Amagansett Holiday Rentals, New York: Private House Rentals

A coastal sunset with a beach, ocean waves, and a road leading to a distant town.

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Our top choices for Amagansett hotels

A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

1. Sea Crest Resort

Amagansett

Dan

5.106.529 ₫

6.398.720 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.

A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

A sign for Ocean Vista with a red and white van parked nearby.

A coastal pathway with a wooden bridge leading to a green sports court.

2. Ocean Vista Resort

Amagansett

Dan

3.747.174 ₫

4.281.114 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A modern kitchen with white cabinetry, a built-in dishwasher, a stainless steel microwave, and an oven.

3. Windward Shores Ocean Resort

Napeague

William

3.616.995 ₫

4.837.355 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A beach with waves gently lapping onto the shore.

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

4. The Roundtree, Amagansett

Amagansett North

Dwight

15.377.676 ₫

18.447.349 ₫ total

includes taxes & fees

2 Nov - 3 Nov

5. The Hermitage

Amagansett

Yesenia

3.914.695 ₫

5.318.653 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A brick house with a covered porch, a chimney, and a well-maintained lawn.

A two-story house with a covered patio and a small garden area.

A spacious living room with a staircase, a fireplace, and a coffee table with books and flowers.

A modern kitchen with a marble countertop, a coffee maker, and a fruit tray.

6. The Reform Club

Amagansett North

Cathleen

20.275.582 ₫

25.017.953 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A living room with a fireplace, two sofas, a coffee table, and a chair.

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

7. Journey East Hampton

East Hampton North

Erika

6.418.170 ₫

8.066.116 ₫ total

includes taxes & fees

20 Oct - 21 Oct

8. East Hampton House Resort

East Hampton North

Tina

4.115.149 ₫

5.406.822 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A beach with a lifeguard tower, sandy dunes, and the ocean.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

9. The Huntting Inn

Egypt Lane Historic District

Josie

9.908.717 ₫

11.579.789 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious bedroom with a large bed, a sitting area with a sofa, a chair, and a small ottoman. There are two windows with curtains, a fireplace, and a flat-screen TV mounted on the wall.

A living room with a sofa, a small table, a vintage refrigerator, and a large window with curtains.

A kitchen with a central island, two wicker chairs, and a bar area with glasses.

A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.

10. The Maidstone

East Hampton

Steven

6.392.238 ₫

7.668.514 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A beach chair with a striped cushion and a bag with a floral design.

A two-story white house with a brick pathway leading to the front door, surrounded by a white picket fence and a flag.

A person riding a bicycle with a basket on a road.

A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.

11. The Hedges Inn

East Hampton

Lauren

9.290.635 ₫

12.140.953 ₫ total

includes taxes & fees

25 Oct - 26 Oct

12. Driftwood Resort

Montauk

Julian

3.053.672 ₫

4.331.490 ₫ total

includes taxes & fees

14 Oct - 15 Oct

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden building with a white window and a balcony.

A beach with pebbles and sand, a sunset, and a calm sea.

A room with a large bay window, a chandelier, and wall sconces.

13. The Sagaponack

Wainscott

Jane

5.205.071 ₫

6.983.749 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A house with a sloped roof, large windows, and a pathway leading to the entrance.

A wooden gate leading to a pathway surrounded by lush greenery and trees.

A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

A dining area with a chandelier, a large table, chairs, and a vase with flowers.

14. Mill House Inn

Pantigo Road Historic District

Rhett

8.408.400 ₫

12.152.595 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A hotel lobby with a sofa, chairs, tables, and a large window.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

15. Sag Harbor Inn

Sag Harbor

Terri

5.679.108 ₫

6.488.381 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with trees and tables under string lights.

A living room with a fireplace, a television mounted above it, and a dining area in the background.

A white house with a sign reading "The 1770 House Restaurant & Inn."

A garden pathway leading to a white picket fence and a building with an American flag.

16. The 1770 House Restaurant & Inn

East Hampton

Lisa

10.437.630 ₫

14.269.083 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A wooden pathway leading to a beach with a view of the ocean.

An indoor swimming pool with a view of the beach, lounge chairs, and large windows.

A house with a stone wall and a garden with various plants and flowers.

A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.

17. Gurney's Montauk Resort & Seawater Spa

Montauk

Amanda

9.960.720 ₫

13.656.083 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

A spacious interior with a wooden staircase, a blue sofa, and a white chair.

18. EHP Resort & Marina

East Hampton

theresa

6.913.212 ₫

8.687.998 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A residential area with houses, a wooden deck, and a garden with pink flowers.

A sliding glass door leading to an outdoor area with a pool and a wooden deck.

A large, modern house with a swimming pool, surrounded by lush greenery and trees.

19. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

11.729.044 ₫

13.400.621 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A modern hotel room with a bed, bedside table, and a view of the garden.

A large, white, two-story building with a covered porch and a bicycle parked in front.

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

20. Topping Rose House

Bridgehampton

Adam

16.182.936 ₫

18.579.556 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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Where to stay in Amagansett

Find the best Amagansett areas for the activities you enjoy most.

A sandy beach with people walking and playing, a pink surfboard, and a calm sea in the background.

A porch with white columns, purple flowers, and potted plants.

A coffee shop interior with a wooden wall, a coffee machine, and a menu board.

Amagansett North

Amagansett North offers a peaceful retreat in the prestigious Hamptons region. This residential haven features traditional cedar-shingled homes with expansive lawns and tree-lined streets away from the tourist bustle. The quiet area provides easy access to pristine Atlantic beaches and cultural attractions like the Amelia Cottage Museum. Large private estates and luxury holiday rentals dominate this upscale area. The neighborhood's charm lies in its understated elegance and natural beauty. Ocean breezes carry salt air through the mature oaks while nearby Amagansett village offers farm-to-table dining and boutique shopping.

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An aerial view of a lighthouse on a rocky island surrounded by calm sea.

An aerial view of a coastal town with a lighthouse, rocky shoreline, and calm sea.

A storefront with 'RUBE' and 'OPEN' signs, a mannequin, and a window with greenery outside.

A building with a triangular roof and a sign that reads "Hampton Chutney Co."

A plate of food with a piece of chicken, roasted potatoes, and greens.

Amagansett Lanes

Historic Amagansett Lanes offers a peaceful retreat with classic Hamptons-style homes on quiet, tree-lined streets. This charming residential enclave sits just a short distance from popular Atlantic beaches. Mature oak trees create leafy canopies over wide roads perfect for evening strolls. The area provides easy access to Amagansett Square and nearby nature preserves like Atlantic Double Dunes. Summer visitors appreciate the upscale atmosphere and proximity to East Hampton's dining and shopping. Beach enthusiasts can quickly reach local shores including Atlantic Avenue Beach and Indian Wells.

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A coastal landscape with a lighthouse, grassy dunes, and a rocky shoreline.

Napeague

Napeague is noteworthy for its beaches, and you can make a stop at top attractions like Hither Hills State Park and The Hamptons Beaches.

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A driftwood log on a sandy beach with green grass growing around it.

Amagansett Dunes

Amagansett Dunes offers a slice of exclusive Hamptons paradise where pristine beaches meet protected dune landscapes. This upscale coastal enclave features oceanfront estates with direct access to less crowded stretches of Atlantic shoreline. Summer visitors treasure the peaceful atmosphere away from the Hamptons' busier scenes. The area balances natural beauty with luxury living along Atlantic Avenue Beach and Indian Wells Beach. Contemporary glass and cedar homes blend with traditional Hamptons architecture throughout the area. Without businesses within the dunes themselves, the focus remains on ocean views, private gatherings, and serene beach walks.

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A coastal landscape with a lake, dense greenery, and a sunset sky.

Beach Hampton

Beach Hampton offers a tranquil slice of paradise along Amagansett's pristine Atlantic coastline. This exclusive enclave features expansive sandy shores and oceanfront estates with manicured lawns. Luxury holiday homes dot the landscape, creating a private residential atmosphere away from crowded tourist spots. Visitors can dip their toes in the water at Amagansett Beach or stroll along The Hamptons Beaches. The area maintains a quiet charm with upscale amenities throughout the summer season. Nearby Atlantic Avenue Beach and Amagansett Square provide additional exploration opportunities just moments away.

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Stay near popular Amagansett attractions

Amagansett Beach

9.6/10 (50 reviews)

This pristine Hamptons shoreline offers expansive sandy beaches and vibrant summer energy. Arrive early to secure parking, then spend the day swimming in lifeguard-protected waters or exploring nearby Amagansett shops.

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A beach with waves, a sunset, and a flag.

Indian Wells Beach

8.6/10 (28 reviews)

This pristine Atlantic shoreline offers a family-friendly escape with lifeguard protection and refreshing ocean waves. Arrive after 11:00 AM to secure parking with your East Hampton permit.

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An aerial view of a coastal area with a highway, beach, and a large building complex.

Atlantic Avenue Beach

8.8/10 (16 reviews)

Atlantic Avenue Beach offers pristine sands and clear waters perfect for swimming and surfing in the Hamptons. Enjoy freshly made lobster rolls while lifeguards ensure a safe family experience.

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Amagansett Square

9.2/10 (50 reviews)

This charming outdoor plaza in Amagansett showcases boutique shops and local eateries around a central green space. Summer visitors can enjoy community events like outdoor concerts and films on the lawn.

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Napeague State Park

9.4/10 (26 reviews)

Napeague State Park offers pristine Atlantic beaches and unique "walking dunes" that shift with winds. Hike sandy trails through diverse ecosystems while spotting endangered species and migratory birds.

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The Stephen Talkhouse

The Stephen Talkhouse is just one of the places to see in Amagansett, so why not enjoy the other things to explore during your travels?

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Amelia Cottage Museum

7.8/10 (8 reviews)

Step back in time at this 1725 colonial cottage showcasing early American domestic life. Explore period-furnished rooms and the adjacent carriage museum to glimpse authentic 18th-century living.

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The Stephen Talkhouse

The Stephen Talkhouse is just one of the places to see in Amagansett, so why not enjoy the other things to explore during your travels?

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Learn more about Amagansett

Stroll the pristine beaches where locals fish for striped bass before heading to the farmers market for fresh oysters. Art galleries and seafood shacks line Main Street, while Stephen Talkhouse offers live music that draws both celebrities and surfers.

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A farmers market with a sign reading "Amagansett Farmers Market," displays of bread, sunflowers, and people sitting at tables.

Top Amagansett Hotel Reviews

Sound View Greenport

10/10 Excellent

"The breakfast could have had a better choice."

The Bentley Hotel Southampton

10/10 Excellent

"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

Zey Hotel

10/10 Excellent

"The hotel was super clean and had a lot of different rooms to hang out in. Wheter you're reading a book or just want to enjoy some quiet time on a comfy couch this place had it. Our host James was a gentlemen and we'll definitely come back. Thanks"

Sun N Sound

8/10 Good

"Definitely needs some updating, but was just what we needed for our two night stay in Montauk. Convenient location near shops, restaurants, and a short ride to the main town."

Windward Shores Ocean Resort

8/10 Good

"We could hear every step from the room directly above us. A bit over priced."

Sea Crest Resort

10/10 Excellent

"Beautiful everything was really nice. Overall clean but could have used a deep cleaning under table and couch needed a deeper cleaning everything else was amazing including the beach, beach amenties and access, room location and access to the beach was perfect"

The Hermitage

10/10 Excellent

"As always it was another great experience staying at the Hermitage ☺️"

Ocean Vista Resort

10/10 Excellent

"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."

Ocean Surf Resort

10/10 Excellent

"Perfect for weekend stay"

More cheap stays in Amagansett

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY

2.787.431 ₫

3.312.035 ₫ total

5 Nov - 6 Nov

includes taxes & fees

8.4/10 Very good! (983 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

2.777.317 ₫

3.821.385 ₫ total

28 Oct - 29 Oct

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

3.708.276 ₫

4.236.705 ₫ total

28 Oct - 29 Oct

includes taxes & fees

9.6/10 Exceptional! (600 reviews)

Ocean Surf Resort

84 South Emerson Avenue Montauk NY

2.820.048 ₫

4.347.337 ₫ total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (329 reviews)

Sun N Sound

22 Soundview Drive Montauk NY

3.588.705 ₫

4.522.166 ₫ total

18 Oct - 19 Oct

includes taxes & fees

9.2/10 Wonderful! (332 reviews)

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

5.106.529 ₫

6.398.720 ₫ total

15 Oct - 16 Oct

includes taxes & fees

9.2/10 Wonderful! (586 reviews)

Hotels in Amagansett with star rating

Frequently asked questions

What's the weather like in Amagansett?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Amagansett is 1443 mm.

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Book Hotels in Amagansett on Expedia.com

Find hotels in Amagansett, NY from 3.312.035 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Amagansett

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Amagansett hotels

1. Sea Crest Resort

2. Ocean Vista Resort

3. Windward Shores Ocean Resort

4. The Roundtree, Amagansett

5. The Hermitage

6. The Reform Club

7. Journey East Hampton

8. East Hampton House Resort

9. The Huntting Inn

10. The Maidstone

11. The Hedges Inn

12. Driftwood Resort

13. The Sagaponack

14. Mill House Inn

15. Sag Harbor Inn

16. The 1770 House Restaurant & Inn

17. Gurney's Montauk Resort & Seawater Spa

18. EHP Resort & Marina

19. East Hampton Art House Bed & Breakfast

20. Topping Rose House

Where to stay in Amagansett

Amagansett North

Amagansett Lanes

Napeague

Amagansett Dunes

Beach Hampton

Stay near popular Amagansett attractions

Amagansett Beach

Indian Wells Beach

Atlantic Avenue Beach

Amagansett Square

Napeague State Park

The Stephen Talkhouse

Amelia Cottage Museum

The Stephen Talkhouse

Learn more about Amagansett

Top Amagansett Hotel Reviews

Sound View Greenport

The Bentley Hotel Southampton

Zey Hotel

Sun N Sound

Windward Shores Ocean Resort

Sea Crest Resort

The Hermitage

Ocean Vista Resort

Ocean Surf Resort

More cheap stays in Amagansett

Kenny's Tipperary Inn

The Atlantic Hotel

The Bentley Hotel Southampton

Ocean Surf Resort

Sun N Sound

Sea Crest Resort

Hotels in Amagansett with star rating

Frequently asked questions

Explore a world of travel with Expedia

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