Holiday houses in Long Island

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Top-rated holiday rentals in Long Island

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

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Guest favourite

Apartment in Copiague

5 out of 5 average rating, 23 reviews

Cozy Long Island 1BD Apartment near the beaches

Welcome to our newly renovated 1-bedroom apartment in Copiague, Long Island! Enjoy a private, separate entrance for added convenience & privacy. The bedroom features a desk/working station, perfect for remote work. Located within walking distance to shops and laundry, and just a 5-minute drive to the LIRR train station with a direct connection to Manhattan. Ideal for business travelers, couples, or solo adventurers looking for comfort and easy access to the city! Short & Long Stays are welcome.

Guest favourite

Guesthouse in Hampton Bays

4.97 out of 5 average rating, 198 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Guest favourite

Cabin in Rocky Point

4.9 out of 5 average rating, 507 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

Top Guest favourite

Apartment in Sayville

4.97 out of 5 average rating, 166 reviews

1 bedroom apt In the beautiful town of Sayville

Second floor apartment ideal for a couple in the heart of Sayville, South Shore Long Island. 5 minute walk from LI Railroad, 2 minute walk to quaint town and a 20 minute walk to Fire Island Ferry terminal for a beautiful ride to the renowned Fire Island beaches. No need for a car, just hop on the train to Sayville station and everything is in walking distance. Ferries go to Cherry Grove Fire Island Pines and Sailors Haven where you'll enjoy the best beaches and nightlife on the east coast.

Top Guest favourite

Apartment in Central Islip

5 out of 5 average rating, 85 reviews

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Top Guest favourite

Cottage in Weston

4.97 out of 5 average rating, 147 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Guest favourite

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 124 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Guest favourite

Home in Centerport

4.94 out of 5 average rating, 155 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

Top Guest favourite

Guesthouse in Bellport

5 out of 5 average rating, 27 reviews

Guest House retreat with amazing pool !!!

Slice of Heaven #2 Bellport Village, a destination town overlooking the great south bay as seen in Coatal Living's top places to vacation. Written by Coastal Living: a gorgeously unassuming little seaport on long Island's South Shore, this village holds a royal flush of pleasures- A small town community feel, colonial style architecture, and even its own performing arts center, all 90mins from NYC.

Top Guest favourite

Apartment in Hampton Bays

4.97 out of 5 average rating, 112 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Guest favourite

Apartment in Huntington Station

4.89 out of 5 average rating, 109 reviews

Clean Cozy Studio with Private Entrance.

Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

Guest favourite

Guest suite in Cutchogue

4.88 out of 5 average rating, 670 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!