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 $101 NZD 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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Guest favourite
A modern kitchen features sleek white cabinetry and a large island with bar seating for four. Two woven pendant lights hang above, illuminating the space. Large windows allow natural light to fill the room, enhancing the open and airy atmosphere.
Home in Westhampton
5.0 out of 5 average rating, 23 reviews

1940’s Westhampton renovated bungalow

Come stay at this centrally located hamptons chic property. The whole group will enjoy easy access to many beaches, downtown Westhampton Beach and many NoFo wineries. Westhampton Beach is 6 minutes from the house and filled with many amazing restaurants and shops to explore. Explore all of the Hamptons and Northfork from this beautiful 4 bed and 3.5 bath home with inground pool. Pool open MDW- LDW *** No smoking or drugs on the property. *** no pets Please note there is no fence around the pool.

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
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!

Top Guest favourite
Home in Westhampton
5.0 out of 5 average rating, 22 reviews

Chic Hamptons Gateway | Pool, Hot Tub, Beach

Stylish & airy Hamptons retreat on over an acre, minutes 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.

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
5.0 out of 5 average rating, 31 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).

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, 54 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
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays
4.87 out of 5 average rating, 137 reviews

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

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.
Home 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.

Top Guest favourite
Home in Remsenburg - Speonk
5.0 out of 5 average rating, 19 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 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, 173 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
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in East Quogue
4.94 out of 5 average rating, 162 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

Guest favourite
Home in Hampton Bays
5.0 out of 5 average rating, 43 reviews

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. Open floor plan single family home w/ 3 bedrooms, 2 full baths, spacious living room with games and dining room. Large outdoor heated pool. Pool heat is an additional cost. Comfortably fits a group of 6.

Popular amenities for Westhampton holiday rentals

When is the best time to visit Westhampton?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$838 NZD$922 NZD$838 NZD$956 NZD$1,140 NZD$1,425 NZD$1,676 NZD$1,593 NZD$1,257 NZD$1,088 NZD$1,249 NZD$1,132 NZD
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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 apartment rentals in Westhampton?

    Experience the best of Westhampton with our apartment rentals, starting at about $200 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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 130 house rentals with pools in Westhampton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Westhampton have air conditioning?

    Absolutely! We offer over 10 apartment 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 House Rentals in Westhampton?

    Enhance your stay in our House Rentals with the most popular amenities: over 200 homes with wifi, over 190 homes with a kitchen, over 190 homes with free parking, over 200 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.