Beachfront holiday rentals in Fairfield County

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.

Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

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!

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!

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.

Nates home is so warm, cozy and spacious. We had a large group for a local concert and everyone had more than enough room. The music room was an added bonus! Look no further if you want to feel at home in this spectacular house!

This was perfect for our 2 night stay while in town visiting Granma for her 98th birthday! Very good location in a nice neighborhood, private easy entry, very clean, comfy bed and linens, nice hosts - we'll stay again!

Arthur was a gracious host. He was accommodating, friendly and knowledgeable.

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.

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.

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.

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!

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!

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!

Sweet Dotties Cottage was better than expected. It was right on the water and even had a dock for our boat. It was very clean and exactly as described. The screened in porch was great at night. I highly recommend and will be visiting this property again.

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!

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.

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!

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.

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!!

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.

Richard and Ruthie are the best hosts we've encountered, and we've had some great ones. They put great care and thought into their place, and into anticipating all of their guests' needs. From thoughtful touches and amenities to thorough instructions and recommendations-- they have thought of everything. They are also extremely responsive.