Holiday rentals 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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Top guest favourite

Flat in Milford

4.97 out of 5 average rating, 580 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Guest favourite

Cabin in Rocky Point

4.9 out of 5 average rating, 500 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.

Superhost

Cabin in Shirley

4.87 out of 5 average rating, 161 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Guest favourite

Tiny home in Mastic

4.93 out of 5 average rating, 121 reviews

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Guest favourite

Flat in Port Jefferson Station

4.9 out of 5 average rating, 121 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.

Top guest favourite

Flat in West Babylon

4.99 out of 5 average rating, 206 reviews

Loft 36 | King Sized Spacious Apartment

Welcome to Loft 36. A modern *private upstairs apartment* in a safe residential Long Island Neighborhood. Spacious and fully furnished with a private keyless entrance. Centrally located in the heart of WEST BABYLON. We are a quick trip to Babylon Village shops, bars, and restaurants, Tanger Outlets, Jones Beach, Robert Moses, and Marina Beaches. Ferries to Fire Island also close by. About an hour drive to New York City via nearby expressway or a 65 minute railroad ride.

Top guest favourite

Guest suite in Long Beach

4.91 out of 5 average rating, 568 reviews

Beautiful Retreat by the Beach, La Casita Flora

Guest apartment has a private entrance and includes one bedroom, bathroom, kitchenette, office with sofa bed, and large sunny balcony. You can walk everywhere from here! It is a five minute walk to the beautiful beach and boardwalk. The train station to NYC and JFK is one block away. A grocery store, restaurants, coffee shop, brewery, pharmacy, and other amenities are minutes away. Many guests comment that I keep the space "sparkling clean".

Top guest favourite

Guest suite in Long Beach

4.98 out of 5 average rating, 126 reviews

PuraVida! 4 min walk to BEACH, SHOPS & LIRR

Second story apartment located in the ❤️ of town! •Walk across the street to the train station, grocery store, restaurants, banks, brewery etc. ☕️ Starbucks ON our corner (1 min) 🏖️ Beach(Edwards)/boardwalk 🍔Riptides 🏄 Skudin surf All about 4 min walk No car needed 30 min from JFK Suitable for families! Beach supplies offered Please note : only 3 *adults* are included in booking. There will be additional charge(s) for extra adults

Guest favourite

Home in Centerport

4.94 out of 5 average rating, 153 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

Flat in Massapequa

4.97 out of 5 average rating, 105 reviews

Cozy Getaway Retreat /South Shore/ NYC 40min

Cozy, non-smoking 2BR apartment in a Hi-Ranch home—private 1st floor walk-in (not a basement). Clean, modern, and perfect for 2–4 guests. 🛏️ Max 4 guests. Family lives upstairs—please be respectful. 📵 No smoking, 🆔 Valid photo ID required to book& at check in. If inviting others, add them to your reservation when booking. Enjoy a peaceful and convenient getaway! Book your staycation today and create lasting memories.

Top guest favourite

Cottage in Patchogue

4.94 out of 5 average rating, 240 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Guest favourite

Guest suite in Cutchogue

4.88 out of 5 average rating, 668 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!