Long Island Vacation Rentals

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Vacation Rentals in Long Island

Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $119 per night from Nov 1 to Nov 1
Situated near the beach, this aparthotel is within 1 mi (2 km) of Shadmoor State Park, Fort Pond, and Fort Pond Bay Beach. South Edison Beach and Montauk Downs ...
4.5/5 Wonderful! (577 reviews)
"We were happily surprised that the outdoor heated pool was still open on October 11th! What a treat! Property has a gorgeous view of ocean. We had a one bedroom suite with kitchen, living room and bedroom loft with small courtyard w table and chairs right outside our door. Short walk to Restaurant ..."

Reviewed on Oct 13, 2021

Montauk Manor
Home2 Suites by Hilton NY Long Island City/Manhattan View

Home2 Suites by Hilton NY Long Island City/Manhattan View

3 out of 5
39-06 30th St., Long Island City, NY
The price is $169 per night from Nov 2 to Nov 2
Located in Queens, this aparthotel is within 3 mi (5 km) of Roosevelt Island, Memorial Sloan-Kettering Cancer Center, and 5th Avenue. Hospital for Special Surgery ...
4.5/5 Wonderful! (1,046 reviews)
"The room was one block away from the subway."

Reviewed on Oct 14, 2021

Home2 Suites by Hilton NY Long Island City/Manhattan View
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
The price is $146 per night from Nov 1 to Nov 1
Nestled on the beach, this Amagansett aparthotel is within 1 mi (2 km) of Napeague State Park and Walking Dunes Trailhead. Hither Woods Preserve is 2.2 mi (3.6 ...
4.3/5 Excellent! (158 reviews)
"It was a short walk to the ocean. Plenty of chairs and umbrellas available. Fire pit is a plus"

Reviewed on Oct 13, 2021

Windward Shores Ocean Resort
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Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma

3 out of 5
65 Union Avenue, Ronkonkoma, NY
The price is $164 per night from Nov 2 to Nov 2
Situated in Ronkonkoma, this aparthotel is 0.1 mi (0.1 km) from Lake Ronkonkoma and within 3 mi (5 km) of Emblem Health and Private. Connetquot River and Bohemia ...
4.3/5 Excellent! (92 reviews)
"Good!I like!"

Reviewed on Sep 11, 2021

Homewood Suites by Hilton Ronkonkoma
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway, Montauk, NY
The price is $207 per night from Oct 26 to Oct 26
Nestled on the beach, this Montauk condo building is within 1 mi (2 km) of Napeague State Park and Walking Dunes Trailhead. Hither Woods Preserve is 1.8 mi (3 ...
4.3/5 Excellent! (133 reviews)
"I would go again!"

Reviewed on Sep 28, 2021

Driftwood Resort
Homewood Suites Melville

Homewood Suites Melville

3 out of 5
1585 Round Swamp Rd, Plainview, NY
The price is $164 per night from Nov 1 to Nov 1
Situated in Plainview, this aparthotel is 1.2 mi (1.9 km) from Old Bethpage Village Restoration and within 3 mi (5 km) of Plainview-Old Bethpage Community Park ...
4.4/5 Wonderful! (723 reviews)
"Homewood Hotel...quiet, clean, rooms are nice, comfortable beds and complimentry breakfast was good. At Homewood Hotel (New York) server...(Donald) was calm, kind, and helpful. Enjoyed my stay."

Reviewed on Oct 9, 2021

Homewood Suites Melville
The Surf Club

The Surf Club

3.5 out of 5
20 Surfside Avenue, Montauk, NY
The price is $225 per night from Nov 1 to Nov 1
Nestled on the beach, this Montauk aparthotel is within a 15-minute walk of South Edison Beach, Kirk Park Beach, and Fort Pond. Shadmoor State Park and Second ...
4.1/5 Very Good! (187 reviews)
"Great communication from the front staff."

Reviewed on Aug 2, 2021

The Surf Club
The Ocean Colony Beach & Tennis Club

The Ocean Colony Beach & Tennis Club

3 out of 5
2004 Montauk Highway, Amagansett, NY
The price is $207 per night from Oct 27 to Oct 27
Situated by the ocean, this aparthotel is 0.1 mi (0.1 km) from Napeague State Park and within 3 mi (5 km) of Walking Dunes Trailhead and Hither Woods Preserve. ...
4.2/5 Very Good! (104 reviews)
"The only complaint I would have is that we could hear the people above us waking around, moving some furniture and opening and closing the sliding door. The chairs have felt pads but coffee table does not We expressed our concerns about the door and it was addressed immediately. The next morning ..."

Reviewed on Oct 1, 2021

The Ocean Colony Beach & Tennis Club
Born Free Suites by the Sea

Born Free Suites by the Sea

3 out of 5
115 South Emerson Avenue, Montauk, NY
The price is $139 per night from Nov 1 to Nov 1
Situated near the beach, this aparthotel is within a 5-minute walk of South Edison Beach and Kirk Park Beach. Fort Pond and Second House Museum are also within ...
4.2/5 Excellent! (183 reviews)
"Ni"

Reviewed on Oct 10, 2021

Born Free Suites by the Sea
The Hermitage

The Hermitage

3.5 out of 5
2148 Montauk Highway, Amagansett, NY
Nestled on the beach, this Amagansett condo building is within a 15-minute walk of Napeague State Park and Walking Dunes Trailhead. Hither Woods Preserve is ...
4.6/5 Wonderful! (100 reviews)
"We can't wait to go back. Beautiful place and perfect location. A perfect place to recharge."

Reviewed on Apr 20, 2021

The Hermitage
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
The price is $267 per night from Nov 1 to Nov 1
Offering direct access to the beach, this Greenport condo building is within 3 mi (5 km) of 67 Steps Beach, Norman E. Klipp Marine Park, and Island's End Golf ...
4.3/5 Excellent! (123 reviews)
"The only thing I didn’t like the the hard queen mattress"

Reviewed on Aug 17, 2021

Cliffside Resort Condominiums
Beach Plum Resort

Beach Plum Resort

3 out of 5
779 Old Montauk Highway, Montauk, NY
With direct access to the beach, this Montauk condo building is within a 10-minute walk of Second House Museum, Kirk Park Beach, and Fort Pond. South Edison ...
4.3/5 Excellent! (103 reviews)
"nice comfortable room and easy walk to town"

Reviewed on Jul 10, 2021

Beach Plum Resort
Victorian cottage upstairs suite great location in wine country

Victorian cottage upstairs suite great location in wine country

Riverhead, NY
The price is $250 per night from Oct 26 to Oct 26
Situated near the beach, this historic vacation home is 0.7 mi (1.1 km) from South Jamesport Park and within 6 mi (10 km) of Hallockville Museum Farm and Harbes ...
4/5 Very Good! (1 review)
Like Another Home
"Nadia and Alan are wonderful hosts. I’m from Long Island a few towns over and I really felt like I was with family staying with them (only better because my family can feel like a bit much)! This is nothing like a hotel and to me that’s fantastic. You’re staying in a room in the shared, small home. ..."

Reviewed on Jul 5, 2021

Victorian cottage upstairs suite great location in wine country
Montauk Mansion Indoor & Outdoor Pools

Montauk Mansion Indoor & Outdoor Pools

Montauk, NY
Situated by the sea, this condo building is within a 5-minute walk of Shadmoor State Park and Fort Pond. Fort Pond Bay Beach and South Edison Beach are also ...
4.7/5 Exceptional! (43 reviews)
Simply perfect.
"Joyce was the BEST, host I’ve ever encountered. Very responsive and really cared about us having a great experience in Montauk. You can tell that she takes great pride in her responsibilities as a host and more importantly in her great little town of Montauk!!!"

Reviewed on Sep 24, 2021

Montauk Mansion Indoor & Outdoor Pools
North Fork Escape - Jamesport

North Fork Escape - Jamesport

Riverhead, NY
Situated in Riverhead, this vacation home is within 3 mi (5 km) of South Jamesport Park, Hallockville Museum Farm, and Martha Clara Vineyards. Hallock State ...
5/5 Exceptional! (6 reviews)
Great place to stay!
"We loved staying here-Chris was so easy to communicate and work with. The house was perfect and was equipped with all the amenities we needed to make our stay more than comfortable! The outdoor area was a beautiful place to relax! Thanks Chris!"

Reviewed on Oct 22, 2021

North Fork Escape - Jamesport
City Escape! Spacious Unit, City View, Fitness Center, Close to Museums!

City Escape! Spacious Unit, City View, Fitness Center, Close to Museums!

Long Island City, NY
The price is $101 per night from Nov 2 to Nov 2
Located in Queens, this vacation home is 1 mi (1.6 km) from Roosevelt Island and within 3 mi (5 km) of Memorial Sloan-Kettering Cancer Center and 5th Avenue. ...
City Escape! Spacious Unit, City View, Fitness Center, Close to Museums!
Sweet rv in the woods

Sweet rv in the woods

East Hampton, NY
Situated in East Hampton, this vacation home is 2.6 mi (4.2 km) from LongHouse Reserve and within 6 mi (10 km) of Old Hook Mill and First United Methodist Church. ...
Sweet rv in the woods
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk, NY
This family-friendly Montauk condo building is located on the waterfront, within a 15-minute walk of Shadmoor State Park and Fort Pond. Montauk Racquet Club ...
5/5 Exceptional! (5 reviews)
Great property and unit!
"Beautiful ground and view! Great pool and unit! We’ll be back!!"

Reviewed on Oct 20, 2021

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
One bedroom apartment 5 minute walk to beach

One bedroom apartment 5 minute walk to beach

East Hampton, NY
The price is $200 per night from Oct 26 to Oct 26
Situated in East Hampton, this apartment building is 1.6 mi (2.6 km) from Three Mile Harbor and 2.3 mi (3.6 km) from Pollock-Krasner House and Study Center. ...
5/5 Exceptional! (1 review)
Perfect basic accomodations
"This apartment was just what we needed. I was travelling with my mother and sister, attending a family event in East Hampton. The location is a short walk to a beautiful beach. The beds were comfortable and the apartment was more spacious than the pictures suggest. Very good budget ..."

Reviewed on Oct 12, 2021

One bedroom apartment 5 minute walk to beach
The Bond Townhouse

The Bond Townhouse

4 out of 5
62 Wyckoff St, Brooklyn, NY 11201, Brooklyn, NY
Located in Boerum Hill, this aparthotel is within 1 mi (2 km) of Brooklyn Bridge Park, Barclays Center Brooklyn, and Brooklyn Heights Promenade. Brooklyn Navy ...
1/5 (1 review)
Not Open
"It seemed like a perfect spot for us. We did not stay because this property is not open anymore. We were not informed ahead of time. We had to scramble to find accommodations"

Reviewed on May 9, 2021

The Bond Townhouse
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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.

Large Group Rentals Long Island

Villa Machis

Villa Machis

3.5 out of 5
2765 Deerfield Rd, Sag Harbor, NY
Villa Machis
Villa Nostro Palazzo

Villa Nostro Palazzo

4 out of 5
75 S Breeze Dr, East Hampton, NY
Villa Nostro Palazzo
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.

Large Group Cabins Long Island

Southampton Cottage Near Beach, Hamptons Cottage

Southampton Cottage Near Beach, Hamptons Cottage

3 out of 5
12b Millstone Dr, Southampton, NY
Southampton Cottage Near Beach, Hamptons Cottage
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.

Everything you need to know about Long Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on … and on. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Long Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year. is the cheapest month to visit, with the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Long Island vacation rentals range between $101 per night and $267 per night.

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.