Beach house vacation rentals in Amagansett

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Top-rated beach house rentals in Amagansett

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Top guest favorite

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

4.95 out of 5 average rating, 237 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Home in North Fork

Paradise Found

This fully renovated charming bay-front cottage on a private dirt road has a large sugar sand beach, spectacular panoramic Bay views with boat mooring and beautifully planted private gardens. Professionally redecorated interiors boast exposed wood beamed ceilings, artwork, and comfortable sitting areas to take advantage of the best Bay views. Fully stocked cook’s kitchen completes this 3 BR, 1 Bath home with central HVAC. Garden level has open-air covered sitting, new Webers, and outdoor shower.

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

Enjoy staying in our newly renovated (2021) country cottage in the picturesque town of Orient, NY. Our lovingly restored cottage has 3 bedrooms and a very comfortable open floor plan with a wood-burning fireplace. Our gourmet kitchen will fulfill your dreams of cooking a delicious meal for friends and family. Upstairs you will find 3 very comfortable bedrooms and 2 baths, one which is ensuite with the primary bedroom. It's a stone's throw away from Village Street, the country store and the bay.

Top guest favorite

A wooden deck area features a dining table with six chairs, accompanied by a grill. A large umbrella provides shade, while the picturesque view of the water and distant marina is visible beyond the railing, set against a clear blue sky.

Home in Hampton Bays

5 out of 5 average rating, 130 reviews

Hamptons Waterfront- Great Location- On the bay

Amazing Beachfront vacation home located directly on a private sandy beach on Shinnecock Bay. Stunning waterfront views- sunrises/sunsets. Have a bbq and relax right on the back deck and watch the boats pass by or take a quick walk or shuttle boat to some of the Hamptons best restaurants. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Superhost

The kitchen showcases a modern design with white cabinetry and stainless steel appliances. A wooden dining table is surrounded by red metal chairs, while an open layout is enhanced by natural light streaming through large sliding doors leading to the outdoor space.

Home in Montauk

5 out of 5 average rating, 22 reviews

Family Friendly Designer 3bd Centrally Located

Enjoy Montauk for all its pleasures and call this immaculate golf course house your home. Nestled on quiet Fairlawn Drive, you will enjoy a short walk to town, the train station, or the beach. The Manor is just down the street. Take a stroll up to the Fort Hill Cemetery for spectacular sunset views over Fort Pond Bay. If you plan to bring a bike, everything is within biking distance, and plenty is within walking distance. The golf course is just across the street. Rental Registry # 22-953

Guest favorite

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, 33 reviews

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

Fun Beach House with 5 bedrooms, 2 full bathrooms, sleeps 8 adults. 1 minute walk to the entrance of Meschutt Beach & Tiki Joe's Bar & Grill. Live Band on Wed, Fri, Sat and Sun. Fun Hot Tub, Outdoor hot/cold shower. We supply Beach chairs, Towels, Kayak, Weber BBQ grill. Complimentary Coffee and Tea. Close to Dune Road Beaches, Waterfront Restaurants, Wineries, Breweries & Ciderhouse for Beer & Cider tastings. Close to Mini-Golf, Tennis, Pickleball, Golf & Driving Range.

Superhost

The exterior of a spacious two-story house is highlighted, surrounded by lush greenery. A clear saltwater pool features a light blue hue, with several lounge chairs positioned along the patio. Large windows adorn the house, inviting natural light into the interior.

Home in Sag Harbor

New place to stay

Designer’s home in Sag Harbor

Nestled in Sag Harbor, this elegant 5-bedroom home offers a saltwater heated pool just 2 miles away from the town. A mere five-minute stroll takes you to the Serene Green local farm stand and Long Beach Bay, where you can indulge in swimming, paddleboarding, and witnessing breathtaking sunsets. The chef's kitchen is perfect for culinary adventures, and you can savor your meals either poolside under the charming string lights at the 8-person farm table or indoors at the 8-person table

Superhost

A spacious living area features a modern sectional sofa adorned with decorative pillows. A large chandelier adds visual interest, while natural light enters through sliding glass doors, revealing a view of the outdoor space. Framed artwork is arranged on the adjacent wall.

Home in Sag Harbor

Newly Renovated Sag Harbor House

Welcome to this newly renovated, charming Sag Harbor house, just a short stroll from the beach and a delightful farm stand. This beautifully decorated home features a cozy yet stylish interior, perfect for relaxation and entertaining. The incredible backyard is a true oasis, adorned with designer landscape and luxurious and comfortable outdoor furniture. Enjoy sunny afternoons by the salt water pool or the fire pit in the evening. This idyllic retreat is the ultimate getaway!

A modern two-story house is set against a clear blue sky. A generous deck extends from the front, complemented by a grassy lawn and meticulously trimmed bushes. A stone pathway leads towards the entrance, framed by greenery on either side.

Home in Montauk

Montauk Beach Surf House in Ditch Plains

Early am surf at Ditch Plains beach or bike to town. Open concept first floor, with kitchen, dining area and indoor/outdoor living space with oversized front deck + outdoor shower + large parking area. First-floor primary bedroom + en-suite bath, laundry room. 2nd floor has queen bedroom + 3 twin bedroom + loft bunk room . The walk out lower level has blow up queen bed, gym, sauna, and entertainment space. Short bike or drive to town, marinas, lighthouse and MTK life.

Guest favorite

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

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water| Fireplace|Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage “Bouy Cottage” is across the lawn so I (or other guests may be there in August/September/October stays).

Guest favorite

The exterior of a charming two-story carriage house is shown, featuring a light blue façade. A red awning covers a section of the porch, which is framed by large windows. An outdoor dining area with a dark wicker table and chairs is placed on the patio, surrounded by well-maintained grass.

Home in Westhampton Beach

4.94 out of 5 average rating, 72 reviews

In-Town Charming Westhampton Village Beach House

Relaxing and comfortable best describe this perfectly located & recently renovated 1900s Westhampton Beach carriage home - south of the HWY. 2min walk to Main Street. You will be close to everything when you stay at this centrally located home - walk to farmer's market, restaurants, shops, park and beaches. Ideal for a small family gathering or those on the go escaping the city and don't want to drive and be located in town.

A spacious living room features a cozy seating area arranged around a brick fireplace. Exposed wooden beams add character to the high ceiling, while a decorative bookshelf holds various items. Natural light is provided by generous windows, complemented by vibrant artwork on the walls.

Home in Sag Harbor

4.93 out of 5 average rating, 14 reviews

Near Beach & Sag Harbor in the Heart of Hamptons!

In the heart of the Hamptons, house with cathedral ceiling near bay beach. Spacious living room, comfy Southwest decor, eat-in-kitchen, washer/dryer, wifi, on a quiet cul-de-sac street, organic lawn, near a great beach. 2-3 bedrooms available. Drive into SAG Harbor, Southampton or East Hampton for dining, shopping, sightseeing, plus gorgeous, award-winning ocean beaches. No smoking inside this home; no pets