Beach house holiday rentals in Westhampton Beach

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Top-rated beach house rentals in Westhampton Beach

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Guest favourite

Home in Shirley

4.98 out of 5 average rating, 179 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

14–21 Mar

$980 NZD per night

Guest favourite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

16–23 Sep

$311 NZD per night

Superhost

Home in Hampton Bays

4.88 out of 5 average rating, 216 reviews

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed home located in the center of The Hamptons, steps away from several beaches! Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bdrm areas/ 2 full baths & outdoor shower. Spacious backyard w/ fire pit & large deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball.

26 Nov – 3 Dec

$954 NZD per night

Guest favourite

Home in Center Moriches

4.98 out of 5 average rating, 189 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.

3–10 Nov

$629 NZD per night

Guest favourite

Home in Milford

4.98 out of 5 average rating, 154 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

12–19 Dec

$646 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.

20–27 Jan

$1,940 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.

19–26 Jul

$1,460 NZD per night

Guest favourite

Home in Southampton

4.9 out of 5 average rating, 215 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

9–16 Sep

$1,018 NZD per night

Superhost

Home in Fire Island Pines

4.94 out of 5 average rating, 159 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an artist's paradise. Our house was once written up in House & Garden (photo spread at house), and provides an authentic bohemian Pines lifestyle: Layered decks descend the hill for sun and shade with main decks surrounding, plus a roof-top deck for 4, all make for a party-friendly space; secluded on two old-growth lots for plenty of privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

21–28 Aug

$1,159 NZD per night

Guest favourite

Home in East Quogue

5.0 out of 5 average rating, 22 reviews

Hamptons Getaway Home, Sleeps 7

Escape to our cozy cottage retreat! Nestled amidst nature, it features a spacious master bedroom with queen bed, a playful bunk room with twin beds, plus a pull-out sofa twin-bed chair and a pull-out sofa full-size bed. With room for 7, enjoy family bonding, starlit nights, and relaxation. Nestled between Southampton and Westhampton. Only a 10 minute drive to newly revived downtown of Westhampton, with driving distance to Dune road with beach access to Ponquogue and Tiana.

29 Mar – 5 Apr

$714 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.

5–12 Aug

$1,292 NZD per night

Superhost

Home in Port Jefferson

4.96 out of 5 average rating, 135 reviews

The Hidden Retreat ~ Family friendly Walk to Beach

Come fall in love with The Hidden Retreat, a former Fisherman's cottage from 1920, nestled on a hill, surrounded by nature. A sanctuary from your burdens. Enjoy the harbor views, the quietness and the fresh air... It's a place to share moments with family & friends, walk down to town and spend the day at the beach, dine al fresco on the deck under the string lights, start a fire, sip on a glass of wine and stay a while...

8–15 Jun

$755 NZD per night