Vacation rentals in Westhampton Beach

Cottage in Westhampton Beach

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.

4.93 out of 5 average rating, 170 reviews

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.

A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.

4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day soaking up the sun at the beach (a short five minute walk from the house), grilling on the deck watching the sunset over the bay, enjoying the new hot tub, or lounging on the couch and watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

Guesthouse in Hampton Bays

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, 196 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.

4.96 out of 5 average rating, 110 reviews

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.

Home in Hampton Bays

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.

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

Experience peaceful living in this beautiful Hampton home, a short stroll away from both the ocean beach and the bay with a deeded right of way access. This luxury 4-bedroom, 2+ bathroom house is located on a quiet cul-de-sac off of Dune Rd and comes equipped with a Viking kitchen, central AC, 300mb WiFi, cable TV, new wrap around deck, and an outdoor cedar shower. Great sunny living room with beamed cathedral ceilings and large windows offers views of the ocean dunes. WHD: 0907-017

Apartment in Hampton Bays

4.96 out of 5 average rating, 391 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.

4.94 out of 5 average rating, 112 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!

5 out of 5 average rating, 32 reviews

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.

Home in Westhampton

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.

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, 140 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.

Superhost

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in Hampton Bays

4.94 out of 5 average rating, 132 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

Apartment in Hampton Bays

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, 111 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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Popular amenities for Westhampton Beach vacation rentals

Laptop-friendly workspace

Westhampton Beach beach vacation rentals

A bright and airy living area is enhanced by large windows allowing natural light to fill the space. A comfortable white sofa is positioned at the center, accompanied by decorative pillows. Two stylish pendant lights hang above, and a coffee table sits atop a textured rug, creating a welcoming atmosphere.

Home in North Fork

5 out of 5 average rating, 3 reviews

Orient cottage in the Village

4.95 out of 5 average rating, 20 reviews

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.

Home in Sag Harbor

Beach Cottage | Steps to Water | Firepit

A hot tub is featured with luminous blue lighting, casting an ethereal glow over the bubbling water. The water jets create dynamic patterns as the surface ripples, inviting relaxation. The surrounding deck area is visible, enhancing the outdoor ambiance.

Home in Hampton Bays

5 out of 5 average rating, 31 reviews

Beach House -Walk to Beach -Live Band -Hot Tub

4.95 out of 5 average rating, 235 reviews

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.

Home in East Hampton

Private beach, fully updated house, on 2 acres.

5 out of 5 average rating, 14 reviews

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.

Home in Southampton

Lakay-Porte Rouge (Shinnecock hills)of Southampton

4.92 out of 5 average rating, 142 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

4.88 out of 5 average rating, 16 reviews

A serene pool area is framed by vibrant hydrangeas and lush greenery. The sparkling blue water features two striped floaties. A paved patio extends around the pool, with a charming pergola visible in the background, inviting relaxation amidst the natural setting.

Home in Center Moriches

“It’s All Good” Hydrangea Hampton House

Cottage in Fire Island Pines

A wooden deck leads to a mid-century cottage, framed by trees. Two white chairs are positioned on the deck, allowing for a serene space that captures sunlight. The structure features large glass doors that reflect the natural light of the sunny day.

4.91 out of 5 average rating, 23 reviews

Classic Fire Island Pines Cottage

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Other great vacation rentals in Westhampton Beach

The exterior of the home features a well-maintained front lawn, showcasing lush green grass and a variety of garden plants. The house's white facade is complemented by light wooden shutters, and a charming front porch with seating is visible to the left.

5 out of 5 average rating, 3 reviews

Private, Family Friendly Home in the Heart of WHB

Apartment in Hampton Bays

Two bright orange chairs are positioned beside a small wooden table adorned with a potted plant and books. A cozy atmosphere is created in a well-lit space featuring light-colored flooring and natural light from the nearby window.

5 out of 5 average rating, 51 reviews

Hampton Studio

5 out of 5 average rating, 19 reviews

An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.

Villa in Hampton Bays

Hamptons Bungalow With Pool

Apartment in Center Moriches

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

4.86 out of 5 average rating, 87 reviews

Quiet and comfy studio near the Hamptons

Superhost

The exterior of the beach bungalow is illuminated at dusk, showcasing large windows that reflect warm light. Surrounded by mature trees, the spacious lawn contrasts with the building's neutral tones, creating a serene atmosphere. The driveway hints at the inviting interior.

Bungalow in Hampton Bays

4.95 out of 5 average rating, 20 reviews

Civilian Surf Club: a family-friendly beach house

5 out of 5 average rating, 35 reviews

A serene beach scene features soft, sandy shores bordered by gentle green grasses. The calm water reflects the clear blue sky, with a few clouds visible in the distance. The setting conveys a tranquil environment, perfect for relaxation and exploration.

Cottage in Hampton Bays

walk to bay, woods cottage

5 out of 5 average rating, 16 reviews

A two-story home with a grey exterior is showcased, featuring a blue garage door and well-maintained landscaping. Lush green grass covers the front yard, bordered by a variety of shrubs and trees. A paved driveway provides access to the house and ample parking.

Home in East Quogue

Hamptons Haven steps from beach