at Yale University. Everything about this listing is fantasy - proximity to the beach and amenities, the decor, furniture and fixings, and Joseph’s super speed in response and guidance. Every one of us was stoked and it’s a place we’d love to come back to and call home again after a while.
Guest favourite
Home in Milford
4.93 out of 5 average rating, 27 reviews

Cozy Milford Beach House

CynthiaRating, 5 stars3 weeks ago
Thank you for a wonderful stay! Your property was perfectly located, making it easy to explore the area and access all the amenities we needed. We highly appreciate the cleanliness - everything was spotless and well-maintained throughout our visit. Communication was smooth and efficient with promptly responses. The check-in process was straightforward, and appreciated the clear instructions. The accommodation itself was comfortable and had everything necessary for a pleasant stay. I would happily recommend your place to other travelers looking for a clean, well-situated rental with a responsive host.
Guest favourite
Home in Milford
4.97 out of 5 average rating, 38 reviews

Steps from the water!

WillowRating, 5 stars2 weeks ago
Very clean, beautiful speaker and lots of space. Great place and right by beach
Guest favourite
Guest suite in Stamford
4.97 out of 5 average rating, 34 reviews

Carter Dr Neighborhood Apartment

PatrickRating, 5 stars1 day ago
A cozy stay for a weekend away. Matt and family provided a well accomodated and private space and we would love to stay here another weekend if in the area. Perfect for a couple or small family. Our dog was comfortable as well.

Beachfront home rentals with a pool

Superhost
Apartment in Bridgeport
4.89 out of 5 average rating, 65 reviews

Victorian apartment

LeeRating, 5 stars5 months ago
The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.
Guest favourite
Home in Milford
5 out of 5 average rating, 10 reviews

Huge Family House w/Waterviews

SheilaRating, 5 stars2 months ago
The neighborhood was beautiful. We walked out to an island that was only accessible at low tide. Great shared spaces with fun rooms and lovely bedrooms.
Guest favourite
Private room in Milford
5 out of 5 average rating, 5 reviews

Best Home in Milford for Getaway-Room(s) Available

LindaRating, 5 stars6 months ago
The location was great, so close to the beach. Everything was comfortable and clean. David gave us great information and instructions. Would definitely stay here again.
Guest favourite
Home in Stratford
4.96 out of 5 average rating, 24 reviews

Lordship Beach House - Pool & Beach (seasonal)

HeatherRating, 5 stars6 months ago
We had a wonderfully, relaxing and inspiring stay. We left feeling inspired, renewed and hopeful to return. The home was perfect for our family of 6, thank you for sharing this wonderful space with us!
Superhost
Home in Milford
4.85 out of 5 average rating, 85 reviews

Spacious 4 bedroom, oasis with ocean views galore

ClaireRating, 5 stars1 week ago
We had such a great time staying at this Milford house! It was even better in person than the pictures show, more spacious than expected. The balconies overlooking the water were great to wake up to, and the small touches that the host added (towels set up and stacked in each bedroom, full coffee bar) made everything that much better! Allana was incredibly kind and responsive, being proactive about check in and check out and making sure we had everything we needed. We will definitely be repeat stayers at this house!
Top Guest favourite
Cottage in Bridgeport
4.98 out of 5 average rating, 96 reviews

Spacious Cottage Loft

MauraRating, 5 stars4 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!

Private beachfront home rentals

Guest favourite
Home in Milford
4.91 out of 5 average rating, 45 reviews

Private Beach House

CraigRating, 5 stars6 months ago
We enjoyed our recent stay while we were visiting our son at Fairfield University. It was about a 20-25 minute drive to campus and we enjoyed our walks on the beach and the quaint seaside neighborhood. Matt was very responsive and his home provided a great place to hang out while visiting our son. We especially enjoyed waking up to the sun coming up on the water and the beautiful view from the porch.
Guest favourite
Home in Milford
5 out of 5 average rating, 7 reviews

New build! 1 house from beach

LewisRating, 5 stars4 months ago
Adriana and Robert were exceptional hosts and the home was beautiful and pristine. Had everything we needed and more, really enjoyed our stay.
Home in Milford
5 out of 5 average rating, 4 reviews

Private, beachfront paradise!

LisaRating, 5 stars8 months ago
Great location on wide, beautiful, private beach! Lots of outdoor space on beach and patio with grill for BBQ. Kayaks and SUPs were at provided, too. House is surprisingly spacious with seating for many in living room and dining table. Kitchen is large and supplied with basics needed for stay. Primary bedroom is huge and all the beds are very comfortable! Jillian was great with communication. Had a great time with our family spending days on beach, grilling dinner and bonfires at night!
Superhost
Home in Milford
4.9 out of 5 average rating, 10 reviews

Botsford Beach Home w/ Fire Pit

JamesRating, 5 stars7 months ago
We really enjoyed staying here. The place was super clean and orderly. Its a small home but it has a great open kitchen / sitting area that all 6 of us were comfortably able to hang out in, eat and chat. Cute neighborhood with a nice beach walking area just down the street. And it was close to the family we were there to visit - perfect for us. Quick responses from Paul and Sean to all of our questions also.
Guest favourite
Guesthouse in Fairfield
4.93 out of 5 average rating, 15 reviews

The Creekside Cottage

AndreRating, 5 stars2 months ago
Beautiful stay! Came to CT with 2 winterstorms back to back and below freezing temps. The place was cozy and warm the whole time! A great place to relax and watch the tide come in and out. And the "throne" room has a great view!
Guest favourite
Home in Stamford
4.95 out of 5 average rating, 39 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

BrianRating, 5 stars1 week ago
This space was absolutely wonderful. My family felt extremely comfortable, safe, and well taken care of throughout our stay. The environment was welcoming, clean, and thoughtfully prepared, making it easy for us to relax and enjoy our time together. We would highly recommend this space to anyone looking for a truly comfortable and worry-free experience.
Home in Milford
5 out of 5 average rating, 4 reviews

Waterfront Beach House

CourtneyRating, 5 stars6 months ago
This is the cutest bungalow, with the most spectacular views. When you stand in the kitchen, it almost looks like you are on a boat, all you see is the water. I was lucky I had a gorgeous sunset every night of my stay. The owners have utilized the space extremely creatively and the house has everything you should possibly need. The neighborhood is very pretty and a lovely area to walk around. It’s also very quiet. The neighbors are extremely friendly. The location of the home makes you feel away from town but it’s close enough to local restaurants, and even a Target, that you aren’t inconvenienced to run out to eat or grab groceries. The furniture is very comfortable, as are the mattresses. Water pressure is good. The home has all updated amenities. The heating and air is updated with a Nest thermostat. There is a grill, as well as kayaks, and lots of outdoor seating. The house is just as depicted in the pictures. I can’t wait to go back!!
Home in Milford
4.89 out of 5 average rating, 38 reviews

Beachfront home on private Cedar Beach.

MelissaRating, 5 stars7 months ago
Denise's place was perfect for us. 4 ladies stayed here to go to the soundside music festival and it was amazing. So close to the venue and relaxing in between festival-ing. Thanks, Denise.

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