Home Vacation Home Rentals By Owner In Westhampton Beach, NY

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Exceptional(18)

$1332.58

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Private Vacation Home

Hamptons Paradise ️ Pickleball, Pool & Beach-Spacious 5 BR for 10

Westhampton Beach, New York, United States

Sprawling Beautiful half acre with sun all day long!brEnjoy the beautiful landscape grounds from hydrangeas to colorful annuals your perfect oasis with Full pickleball court and a basketball hoop!br*Rogers Beach access*br5 bedroom, 2.5 bathroom, 2500 sq ft home with high-end finishings, appliances, fully finished basement, central AC and latest technology throughout, including the fastest available Gigabit internet service.brbrHeated outdoor pool is open from memorial day to September. Outdoor shower, BBQ, outdoor patio and lounge area. brbrPrivate back yard, includes outside patio and heated inground pool in separate fenced in area with secure gates.brNew patio and pool furniture including tables, seating for twelve and chaise lounges. Selection of pool toys/floats. brbrPool and backyard have outside lighting for use after dark.brbrOcean beaches and Westhampton beach town (Main Street) are less than 1.0 miles away, less than 5 minutes drive by car or taxi or easy bike ride; Westhampton Long Island Rail Road train station.brbrOutdoor and indoor tennis courts available nearby (walking distance) at Westhampton Beach Tennis & Sport, Wholistic Tennis Academy and Westhampton Beach High School.brbrbrAll new furniture and beds throughout. brbrSmart TV’s on first floor and basement;brRoku streaming boxes with access to cable TV and our wide array of programming and on-demand TV shows and videosbrbrbr2 High capacity washers and dryersbrbrIron and board. brbrRecessed LED lighting throughout. brbrbrShort walk to Main Street, Westhampton Beach High School and Westhampton Long Island Rail Road train station. Main Street area has shops, full supermarket, restaurants, library, playground and movies/theater. Library has large kids library, play area and activities. Westhampton Beach High School has full track, tennis courts, basketball court and fields. brbrQuogue Wildlife Refuge is nearby and has animals, nature center and trails (a big hit with our family).brbrEasy car, rail and Hampton Jitney access to/from New York City and to/from neighboring Hamptons towns, villages and attractions. brbrSplish Splash Water Park 10-15 minute drive in Riverhead has a range of water slides and ridesbrbrFull range of big box retail stores and Tanger Outlet Mall 10-15 minute drive away in Riverhead.brbrGrocery delivery available through Instacart and Costco.brbrAdditional housekeeping during stay can be arranged if required. ****Pool is closed after Labor Day*****
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Bath 3

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Sleep 10

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$1313.87

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Private Vacation Home

Summer in the Hamptons Starts Here- pool , sun deck and backyard oasis

Westhampton Beach, New York, United States

Experience relaxed summer living in this beautifully maintained 4 bedroom, 4 bathroom home located in the heart of Westhampton Beach. Set on lush private grounds with a large pool, expansive lawn, and multiple indoor outdoor living spaces, this home offers the perfect Hamptons escape for families, couples, or groups looking to enjoy the best of summer on the East End.brbrBright, airy, and filled with natural light, the home blends classic Hamptons charm with comfortable everyday living. Large windows and French doors overlook the backyard and pool area, creating a seamless connection between the interior spaces and the beautiful outdoor setting. The layout is ideal for both entertaining and relaxing, with spacious common areas, comfortable bedrooms, and a warm, welcoming atmosphere throughout.brbrThe backyard is one of the true highlights of the property. Surrounded by mature trees and beautifully maintained landscaping, the outdoor space feels peaceful, private, and distinctly Hamptons. Spend your days lounging by the pool, grilling outdoors, enjoying dinner under the stars, or simply relaxing in the quiet surroundings after a beach day.brbrThe home comfortably accommodates guests with 4 bedrooms and 4 full bathrooms, offering privacy and flexibility for families and groups. The interiors are clean, bright, and thoughtfully maintained, with timeless coastal style throughout. While some finishes reflect a more traditional Hamptons aesthetic rather than recent high end renovations, the home is exceptionally well cared for and accurately represented in the listing photos.brbrThe spacious kitchen is fully equipped for cooking and entertaining, while the open living and dining spaces make gathering easy and comfortable. Whether you are hosting summer dinners, working remotely for part of your stay, or simply unwinding for the weekend, the home is designed for easy, comfortable living.brbrLocated just minutes from the beaches, restaurants, and shops of Westhampton Beach, the property offers convenient access to everything the area is known for while still feeling private and tucked away.brbrNearby attractions include:br• Rogers Beach br• Cupsogue Beach County Park br• Main Street Westhampton Beach br• Boutique shopping and restaurants br• Local farm stands and markets br• Golf courses br• Tennis courts br• Wineries and vineyards br• Seasonal summer events and activities brbrAmenities include:br• Private pool br• Expansive backyard and lawn br• Outdoor entertaining space br• Central air conditioning br• Fully equipped kitchen br• Washer and dryer br• Private driveway parking br• Multiple indoor outdoor seating areas br• Bright and spacious living areas br• Quiet residential setting brbrWesthampton Beach is one of the most sought after destinations in the Hamptons, known for its relaxed coastal atmosphere, beautiful beaches, and charming village feel. Whether you are spending your days by the pool, heading to the beach, exploring town, or enjoying quiet evenings outdoors, this home offers the perfect setting for a memorable summer stay.brbrWe look forward to welcoming you to Westhampton Beach.
Bed 4

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Bath 4

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Sleep 10

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Exceptional(12)

$1525.17

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Private Vacation Home

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach, New York, United States

Finally get around to planning that luxury Hamptons getaway you've been dreaming of at this beautifully furnished home in Westhampton Beach! Designed for a couple's getaway, this vacation rental boasts 4 beds, 3 baths, and a variety of on-site entertainment, including a pool table and home theater system. Begin your days with a gentle flow in the yoga room, then relax by the heated pool with a good book. Rinse off in the outdoor shower. Come evening, walk to Main Street for a night on the town, or enjoy a soak in the private hot tub.brbr-- THE PROPERTY --brCentral Location - 4 Blocks to Main St | High Speed Internet | Yoga Mats ProvidedbrbrSituated just a short drive from the beach and a quick walk from downtown, this elegant Westhampton home is perfect for city slickers seeking a hassle-free getaway in the Hamptons.brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen BedbrbrHOME INTERIOR: 2 Smart TVs w/ cable, game room w/ pool table, home theater system, yoga room, wood-burning fireplace, dining table, modern appliances & furnishingsbrbrSUNBATHING SPOTS: Private Heated pool, wooded backyard w/ hot tub, poolside patio w/ dining set, tanning chairs & umbrellas, Weber grill. The pool is heated. The fee for propane used is assessed as a separate fee per day of use, and varies by time of year. brbrKITCHEN: Fully equipped, stainless steel appliances, cooking basics, spices, dishware & flatware, knife set, blender, drip coffee maker, toaster, tea kettlebrbrGENERAL: Free WiFi, washer/dryer, towels/linens, complimentary toiletries, hair dryers, iron/board, central heating & air conditioningbrbrFAQ: Exterior security cameras (3, facing out), pool (depth 4’ - 6’), 3 small steps required for home accessbrbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brDOWNTOWN MAIN STREET (0.7 miles): Upscale shopping & dining, Westhampton Performing Arts Center, parks, golf courses, nightlifebrbrBEACH DAYS: Rogers Beach (1.8 miles), Quogue Village Beach (4.4 miles), Hot Dog Beach (6.2 miles), Cupsogue Beach County Park (6.8 miles), Ponquogue Beach (9.2 miles)brbrOUTDOOR ACTIVITY: Quogue Wildlife Refuge (2.2 miles), Westhampton Dwarf Pine Plains Reserve (4.1 miles), Cranberry Bog (8.1 miles), Terrell River County Park (9.9 miles), Long Island State Pines Barren Preserve (12.0 miles)brbrGOLFING: Westhampton Country Club (0.8 miles), Hampton Hills Golf & Country Club (6.8 miles), Indian Island Golf Course (7.7 miles), Sandy Pond Golf Course (9.9 miles)brbrAIRPORT: Long Island MacArthur Airport (25.8 miles).
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Bath 3

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Sleep 8

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Exceptional(2)

$2431.24

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Private Vacation Home

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach, New York, United States

Enjoy everything Westhampton Beach has to offer! Our renovated family home has 5 bedrooms (4 Queen beds, 1 Twin, + 1 Queen Air Mattress), an open kitchen/family room layout, expansive deck w/ grill and outdoor dining/lounge chairs, and large outdoor heated pool. 5 minutes walking distance to Main Street restaurants and shops, grocery store, CVS, Hampton Coffee, and more. North Fork wineries, Riverhead outlets, and Southampton are a 20-30 minute drive. Access to universal EV charger included. Remote work friendly!brbrhttps://www.skylinewebcams.com/en/webcam/united-states/new-york/westhampton/rogers-beach.htmlbrbr4 Minutes to Rogers Beach and 7 Minutes to Lashley's Beach!brbr**Please Note for BOOKINGS LESS THAN 4 NIGHTS: For Roger’s or Lashley’s Beach, several minutes away, the village/town requires a non-refundable $650 permit fee that gives parking and walk-on access. There is a daily pass available for nearby Tiana Beach and Ponquogue Beach, which are about 5 miles away. **brbr**For BOOKINGS 4 NIGHTS+ we will include this $650 Fee**brbrThe space:br- 5 bedrooms total with 4 queen beds + 1 twin bed (Roku TVs in primary and 1 other bedroom)brbr**Additional Queen Air Mattress is being provided to accommodate the 10th and 11th guest.**brbr- 2 out of the 5 bedrooms are located in a private guest suite in the back of the house brbr- Open layout with kitchen island (seats 3), indoor dining table (seats 8), comfy sectional, 65 TVbrbr- Designer kitchen with all updated appliances and necessities including wine fridge, coffee machine, air fryer, Instant Pot, blender for smoothies, pots/pans, etc.brbr- Central HVACbr- Rokubr-Keurigbr-Ninja Air Fryerbr-Ninja Large Coffee Makerbr-Tea Kettlebr- Universal EV chargerbr- High-speed WiFi br- Remote work friendly with two separate desk spaces and 3 monitors br- Large washer/dryerbrbr- Expansive deck with Weber grill, outdoor dining table (seats 8), 4 lounge chairs, 2 large umbrellas (Note: all outdoor furniture is put away at end of September)br- Large outdoor heated pool with safety fence (Note: pool is closed at end of September)brbr- 4 beach chairs, lots of beach towels, lawn games, pool floats, etc.
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Bath 3

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Sleep 11

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$241.41

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Private Vacation Home

Tennis & Sea Escape - Hydrangeas in the Hamptons

Westhampton Beach, New York, United States

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.br**Unfortunately Tennis is closed for the season!brbrStep into your personal oasis, Your Tennis and Sea Escape! The cabana boasts a calming sea-foam color scheme that transports you to the ocean`s tranquility. The interior is adorned with charming details such as an oyster shell chandelier, shell lamps, and a high ceiling, creating a welcoming ambiance.brbrThe bedroom area is furnished with 2 twin beds that can be separated or pushed together for a king-sized bed, outfitted with playful linens and plush pillows to guarantee a restful night`s sleep.brbrWe have thoughtfully equipped the cabana with a coffee machine, coffee, microwave, and mini-fridge for your refreshment needs during games or après tennis indulgences. Inside there is also a full bath, with bidet toilet seat and a marble shower.brbrThe backyard is our green oasis and we can`t wait for you to enjoy! Offering various relaxation options after an exhilarating day of tennis. The lounge chairs are strategically positioned to take advantage of the backyard views, while the hammock provides a peaceful spot for an afternoon nap or lazy day reading. The patio seating area is perfect for al fresco dining or simply enjoying the stunning view of the tennis court.brbrWe aim to be a sustainable AirBnB experience as members of Southampton community solar project we also try to use biodegradable/compostable paper towels, cutlery, trash bags and more!brbrYou will have full access to the backyard, tennis court, cabana and patio. The main house will not be accessible and other guests will be onsite August, September, October.brbrWhile your stay will be private, we are available to help if anything may come up or you are simply looking for dinner suggestions!brbrWesthampton Beach is a village located on the southeastern coast of Long Island, New York. It is known for its pristine beaches, vibrant downtown area, and historic architecture. The village is situated on the western end of the Hamptons, a collection of affluent communities that are popular destinations for New Yorkers.brbrThe village is surrounded by natural beauty, including the Atlantic Ocean to the south and several nature preserves to the north.brbrThe village`s downtown area is home to a variety of boutique shops, art galleries, and restaurants, as well as the historic Westhampton Beach Performing Arts Center, which hosts a wide range of cultural events throughout the year.brbrThe village has a strong sense of community and is a popular destination for families, retirees, and vacationers seeking a quiet and picturesque getaway.brbrPlease note that the tennis court will be closed for the winter beginning on October 15th.
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$1672.39

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Private Vacation Home

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Westhampton Beach, New York, United States

Please check calendar below for availability. We try to accommodate your requests and needs, please get in touch with any questions.brbr6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout, including the fastest available Gigabit internet service, Sonos sound system, Streaming TVs, Nest controlled 4 zone heating and AC system, Bikes and Games including a professional-grade slate pool and billiard table and a children’s play area with toys and an indoor bounce house.brbrWork from home with desks, tables for group conferencing, gigabit WiFi, printer.brbrHeated 40ft pool is open April to October. April and October use subject to appropriate weather conditions.brbrQuiet traffic free private cul-de-sac location with just two houses. Kids can play throughout the front and back yard. brbrPrivate back yard, not overlooked, includes outside patio and heated saltwater 40ft pool and deck in separate fenced in area with secure gates south facing with all day sun. New patio and pool furniture including tables, seating for twelve and chaise lounges. Selection of pool toys. brbrPool and backyard have outside lighting for use after dark.brbr2 foldaway Cribs, plus a Fisher-Price Ultra-Lite Day and Night Play Yard and a High ChairbrbrOcean beaches are just over 1.5 miles away, less than 5 minutes drive by car or taxi or easy bike ride.brbrBeach equipment including chairs, sun shades, towels, cooler, wagons, toys.brbrOutdoor and indoor Tennis courts available nearby (walking distance) at Westhampton Beach Tennis & Sport and Westhampton Beach High School. Lessons available for adults and children.brbrOpen floor plan with living room, dining room, games & media room, chef’s kitchen with marble countertops and continuous backsplash, GE Monogram appliances, with range & griddle, Advantium speedcook wall oven / microwave, french door fridge/freezer, dishwasher and counter seating for 6 persons. Separate dining room will seat a further 12 persons. Several seating areas for families and friends to relax and visit. All new furniture and beds throughout. brbrBuilt-in Sonos sound system that you can wirelessly connect your mobile devices, tablets and computers to with ceiling speakers and outside speakers on pool patio. New high efficiency central air conditioning with Nest thermostats. WI-FI with strong signal across whole house and yard. Smart TV’s on first floor and media/games room with Sonos soundbar home theater, Apple TV & Roku streaming boxes with access to cable TV and our wide array of programming and on-demand TV shows and videos, including Netflix and Amazon.brbr6 bedrooms include large master suite with separate bath and shower. br brHigh capacity Maytag washer and dryer. brbrIron and board. brbrRecessed LED lighting throughout. brbrBuilt in garage. brbr7 foot tournament size Slate Pool/Billiard Table with Simonis Professional Cloth. Pool and Snooker balls.brbrWeber gas grill.brbr3 adult and 4 kids bicycles. Burley Honey Bee 2 seat bike trailer with additional storage space for infants/toddlers/children and detachable stroller. Also ideal for taking beach equipment to beach.brbrVery suitable for families. We have young children (2-9 age). Private cul-de-sac contains two houses and is traffic free. Selection of toys, games and access to our wide selection of on demand kids programming on the TV's. Children’s play area with indoor bounce house.brbrDouble Bob Duallie all terrain stroller with large wheels and all terrain tires (ideal for jogging and beach), wagons and kids bikes.brbrShort walk to Main Street, Westhampton Beach High School and Westhampton Long Island Rail Road train station. Main Street area has shops, full supermarket, restaurants, library, playground and movies/theater. Library has large kids library, play area and activities. Westhampton Beach High School has full track, tennis courts, basketball court and fields. br brQuogue Wildlife Refuge is nearby and has animals, nature center and trails (a big hit with our family).brbrEasy car, rail and Hampton Jitney access to/from New York City and to/from neighboring Hamptons towns, villages and attractions. brbrSplish Splash Water Park 10-15 minute drive in Riverhead has a range of water slides and ridesbrbrFull range of big box retail stores and Tanger Outlet Mall 10-15 minute drive away in Riverhead.brbrGrocery delivery available through Instacart and Costco.brbrAdditional housekeeping and childcare during stay can be arranged if required.brbrCall or text Mark at 917.613.6327 anytime with questions.
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Bath 4

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Sleep 12

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