Vacation rentals in Long Island

4.96 out of 5 average rating, 467 reviews

Cabin in Montauk

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

4.98 out of 5 average rating, 205 reviews

Home in Shirley

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

4.96 out of 5 average rating, 296 reviews

A welcoming entrance is framed by a brick exterior, featuring a dark door with a simple doorknob. A stone path leads to the door, bordered by decorative pebbles and a small planter. Soft lighting is provided by an exterior fixture above the entrance.

Apartment in Huntington

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

4.97 out of 5 average rating, 580 reviews

Apartment in Milford

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 suite in Wading River

A calm beach scene at dusk is presented with soft hues of pink and blue in the sky. The sandy shore is visible, with a large rock positioned near the water's edge. Two signs marked 'PRIVATE BEACH' stand upright in the foreground.

4.9 out of 5 average rating, 273 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”.Walking/driving directions to local beaches,15minute walk to our community beach,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

4.93 out of 5 average rating, 126 reviews

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

4.94 out of 5 average rating, 153 reviews

The dining table features beautifully arranged plates of food, accompanied by glasses of smoothie. Beyond the glass sliding doors, a spacious outdoor dining area is visible, with chairs and an umbrella overlooking the bay, providing a serene backdrop for meals.

Home in Centerport

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!

4.87 out of 5 average rating, 240 reviews

Home in Rocky Point

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

4.94 out of 5 average rating, 240 reviews

Cottage in Patchogue

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.

Apartment in Hampton Bays

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

4.97 out of 5 average rating, 111 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.

4.88 out of 5 average rating, 668 reviews

A vibrant seasonal market is displayed, featuring a yellow vintage truck parked in the foreground. Colorful chrysanthemums and pumpkins line the gravel pathway, while a rustic building adorned with decorative elements stands in the background against a cloudy sky.

Guest suite in Cutchogue

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!

4.94 out of 5 average rating, 156 reviews

The image captures a nighttime view of a well-kept backyard featuring a swimming pool surrounded by a stone patio. Lush green plants and colorful flowers line the area, while string lights provide soft illumination. A few lounge chairs are positioned nearby, enhancing the outdoor setting.

Apartment in Rocky Point

North shore Guest Room.

This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Long Island vacation rentals

Monthly stays

Self check-in

Free parking on premises

Pet friendly

Pool

Home rentals in Long Island

4.96 out of 5 average rating, 225 reviews

An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.

Home in Milford

Designer Beach Retreat on Exclusive Cedar Beach

4.99 out of 5 average rating, 161 reviews

A charming lakeside home with a red metal roof sits on a wooden deck overlooking the water. Surrounding landscaping features a serene pond, rocks, and green shrubs, creating a peaceful atmosphere. The setting sun casts a warm glow on the tranquil scene.

Home in Greenwood Lake

Amazing Lakefront Haven! Beach, Views, Free Kayaks

4.87 out of 5 average rating, 340 reviews

A modern studio is presented, featuring a spacious Murphy bed dressed in plaid linens. A colorful artwork and framed prints adorn the walls. An armchair and an ironing board are visible, along with a wall-mounted TV. There are several bags placed at the foot of the bed.

Home in Freeport

COZY STUDIO with Private Bath Close to LIRR

4.96 out of 5 average rating, 251 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

4.93 out of 5 average rating, 136 reviews

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in Mattituck

Modern Farmhouse Steps to Beach & Love Lane

Home in Huntington Station

The living area features two comfortable gray sofas arranged around a round coffee table with a decorative centerpiece. A large TV is mounted on the wall opposite, while natural light filters in through the window adorned with decorative plants.

4.92 out of 5 average rating, 229 reviews

THE OASIS @ LONG ISLAND

4.99 out of 5 average rating, 141 reviews

A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

4.97 out of 5 average rating, 157 reviews

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in Cutchogue

Secluded Farmhouse - Studio Apartment Style Unit

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Pet-friendly vacation rentals in Long Island

4.85 out of 5 average rating, 295 reviews

A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.

Home in Huntington

Nautical Farm House on Working Farm with Animals

4.95 out of 5 average rating, 263 reviews

A cozy sleeping area features a wooden headboard and a spacious bed with a white quilted cover. Two decorative pillows with tropical patterns rest against the headboard. Light filtering through sheer curtains adds a soft brightness to the room, complemented by a wall art piece.

Home in Elmont

Cozy 1BR 1FB Queen Suite in Elmont near UBS Arena

4.97 out of 5 average rating, 156 reviews

Cottage in Riverhead

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Guest suite in Long Beach

A spacious bedroom features a large bed with a textured headboard and decorative bedding. Natural light floods the room through sliding glass doors that lead to a balcony. A patterned chair and side table enhance the inviting atmosphere of the space.

4.91 out of 5 average rating, 568 reviews

Beautiful Retreat by the Beach, La Casita Flora

4.9 out of 5 average rating, 499 reviews

A serene beach scene illustrates a vast stretch of shoreline, with gentle waves lapping at the sand. The water is a mix of blue and green hues under a clear sky, providing a calming seaside atmosphere.

Cabin in Rocky Point

Great little place just for a couple

4.9 out of 5 average rating, 386 reviews

The studio apartment showcases a functional layout with a queen size bed, a work area with a desk, and a kitchenette. A television is positioned near the bed, and decorative wall art complements the neutral grey walls. Ample lighting is provided by ceiling fixtures.

Apartment in Brentwood

Eco-friendly studio with Private entrance

4.95 out of 5 average rating, 326 reviews

A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.

Cottage in Milford

Summer Sale|CozyCottage|Pet-friendly|Walk to Beach

4.99 out of 5 average rating, 115 reviews

Home in Milford

The ARLO - Walk to Brewery & Restaurants

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Family friendly vacation rentals in Long Island

4.94 out of 5 average rating, 132 reviews

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in Hampton Bays

Peaceful Retreat in Immaculate Architect’s House

4.87 out of 5 average rating, 161 reviews

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

A-Frame cabin with private beach & epic sunsets

4.99 out of 5 average rating, 185 reviews

A serene lakeside scene captures padded Adirondack chairs arranged in a row on grassy terrain, facing the lake. The sunset reflects vibrant pink and orange hues across the water, enhancing the peaceful ambiance of the natural setting.

Apartment in Montauk

Duffy's on Lake Montauk 2

4.98 out of 5 average rating, 182 reviews

A cozy living area is highlighted by wooden paneling and stone columns. Comfortable seating is provided by a large couch adorned with colorful patterns. A dining table set for four sits beside a bright pink tablecloth. A subtle floral artwork adds an inviting touch to the space.

Home in Calverton

Quiet Canoe Lake Cottage getaway

4.89 out of 5 average rating, 230 reviews

Two feet are positioned in the foreground, resting on soft, sandy beach, with a gentle wave-lapped shoreline visible in the background. The calm sea and cloudy sky create a serene coastal atmosphere.

Apartment in Long Beach

Just perfect!

4.96 out of 5 average rating, 138 reviews

A modern living area is highlighted by a gray sofa centered on a low coffee table. Two armchairs are placed to one side, while a textured area rug complements the space. Wall art hangs above the sofa, and natural light enters through large windows.

Guesthouse in Jamesport

Walk to Beautiful Beach in Heart of Wine Country

Apartment in Hampton Bays

4.96 out of 5 average rating, 390 reviews

Private & Cozy Cottage with short walk to beach!