Vacation rentals in Westhampton Beach

4.93 out of 5 average rating, 171 reviews

A spacious lawn is surrounded by trees, creating a private outdoor area. Several seating arrangements are present, including wooden benches arranged around a fire pit. The cottage, featuring light-colored siding and decorative elements, is visible in the background under clear blue skies.

Cottage in The Hamptons

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

4.98 out of 5 average rating, 208 reviews

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

Luxurious Waterfront Beach House 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

Guesthouse in The Hamptons

A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.

4.97 out of 5 average rating, 198 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

A contemporary home with large windows overlooks a serene pool area. Lush greenery surrounds the property, providing a natural backdrop. Sun loungers are positioned beside the pool on spacious stone decking, inviting relaxation and outdoor enjoyment.

4.92 out of 5 average rating, 104 reviews

Hamptons Oasis: pool, grill, lush landscape

Kick back and relax in this calm, stylish, contemporary masterpiece. 4 beds, 3 baths, eco pool, and expansive outdoor living space. Architecturally impressive structure surrounded by lush landscape and tastefully decorated. The outdoor space includes a pool, a new outdoor grill, a fire pit, pool lounge chairs, a dining table under a wisteria pergola and an outdoor sofa area big enough to fit your entire party. Fully equipped kitchen. Short drive to the beach, walkable to downtown Westhampton.

A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.

4.96 out of 5 average rating, 111 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

4.87 out of 5 average rating, 164 reviews

A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.

Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.97 out of 5 average rating, 157 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in North Fork

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, 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. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

4.96 out of 5 average rating, 392 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.

4.93 out of 5 average rating, 115 reviews

A spacious room features a queen-size bed adorned with a light gray quilt. Bedside tables with lamps flank either side, and a decorative bench sits at the foot of the bed. Natural light filters through the sheer curtains, enhancing the calming color palette.

Apartment in North Fork

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

A contemporary ranch-style home is surrounded by lush greenery. The custom-shaped heated pool features a waterfall and is bordered by a stone patio with lounge chairs and umbrellas. A state-of-the-art hot tub is positioned nearby, enhancing the outdoor relaxation space.

4.93 out of 5 average rating, 152 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!

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.

4.99 out of 5 average rating, 142 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.

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

4.97 out of 5 average rating, 113 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

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Westhampton Beach beach vacation rentals

4.92 out of 5 average rating, 51 reviews

A two-story cottage features horizontal siding and a distinctive light blue front door. A large window is positioned above the entrance, allowing natural light to enter. The garage is on the ground level, with a small staircase leading to the entryway.

Cottage in Milford

Salty Kisses Beach Cottage Milford CT

A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water| Fireplace|Firepit

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

4.95 out of 5 average rating, 237 reviews

Private beach, fully updated house, on 2 acres.

The living room features vaulted cedar ceilings and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, and a comfortable seating arrangement includes a spacious sofa and stylish armchairs. A coffee table is surrounded by greenery and decorative accents.

5 out of 5 average rating, 14 reviews

Lakay-Porte Rouge (Shinnecock hills)of Southampton

4.92 out of 5 average rating, 146 reviews

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.

Condo in North Fork

Beachside Waterview 2Br Condo w/ Pool in Greenport

A bright dining area features a wooden table surrounded by white chairs, with natural light illuminating the space. An open kitchen is visible, equipped with modern appliances and a sleek design. A wall-mounted art piece depicting a serene beach scene adds to the inviting ambiance.

4.97 out of 5 average rating, 39 reviews

Center of Town - Ideal for Beach, Golf & Tennis

Cottage in Fire Island Pines

The spacious living area features a mix of seating options, including a black sofa and bold orange chairs. Large windows invite natural light, while a Smart TV is mounted on the wall. A dining table with white chairs offers additional seating in the bright, airy space.

4.91 out of 5 average rating, 23 reviews

Classic Fire Island Pines Cottage

4.92 out of 5 average rating, 38 reviews

An aerial view of a beachside neighborhood features several classic beach houses along the shore. The image showcases neatly arranged homes, lawns, and a sandy beach with gentle waves lapping at the shoreline. A road runs parallel to the beach, promoting a serene coastal ambiance.

Home in Milford

Mid Week Specials! - Beachfront, Dog Friendly

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Other great vacation rentals in Westhampton Beach

A cozy studio apartment features a spacious Murphy bed with a light-colored comforter, neatly folded against the wall. A dark sofa is positioned adjacent to a dining table with two chairs. Natural light illuminates the room through window blinds.

4.86 out of 5 average rating, 7 reviews

Instant Book: Serene Summer Getaway in WHB, NY

The exterior of the private home is shown, featuring a welcoming facade with a front porch and well-maintained landscaping. A gravel path leads to the entrance, surrounded by neatly trimmed bushes and expansive green lawn, with trees visible in the background.

5 out of 5 average rating, 33 reviews

Family friendly home with large property

The exterior of a charming cottage features a symmetrical façade with light-colored shingle siding. A dark blue front door is framed by large windows with black shutters. Brick steps lead to the entrance, adorned with flower pots and greenery.

4.88 out of 5 average rating, 56 reviews

3BR Westhampton Beach House

A spacious room features a large bed with a green accent blanket and a simple headboard. Natural light flows in through a large window, offering a view of greenery outside. A light wood dresser and minimalist decor complete the serene atmosphere.

New place to stay

Stay in Westhampton for Less

A spacious beach house is seen from the exterior, featuring a modern design with large windows and a wrap-around deck. The surrounding landscape includes gentle sand dunes and a grass area, highlighting the proximity to the ocean. Warm sunlight brightens the scene.

5 out of 5 average rating, 17 reviews

Dune Road Steps to the Beach - 4 Bedroom Home

A bright kitchen features sleek white cabinetry and stainless steel appliances. A circular table sits centrally, complemented by a small potted plant. Natural light filters through the patterned window treatment, enhancing the modern atmosphere of the space.

5 out of 5 average rating, 22 reviews

Charming Home in WestHampton Beach

A covered patio area showcases comfortable outdoor seating, with a soft-toned sectional sofa facing the water. Lounge chairs are positioned nearby, offering unobstructed views of the tranquil ocean under a cloudy sky. The deck is lined with protective railings for safety.

4.85 out of 5 average rating, 80 reviews

Hamptons Oceanfront Oasis

Luxe

A modern living area is displayed with light-colored furniture, including two patterned armchairs, a round leather ottoman, and a cozy seating arrangement. A fireplace is framed by built-in shelves showcasing decorative items and a large framed photograph hangs above, complementing the bright ambiance.