Vacation rentals in Nassau Point

4.96 out of 5 average rating, 70 reviews

Nassau Point, North Fork Home w/ Pool

Whether you are looking for lots of outdoor space for the kids to explore, bike, play at the beach or splash around in the pool OR you are looking to explore all of the 38 Vineyards along Long Islands, this house is perfect for you. Open kitchen, dining and living space which then opens up to the deck and pool. 4 bedrooms, sleeping 8 comfortably. Two of the bedrooms are connected with a thru-door. Gated swimming pool. Minutes from the local sandy beach. Rental Permit: HMT24-00101 14-Day minimum

4.96 out of 5 average rating, 155 reviews

Apartment in Sag Harbor

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

5 out of 5 average rating, 9 reviews

Home in Sag Harbor

Oh Buoy! Charming Cottage Steps to Beach | Firepit

This nautical-inspired "tiny house" cottage in beloved Sag Harbor is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. The sunny living room features a sitting area and stylish kitchenette. The bedroom has a full sized-bed and en suite bath. Fully appointed for your stay, just bring your bathing suit! Outside is your own little deck with a bistro table and a fire pit / BBQ area, and my own house is just across the lawn so I'm readily accessible! 1 parking spot.

5 out of 5 average rating, 32 reviews

Cottage in Cutchogue

Renovated 2-Bedroom Cottage on the North Fork

Serenity awaits as you step into this totally renovated Cottage. The property is perfectly located in the heart of Long Island's Wine Country. Centered on the North Fork this home allows you to explore all that there is to offer…. antique shops, restaurants, vineyards, breweries, farm stands and the beautiful Causeway Beach is just steps from this home. The home is newly renovated with a new kitchen, appliances, new bathroom, outdoor gas grill, fire pit and a beautiful screened in porch.

4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

4.85 out of 5 average rating, 33 reviews

Home in Sag Harbor

Curated Artist Home with New Pool

Light, bright, and conveniently located, the “10 minute house" is 10 min to Sag Harbor Main Street, Southampton Main, and Watermill. 5 minutes to Long Beach and 5 seconds to a brand new gunite swimming pool. Next to Elizabeth Morton wildlife preserve with hiking, birding, and beach. Noyack Deli, Bell & Anchor, and Cromers Market nearby. Gigabit internet, heat / AC, high end fixtures and furniture. Substantial artwork. Sustainability focused home. Pets allowed with additional fee.

4.97 out of 5 average rating, 31 reviews

Cottage in Southampton

Newly Renovated Towd Point Beach Treasure

This stylish modern chic beach home is situated by the waters edge and one of the most idyllic beaches in the Hamptons. Make this home your summer escape and enjoy the cozy interior with brand new furniture throughout, hand selected by a renowned Hamptons interior designer. Outside, relax in the gunite pool or take the scenic walk to the shore. Along Towd Point, you'll find gorgeous beach homes, friendly neighbors, summer vibes and sunsets that will create lifelong memories!

4.93 out of 5 average rating, 121 reviews

Apartment in Sag Harbor

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

4.92 out of 5 average rating, 99 reviews

Guest suite in Cutchogue

Enjoy a relaxing getaway to the North Fork

One bedroom suite, with separate entrance in quiet Nassau Point; a peninsula, surrounded by beaches. Nassau Point is a great place to bike, walk and enjoy nature. Fully functioning WiFI for guests looking to extend their stay, while working from home. Fishermen's beach is a 5 minute walk Causeway beach is a 10 minute walk with parking. Point beach, 1.5 mile walk, a Southold Parking Permit required. You will find 20 wineries within 5 miles, just a short Uber ride away.

4.94 out of 5 average rating, 187 reviews

Home in Greenport

Harbor Heights

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

4.97 out of 5 average rating, 38 reviews

Cottage in New Suffolk

New Suffolk Beach Cottage 1 | North Fork

Cottage 1 sits in a beautifully maintained garden compound just one minute from private sandy beaches on Peconic Bay. Quaint New Suffolk is among the most coveted hamlets with notable beaches on the North Fork. Come for spring blossoms, summer beaches or autumn harvest. Enjoy wine tastings at nearby world class vineyards and best of market locally grown produce, farm to table dining, fresh fish markets, orchards and miles of scenic vineyards.

5 out of 5 average rating, 35 reviews

North Fork paradise between beaches and vineyards

Kick back and relax in this calm, stylish retreat. Nestled between vineyards and farmlands, this newly renovated mid-century ranch with a beautiful 14x50' heated salt water pool is a short hop to beautiful beaches, wineries, restaurants, and farm stands. Enjoy nature in a secluded park-like setting and explore everything the NoFo has to offer all year around. Please note that there are no parties, gatherings or unannounced guests allowed.

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Other great vacation rentals in Nassau Point

5 out of 5 average rating, 32 reviews

Home in Southold

Private 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!

5 out of 5 average rating, 10 reviews

Apartment in Southold

Petite apt right in southold

GraceRating, 5 stars1 week ago

This Airbnb was the best one we have ever stayed at! The apartment was sparking clean, spacious, and perfect for a weekend getaway. Parking is easy as street parking is free. We were able to park on the side street next to the apartment. Beth is an AMAZING host; she was responsive and helpful! You cannot beat the location! The Airbnb is close to all of the vineyards, great restaurants, and shops. We hope on our annual North Fork trip that we get the chance to stay there again!

Home in Mattituck

5 out of 5 average rating, 27 reviews

Stylish 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!

5 out of 5 average rating, 11 reviews

Beautiful 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!

5 out of 5 average rating, 8 reviews

Apartment in Southampton

Southampton apt walk to village

RoshniRating, 5 stars1 week ago

Had a lovely stay! Beautiful apartment with private entrance. The living spaces, bathroom, kitchen and bedroom were modern, very clean and had all the necessary amenities for a comfortable stay. The place is within walking distance of the train station and village. Would absolutely stay here again.

5 out of 5 average rating, 5 reviews

Home in Southold

North Fork Gem: Wine+Beach+Relax

PattiRating, 5 stars1 week 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.