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Vacation rentals in Westhampton

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Top-rated vacation rentals in Westhampton

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Cottage in North Fork

4.97 out of 5 average rating, 149 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Cottage in Westhampton Beach

4.93 out of 5 average rating, 164 reviews

Cool Tiny Cottage Artist Loft!

He Loved All Things Sea & I Followed Suit. 38 Years Ago My Father Built This Very Special Artist Loft Cottage Retreat. This Tiny Home is One Of A Kind. Throughout The Years Guests & Family Have Come & Gone Creating Beautiful Memories. The Space Is Tranquil, Serene, Peaceful & Harmonious. It’s A Wonderful Romantic Space, Charming For Family Gatherings, or One For A Soul Heart In Transition. All Have Found Passion, Peace and Progress Here. The Cottage Boasts A Fully Fenced In Large Yard, Deck, Grill, Light & Airy Vaulted Ceiling In Living Room With A Chenille Slip Cover Queen Sleeper and Cool Lounger With Library Bookcase With Books And Stereo/CD/Cassette, Color TV & DVD. Staircase to Loft Full Bed & Cute Twin Bed Area. Very Clean & Decorated Adorably. Wifi. Linens & Kitchen equipped, Washer/Dryer. Dining Table for 4 W/Sliders to Deck. Outside Seating for 6 & A Gas Grill. Perfect Place for 2. Quiet At End Of St. 1.5 miles to Rogers Beach Dune Rd/Ocean. 1 Mile To Main Street Village. 15 min to North Fork Wineries & Farms. Agent owned.

Home in Hampton Bays

4.95 out of 5 average rating, 110 reviews

Hamptons Getaway: Stunning 5BR House near Beach

Welcome to our stunning rental property located in the heart of Hampton Bays. This modern home is the perfect place for you to relax and unwind in style. Located just a short distance from some of the Hamptons' most popular attractions, including pristine beaches, world-class restaurants and boutique shops, this property is the ultimate vacation retreat. Whether you're looking to relax and unwind or explore all that the Hamptons has to offer, this luxurious rental property is the perfect choice

Guest suite in North Fork

4.9 out of 5 average rating, 256 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Home in Hampton Bays

4.94 out of 5 average rating, 121 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary three-bedroom, three-and-one-half bath home is the perfect winter and summer gateway. Located in a quiet and secluded area of the West Tiana shores community. It is situated near bay & ocean beaches, East Quogue & Hampton Bays Village. The main level features soaring ceilings, and windows on all sides, large open living and dining areas, and a contemporary kitchen. The living room directly faces the pool, cedar deck, and a manicured garden and outdoor shower

Home in Manorville

4.98 out of 5 average rating, 243 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.

Rental unit in Hampton Bays

4.96 out of 5 average rating, 375 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Home in Hampton Bays

4.99 out of 5 average rating, 104 reviews

Fall Special, Close to Beach

Welcome to this clean two bedroom home less than two miles from Ponquogue Beach. Perfect getaway from the city for a reasonable price. a calm, stylish space on a quiet residential street close to the hamlet of Hampton Bays. 1/4 acre property with private fenced in yard, patio and fire pit. The house is best suited for families and friends looking for simple, low key relaxation. Please click on "Contact Host" if you have specific booking requests and I will look to accommodate.

Rental unit in Westhampton Beach

4.94 out of 5 average rating, 104 reviews

NEW, steps to the village 1 mile to Dune Road

Newly renovated, spacious apartment with separate entrance, on picturesque tree lined street This quaint space is steps from Main street, Farmer's Market, 1 mile to famous Hamptons Beaches. Numerous restaurants and shops are a short walk away. 42 inch HD TV with Chrome Cast for streaming TV and movies . Kitchenette stocked with all new dinner ware, glassware, coffee maker, microwave, toaster oven (no stove). We are COVID-19 compliant, wiping down all surfaces between guests.

Home in Westhampton Beach

4.92 out of 5 average rating, 143 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!

Home in Westhampton Beach

4.98 out of 5 average rating, 117 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.

Home in Southampton

4.95 out of 5 average rating, 151 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

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Popular amenities for Westhampton vacation rentals

Free parking on premises

Air conditioning

Stay near Westhampton's top sights

Quogue Wildlife Refuge89 locals recommend

Westhampton Beach Performing Arts Center65 locals recommend

Beach Bakery63 locals recommend

Flora41 locals recommend

The Patio36 locals recommend

Margarita Grille33 locals recommend

Other great vacation rentals in Westhampton

Home in Westhampton Beach

4.97 out of 5 average rating, 32 reviews

Walk to the village! Modern beach house

Home in Hampton Bays

4.91 out of 5 average rating, 11 reviews

Designer Home w/ Heated, Salt-Water Pool

Cottage in Hampton Bays

4.96 out of 5 average rating, 67 reviews

Hamptons Cottage.

Home in Westhampton Beach

4.95 out of 5 average rating, 19 reviews

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Home in Westhampton Beach

4.94 out of 5 average rating, 17 reviews

Magnificent Bayfront Retreat

Home in Westhampton

4.93 out of 5 average rating, 14 reviews

Beautiful Family Hamptons Escape

Cottage in Westhampton Beach

4.97 out of 5 average rating, 32 reviews

Prime village location, walk to Main St, prvt yard

Home in Hampton Bays

5 out of 5 average rating, 28 reviews

Vacation home in the Hamptons.

Quick stats about vacation rentals in Westhampton

Total rentals
180 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
120 properties have a pool

Frequently Asked Questions

Do house rentals in Westhampton have self check-in?
Absolutely! We offer over 30 house rentals with self check-in 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 30 homes with self check-in, over 30 homes with a gym, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Westhampton have a gym?
Absolutely! We offer over 30 house rentals with a gym in Westhampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westhampton have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Westhampton. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Westhampton?
Yes! Work meets play with ease at over 100 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 120 vacation homes with pools in Westhampton, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly vacation rentals in Westhampton?
Four-legged friends are welcome in Westhampton. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Westhampton?
Westhampton has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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