
Vacation rentals in Amagansett
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Top-rated vacation rentals in Amagansett
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Modern Southampton Cottage | Heated Pool & Peloton
Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

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

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

Serene + private, 1 block to waterfront dining
Escape to your private, serene, Hamptons oasis! Just 1 block to the water + 8 mins to Main Street. Enjoy your large pool, BBQ, fire-pit, Chef's kitchen and chic decor throughout the home. Curl up to the wood burning fireplace + 80' streaming TV. The perfect place to relax, make memories + gather. You'll be 1 block to the best waterfront dining in the area + waterfront cafe. Stroll to grab coffee, cocktails + dinner with the best sunsets. You'll be 8 mins to beaches, Main St., shopping + more!

Serene East Hampton Escape - Stars Forest Sauna
A luxuriously curated woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with a french privacy door, a freestanding soaking tub, and a chef’s kitchen with dining table for ten or more.

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

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

2 BR apartment near ocean in Hither Hills
Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

DITCH PLAINS SURF HOUSE
Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.
Popular amenities for Amagansett vacation rentals
Amagansett house rentals

Cozy East Hampton Getaway

3 BR/Pool. Walk to Beach & Town!

Private & Pristine with Pool and Kid’s Playard

House on Napeague Harbor, Amagansett

3BR/2BA: Amagansett, Close to beach & town

Modern East Hampton Home w/ Heated Saltwater Pool

Harbor Heights

East Hampton Secluded Escape with Gunite Pool
Other great vacation rentals in Amagansett

BeachCottage|Steps To Water|Firepit|Top10%

East hampton 3 bedroom home w/ pool great location

Romantic studio cottage; Walk to town

Dockside 2BR | Prime Location on the Marina Unit B

Renovated Montauk Home

Sparkling East Hampton Oasis 3/2, heated pool

Delightful Sag Harbor Home w Pool

Luxury Gem At The Heart of Sag Harbor Village
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,960 | ﺩ.ﺇ2,938 | ﺩ.ﺇ2,754 | ﺩ.ﺇ3,294 | ﺩ.ﺇ2,762 | ﺩ.ﺇ3,562 | ﺩ.ﺇ4,021 | ﺩ.ﺇ4,198 | ﺩ.ﺇ3,052 | ﺩ.ﺇ2,387 | ﺩ.ﺇ2,938 | ﺩ.ﺇ2,938 |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Amagansett?
Yes! Work meets play with ease at over 200 vacation rentals in Amagansett featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Amagansett?
Four-legged friends are welcome in Amagansett. Choose from more than 160 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Amagansett?
Experience the best of Amagansett with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Amagansett have a bbq area?
Absolutely! We offer over 140 house rentals with a bbq area in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Amagansett have a gym?
Absolutely! We offer over 70 house rentals with a gym in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Are there Amagansett house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 200 house rentals with pools in Amagansett, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Amagansett have self check-in?
Absolutely! We offer over 60 house rentals with self check-in in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Amagansett?
Amagansett has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Amagansett

Total vacation rentals
Explore 380 vacation rentals in Amagansett

Nightly prices starting at
Amagansett vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 5,270 verified reviews to help you choose

Family-friendly vacation rentals
320 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
370 of Amagansett vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Amagansett rentals

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