Vacation rentals in Main Beach

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Top-rated vacation rentals in Main Beach

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

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Guest favorite

A bright sleeping area features two beds dressed in light blue patterned bedding. Natural light fills the space through large windows, highlighting the wooden ceiling. A small lamp sits between the beds on a bedside table, and a round rug enhances the coastal charm.

Home in Greenport

4.91 out of 5 average rating, 22 reviews

The Sandy Shack - Coastal Escape

ElizabethRating, 5 stars3 weeks ago

As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!

Guest favorite

An open kitchen space features modern appliances, including a stainless steel stove and ample counter space. Barstools are positioned at a breakfast bar, while natural light illuminates the area through several windows. Warm wood flooring complements the neutral-colored walls.

Home in Greenport

4.94 out of 5 average rating, 109 reviews

Maritime Village Getaway with Backyard

AlexandraRating, 5 stars2 weeks ago

Mary’s Greenport home was a wonderful oasis during Spring Break! We loved waking up to rabbits hopping around the backyard in the morning. We enjoyed firing up the grill and sharing a meal outside. This is definitely great place to book if you have kids who love being outdoors (the yard is completely fenced in!) we loved being in close proximity to great shopping, beaches/parks & restaurants. We would love to visit again in the summer. Thanks for everything!

Superhost

A charming guesthouse is illuminated by a warm light above the door, showcasing its well-maintained exterior. The inviting entrance features a single door and multiple small windows, framed by greenery and a pathway leading to the entrance.

Guesthouse in Westhampton Beach

5 out of 5 average rating, 3 reviews

Summer retreat cottage in WHB

DanielleRating, 5 stars9 months ago

Deborah’s place was perfect for our needs! It was a charming guesthouse that fit me, my husband, and baby very comfortably. Deborah was even so kind as to set up a pack-and-play for our baby to sleep. Her instructions were clear and she was extremely responsive when I had questions about her home or Westhampton. All in all I highly recommend this Airbnb and would stay there again in the future!

Top guest favorite

A traditional New England house is set in the central village of the island, surrounded by lush green lawn. Tall trees provide shade, and the late afternoon sun creates elongated shadows across the grass, highlighting the inviting outdoor space.

Cottage in Shelter Island

4.96 out of 5 average rating, 105 reviews

3 Bedroom Cottage Gem

Lisagitelson@Gmail.ComRating, 5 stars6 months ago

This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.

Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 208 reviews

Rex- East Hampton Cottage- 5 stars

LynRating, 5 stars3 days ago

Really enjoyed our stay in the Rex cottage, completely met our needs. Although we did not use them due to rain the access to the tennis court, big yard, bikes, etc. was wonderful. And I must say the dinner wear and especially the glasses were so beautiful! Will consider renting all 3 cottages with my adult kids next time.

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Popular amenities for Main Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Main Beach

Superhost

A serene beach landscape stretches along the coastline, with soft, sandy shores meeting calm waters under a clear blue sky. Gentle waves lap at the shoreline, and greenery borders the edge of the beach, creating a tranquil atmosphere.

Home in Southold

4.81 out of 5 average rating, 90 reviews

Summer Retreat at the beach , enjoy Wine Country

AmyRating, 5 stars5 months ago

We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!

Superhost

A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.

Cabin in Shirley

4.87 out of 5 average rating, 156 reviews

A-Frame cabin with private beach & epic sunsets

LizbethRating, 5 stars1 week ago

I recently had the pleasure of staying at a charming Airbnb in Sherley. and it truly exceeded my expectations! From the moment I arrived. The check-in process was seamless. The host provided clear instructions. The apartment was impeccably clean, beautifully decorated, and well-equipped with everything I need. The location could not have been better! Situated within walking distance to local attractions, restaurants, and public transportation, I found it easy to explore.

Home in Hampton Bays

5 out of 5 average rating, 3 reviews

Hamptons home

YuliaRating, 5 stars9 months ago

Nia’s home is beautiful! Amazing outdoor space and modern interior. Great value for the price. Highly recommend - would love to return!

Guest favorite

Cottage in Laurel

5 out of 5 average rating, 13 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

ChristinaRating, 5 stars3 weeks ago

Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!

Guest favorite

A well-maintained pool area is set against a backdrop of lush greenery, featuring a shimmering pool surrounded by lounge chairs. Sun umbrellas provide shaded spots, and a trampoline is visible in the distance, adding to the outdoor recreational space.

Home in Hampton Bays

5 out of 5 average rating, 9 reviews

Hampton Bays Hideaway!

Jho’LeeRating, 5 stars22 months ago

We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!

Top guest favorite

An outdoor patio area features a wooden dining table surrounded by six white chairs, ideal for al fresco meals. A charcoal grill is situated nearby, along with lounge chairs, all framed by well-maintained greenery and expansive views of Gardiner's Bay under a clear blue sky.

Home in East Marion

5 out of 5 average rating, 11 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 week ago

We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

Guest favorite

A spacious outdoor area is highlighted by a refreshing pool surrounded by lounge chairs. The pool house, featuring a white exterior, sits in the background amidst lush greenery. Flower pots and garden plants frame the scene, enhancing the tranquil environment.

Guesthouse in Shelter Island

4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 months ago

Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!

Guest favorite

A wooden deck features a glass table surrounded by four chairs. An umbrella provides shade, and lush greenery is visible in the background, enhancing the outdoor environment. Sunlight filters through the trees, creating a serene atmosphere.

Home in Cutchogue

4.89 out of 5 average rating, 28 reviews

4 Bedroom Beach Bungalow

JohnRating, 5 stars7 months ago

Jennifer’s placed checked all 4 C’s with 5 plus stars! Extremely comfortable, charming, cozy and clean. We absolutely loved the enclosed porch and fire pit areas. Great getaway for my parent’s 60th wedding anniversary weekend on the NoFo. I’ve rented from lots of owners, Jennifer is by far one of the best. Great communicator and very flexible. Highly, highly recommend!!

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Vacation rentals in Main Beach

Top-rated vacation rentals in Main Beach

Vacation rentals for every style

Popular amenities for Main Beach vacation rentals

Other great vacation rentals in Main Beach

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