Holiday rentals with outdoor seating in Westhampton Beach

Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Eduard’s place was wonderful! 6 of us gathered for the new year and there was plenty of room for all of us and one pup. The hot tub was excellent, and the landscaping was beautiful. The surrounding area was quiet and lovely. The den was a great area to relax and play games in. We’d definitely recommend staying here.

Sue was a great host. She was responsive and flexible and my dog and I had a great place to stay mid-way through our travels. Downtown Milford is a great little town- there are some wonderful green spaces about a mile drive from Sue's and many great places to eat/order takeout. This worked out for us very well :)

Perfect weekend getaway spot with a wonderful backyard. The hot tub was a treat and the rooms were clean and spacious. Highly recommend!

This house was fantastic! We cooked a full Thanksgiving dinner here! The house was well stocked with everything we needed, from kitchen essentials to paper products. The layout of the house was great. Jane was very accommodating and made things easy for us! The house was immaculate and met all of our needs. I hope it’s available next Thanksgiving! Perfect location! Close to town, yet quiet and private! It was my granddaughter’s first Thanksgiving and I’m so glad we had this house to celebrate in!

House is perfect. We stayed for a long weekend over Thanksgiving. Perfect location, beds are comfy, fireplace is cozy and host is very responsive and kind.

Robin was very proactive making sure I was able to properly book her home when I had technical difficulties. She went above and beyond to help, which I truly appreciate. The home is very beautiful and it felt like home away from home. The house was clean and had a great aroma, the house was everything I expected and more. I would recommend this home to anyone who comes to the area. Lovely home, Lovely Host! Thank you again.

Place was beyond my expectations. House was very clean and still felt very welcoming. Easy walk to beach and restaurants and stores within a few minutes drive.

It’s a Great location, cute and small! Scott responded fast every time

Edward was a very friendly and flexible host, and made me feel welcome

Our 3 time staying at Amanda’s home. Beautiful and spacious within walking distance to village. Looking forward to coming back next year!

Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

The apartment is lovely, and we loved being able to use the backyard. Verona is an incredible host and I highly recommend this location if you need to get away for a weekend.

The place is close to Yale where I was working. The area is quiet and safe. Rosaria sets very high standards of cleanliness.

Lovely, clean, comfortable, well-designed space. Hosts are friendly, responsive, and respectful of guests’ privacy. Would stay again!

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

Nice place to stay, close to the main highway.

Lovely stay in greenport! Short drive from major north fork activities. Can imagine its even better during the busy season!

This place was perfect! It looks exactly like the pictures and was perfectly clean inside. Doug was always responsive for any questions we had. We couldn’t have asked for a better place to spend the weekend. Would definitely come back and stay again

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!

Incredible stay at #19 The Bridge the whole 3rd floor with two comfy family inviting areas to hang out and enjoy, large tv in every space, 4 great bedrooms with new mattress so comfy, luggage holder and greeted with fresh towels in every bedroom and great sound machines, chargers and ceiling fans in each bedroom. Bathroom one with jet tub, shower and bidet, beautiful tile and clean! Kitchen had all the plates, glasses and utensils, pots and pans needed and an awesome coffee station we enjoyed cooking breakfast every morning and then enjoyed at the family table large enough for 10-people if needed and a high chair provided for our grand baby! Rooftop outside table was great for enjoying the gorgeous view of beautiful Old Colony Beach! Short block walk to private Old Colony Beach made for an amazing family vacation! We can’t wait to come back and make this an annual stay. Thank you Peter for making #19 our new vacation spot.