Search Cottages in Long Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in Long Island and around

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
The price is €1,089
includes taxes & fees
14 Aug - 15 Aug
Southampton cozy cottage by the beach

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (27)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (16)
"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"
Cozy cottage on Fort Pond Lake.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay here while visiting for a wedding. the bedrooms were both upstairs, FYI which I wasn't aware of from the listing but we made it work. The grounds were beautiful and lots of birds to enjoy. "
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
Town walking distance-Bridgehampton Cottage

Hidden gem! Southampton beach cottage

The price is €660
includes taxes & fees
10 Aug - 11 Aug
Hidden gem! Southampton beach cottage

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (1)
Luxurious 3 BR Cottage w/ Ocean View Balcony

Walk to Ocean: Pet-friendly Home in Long Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property and the owner is very nice! We were visiting from Texas and never have been to Long Beach before. Its only about a 45 minute from New York City and love being able to visit New York City and then get some peace and quiet from that busy city. The location of the home is perfect and can walk to the beach about two blocks away. There is a laundry mat around the corner and can knock out your laundry fast. Also tons of restaurants around that are all mom and pop run and the...
Walk to Ocean: Pet-friendly Home in Long Beach!

My Humble Abode 2BR Beachside Home | TennisPoolPKG

My Humble Abode 2BR Beachside Home | TennisPoolPKG

Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

9.6 out of 10, Exceptional, (44)
"A lovely beach cottage with bay views and easy walking access to the Atlantic beaches.The place was cozy and clean with expansive open views across reserve land to the bay.A bit tricky to find off the highway at night but we eventually got our bearings!"
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

Hampton Cottage.

10.0 out of 10, Exceptional, (4)
"we had a great stay at this property. the house was perfect. great value for the price. it is new and modern and extremely clean. the area itself was also nice. on a dead end street so nice and secluded. the host also included many amenities for guests to use which was a plus. would definitely stay here again. "
Hampton Cottage.

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (70)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village

Hither House Cottage, a retreat near the beaches of Montauk NY and Pet Friendly!

10.0 out of 10, Exceptional, (1)
"We have spent a very nice time in the Hither House. Very quiet and Montauk and the beach can be accessed within a few minutes. "
Hither House Cottage, a retreat near the beaches of Montauk NY and Pet Friendly!

Luxury Long Beach Villa With Ocean Views!

3.0 star property
Luxury Long Beach Villa With Ocean Views!

Pet-friendly Home w/ Hot Tub Near the Hamptons!

3.0 star property
Pet-friendly Home w/ Hot Tub Near the Hamptons!

The Little Red Cottage - A cozy home steps away from private beach & wine trail.

2.0 star property
10.0 out of 10, Exceptional, (1)
"This sweet cottage is in a charming community, walking distance to a beautiful LI Sound beach. You can walk for miles on this beach connecting with nature. The cottage is in an ideal location for your exploration of the North Fork, with easy access to the South Fork as well. Perfect place for a couple to call home for a month. My elder brother and I used the bedroom and pull-out trundle couch/bed in the living room - both were cozy and comfortable. We loved sitting on the porch listening to the...
The Little Red Cottage - A cozy home steps away from private beach & wine trail.

Waterfront New York Getaway w/ Kayaks

Waterfront New York Getaway w/ Kayaks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Long Island Hotel Reviews

Frequently asked questions

Why book your cottage in Long Island with Expedia?
We think that holidays should be hassle-free, so if you're seeking cottages in Long Island at an affordable rate, Expedia is here to help. Keep costs down and select an economical option far away from the hustle and bustle, or book a luxury cottage to really pamper your favourite people.
How can I find cheap cottages in Long Island?
With Expedia's convenient filter tool, sourcing cheap cottages in Long Island is easy. To discover stays that'll make your hip pocket happy, tailor your search results by star rating, budget and amenities.