Amagansett holiday lettings

We found 1,866 holiday rentals — enter your dates for availability
Select from 127 houses, 46 apartments and other holiday rentals to find the perfect place for your stay in Amagansett. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Amagansett

Showing deals for:13 Nov - 20 Nov

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Why visit Amagansett

  • Stunning Beaches: Amagansett boasts beautiful sandy beaches ideal for swimming, sunbathing, and surfing, offering a perfect seaside escape.
  • Charming Village Life: The quaint shops and local eateries provide a delightful blend of relaxation and exploration in a picturesque setting.
  • Outdoor Activities: With nearby national and state parks, visitors can enjoy hiking, biking, and a range of outdoor pursuits.
  • Rich Cultural Heritage: Historic buildings and vibrant art galleries reflect the area’s cultural richness and community spirit.
  • Variety of Accommodations: Amagansett offers diverse lodging options, including private homes and charming cottages, catering to all preferences.

Popular types of accommodation in Amagansett

Discover the charm of Amagansett, New York, where sandy beaches meet quaint village life. Ideal for a relaxing getaway, this coastal gem offers a variety of accommodations, including houses, cottages, and apartments. Enjoy local attractions such as stunning beaches, scenic parks, and vibrant art galleries. Whether you're seeking a summer retreat or a peaceful escape, Amagansett rentals provide the perfect base for your memorable holiday experience.

  • Houses: These spacious residences provide a comfortable and personalised stay, making them the top choice for visitors in Amagansett.
  • Cottages: Quaint and charming, cottages offer a cosy retreat with a touch of rustic charm, making them a popular option.
  • Apartments: Ideal for those seeking convenience, apartments provide a modern living space in close proximity to local amenities.
  • Condos: Offering resort-style living, condos are a favourite for those wanting a blend of comfort and community.
  • Villas: Luxurious and spacious, villas cater to those seeking an upscale experience during their stay.**

Top attractions in and around Amagansett

Amagansett, New York, offers a delightful seaside escape perfect for families and outdoor enthusiasts. Visitors can enjoy its beautiful beaches, explore the nearby national and state parks, and appreciate the historic buildings that reflect the area's rich culture. With plenty of opportunities for outdoor activities and relaxation, Amagansett makes for a charming destination for those seeking both adventure and tranquillity.

  • Amagansett Beach: A stunning stretch of sandy shore, perfect for sunbathing and swimming, offering a serene atmosphere and beautiful ocean views, ideal for a relaxing day by the sea.
  • Hither Hills State Park: A picturesque outdoor space featuring scenic trails and breathtaking landscapes, perfect for hiking, picnicking, and enjoying the natural beauty of the area.
  • Amagansett Square: A vibrant hub of local shops and eateries, showcasing the charm of the community with a lively atmosphere, perfect for leisurely strolls and dining.

Things to do recommended for couples

Amagansett offers charming beach walks at sunset, intimate dining at local seafood restaurants, and exploring the picturesque landscapes together. Don't miss a visit to the nearby vineyards for a romantic wine tasting, or take a bike ride along the scenic coastal paths to create lasting memories.

Things to do recommended for families

Families will delight in exploring the beautiful beaches of Amagansett, where children can build sandcastles and splash in the waves. Enjoy a day at the nearby Amagansett Farmers Market, offering fresh produce and local treats, perfect for a picnic in the sun.

Things to do recommended for groups

Explore the stunning beaches of Amagansett, enjoy a group surf lesson, or take a guided bike tour through the scenic landscapes. For a unique experience, visit the local farms for fresh produce and partake in a cooking class together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Amagansett

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Amagansett with a group: Think about how many bedrooms you require and any additional features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Amagansett with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Amagansett: For many families, a holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Amagansett: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Amagansett

Amagansett, New York, offers a delightful seaside escape with its stunning beaches and charming atmosphere. Visitors can enjoy outdoor activities such as swimming, surfing, and sunbathing along the picturesque coastline. The town's quaint shops and local eateries provide a perfect blend of relaxation and exploration, making it an ideal destination for families and those seeking a tranquil getaway. Experience the beauty of Amagansett as you immerse yourself in its unique charm and vibrant community.

  • East Hampton: Located a mere 3km from Amagansett, East Hampton is a charming city renowned for its stunning beaches and family-friendly atmosphere. Visitors flock to this coastal gem for outdoor activities, including golf and recreational pursuits. The local parks and pristine beaches offer perfect spots for relaxation and family outings. East Hampton's vibrant community and picturesque scenery make it an ideal destination for those seeking a blend of leisure and adventure.
  • Sag Harbor: Situated approximately 13km away from Amagansett, Sag Harbor is a delightful city known for its romantic ambiance and outdoor allure. This historic whaling village features scenic waterfront views and a range of beach activities. Visitors can explore the local golf courses or enjoy a day by the lake, making it perfect for couples and families alike. The charming streets are lined with boutiques and eateries, providing a lovely backdrop for leisurely strolls and dining experiences.
  • East Hampton North: Just 3km from Amagansett, East Hampton North is a picturesque neighbourhood that invites visitors to enjoy its beautiful beaches and outdoor recreational areas. Families can partake in various activities, including skiing and exploring the nearby parks. The area boasts well-maintained beaches and family-friendly attractions, making it an excellent spot for a relaxing getaway. With its serene environment and proximity to East Hampton's offerings, East Hampton North is a perfect choice for those seeking a tranquil retreat.

Best time to go to Amagansett

If you're planning a trip to Amagansett, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.8°F (2.1°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyModerately HighModerately High
July72.7°F (22.6°C)Light RainMostly SunnyModerately HighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyModerately HighModerately High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately LowAverage
November49.8°F (9.9°C)Light RainMostly SunnyModerately LowAverage
December42.3°F (5.7°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a convenient platform to plan new trips, pick up from where you left off, or manage your existing arrangements. You can easily access properties you've previously saved or booked, now organised under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Amagansett

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Amagansett. This city is well-known for its seafood restaurants and cycling. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Amagansett

Are you searching for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Amagansett has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LongHouse Reserve (3 mi / 4.7 km)
  • Wolffer Estates Vineyard (7.3 mi / 11.7 km)
  • Duck Walk Vineyards (12.6 mi / 20.3 km)
  • Kontokosta Winery (15.1 mi / 24.3 km)
  • Noyac Golf Club (11.6 mi / 18.7 km)
  • Montauk Downs State Park Golf Course (12.1 mi / 19.5 km)

Exploring the natural landscape of Amagansett

Whether you're an active traveller or just want to appreciate the scenery, Amagansett is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Indian Wells Beach (0.8 mi / 1.3 km)
  • Amagansett Beach (1.3 mi / 2.1 km)
  • LongHouse Reserve (3 mi / 4.7 km)
  • East Hampton Main Beach (3.4 mi / 5.5 km)
  • Georgica Beach (4.6 mi / 7.4 km)
  • The Hamptons Beaches (8.9 mi / 14.3 km)

Seasonal weather in Amagansett

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport options to and around Amagansett

Fly into East Hampton, NY (HTO), the closest airport, located 5.5 mi (8.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Montauk, NY (MTP), which is 13.3 mi (21.4 km) away.

If you're travelling by train, the main station serving the city is Amagansett Station.

Frequently asked questions

What is the best area to stay in Amagansett when booking a holiday rental?
When considering a holiday rental in Amagansett, a popular area to stay in is the charming seaside neighbourhood near the Atlantic Ocean. This area offers a delightful blend of tranquillity and proximity to the beach, making it ideal for those looking to unwind by the sea. You can enjoy the beautiful sandy shores, which are great for sunbathing or taking a refreshing swim.

Additionally, the local area is home to some lovely attractions. One great spot is the Amagansett Beach, where you can relax and soak in stunning ocean views. Just a short distance away, you'll find the Amagansett Farmers Market, which is a fantastic place to sample local produce and artisanal goods, offering a taste of the region's culinary delights.

In terms of accommodation, there are a variety of properties available in this area, ranging from quaint cottages to more luxurious homes, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Amagansett?
Prices for holiday rentals in Amagansett vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Amagansett to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Amagansett holiday house rentals?
You can find great discounts on house rentals in Amagansett on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Amagansett?
For renting a beach house in Amagansett, the area around the Amagansett Beach is particularly appealing. This location offers a beautiful stretch of sandy shoreline and is ideal for those looking to soak up the sun or enjoy a leisurely swim in the Atlantic. Many properties in this area come equipped with amenities such as private beach access, outdoor decks with ocean views, and spacious living areas that are superb for families or groups. Additionally, many rentals feature modern kitchens, allowing guests to prepare meals while enjoying the coastal vibe.

Just a short distance from the beach, the charming village of Amagansett itself provides a selection of rental options, including quaint cottages and luxurious homes. These properties often boast amenities like swimming pools, landscaped gardens, and proximity to local shops and restaurants, enhancing the overall experience for visitors.

Moreover, the nearby Montauk Point State Park offers stunning scenic views and hiking trails, making it a great spot for outdoor enthusiasts. Rentals in this vicinity may include features such as outdoor grills and fire pits, ideal for evening gatherings after a day spent exploring the natural beauty of the area.
What is the most popular type of holiday rental accomodation in Amagansett?
In Amagansett, holiday houses are the most popular type of holiday rental, with about 300 available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor areas for enjoying the beautiful surroundings. Many are situated in tranquil neighbourhoods, providing a superb retreat for families or groups wanting to relax after a day at the nearby beaches or exploring local attractions. Additionally, there are around 192 apartments available, which tend to feature modern amenities such as open-plan living spaces and convenient locations near shops and dining options. Cottages and villas, while fewer in number, offer charming alternatives for those seeking a unique stay, often with characterful designs and lovely outdoor spaces.
Are there any family house rentals in Amagansett?
In Amagansett, New York, there are numerous family-friendly house rentals available, with around 89 options to choose from. This charming coastal town is known for its beautiful beaches, making it an ideal spot for families seeking a relaxing getaway. Many of the properties feature spacious living areas, fully equipped kitchens for preparing family meals, and backyards or patios superb for outdoor activities.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay. The proximity to local attractions, including the scenic Amagansett Beach and the nearby villages of East Hampton and Montauk, offers plenty of opportunities for exploration and enjoyment. Families can also partake in various outdoor activities, such as biking and hiking in the surrounding areas.
Can I rent a holiday home with a pool or hot tub in Amagansett?
In Amagansett, there are plenty of holiday homes available for rent that feature pools and hot tubs, with approximately 76 options to choose from. This picturesque area, located on the eastern tip of Long Island, offers a charming blend of beachside living and serene countryside. Many of these properties are situated close to the beautiful beaches of the Hamptons and often include amenities such as private swimming pools, relaxing hot tubs, spacious outdoor decks, and fully equipped kitchens, superb for enjoying leisurely meals with family and friends.

Additionally, you may find properties that come with outdoor grilling areas, expansive gardens, and additional recreational spaces, enhancing the overall experience of your stay.
Can I find long-stay holiday rentals in Amagansett?
A long-stay holiday rental in Amagansett is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Amagansett?
In Amagansett, there are numerous pet-friendly house rentals available, offering a delightful getaway for travellers with furry companions. Many of these properties come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces for pets to roam freely.

The area is known for its beautiful beaches, with Main Beach and Indian Wells Beach being particularly popular spots. These beaches often welcome pets during the off-season, allowing for enjoyable walks along the shore. Additionally, the nearby Amagansett Nature Preserve provides ample opportunities for outdoor adventures, with trails great for walking dogs amidst stunning natural scenery.
Are there any remote work holiday rentals in Amagansett?
In Amagansett, New York, there is a substantial selection of remote work holiday rentals, with approximately 456 options available. This charming hamlet, located near the picturesque beaches of the Hamptons, provides a serene setting for those looking to combine work and leisure. Many properties come equipped with dedicated workspaces, including desks and desk chairs, as well as reliable Wi-Fi, ensuring that guests can stay connected while enjoying the tranquillity of their surroundings.

Rentals in Amagansett often feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces superb for relaxation after a long day of work. The proximity to beautiful beaches and local attractions, such as the Amagansett Beach and the nearby scenic trails, adds to the appeal, allowing remote workers to unwind in a stunning environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Amagansett holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Amagansett with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Amagansett?
In Amagansett, popular holiday rentals typically feature a variety of amenities that cater to guests' needs for comfort and convenience. Most properties come equipped with a kitchen, allowing travellers to prepare their own meals. Additionally, many rentals include a coffee and tea maker, great for those who enjoy a warm beverage at any time of day. Outdoor spaces are also highly sought after, with decks or patios and balconies available for guests to relax and enjoy the coastal atmosphere. For added flexibility, some accommodations even offer sofa beds, providing extra sleeping arrangements for larger groups or families.
When is the best time to visit Amagansett for a holiday rental?
The best time to visit Amagansett for a holiday rental is during the peak season from June to August, with July standing out as the most popular month. This vibrant period attracts beach lovers and families looking to soak up the sun on the beautiful sandy shores. Expect warm temperatures averaging around 25 to 30 degrees Celsius, creating superb conditions for swimming, sunbathing, and enjoying outdoor dining at local seafood shacks.

During these summer months, Amagansett buzzes with activity, offering a delightful array of events, from art fairs to music festivals. The atmosphere is lively, making it an ideal time for socialising and experiencing the local culture.

For those seeking a more budget-friendly experience, consider visiting in November. Although it's quieter, this month presents a different charm as you can enjoy peaceful beach walks and the beauty of the autumn landscape without the summer crowds. The mild temperatures in November, ranging from 5 to 15 degrees Celsius, can still be enjoyable for outdoor explorations.

Ultimately, your choice will depend on whether you prefer the energetic vibe of summer or the tranquil beauty of the off-season.
How early should I book a Amagansett holiday rental?
Book your Amagansett holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Amagansett?
In Amagansett, visitors can enjoy a variety of attractions that showcase the area's natural beauty and charm. The stunning beaches, particularly Indian Wells Beach and Amagansett Beach, are popular for sunbathing, swimming, and picturesque sunsets. Nearby, the Amagansett Farmers Market offers a delightful selection of local produce and artisanal goods, making it a great spot for those looking to experience the local culture.

For nature enthusiasts, the Mashomack Preserve provides miles of trails through scenic landscapes, superb for hiking and birdwatching. The historic Amagansett Atlantic Avenue is lined with quaint shops and cafes, allowing visitors to explore the local arts scene and enjoy leisurely strolls.
Can I change or cancel my Amagansett home rental booking on Vrbo?
To find Amagansett holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Amagansett holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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