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.

0 of 0 items showing

1 of 3 pages

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

Oct 8 – 15

€ 318 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.

Nov 23 – 30

€ 576 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!

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!

Aug 8 – 15

€ 417 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 119 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

May 21 – 28

€ 816 per night

Guest favorite

Home in Montauk

4.87 out of 5 average rating, 180 reviews

Laid-Back Bungalow. 10 min Walk to Beach & Town!

Discounts available for longer stays. Find us on insta @studiomtk to inquire about best pricing. Historic Montauk fisherman's cottage tastefully re-made into a stylish 2-bd beach getaway located within walking distance of the beach & downtown. Plywood accents, handmade furniture & eclectic finishes create a cool, laid-back vibe. Westward views across Fort Pond provide sunlight all day & beautiful sunsets. Designed by Studio MTK, this is Montauk at its best! EH Rental Registry: 22-1360

Nov 10 – 17

€ 436 per night

Guest favorite

Guest suite in East Hampton

4.96 out of 5 average rating, 142 reviews

Private peaceful poolside Suite close to bch/town

Beautiful, bright, spacious king suite w fireplace, two bathrooms & private separate poolside entrance in the country. We are just minutes to golf, hiking, biking, yoga, wineries and beaches. Play games, grill poolside or cozy up fireside w a good book or movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/snacks and breakfast treats provided.

Jun 18 – 25

€ 587 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Apr 19 – 26

€ 622 per night

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Oct 10 – 17

€ 741 per night

Guest favorite

Guest suite in East Hampton

4.89 out of 5 average rating, 222 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

May 16 – 23

€ 261 per night

Guest favorite

Home in Montauk

4.91 out of 5 average rating, 416 reviews

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.

Mar 23 – 30

€ 228 per night

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 584 reviews

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Oct 2 – 9

€ 171 per night

Guest favorite

Cottage in East Hampton

4.98 out of 5 average rating, 262 reviews

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).

Mar 2 – 9

€ 307 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Amagansett vacation rentals

Laptop-friendly workspace

Stay near Amagansett's top sights

Indian Wells Beach61 locals recommend

La Fondita63 locals recommend

The Stephen Talkhouse136 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 Sag Harbor

4.88 out of 5 average rating, 310 reviews

Artists Sag Harbor Village Retreat

Sep 15 – 22

€ 259 per night

Guest favorite

Cottage in Montauk

4.87 out of 5 average rating, 217 reviews

Waterfront Cottage, Fort Pond MTK

Feb 15 – 22

€ 810 per night

Guest favorite

Home in East Hampton

4.91 out of 5 average rating, 142 reviews

Charming Quiet Cottage

Jan 15 – 22

€ 299 per night

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 258 reviews

Sag Harbor Cottage, Walk to the Beach!

Aug 17 – 24

€ 987 per night

Guest favorite

Home in Southampton

4.9 out of 5 average rating, 213 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Jun 5 – 12

€ 579 per night

Superhost

Home in Greenport

4.94 out of 5 average rating, 136 reviews

Blue Bay Dream - Apt #2

Mar 17 – 24

€ 121 per night

Guest favorite

Home in East Hampton

4.92 out of 5 average rating, 127 reviews

Heated pool, games room, near beach, kid-friendly

Dec 10 – 17

€ 587 per night

Guest favorite

Apartment in Montauk

4.89 out of 5 average rating, 323 reviews

Starboard Fort Pond Montauk

May 29 – Jun 5

€ 527 per night

Show all

Amagansett condo rentals

Guest favorite

Condo in Montauk

4.95 out of 5 average rating, 106 reviews

Deluxe Studio Apt@The Montauk Manor

Oct 31 – Nov 7

€ 178 per night

Superhost

Condo in Sag Harbor

4.86 out of 5 average rating, 43 reviews

Cute cottage apartment upstairs above store in Sag

May 15 – 22

€ 229 per night

Superhost

Condo in Montauk

4.74 out of 5 average rating, 38 reviews

The Exclusive Resort in Montauk

Sep 28 – Oct 5

€ 537 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

Jun 3 – 10

€ 775 per night

Superhost

Condo in Montauk

4.81 out of 5 average rating, 26 reviews

Montauk Sunsets

Jul 10 – 17

€ 518 per night

Superhost

Condo in Montauk

New place to stay

Montauk Condo - In Town and Steps from Beach

Sep 14 – 21

€ 373 per night

Superhost

Condo in Montauk

New place to stay

Sun N Sound Resort, Montauk, NY

Aug 8 – 15

€ 407 per night

Condo in Montauk

5.0 out of 5 average rating, 4 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

Nov 16 – 23

€ 158 per night

Show all

Beach condo rentals in Amagansett

Guest favorite

Condo in Montauk

4.99 out of 5 average rating, 179 reviews

Montauk Waterfront Condo w/ Sunset Views

May 30 – Jun 6

€ 356 per night

Guest favorite

Condo in Greenport

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Oct 7 – 14

€ 320 per night

Superhost

Condo in Montauk

4.8 out of 5 average rating, 230 reviews

Montauk Royal Atlantic Beach Resort North

Aug 25 – Sep 1

€ 511 per night

Guest favorite

Condo in Greenport

4.93 out of 5 average rating, 124 reviews

Beautiful Waterview Condo on the North Fork of LI

Mar 14 – 21

€ 391 per night

Guest favorite

Condo in Greenport

4.83 out of 5 average rating, 143 reviews

Sound front condominium

Mar 6 – 13

€ 704 per night

Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

Oct 15 – 22

€ 1,095 per night

Superhost

Condo in Greenport

4.89 out of 5 average rating, 80 reviews

Seaside Condo w Private Deck, Pool & Private Beach

Apr 22 – 29

€ 267 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!

Jul 15 – 22

€ 531 per night

Show all

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
3.4K reviews
Nightly prices starting at
€ 141 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 cottage rentals in Amagansett have a bbq area?
Absolutely! We offer over 10 cottage 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 hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 hotel 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 50 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.

Amagansett vacation rentals

Top-rated vacation rentals in Amagansett

Vacation rentals for every style

Cottages

Houses

Hotels

Popular amenities for Amagansett vacation rentals

Stay near Amagansett's top sights

Amagansett beach vacation rentals

Guest suite in Sag Harbor

Cottage in Montauk

Home in East Hampton

Home in Sag Harbor

Home in Southampton

Home in Greenport

Home in East Hampton

Apartment in Montauk

Amagansett condo rentals

Condo in Montauk

Condo in Sag Harbor

Condo in Montauk

Condo in Bridgehampton

Condo in Montauk

Condo in Montauk

Condo in Montauk

Condo in Montauk

Beach condo rentals in Amagansett

Condo in Montauk

Condo in Greenport

Condo in Montauk

Condo in Greenport

Condo in Greenport

Condo in Montauk

Condo in Greenport

Condo in Montauk

Quick stats about vacation rentals in Amagansett

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Amagansett?

Are there pet-friendly vacation rentals in Amagansett?

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

Do cottage rentals in Amagansett have a bbq area?

Do house rentals in Amagansett have a gym?

Are there Amagansett hotel rentals on Airbnb with pools?

Do house rentals in Amagansett have self check-in?

Are there family-friendly cottage rentals in Amagansett?

Destinations to explore