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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 $252 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
Home in Springs
4.91 out of 5 average rating, 141 reviews

Serene w/ large pool ~1 block to waterfront dining

Serene, chic Hamptons oasis! Located 1 block to waterfront dining + 8 mins to Main St. A perfect escape for any time of year! During summer, swim all day + walk 1 block to waterfront dining for dinner, drinks, coffee on the sea! During fall/winter, enjoy the firepit, indoor wood burning fireplace, 80' streaming TV + large fully stocked Chef's kitchen! The home is nestled in nature and serenity, perched back on a large piece of private property. Perfect for a serene escape to relax and unwind!

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
4.95 out of 5 average rating, 521 reviews

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

Top Guest favourite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in Springs
4.95 out of 5 average rating, 263 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.

Top Guest favourite
An aerial view of a backyard features a spacious wood deck surrounding a gunite pool. Comfortable lounge chairs are positioned near the pool, alongside a shaded area with an umbrella. The natural greenery provides a serene backdrop to the outdoor dining area.
Home in Springs
5.0 out of 5 average rating, 56 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

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
4.96 out of 5 average rating, 110 reviews

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.

Guest favourite
A spacious outdoor deck features a dining table accompanied by seating and an umbrella. The deck is surrounded by sand and greenery, with a grill positioned nearby. A flowering tree adds a pop of color, enhancing the outdoor space's ambiance.
Cottage in Amagansett
5.0 out of 5 average rating, 33 reviews

Amagansett Beach Cottage - Short Walk to the Ocean

Escape to our charming, contemporary beach cottage nestled in the Napeague Dunes. South of the highway with a semi-private ocean beach only two short blocks away. Our well-appointed home, also cherished by us, the owners, is thoughtfully stocked to ensure a comfortable stay. Grille, dine on the back porch, surrounded by tree-lined privacy, or cook in the nicely equipped kitchen. The Lobster Roll, and Goldberg's Bagels are a walk or bike away. Located 8-minutes between Amagansett and Montauk.

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
5.0 out of 5 average rating, 46 reviews

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. NO PETS. No content creators, filming or commercial photography.

Luxe
An aerial view of the Mid Century Modern home is showcased, surrounded by lush greenery. The spacious yard features a heated pool, deck chairs, and a large checkered game board. A shaded seating area is positioned nearby, offering a perfect gathering spot amidst the natural landscape.
Villa in East Hampton
4.99 out of 5 average rating, 67 reviews

Luxe|Pool|Games|Movie|HotTub|Firepit|MegaChess

SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Guest favourite
The backyard showcases a serene oasis with a sparkling pool surrounded by lush greenery. A sunroom is visible, providing a view of the inviting outdoor space. The setting offers a sense of privacy, enhanced by the natural landscape.
Home in Springs
4.94 out of 5 average rating, 104 reviews

Oasis backyard, Pool, Gym, and Sunroom!

Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

Guest favourite
The exterior of the artist's beach cottage features a charming facade with wood shingles and well-maintained landscaping. A welcoming front porch is flanked by shrubs and flower beds, while a serene lawn leads toward a lush backyard visible in the distance.
Home in Amagansett
4.93 out of 5 average rating, 68 reviews

Classic Hamptons Cottage - Heart of Amagansett

This historic Amagansett artist's beach cottage is perfectly located close to Main Street shops, restaurants & beaches. It has been recently renovated and freshly painted. This two-level traditional cottage offers 2 bedrooms, 2 bathrooms. Great access to the beautiful backyard, and an outdoor shower, surrounded by mature landscaping, this first-time offered retreat makes for the perfect short-term or long-term visit to Amagansett. A great house for all seasons.

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
4.98 out of 5 average rating, 115 reviews

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

Guest favourite
Home in Springs
4.85 out of 5 average rating, 53 reviews

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.

Popular amenities for Amagansett holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Amagansett's top sights

Amagansett Beach

17 locals recommend

Indian Wells Beach

68 locals recommend

Atlantic Avenue Beach

63 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

Top Guest favourite
A bright living area features a leather sectional sofa and a wooden coffee table atop a textured rug. Natural light enters through a skylight and door, illuminating the warm orange accent wall. A small plant adds a touch of greenery to the space.
Guest suite in Amagansett
4.94 out of 5 average rating, 63 reviews

SERENE HIDEAWAY in EAST HAMPTON . Entire Apartment

Top Guest favourite
An open living space reveals light wood flooring and white shiplap walls. A large TV is mounted on one wall, while sliding glass doors provide access to outdoor seating. A comfortable beige rug lies on the floor, complemented by a wooden coffee table stacked with books.
Apartment in Montauk
4.98 out of 5 average rating, 48 reviews

Dockside 2BR - Prime Location on the Marina Unit B

Superhost
An outdoor space features a modern freestanding soaking tub surrounded by wooden decking. The area is bordered by wooden walls and adorned with a potted plant, adding a touch of nature. A bright sky and trees can be seen in the backdrop.
Home in Amagansett
4.69 out of 5 average rating, 32 reviews

Amagansett walk-to-the-bay Beach House

Top Guest favourite
Home in Springs
5.0 out of 5 average rating, 14 reviews

Light-filled Retreat by the Bay

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
4.91 out of 5 average rating, 64 reviews

East Hampton Secluded Escape with Gunite Pool

Top Guest favourite
Cottage in Sag Harbor
5.0 out of 5 average rating, 18 reviews

Hamptons Waterfront Getaway – Stylish & Serene

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
4.91 out of 5 average rating, 35 reviews

NEW Private, modern centrally located Apartment!

Superhost
A charming exterior view of a home is featured, surrounded by lush greenery and colorful landscaping. A tranquil swimming pool is positioned in the foreground, with a well-maintained lawn leading up to the house, which includes multiple large windows and a spacious patio area.
Home in Amagansett
4.82 out of 5 average rating, 11 reviews

Beautiful Cozy Home in East Hampton

When is the best time to visit Amagansett?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,386 NZD$1,480 NZD$1,597 NZD$1,597 NZD$1,564 NZD$1,685 NZD$1,841 NZD$1,922 NZD$1,397 NZD$1,093 NZD$1,345 NZD$1,345 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