Beachfront holiday rentals in Westport

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!

We were gathered from around the country for my Mother s Memorial. It was such a pleasure to stay in such a peaceful environment, as emotions were high. It was healing. Beautiful home, and all directions were clear. If it had been a little later in the Spring and the weather warmer, it would have been even better. I highly encourage anyone to stay and enjoy what the area has to offer in Gregory's beautiful home. You will have a wonderful vacation!

The photos don't do it justice—this charming place is even more spacious than it looks online. The vintage decor added a cozy touch that made us feel right at home. Highly recommend!

This is a gorgeous guest house with a lovely view of the lake. Didn’t get to try the sauna but appreciated that it was available all hours. Shower and bed were nice! We traveled here on bike while going from Poughkeepsie to NYC on the Empire State Trail. The house is close to the trail and they gave us good bike directions. Great place to stop to split up the 100 mile journey - right in the middle!

We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.

Amazing, quaint beach house just seconds from the water. Hosts were great, answered any questions I had immediately. We are from town and stayed while work was being done at our home but will definitely be recommending this property to friends and family who come to visit.

Our Spring Break stay at the Pudding Pad was great. I was there solo with an 8 year old and our dog, and we loved the huge yard that sloped down to the lake, the movie room, and the proximity to Fahnestock State Park (literally 8 minutes away). Basquali and Michelle have decorated the cozy space with a lot of fun details and vintage furniture - a favorite moment was our first day when the afternoon sunshine came in at just the right angle to hit a disco ball flower pot. It added a lot of surprise and delight. While we weren't brave enough to jump in the lake in April, we'd love to return in the warmer months to take advantage of the canoes and floats.

Perfect little backyard for our pups, great sunrise from the porch overlooking the water from across the street. Was exactly what we needed for a little weekend getaway.

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.

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!

Good price and clean area

I enjoyed myself throughly!! My sisters and I had such an amazing time!! We weren’t ready to leave. My sister enjoyed her birthday getaway so much!! She fell in love with the home and the pool!! The showers felt tropical.

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 loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.

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!

Adriana and Robert were exceptional hosts and the home was beautiful and pristine. Had everything we needed and more, really enjoyed our stay.

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.

Overall a great space, right next to the ocean and silver sands State Park. Easy to find and available parking. Clean and tidy, space as pictured. Shared back yard. Quick and easy communication with owner.

The host was extremely accommodating and communicative. This home is absolutely beautiful, the perfect place to stay! We stayed for our daughters wedding and we had all the girls getting hair & make-up done the day of the wedding, it was the perfect peaceful setting. The sound of the waves with the beach back drop is simply gorgeous! If your traveling to Milford, this is the perfect place to stay!! Thank you Victor for a wonderful weekend.

Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!

Astrid was a great host and the house was awesome. It has an indescribable character and charm, with amazing views to go with it. Visiting in the early Spring, we weren't fully able to enjoy the outdoor amenities, but could only imagine a stay later in the spring/summer. The home was cozy and private. Additionally, very well equipped with everything you could need, from paper towels to cooking supplies. The stairs are steep as mentioned, but we had zero issues. Would highly recommend!