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Holiday houses in Amagansett

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Quick stats about holiday rentals in Amagansett

  • Total holiday rentals

    Explore 370 holiday rentals in Amagansett

  • Nightly prices starting at

    Amagansett holiday rentals start at $262 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    220 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Amagansett holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym across Amagansett rentals

  • 4.9 Average rating

    Amagansett stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Amagansett

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in Springs

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

FamilyLocationWi-Fi

4.95 out of 5 average rating, 524 reviews
Top Guest favourite
Home in East Hampton

Cozy East Hampton Getaway

Newly updated, sun-filled home on a quiet street just 5 minutes from East Hampton Village. Enjoy morning coffee on the front porch surrounded by nature, then head to Two Mile Hollow Beach or explore nearby shops and cafes. Hosted by a Trinidadian- and Bahamian-born duo who share their love for slow, peaceful living and Caribbean warmth. Highlights: -5 min to beaches & village -Private yard in peaceful setting -20 min to Sag Harbor & Montauk *Kindly note that nightly prices as listed are firm.

LocationFamilySleep quality

5.0 out of 5 average rating, 23 reviews
Superhost
Apartment in East Hampton

NEW- Private Modern East Hampton Apartment!

Our newly built, gorgeous chic units are located in the beautiful, iconic Village of East Hampton. Just 4 minutes from the shop & restaurant lined Village. Close to the beach, & just a short drive to Montauk! Dine at one of the fabulous restaurants in town, or indulge in one of the many boutiques. Come stay with us in our recently built and expertly curated units. All units feature a brand new memory form mattress, new kitchen, wifi, smart TV and all essentials. We look forward to hosting you!

LocationValueAir conditioning

4.84 out of 5 average rating, 85 reviews
Top Guest favourite
The living room features a cozy seating arrangement, including a spacious sofa and armchairs. A round coffee table centers the room, and large windows allow natural light to brighten the space. A textured area rug adds warmth, while a chandelier complements the high ceiling.
Home in Amagansett

Casa Amagansett

*REMODELED FEB 2022* Casa Amagansett is a classic Hamptons bungalow, 3 minutes from the beach. Our 3br/2b home features a beautiful kitchen with 2 sinks, a laundry room, a truly sunny Sunroom, and gorgeous outdoor space. We are perfectly situated minutes from the beach, the Amagansett LIRR train station, grocery stores, and great shops & dining. There are four bicycles available for easy breezy access to everything nearby. Suitable for couples, families, business travelers, and friends.

FamilyValueLayout

4.96 out of 5 average rating, 110 reviews
Top Guest favourite
A spacious living area features large windows dressed with natural shades, allowing ample light to filter in. Comfortable seating includes a plush sofa with blue accents, woven chairs, and a wooden coffee table. A modern kitchen area with a wine fridge is visible in the background.
Home in East Hampton

Stunning Central E. Hampton Home w/ gunite pool.

EH Registry #24-65. One of the top rentals in East Hampton, this beautifully remodeled 2,800 sq. ft. home is ideally located between East Hampton and Amagansett villages, close to beaches, dining and shopping. Features include 10' ceilings, a remodeled kitchen and baths, 4 bedrooms with new mattresses, dining for 10, beautiful landscaping, private fenced yard and large deck. Pool open mid-May–early Oct.; heat extra fee. NO PETS. No content creators, filming or commercial photography.

FamilyLocationAccess

5.0 out of 5 average rating, 48 reviews
Top Guest favourite
Apartment in Montauk

Renovated Oceanfront Montauk Studio Retreat

Experience the ultimate Montauk getaway in this stylish, renovated oceanfront studio. Perched on the 2nd floor, your private balcony offers front row seats to the Atlantic-keep your eyes peeled for dolphins and whales which are frequently spotted right from the unit! Whether you're grabbing a lobster roll from the award winning food truck, dipping into the indoor pool or ending your night with a private bonfire on the beach, this is the perfect place for your east end escape.

LocationFamilyComfort

5.0 out of 5 average rating, 28 reviews
Top Guest favourite
A cozy living area features a light-colored sofa adorned with blue and white throw pillows. Woven armchairs flank a wooden coffee table, while a stone fireplace adds warmth. Two large windows allow natural light to fill the space, complemented by greenery and decorative accents.
Home in Montauk

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

FamilyLocationPets

4.97 out of 5 average rating, 116 reviews
Guest favourite
Home in Springs

Spacious East Hampton house with heated pool + WFH

This 4 bed 3 bath East Hampton home is ideal for families and groups who want room to relax. The home has a heated pool (open 5/15–10/4), outdoor grill, and finished basement. You're also ideally set up for WFH with 300 Mbps fiber WiFi and 3 desks. You're a 5-min drive to bay beaches, 15 min to ocean beaches, and 10–12 min from the shops and restaurants of Amagansett and East Hampton Village. The driveway fits up to 4 cars. (RR #21-807)

FamilyLocationComfort

4.87 out of 5 average rating, 71 reviews
Top Guest favourite
Bungalow in Springs

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

FamilyLocationView

5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Springs

Historic Home + Private Waterfront Access

A rare piece of East Hampton architectural history. Designed in 1958 by Kaneji Domoto, a student of Frank Lloyd Wright, this mid-century home celebrates indoor-outdoor living with walls of glass, abundant natural light, and panoramic views of Three Mile Harbor. Set among mature trees with a private staircase down to the water, the home offers a truly unique Hamptons experience - from sunrise coffees to unforgettable sunsets.

FamilyLocationCondition

4.85 out of 5 average rating, 55 reviews
Guest favourite
A bright and airy living space features a spacious white sofa and a wooden accent chair. Sunlight floods through large windows, illuminating a glass coffee table and light-colored area rug. A dining area with a round table and stylish chairs is visible in the background.
Home in Amagansett

Chic Walk to the Beach in Amagansett

Located on the idyllic Amagansett Lanes, this dream-like two bedroom, one bath home marries nature, art and design to create the ultimate, sun-filled beach getaway. Moments from the Amagansett Square and Ocean Beaches - everything you need is within walking distance, whether it be a morning coffee at Jack's Stir Brew, fresh local produce from Amber Waves Farm or a stroll along Atlantic Beach.

ValueFamilyQuiet

4.94 out of 5 average rating, 35 reviews
Superhost
Home in East Hampton

Contemporary house East Hampton with heated pool

Recently renovated contemporary house with 3 bedrooms and 2.5 baths has a nice and clean design. The house has a heated pool with outdoor entertaining area, a large and bright living room with a wood burning fireplace, renovated kitchen with open dining space, 2 guest rooms sharing a full bath and a master suite. It is a perfect retreat in East Hampton.

LocationFamilyCheckout

5.0 out of 5 average rating, 8 reviews

Popular amenities for Amagansett holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Amagansett's top sights

Amagansett Beach

17 locals recommend

Indian Wells Beach

68 locals recommend

Atlantic Avenue Beach

64 locals recommend

Two Mile Hollow Beach

30 locals recommend

Egypt Beach

15 locals recommend

Louse Point

8 locals recommend

Other great holiday rentals in Amagansett

Superhost
A bright sitting area features a white shiplap ceiling with exposed beams. A light-colored sofa is adorned with decorative pillows, positioned near a coffee table. A telescope is placed by a window, offering views of the lush outdoor greenery visible through the glass doors.
Home in Montauk

Ditch Plains/ Chic ocean view beach retreat

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 35 reviews
Guest favourite
An in-ground salt-water pool is surrounded by natural stone, set amidst lush greenery. Sun loungers are positioned alongside the pool, and a shaded seating area is visible to the right. A wooden structure stands in the background, blending with the tranquil landscape.
Home in East Hampton

East Hampton Secluded Escape with Gunite Pool

LocationValueGetting around

4.88 out of 5 average rating, 69 reviews
Top Guest favourite
Cottage in Sag Harbor

Hamptons Waterfront Getaway – Stylish & Serene

LocationFamilyCleanliness

5.0 out of 5 average rating, 18 reviews
Guest favourite
A heated pool is surrounded by a spacious wooden deck, providing ample room for relaxation. Sun loungers are positioned neatly nearby, offering comfortable seating options. A colorful inflatable float is visible on the water's surface, with lush greenery framing the tranquil setting.
Cabin in East Hampton

Close to all! Peaceful Heated Pool! *Month

LocationFamilyQuiet

4.89 out of 5 average rating, 19 reviews
Top Guest favourite
A spacious living area is filled with soft natural light, featuring a curved sectional sofa and a modern coffee table. A stylish armchair and decorative items are present. The background reveals an elegant staircase leading to an upper level, enhancing the room's contemporary design.
Cottage in Sag Harbor

Luxury Gem At The Heart of Sag Harbor Village

LocationFamilyDecor

5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Springs

Sunlit cozy cottage by the bay.

FamilyLocationBarbecue

4.97 out of 5 average rating, 30 reviews
Superhost
A spacious living area is illuminated by natural light from a skylight. A white sofa, adorned with decorative pillows and a colorful throw, faces a green coffee table. The open kitchen is visible in the background, featuring modern appliances and minimalistic decor.
Home in Amagansett

Amagansett walk-to-the-bay Beach House

LocationFamilyAccess

4.71 out of 5 average rating, 34 reviews
Superhost
A clean and inviting sleeping area is presented with a spacious bed adorned with white bedding. Two decorative pillows are arranged on the bed, adding a touch of texture. A floor-length mirror and a slender arrangement of decorative branches enhance the modern aesthetic of the space.
Apartment in East Hampton

NEW Private, modern centrally located Apartment!

FamilyLocationNearby

4.92 out of 5 average rating, 38 reviews

When is the best time to visit Amagansett?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,441 NZD$1,538 NZD$1,661 NZD$1,661 NZD$1,626 NZD$1,752 NZD$1,914 NZD$1,998 NZD$1,453 NZD$1,136 NZD$1,399 NZD$1,399 NZD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Amagansett?

    Amagansett has vacation rentals and homes near the beach, as well as options in the village for easy access to shops, galleries, and local dining. Some stays are surrounded by wooded areas, offering a peaceful retreat.

  • What are the best things to do in Amagansett with kids?

    Families can enjoy beach outings, nature walks, and ice cream stops in the village. Exploring local parks, attending community events, and visiting area museums are frequently suggested activities.

  • What are some of the best things to do in Amagansett?

    Explore local beaches, wander through scenic nature preserves, and browse shops or galleries in the village. Amagansett frequently suggests stops at historic sites, fresh seafood eateries, and seasonal farmers’ markets.

  • How is the weather in Amagansett?

    Winters in Amagansett are cold, ranging from 19–43°F (-7–6°C), with occasional snowfall. Summers are milder, with highs near 80°F (27°C), and spring and fall offer comfortable temperatures for outdoor exploring.

  • When is the best time to visit Amagansett?

    Summer is often recommended for warmer weather near 75–80°F (24–27°C), open beaches, and outdoor events. Early fall features mild temperatures and fewer crowds, while spring brings fresh blooms and coastal scenery.

  • What are the best places to visit in Amagansett?

    Amagansett has sandy beaches, nature preserves, and historic farmhouses often recommended for visitors. The village’s shops, galleries, and seasonal markets highlight local culture.

  • What are some hiking trails in Amagansett?

    Amagansett has scenic trails through wooded preserves and coastal dunes. Many visitors explore paths with native marshlands or walk forested trails for birdwatching and peaceful surroundings.

  • What are some family activities we can do in Amagansett?

    Families can explore the beach, walk nature trails, and browse local markets or shops. Picnicking in parks, participating in seasonal festivals, and visiting small museums add variety to the experience.

  • What are some of the best day trip ideas from Amagansett?

    Explore nearby coastal towns with local shops and galleries, visit maritime museums, or stroll through nature reserves and vineyards. Art centers and historic sites around the region are frequently suggested for day excursions.

  • Are there any pet friendly accommodations available in Amagansett?

    Pet-friendly vacation rentals can be found in Amagansett, with homes near nature trails or beaches where dogs are welcome. Confirming pet policies in advance helps ensure a smooth stay.

  • What are some local tips for visiting Amagansett?

    Locals often suggest arriving early to popular beaches, layering clothing for changing coastal weather, and sampling fresh seafood from area markets or eateries. Exploring preserved nature areas and checking community event boards enhances the experience.

  • What is Amagansett known for?

    Amagansett is known for its sandy beaches, relaxed atmosphere, and locally rooted arts and music. The town has historic farmsteads, nature trails, and seasonal events that showcase coastal traditions.

  • What are the best hidden gems to explore in Amagansett?

    Explore quieter beaches, tucked-away nature trails, and independent art galleries around the village. Locally owned shops and historic sites provide insights into Amagansett’s coastal heritage.

  • What are the best foods to try in Amagansett?

    Fresh seafood is frequently suggested, including locally caught fish and shellfish. Area bakeries, farm stands, and village restaurants highlight seasonal produce, homemade pies, and casual coastal fare.

  • What should I bring for a trip to Amagansett?

    Pack layers for weather changes, a sun hat and sunscreen for beach days, sturdy shoes for nature walks, and a reusable bag for shopping at local markets. Bringing a light jacket helps for cool evenings year-round.

  • What is the nightlife in Amagansett like?

    Nightlife in Amagansett includes laid-back venues, live music at area bars, and occasional pop-up events. Locals often gather in village cafes or outdoor patios for low-key evenings with friends.

  • What are the most popular events or festivals in Amagansett?

    Amagansett has a seasonal farmers’ market, local art fairs, and community events where people gather to explore area crafts and food traditions. These gatherings are often suggested for their welcoming atmosphere and mix of creative displays.

  • Are there family friendly vacation rentals in Amagansett?

    Many vacation rentals in Amagansett welcome families, with options near beaches or in the village close to parks and shops. Some homes include amenities suited for children and group gatherings.

Destinations to explore