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 $256 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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Top Guest favourite
Home in East Hampton
5 out of 5 average rating, 20 reviews

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.

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.

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, 518 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
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk
4.96 out of 5 average rating, 507 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Superhost
A serene sleeping area features a spacious bed dressed in crisp white linens and accented by a dark throw pillow. Framed artwork adorns the walls, while stylish side tables complement the modern aesthetic. Floor-to-ceiling curtains in a neutral tone add a touch of elegance.
Apartment in East Hampton
4.85 out of 5 average rating, 94 reviews

Private Newly built 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!

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.

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

Light-filled Retreat by the Bay

This light-filled, modern retreat is tucked away in the historic community of Springs, East Hampton. Designed and constructed using only sustainable materials, the home offers a perfect blend of conscious living and luxury comfort.Wake up to birdsong, spend your days lounging by the sun-soaked heated pool, or nights under the stars. The private beach is just a short stroll away. Whether you’re seeking serenity, family fun, or a stylish remote work getaway, this eco-conscious escape delivers.

Luxe
Villa in East Hampton
4.99 out of 5 average rating, 67 reviews

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

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, 103 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.

Top Guest favourite
Apartment in Montauk
5 out of 5 average rating, 20 reviews

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.

Top Guest favourite
A bright living area features large windows providing views of the bay. Seating includes a white sofa and wooden chairs, while a natural wood coffee table anchors the space. A dining table for six is visible in the background, complemented by stylish light fixtures.
Bungalow in Springs
5 out of 5 average rating, 24 reviews

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)

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
4.94 out of 5 average rating, 33 reviews

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.

Popular amenities for Amagansett holiday rentals

When is the best time to visit Amagansett?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,408 NZD$1,503 NZD$1,623 NZD$1,623 NZD$1,589 NZD$1,712 NZD$1,871 NZD$1,953 NZD$1,420 NZD$1,110 NZD$1,367 NZD$1,367 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.