Amagansett holiday homes

We found 1,850 holiday rentals — enter your dates for availability
Select from 122 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:18 Dec - 25 Dec

Dining Room
Private kitchen
Exterior
The Harbor
Exceptional
(102 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

15% off
NZ$15,508
for 7 nights, 1 home
NZ$2,215 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Dining
Kitchen with vaulted ceilings
Pool
Part of large deck
Exceptional
(24 reviews)

Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly

Montauk

8% off
NZ$14,732
for 7 nights, 1 home
NZ$2,105 per night
includes taxes & fees
Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly
Living area
Terrace/patio
Exterior
Living area
Excellent
(10 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
NZ$66,975
for 7 nights, 1 home
NZ$9,568 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
View from loft.
Patio gets shade all day long.
1,000 sq feet of open living space. Loft above living area with desk and bed.
May 2015, the pool gets full sun most of the day. New pofence and gate.
Exceptional
(17 reviews)

Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk

6% off
NZ$16,738
for 7 nights, 1 home
NZ$2,391 per night
includes taxes & fees
Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach
Front Porch
Pool
Living room w/ screen porch beyond
Den
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
NZ$23,000
for 7 nights, 1 home
NZ$3,286 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Private kitchen
Pool area viewed from side with teak loungers and umbrellas
Main house living room
Covered porch on backside of main house
Exceptional
(7 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
NZ$64,995
for 7 nights, 1 home
NZ$9,285 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Outdoor dining
Living area
Interior
Living area
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

7% off
NZ$13,630
for 7 nights, 1 home
NZ$1,947 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
From living room looking into Dining room and Kitchen
Sideview of house with 2nd story deck
Interior
Kitchen
Exceptional
(27 reviews)

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Montauk

8% off
NZ$8,190
for 7 nights, 1 home
NZ$1,170 per night
includes taxes & fees
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Interior
Living area
Exterior detail
Pool
Exceptional
(10 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
NZ$18,917
for 7 nights, 1 cottage
NZ$2,702 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Living/dining space
Facade
Front yard closeup
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
NZ$9,401
for 7 nights, 1 cottage
NZ$1,343 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Kitchen
Interior
Living area
Living area
Exceptional
(63 reviews)

Center of Town - Ideal for Beach, Golf & Tennis

Montauk

8% off
NZ$8,531
for 7 nights, 1 home
NZ$1,219 per night
includes taxes & fees
Center of Town - Ideal for Beach, Golf & Tennis
Living area
Pool
Dining
Private kitchen
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
NZ$28,486
for 7 nights, 1 home
NZ$4,069 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Exterior
Outdoor dining
Interior
Room
Exceptional
(19 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

7% off
NZ$9,640
for 7 nights, 1 home
NZ$1,377 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Living Room
Bedroom #3 Porch
Kitchen
Pool
Exceptional
(16 reviews)

Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!

Montauk

12% off
NZ$26,816
for 7 nights, 1 home
NZ$3,831 per night
includes taxes & fees
Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!
Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Bar area pass-through to kitchen, with bar seating.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
NZ$27,678
for 7 nights, 1 home
NZ$3,954 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Dining
Property grounds
Private kitchen
Exterior
Exceptional
(5 reviews)

Beautiful 4 bedroom house with tranquil gardens close to bay beaches.

East Hampton

8% off
NZ$13,110
for 7 nights, 1 home
NZ$1,873 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Living area
Terrace/patio
Property grounds
Exterior
Exceptional
(26 reviews)

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Montauk

8% off
NZ$11,682
for 7 nights, 1 home
NZ$1,669 per night
includes taxes & fees
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Exterior
Living area
Living area
Pool
Wonderful
(20 reviews)

Ocean Beach Mini Modern Luxury

Montauk

9% off
NZ$5,361
for 7 nights, 1 home
NZ$766 per night
includes taxes & fees
Ocean Beach Mini Modern Luxury
View from entry foyer into double height living room, skylights, leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Frankel Residence
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
NZ$28,530
for 7 nights, 1 home
NZ$4,076 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Outdoor dining
Dining
Private kitchen
Pool
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
NZ$51,195
for 7 nights, 1 home
NZ$7,314 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Room
Living area
Living area
Dining
Exceptional
(9 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
NZ$9,629
for 7 nights, 1 home
NZ$1,376 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Kitchen
Large pool heated pool
Dining area
Main living area
Exceptional
(21 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
NZ$8,934
for 7 nights, 1 home
NZ$1,276 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Interior
Terrace/patio
Living area
Pool
Exceptional
(12 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
NZ$15,150
for 7 nights, 1 home
NZ$2,164 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Living area
Private kitchen
Terrace/patio
Room
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
NZ$10,090
for 7 nights, 1 home
NZ$1,441 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Montauk Downs State Park Golf Course (12.1 mi / 19.5 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)

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.
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.
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 Bookabach.
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.
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.
Are all fees included in the Amagansett holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Amagansett holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Amagansett holiday homes?
You can find great discounts on holiday homes in Amagansett on Bookabach, 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.
Can I change or cancel my Amagansett holiday home booking on Bookabach?
To find Amagansett holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Amagansett?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Amagansett holiday home?
Book your Amagansett holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Amagansett?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Amagansett to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.