House holiday rentals in Westhampton

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Top-rated house rentals in Westhampton

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Shirley

4.98 out of 5 average rating, 178 reviews

Luxurious Waterfront Beachouse On The Bay ~

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

21–28 Mar

$999 NZD per night

Guest favourite

Home in Center Moriches

4.98 out of 5 average rating, 188 reviews

Walk to beach and playground. Outdoor hot tub.

My goal is for all guests to relax & enjoy my quaint home. Have a Keurig coffee on the covered front porch, kick back on the second floor & rooftop outdoor decks. Bay beach and playground are a 3 min. walk from the house. Sunsets are beautiful. Ocean beaches are a 15 min. drive to the west (Smith Point) and to the east (Westhampton). The street borders a 263 acre park with trails. There is an outdoor shower (April thru Oct), hot tub, gas BBQ, fire pit, wifi & AC. 20 min. to wineries.

31 Oct – 7 Nov

$642 NZD per night

Guest favourite

Home in Hampton Bays

4.91 out of 5 average rating, 103 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, catering venues, waterfront restaurants, wineries & golf. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, fireplace, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

10–17 May

$1,081 NZD per night

Guest favourite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

24–31 Mar

$311 NZD per night

Guest favourite

Home in Mastic Beach

4.93 out of 5 average rating, 107 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

14–21 Dec

$1,747 NZD per night

Guest favourite

Home in Holbrook

4.91 out of 5 average rating, 237 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

20–27 Jul

$174 NZD per night

Guest favourite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

8–15 Oct

$979 NZD per night

Guest favourite

Home in Manorville

4.98 out of 5 average rating, 199 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

3–10 Oct

$1,096 NZD per night

Guest favourite

Home in Southampton

4.91 out of 5 average rating, 180 reviews

Peaceful Hamptons Cottage

Looking for a getaway? Nestled into one of the largest preserves in the Hamptons, this sunny newly renovated beachy cottage is the perfect retreat. The legendary Hamptons beaches, wineries, Southampton Village, and the world famous golf courses are less than a 10 minute drive away. There are many nearby essential shops, farm stands & restaurants. Set up for WFH with hi-speed wifi and a desk. Abuts a large nature preserve with hiking paths. Lots of deer will roam by your window!

14–21 Jul

$1,113 NZD per night

Guest favourite

Home in Westhampton Beach

4.92 out of 5 average rating, 26 reviews

WestHampton Beach Village house with heated pool

Enjoy a peace of heaven in this beautifully renovated 3 Bedroom, 2 Bathroom beach home w/ Reme Halo in-duct air purifier. Salt water heated pool and outdoor sitting for 8. Located just down the road from Main street, restaurants, Rogers beach, Dune road, Southampton town beaches , wineries and all the Hamptons have to offer. Property Manager 5 minutes away available. Pool open May - September. Off season pool may also be available depending on temperatures.

6–13 Mar

$1,170 NZD per night

Guest favourite

Home in Westhampton Beach

4.93 out of 5 average rating, 134 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

30 Oct – 6 Nov

$1,378 NZD per night

Guest favourite

Home in Westhampton

5.0 out of 5 average rating, 16 reviews

Family friendly home with large property

Relax with the whole family at this peaceful private home. Lots of room outdoors for children to explore and parents to relax. Your home away from home. No more worrying about what to pack! We have indoor toys, pack n play, safety features including baby gates, and outlet covers, as well as a water table and an outdoor playset complete with a mud kitchen. Just a 5 minute drive to town for all your needs and a 10 minute drive to the beach.

1–8 Aug

$1,332 NZD per night