
Holiday rentals in Nassau Point
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Top-rated holiday rentals in Nassau Point
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Nassau Point
Top guest favourite

Home in Southold
5 out of 5 average rating, 32 reviewsPrivate Waterfront Access + Hot Tub + Scenic Yard
KathrynRating, 5 stars1 week ago
We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!

Home in Southampton
5 out of 5 average rating, 3 reviewsCottage in Southampton
VeronikaRating, 5 stars1 month ago
This Airbnb exceeded all expectations. The home was spotless, nicely decorated, and thoughtfully stocked with everything we needed. The location was ideal: peaceful and private, yet just minutes from town and the beach. Our host was incredibly responsive and welcoming, offering great local recommendations and ensuring a seamless check-in process. Whether you're looking for a relaxing retreat or a base for exploring the Hamptons, this is the place. We can’t wait to come back!

Home in Mattituck
5 out of 5 average rating, 27 reviewsStylish North Fork cottage and backyard deck!
ElizabethRating, 5 stars10 months ago
We had a wonderful stay at Steven and Justin's home! The house was charming, the location was perfect (on a quiet gravel road with friendly neighbors on both sides), and the backyard was fantastic. Not to mention the house was spotless. They also went out of their way to put together a super helpful guide to the area with an overview of beaches and restaurants - it took away all the stress of planning. Perfect for a quiet family vacation! We would love to come back!
Top guest favourite

Home in Southampton
4.99 out of 5 average rating, 69 reviewsSouthampton Beachy-Zen Cottage- walk to beach!
CourtneyRating, 5 stars8 months ago
In all my years using Airbnb Kim is by FAR the most warm and welcoming host I’ve worked with. Her home is the perfect beach cottage escape. Unfortunately we had an emergency and had to change our plans- Kim couldn’t have been more gracious and understanding. We didn’t get to relax and explore but the entrance to the beach looked picturesque and I absolutely plan on booking Kim’s place again.
Top guest favourite

Home in Cutchogue
5 out of 5 average rating, 11 reviewsBeautiful 1930s 4 bed 3 bath! Walk to Beach
WilliamRating, 5 stars1 month ago
All in our family had a great time. We hope to rent again sometime in the next year. Ideal for our group-6 adults and one 8-year old. Everything worked great and we took full advantage of the outdoor spaces-deck, patio, fire pit, etc. And we were only a minutes walk to a beautiful sandy beach on Peconic Bay. Also we were only 5 minutes drive from 10 vineyards and a great Seafood Market. The house was easy to get to and keycode on front door was easy. Clear written instructions and recommendations were provided by owner. Thanks, Ike!
Guest favourite

Home in Southold
5 out of 5 average rating, 5 reviewsNorth Fork Gem: Wine+Beach+Relax
PattiRating, 5 stars5 days ago
The home and location were beautiful. Host was very responsive and kind. The home was very clean and comfortable. My family got to enjoy our time together and had such a great time in your home. Thanks so much for the hospitality.
Luxe

Home in East Quogue
5 out of 5 average rating, 6 reviewsCharming, Modern Hamptons Gem
EmilyRating, 5 stars3 weeks ago
We had a lovely stay at Christine’s for a family wedding at the Westhampton Country Club. Our family is from out of town and had my mother and our kids in tow. The property was quiet and peaceful. Its location close to town was perfect. The house itself was adorable, nicely furnished and very clean. My kids loved the toys in the kids room and the swingset. Couldn’t ask for more. Thank you Christine!
Top guest favourite

Cottage in Greenport
5 out of 5 average rating, 12 reviews3 Min Walk to Beach| 1 mi to Town |Baby&Beach Gear
AaronRating, 5 stars1 week ago
The most memorable experience of my 2025! Firstly, the cottage is absolutely stunning! The furniture is super comfortable and clean and the interior design is super cute and welcoming. This was a birthday trip for my gf and it couldn’t have gone any better. We followed Alias guidebook from restaurants to sunset sailing to cruising the nearby beach on the e-bikes Alia has to offer in the garage. I love how close everything is to the cottage but also how private we were located for a peaceful stay. The nearby town has flower shops, amazing restaurants, boutiques, cafes and bakeries. We decided to enjoy it all the way through and now we want to book again. Alia even recommended activities outside of Greenport like in Sag Harbor and Shelter island which we ofc followed. After all the shopping and exploring we came home to a beautiful cottage with an outside fire pit and hammock with deers resting nearby. A magical experience, 100% recommend! Will book again soon!
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Dunewood
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Heckscher State Park
- Jennings Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Centerport Beach