Vacation rentals in Napeague

The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.

4.78 out of 5 average rating, 146 reviews

Sprawling Hamptons Estate with Hot Tub & Amenities

Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

A modern home is set against a twilight sky, accessible via a well-lit stone pathway lined with greenery. The landscaped garden features low shrubs and ornamental grasses, while the house is designed with large windows that provide a glimpse of the inviting interior.

5.0 out of 5 average rating, 19 reviews

Modern beach getaway ocean views

Newly built modern and stylish home, nestled hilltop behind Fort Pond with panoramic rooftop views from the ocean to the Long Island Sound. A 15 minute walk or just a few minutes drive to town and the ocean beaches, close to Surf Lodge, Navy Beach, Duryeas, Montauket. The house has 4 beds, 3-1/2 baths, large open plan kitchen, dining, living, and a second living room / den off the downstairs deck. Outside enjoy the large gunnite pool, lawn, and wooden decks at three levels! Pool open may-Oct.

The living room features a cozy seating arrangement, including a spacious sofa and armchairs. A round coffee table centers the room, and large windows allow natural light to brighten the space. A textured area rug adds warmth, while a chandelier complements the high ceiling.

4.96 out of 5 average rating, 111 reviews

Casa Amagansett

*REMODELED FEB 2022* Casa Amagansett is a classic Hamptons bungalow, 3 minutes from the beach. Our 3br/2b home features a beautiful kitchen with 2 sinks, a laundry room, a truly sunny Sunroom, and gorgeous outdoor space. We are perfectly situated minutes from the beach, the Amagansett LIRR train station, grocery stores, and great shops & dining. There are four bicycles available for easy breezy access to everything nearby. Suitable for couples, families, business travelers, and friends.

5.0 out of 5 average rating, 34 reviews

A spacious outdoor deck features a dining table accompanied by seating and an umbrella. The deck is surrounded by sand and greenery, with a grill positioned nearby. A flowering tree adds a pop of color, enhancing the outdoor space's ambiance.

Cottage in Amagansett

Amagansett Beach Cottage - Short Walk to the Ocean

Escape to our charming, contemporary beach cottage nestled in the Napeague Dunes. South of the highway with a semi-private ocean beach only two short blocks away. Our well-appointed home, also cherished by us, the owners, is thoughtfully stocked to ensure a comfortable stay. Grille, dine on the back porch, surrounded by tree-lined privacy, or cook in the nicely equipped kitchen. The Lobster Roll, and Goldberg's Bagels are a walk or bike away. Located 8-minutes between Amagansett and Montauk.

A spacious living area features large windows dressed with natural shades, allowing ample light to filter in. Comfortable seating includes a plush sofa with blue accents, woven chairs, and a wooden coffee table. A modern kitchen area with a wine fridge is visible in the background.

5.0 out of 5 average rating, 48 reviews

Stunning Central E. Hampton Home w/ gunite pool.

EH Registry #24-65. One of the top rentals in East Hampton, this beautifully remodeled 2,800 sq. ft. home is ideally located between East Hampton and Amagansett villages, close to beaches, dining and shopping. Features include 10' ceilings, a remodeled kitchen and baths, 4 bedrooms with new mattresses, dining for 10, beautiful landscaping, private fenced yard and large deck. Pool open mid-May–early Oct.; heat extra fee. NO PETS. No content creators, filming or commercial photography.

Superhost

Home in North Fork

Bungalow by the Bay

SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Bungalow by the Bay is an Inhabitable Work of Art, recrafted by owner architects. The design is inspired by all of the beauty of coastal living, incorporating organic and natural elements and environmentally conscious technology, to create a happy and healthy living space. Bungalow by the Bay is ideal for those who love sunrises, nature, water, fine wine, delicious food and dreamy sunsets.

5.0 out of 5 average rating, 4 reviews

5.0 out of 5 average rating, 28 reviews

Apartment in Montauk

Renovated Oceanfront Montauk Studio Retreat

Experience the ultimate Montauk getaway in this stylish, renovated oceanfront studio. Perched on the 2nd floor, your private balcony offers front row seats to the Atlantic-keep your eyes peeled for dolphins and whales which are frequently spotted right from the unit! Whether you're grabbing a lobster roll from the award winning food truck, dipping into the indoor pool or ending your night with a private bonfire on the beach, this is the perfect place for your east end escape.

A cozy living area features a light-colored sofa adorned with blue and white throw pillows. Woven armchairs flank a wooden coffee table, while a stone fireplace adds warmth. Two large windows allow natural light to fill the space, complemented by greenery and decorative accents.

4.97 out of 5 average rating, 116 reviews

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

4.87 out of 5 average rating, 71 reviews

Home in Springs

Spacious East Hampton house with heated pool + WFH

This 4 bed 3 bath East Hampton home is ideal for families and groups who want room to relax. The home has a heated pool (open 5/15–10/4), outdoor grill, and finished basement. You're also ideally set up for WFH with 300 Mbps fiber WiFi and 3 desks. You're a 5-min drive to bay beaches, 15 min to ocean beaches, and 10–12 min from the shops and restaurants of Amagansett and East Hampton Village. The driveway fits up to 4 cars. (RR #21-807)

4.85 out of 5 average rating, 55 reviews

Home in Springs

Historic Home + Private Waterfront Access

A rare piece of East Hampton architectural history. Designed in 1958 by Kaneji Domoto, a student of Frank Lloyd Wright, this mid-century home celebrates indoor-outdoor living with walls of glass, abundant natural light, and panoramic views of Three Mile Harbor. Set among mature trees with a private staircase down to the water, the home offers a truly unique Hamptons experience - from sunrise coffees to unforgettable sunsets.

A spacious backyard features a large pool surrounded by a wooden deck. Two lounge chairs are positioned beside the pool, and an umbrella provides shade nearby. Lush greenery lines the property, creating a serene and private environment for relaxation and recreation.

4.94 out of 5 average rating, 53 reviews

Sunny, walk to beach, large pool

Walk to the beach from the quiet of the woods! Sunny, contemporary family-friendly house with large pool in the hidden gem of the Northwest Woods section of East Hampton. Walk to Sammy's Beach on the Gardner's Bay, or make a quick drive to the ocean, come home to grill on the large deck and swim in the large heated pool. 40 acres of nature preserve behind you for quiet + unspoiled scenery!

Superhost

5.0 out of 5 average rating, 8 reviews

Contemporary house East Hampton with heated pool

Recently renovated contemporary house with 3 bedrooms and 2.5 baths has a nice and clean design. The house has a heated pool with outdoor entertaining area, a large and bright living room with a wood burning fireplace, renovated kitchen with open dining space, 2 guest rooms sharing a full bath and a master suite. It is a perfect retreat in East Hampton.

Popular amenities for Napeague vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Napeague

Luxe

An aerial view of the Mid Century Modern home is showcased, surrounded by lush greenery. The spacious yard features a heated pool, deck chairs, and a large checkered game board. A shaded seating area is positioned nearby, offering a perfect gathering spot amidst the natural landscape.

Villa in East Hampton

4.99 out of 5 average rating, 70 reviews

4.91 out of 5 average rating, 32 reviews

A bright and airy studio space features large glass doors opening to a private patio with views of the dunes and ocean. A seating area with a sofa and coffee table complements the open layout, alongside a dining table and a spacious bed.

Apartment in Montauk

Oceanfront Corner Studio Bungalow on the beach

The exterior of a contemporary home is presented, featuring a well-maintained lawn with a fire pit surrounded by several outdoor chairs. A hot tub is visible on the side, set against a backdrop of lush greenery and a clear blue sky.

5.0 out of 5 average rating, 57 reviews

Stylish Montauk Village Escape for Any Season

4.88 out of 5 average rating, 223 reviews

A serene view of a spacious barn with a deck illuminated by the golden light of sunset. Surrounded by lush foliage, the barn features large windows and a welcoming porch, providing a glimpse of modern yet comfortable architecture.

Guesthouse in Springs

Beautiful Airy Barn in Springs

5.0 out of 5 average rating, 3 reviews

Unit 211: Cottage | Ocean View | Striper

5.0 out of 5 average rating, 21 reviews

"The Place of Good Water"

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

5.0 out of 5 average rating, 34 reviews

House on Napeague Harbor, Amagansett

A serene waterfront view captures a gradient sky transitioning from deep blue to vibrant orange and yellow at sunset. The calm water reflects these warm hues, while silhouettes of wooden structures outline the shoreline, offering a peaceful and picturesque setting.