Holiday houses in Westhampton

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Quick stats about holiday rentals in Westhampton

  • Total holiday rentals

    Explore 240 holiday rentals in Westhampton

  • Nightly prices starting at

    Westhampton holiday rentals start at $86 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Westhampton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westhampton rentals

  • 4.9 Average rating

    Westhampton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Westhampton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious lawn is surrounded by trees, creating a private outdoor area. Several seating arrangements are present, including wooden benches arranged around a fire pit. The cottage, featuring light-colored siding and decorative elements, is visible in the background under clear blue skies.
Cottage in Westhampton Beach
4.94 out of 5 average rating, 186 reviews

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 151 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!

Top Guest favourite
Apartment in East Quogue
4.96 out of 5 average rating, 311 reviews

The House of the Mermaid aka La Casa della Sirena

Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

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
Home in Quogue
4.77 out of 5 average rating, 44 reviews

Luxurious Hamptons Beach Heated Pool Wineries

U.S. Open. Home completely renovated. Chefs kitchen fully stocked with all that you need. CAC throughout our home. A 20x40 inground swimming pool, open from Memorial Day to Labor Day. The pool is normally 80° sometimes can be warmer depending upon the sun. Heating is available for an additional fee. Minutes from the Beach with daily parking available for a fee. Our home is centrally located to the beaches, shops, wineries and golfing yet far enough away that you can enjoy and relax.

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.
Guesthouse in Westhampton Beach
4.8 out of 5 average rating, 64 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!

Top Guest favourite
A bright pool cottage is set amid a lush, green backyard. The cottage features a white exterior and is surrounded by landscaped gardens. A saltwater pool reflects the surrounding trees, while a spacious lawn offers ample room for relaxation and outdoor activities.
Guesthouse in East Quogue
5 out of 5 average rating, 27 reviews

Charming & Bright Pool Cottage

Take a deep breath when you enter this very bright, well appointed pool cottage. Lush backyard with the main residence and use of the salt water, unheated pool and outdoor shower. Property is on a tree lined street that ends at the bay. A 5 minute walk to the quaint village of East Quogue. Want to hit the fabulous Hampton beaches, they are a 10 minute drive away. Closest downtown Hamptons are Hampton Bays (5 min), Westhampton (our favorite ...10 min) and Southampton (15 min).

Guest favourite
Home in Westhampton
5 out of 5 average rating, 17 reviews

Chic Hamptons Gateway | Pool, Hot Tub, Beach

Stylish & airy Hamptons retreat on over an acre, 5 min to ocean beaches and Westhampton Village. Thoughtfully designed, this home features 4 bedrooms, 3 full baths, and a modern open layout across 2 floors. Outside, a heated pool, hot tub and fully fenced yard offer space to unwind in privacy. Clean design, abundant natural light, seamless indoor-outdoor flow, and a calm vibe make this home ideal for an escape. Enjoy peaceful mornings, beach walks, and cozy nights by the fireplace.

Guest favourite
A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.
Home in Westhampton Beach
4.96 out of 5 average rating, 112 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Top Guest favourite
A bright and airy living space features a light-colored sofa adorned with a decorative pillow. Two woven poufs are situated in front of the couch on a neutral rug. Sunlight enters through a large window, illuminating the room and providing a welcoming atmosphere.
Cottage in Westhampton Beach
4.98 out of 5 average rating, 51 reviews

Westhampton Beach cozy cottage, walk to all

Stay for a wedding, concert/show, wineries, vacation or work? “The Cottage,” is cozy & located in a prime village location. WALK to coffee shops, Sunset Theater, Sushi Kaydon, Main Street for cafés & boutiques, Westhampton Beach Performing Arts Center, Farmers Market, grocery, liquor store, CVS. Bike or drive to Rogers village beach (1.5 miles), passes provided or walk the bridges. Enjoy Kayaking rent at Stephens Marina, 25 minutes from Shinnecock Hills, wineries/Southampton.

Guest favourite
Home in Remsenburg - Speonk
5 out of 5 average rating, 15 reviews

Westhampton Retreat to the Woods

Newly renovated 3-bedroom, 2-bath home on 1.5 private acres just minutes from the beach. Features an open kitchen, two new bathrooms, and modern finishes. Outdoors, enjoy a hammock lounge, al fresco dining, outdoor shower, and expansive grounds. The highlight: a heated saltwater pool kept at 80°. Perfect for family, friends, or a romantic Hamptons getaway. Pool is open from Memorial Day until late September, d pending on weather conditions.

Guest favourite
A charming two-story house with wooden siding is set within a landscaped yard featuring lush green grass. Sunlight reflects off the windows, and a small balcony is visible on the upper level. A patio area with outdoor seating is located to the side.
Home in Westhampton Beach
4.98 out of 5 average rating, 51 reviews

Walk to the village! Modern beach house

Have fun with the whole family at this stylish place. Enjoy outdoor dining, BBQ, and Solo Stove fire pit area. Morning coffee and breakfast couldn't be easier with Hampton Coffee just steps away. Walk to the village for shopping and dining or bike to the beach. Get the best of both forks with Westhampton Beach only a 20 minute drive to the North Fork wineries.

Popular amenities for Westhampton holiday rentals

When is the best time to visit Westhampton?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$719 AUD$791 AUD$719 AUD$899 AUD$1,115 AUD$1,257 AUD$1,438 AUD$1,366 AUD$1,079 AUD$933 AUD$1,072 AUD$971 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westhampton?

    Westhampton has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Westhampton?

    Experience the best of Westhampton with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Westhampton?

    Four-legged friends are welcome in Westhampton. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Westhampton?

    Yes! Work meets play with ease at over 130 vacation rentals in Westhampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Westhampton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 150 vacation homes with pools in Westhampton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Westhampton have air conditioning?

    Absolutely! We offer over 200 house rentals with air conditioning in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westhampton have a kitchen?

    Absolutely! We offer over 190 house rentals with a kitchen in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Westhampton have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westhampton have free parking?

    Absolutely! We offer over 190 house rentals with free parking in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Westhampton?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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