Amagansett vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Amagansett

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Montauk

4.96 out of 5 average rating, 423 reviews

Montauk | Tiny Cottage in Private Hither Woods

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

Aug 30 – Sep 6

€ 396 per night
Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Feb 14 – 21

€ 540 per night
Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 366 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 check-out are NOT available in season

May 16 – 23

€ 413 per night

Popular amenities for Amagansett vacation rentals

Stay near Amagansett's top sights

Indian Wells Beach61 locals recommend
The Stephen Talkhouse136 locals recommend
La Fondita63 locals recommend
Indian Wells Tavern20 locals recommend
Cirillos Markets Amagansett IGA51 locals recommend
Hampton Chutney Co.69 locals recommend

Amagansett beach vacation rentals

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 582 reviews

Walk to Vineyards, Beaches, Farms & Town

Aug 27 – Sep 3

€ 159 per night
Guest favorite

Cottage in Montauk

4.87 out of 5 average rating, 216 reviews

Waterfront Cottage, Fort Pond MTK

Jun 22 – 29

€ 532 per night
Guest favorite

Home in East Hampton

4.91 out of 5 average rating, 142 reviews

Charming Quiet Cottage

Nov 29 – Dec 6

€ 348 per night
Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Mar 26 – Apr 2

€ 710 per night
Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 308 reviews

Artists Sag Harbor Village Retreat

Nov 29 – Dec 6

€ 234 per night
Guest favorite

Home in Sag Harbor

4.96 out of 5 average rating, 255 reviews

Sag Harbor Cottage, Walk to the Beach!

May 5 – 12

€ 364 per night
Superhost

Vacation home in East Hampton

4.79 out of 5 average rating, 102 reviews

Unit 15- New beautiful East Hampton Private Apt!

Aug 28 – Sep 4

€ 408 per night
Superhost

Home in Greenport

4.94 out of 5 average rating, 136 reviews

Blue Bay Dream - Apt #2

Feb 11 – 18

€ 93 per night
Guest favorite

Home in Southampton

4.9 out of 5 average rating, 210 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Jun 4 – 11

€ 566 per night
Guest favorite

Home in East Hampton

4.92 out of 5 average rating, 125 reviews

Kid-friendly, heated pool, games room, near beach

Sep 13 – 20

€ 997 per night
Guest favorite

Home in Shelter Island

4.97 out of 5 average rating, 156 reviews

Shelter island retreat

Oct 1 – 8

€ 444 per night
Guest favorite

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 145 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Sep 18 – 25

€ 437 per night

Amagansett condominium rentals

Guest favorite

Condo in Montauk

4.95 out of 5 average rating, 106 reviews

Deluxe Studio Apt@The Montauk Manor

Aug 23 – 30

€ 461 per night
Superhost

Condo in Montauk

4.74 out of 5 average rating, 38 reviews

The Exclusive Resort in Montauk

Jun 5 – 12

€ 525 per night
Guest favorite

Condo in Montauk

4.88 out of 5 average rating, 17 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Jun 24 – Jul 1

€ 491 per night
Superhost

Condo in Bridgehampton

4.92 out of 5 average rating, 13 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Nov 15 – 22

€ 464 per night
Superhost

Condo in Montauk

4.81 out of 5 average rating, 26 reviews

Montauk Sunsets

Jun 3 – 10

€ 402 per night

Condo in Montauk

5.0 out of 5 average rating, 3 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

Jan 16 – 23

€ 400 per night

Condo in Montauk

4.85 out of 5 average rating, 20 reviews

Condo on the ocean in Montauk

Mar 12 – 19

€ 620 per night

Condo in Montauk

4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

Apr 8 – 15

€ 643 per night
Guest favorite

Condo in Greenport

4.87 out of 5 average rating, 90 reviews

Waterfront Condo C-204 at The Cliffside Resort

May 30 – Jun 6

€ 505 per night

Condo in Shelter Island Heights

5.0 out of 5 average rating, 5 reviews

Peaceful and Relaxing Waterfront.

Feb 28 – Mar 7

€ 551 per night
Guest favorite

Condo in East Hampton

4.83 out of 5 average rating, 40 reviews

Historic District, 2 gorgeous acres, pool & piano

Oct 26 – Nov 2

€ 478 per night

Condo in Greenport

4.81 out of 5 average rating, 88 reviews

Beautiful condo on Long Islands Northfolk

Nov 7 – 14

€ 533 per night

Beach condominium rentals in Amagansett

Guest favorite

Condo in Montauk

4.99 out of 5 average rating, 177 reviews

Montauk Waterfront Condo w/ Sunset Views

Sep 21 – 28

€ 442 per night
Guest favorite

Condo in Greenport

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

May 12 – 19

€ 236 per night
Guest favorite

Condo in Montauk

4.8 out of 5 average rating, 228 reviews

Montauk Royal Atlantic Beach Resort North

Aug 8 – 15

€ 476 per night
Guest favorite

Condo in Greenport

4.93 out of 5 average rating, 122 reviews

Beautiful Waterview Condo on the North Fork of LI

Jul 19 – 26

€ 755 per night
Guest favorite

Condo in Greenport

4.83 out of 5 average rating, 141 reviews

Sound front condominium

Mar 14 – 21

€ 689 per night
Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

Sep 25 – Oct 2

€ 1,071 per night
Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 87 reviews

Beautiful Condo on the Ocean Bluffs

Sep 19 – 26

€ 391 per night
Guest favorite

Condo in Greenport

5.0 out of 5 average rating, 90 reviews

"Breathtaking Waterfront Water's Edge view"

Feb 3 – 10

€ 449 per night
Superhost

Condo in Montauk

4.78 out of 5 average rating, 23 reviews

Newly Renovated One Bedroom One Bathroom Suite Jus

Jun 30 – Jul 7

€ 714 per night
Guest favorite

Condo in Sag Harbor

4.95 out of 5 average rating, 19 reviews

Charming Sag Harbor Condo right in town/Main St!

Jun 13 – 20

€ 544 per night
Superhost

Condo in Greenport

4.83 out of 5 average rating, 100 reviews

Seaside Condo w Private Deck, Pool + Private Beach

May 18 – 25

€ 421 per night
Superhost

Condo in Montauk

New place to stay

Sun N Sound Resort, Montauk, NY

May 1 – 8

€ 165 per night

Quick stats about vacation rentals in Amagansett

Total rentals

280 properties

Rentals with a pool

180 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

230 properties are a good fit for families

Total number of reviews

3.5K reviews

Nightly prices starting at

€ 93 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Amagansett?

    Yes! Work meets play with ease at over 150 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 110 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Amagansett?

    Experience the best of Amagansett with our cottage rentals, starting at about $250 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 120 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 50 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 150 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 40 house rentals with self check-in in Amagansett. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Amagansett?

    Amagansett has more than 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Amagansett