Holiday rentals in West Hampton Dunes

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Top-rated holiday rentals in West Hampton Dunes

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Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 158 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Guest favourite
A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.
Home in Westhampton Beach
4.97 out of 5 average rating, 38 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day in the sun on the beach (a short 5 minute walk), grilling on the deck watching the sunset over the bay, soaking in the hot tub, fishing on the private dock, or lounging on the couch watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

Guest favourite
Flat in Hampton Bays
4.93 out of 5 average rating, 29 reviews

Hidden Garden Cottage|Beach|Pet Friendly

Tucked among lush rhododendrons, this refined one-bedroom retreat offers a rare Hamptons escape - intimate, thoughtfully curated, and quietly luxurious. This private garden cottage is just minutes from beaches, marinas, and waterfront dining, yet feels completely secluded. A serene queen bedroom pairs with a softly styled loft lounge featuring a sleeper sofa for two, ideal for relaxing mornings, reading, or hosting additional guests in comfort. Meticulously cleaned with eco-luxury products.

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.82 out of 5 average rating, 214 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Guest favourite
The image captures a spacious outdoor area featuring a large, heated swimming pool surrounded by lounge chairs. A well-maintained lawn is visible, along with a charming cottage that includes an inviting porch. Lush greenery and trees form a serene backdrop.
Cottage in Remsenburg - Speonk
4.98 out of 5 average rating, 40 reviews

Newly built cottage near the bay and hamptons

Kick back and relax by the amazing pool in this calm, newly built stylish space hosted by a super host! In the estate area of Remsenburg ten minutes from Westhampton Beach Main Street and fifteen minutes from several beaches. At the end of a private road across from the Moriches bay. Wonderful area to bike and walk. Tour options available and include sunset cruising, fishing, etc. Inquire within! Vineyards about 40 minutes away. Exclusive access to 1300 square foot cottage. 2 bed/2 bath!

Guest favourite
The image showcases a private har-tru tennis court alongside a well-maintained grass area leading to a charming cabana. Fresh greenery surrounds the space, contributing to a calm outdoor environment. The logo of 'Tennis & Sea Escape' is prominently displayed.
Guest house in Westhampton Beach
4.8 out of 5 average rating, 65 reviews

Tennis & Sea Escape - Hydrangeas in the Hamptons

Escape the city and enjoy a Tennis & Sea Escape at our charming cabana. The private har-tru (green clay) tennis court is perfect for tennis enthusiasts, while the spacious patio and landscaped backyard offer relaxation after a day out. Access the beach and town within minutes, and plug in your EV car before rinsing off in the outdoor shower. Enjoy a perfect blend of comfort, luxury, and convenience with coffee, TV, WiFi, and towels provided. **Unfortunately Tennis is closed for the season!

Guest favourite
Flat in Mattituck
5.0 out of 5 average rating, 10 reviews

Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines

Experience the North Fork lifestyle in this modern, open-concept 2-bedroom retreat. Perfectly situated in the heart of Mattituck, the airy layout seamlessly connects the kitchen, dining, and living areas for a spacious, social feel. Step out onto your private deck to grill on the BBQ after a day of exploring. You're minutes from the charm of Love Lane, the family fun at Harbes Farm, and premier tastings at Macari and Sparkling Pointe vineyards. Grab local treasures and come home to relax!

Guest favourite
Home in Mastic
4.96 out of 5 average rating, 183 reviews

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

Guest favourite
A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.
Home in Westhampton Beach
4.98 out of 5 average rating, 172 reviews

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Guest favourite
The spacious living area features a light-colored sofa adorned with decorative pillows, positioned atop a soft area rug. Large windows provide natural light and views of greenery outside. A modern chandelier hangs from the vaulted ceiling, and a fireplace is situated below a mounted television.
Home in Mastic Beach
4.87 out of 5 average rating, 62 reviews

Dahlia by the bay

This stylish meticulously designed luxury place to stay is perfect for group trips who like the water, with walking distance from the water and a marina thats 3 minutes away driving its the perfect spot to enjoy the summer. Create memories around the firepit with friends and family or put your game face on and vs in pool. Enjoy the amazing views, wildlife and quietness surrounded by nature.

Guest favourite
A cozy living area is present with a light-colored sectional sofa facing a television. A soft throw blanket rests on the sofa. Large windows allow natural light, while a floor lamp and a small side table complement the space. A white armchair adds additional seating.
Guest house in Eastport
4.92 out of 5 average rating, 36 reviews

The Hide-A-Way

Kick back and relax in this calm, stylish space. You're in walking distance to restaurants and shops in the quaint little town of Eastport, and just a short drive to the Hampton's with endless beaches. Or take a drive to the North Fork and take a tour of the many wineries and restaurants it has to offer.

Top guest favourite
Home in Westhampton
5.0 out of 5 average rating, 29 reviews

Home in Westhampton - with Hot Tub

6 minutes from the charming Westhampton Beach town center, your family will be close to everything when you stay at this central location. There is a big private fenced-in yard with a play set, eating area, and hot tub. Complete with toys and games, this is truly an ideal hamptons family stay.

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