Long Island vacation rentals

4.96 out of 5 average rating, 107 reviews

A modern kitchen is equipped with stainless steel appliances, including a microwave and oven. A spacious countertop is complemented by a white backsplash and soft close cabinetry. A dining area features a wooden table surrounded by chairs, with natural light streaming through a nearby window.

Condo in Vernon Township

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

4.85 out of 5 average rating, 133 reviews

A cozy living area features a large sectional sofa with decorative cushions, complemented by a plush armchair. Natural light is invited through two front windows, while a coffee table sits at the center, surrounded by green plants and framed art on the walls.

Home in Baldwin

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Cottage in Greenwood Lake

A contemporary open-concept kitchen and living area features large windows that frame scenic views. A central dining table complements the kitchen with dark cabinetry and modern appliances. A comfortable couch with decorative pillows enhances the inviting space, while a vibrant potted plant adds natural greenery.

4.98 out of 5 average rating, 336 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

4.94 out of 5 average rating, 145 reviews

A circular seating area is surrounded by red Adirondack chairs arranged around a stone fire pit. Lush greenery and flowering trees are visible in the background, enhancing the outdoor space's natural ambiance.

Condo in Vernon Township

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

4.88 out of 5 average rating, 102 reviews

A covered outdoor seating area is furnished with a combination of turquoise and brown seating, complemented by decorative pillows. Soft lighting from string lights enhances the space. A swing seat is positioned against the wall, and a small table is centered on the tiled patio.

Home in Mastic

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

4.95 out of 5 average rating, 131 reviews

A scenic view of the river, showcasing lush green hills in the background and a collection of boats docked along the shore. A wooden deck is visible in the foreground, framed by a fence and greenery, inviting relaxation by the water.

Cottage in Sea Bright

Sea Bright NJ Cottage 1 block from BEACH sleeps 6!

RARE Off Street Parking for 4 compact cars or 3 SUVs This 3 bedroom beach cottage is a perfect, cost effective alternative to a hotel stay. Wifi, N64, HBO, Cable & board games for those rainy days. Fully furnished bedrooms, one bedroom has home office desk set up, living area, and kitchen, to our comfortable lounge area, BBQ, and outdoor shower. Perfect way to relax after a fun day at a beach, event, or exploring the beautiful town of SeaBright!

5 out of 5 average rating, 11 reviews

A view of the Peconic River is depicted from a wooden deck, featuring a small round table and two woven chairs. The water reflects clear blue skies, with boats visible in the distance and trees lining the shore.

Houseboat in Riverhead

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

4.99 out of 5 average rating, 174 reviews

A private outdoor deck featuring a wooden floor and a shaded area. Several seating options include four light-colored lounge chairs and a dining table surrounded by additional chairs, providing ample space for relaxation and dining while enjoying the ocean views.

Apartment in Long Beach

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

4.9 out of 5 average rating, 115 reviews

An outdoor deck area is seen featuring a large round table surrounded by several comfortable chairs. A sun umbrella provides shade, while a propane grill is positioned nearby. Lush trees create a natural backdrop, enhancing the serene atmosphere of the space.

Home in Shelter Island

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

Cottage in Shelter Island

A traditional New England house is set in the central village of the island, surrounded by lush green lawn. Tall trees provide shade, and the late afternoon sun creates elongated shadows across the grass, highlighting the inviting outdoor space.

4.96 out of 5 average rating, 105 reviews

3 Bedroom Cottage Gem

Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Bungalows

Intimate homes. inviting architecture

Popular amenities for Long Island vacation rentals

Monthly stays

Free parking on premises

Self check-in

Pet friendly

Pool

Long Island home rentals

4.97 out of 5 average rating, 254 reviews

Home in Greenport

The Greenport Bungalow

4.95 out of 5 average rating, 133 reviews

A dining room table with eight chairs is set beneath ambient lighting. The room opens to a cozy living area featuring a comfortable sofa and blue curtains. A doorway leads to a well-lit kitchen, enhancing the home's spacious layout.

Home in New London

House in NL near CGA, Sub Base, Mohegan Casino

4.93 out of 5 average rating, 260 reviews

A sunlit living area is furnished with a white sofa and two dark armchairs, arranged around a glass coffee table. Large windows with shades allow natural light to fill the space. A decorative chandelier hangs from the ceiling, adding a touch of elegance.

Home in Greenport

Dream Get Away

4.72 out of 5 average rating, 74 reviews

A living area is shown featuring a black shelving unit with decorative items. A television is positioned on the shelf, displaying an animated show. A potted plant adds greenery beside the shelf, while a patterned rug covers the hardwood floor.

Home in Amityville

Cheerful 2-Bedroom Home With On Premises Parking

4.99 out of 5 average rating, 68 reviews

A modern chef kitchen is highlighted with stainless steel appliances and a spacious island. Sleek cabinetry complements the open layout, leading to a bright living area with large windows. Four metal bar stools are arranged along the island, providing ample seating for casual dining.

Home in Long Beach

Paradise Cove

4.9 out of 5 average rating, 61 reviews

A bright living room showcases a light-toned leather sofa set arranged around a marble coffee table. Large windows allow natural light to fill the space, framed by soft curtains. A television is mounted on the wall, and a decorative wreath adds a seasonal touch.

Home in Port Washington

Comfortable Entire House for rent. 4 bed, 3 baths

4.85 out of 5 average rating, 13 reviews

Home in Groton

The Blair Durgin House in Mystic

5 out of 5 average rating, 3 reviews

A bright bedroom features a spacious bed, complemented by decorative pillows and a warm throw. Two bedside lamps provide soft lighting, while artwork adorns the walls. Large glass doors open to a balcony, offering views of the surrounding nature.

Home in Hardyston

Seasonal Rental Luxury Lake Front Beauty

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Long Island beach vacation rentals

4.93 out of 5 average rating, 351 reviews

A sunlit view of a sandy beach stretches towards the horizon, with gentle waves lapping at the shore. Colorful umbrellas dot the sandy area, and a wooden walkway runs parallel to the beachfront. In the distance, sailboats can be seen on the calm water.

Home in New London

Amazing Beach House

4.82 out of 5 average rating, 11 reviews

The exterior of the vacation home features a welcoming front deck with a table and chairs, shaded by a patio umbrella. A gravel pathway leads to the entrance, complemented by a white panel facade and multiple windows that allow natural light to enter.

Home in Westbrook

Beachside @ 455 Seaside

4.78 out of 5 average rating, 32 reviews

A panoramic view showcases a tranquil beach scene under a double rainbow arching over the sea. Gentle waves lap at the shore, while a sandy beach space with sparse grass is visible. A blue umbrella and chairs provide a welcoming spot for relaxation.

Cottage in Milford

Cheerful 2 bedroom cottage on beach

4.95 out of 5 average rating, 19 reviews

A large beach house is visible, featuring multiple gables and a spacious deck with balcony. The facade is painted in light grey, complemented by white trim. In the foreground, sandy beach leads toward the house, framed by green grass and shrubs on either side.

Home in West Haven

Beach House steps from sand & Amazing Views

4.88 out of 5 average rating, 40 reviews

A decorative lantern with a classic design is mounted on a textured wall. Below the lantern, a wooden sign displays the phrase 'Pura Vida' with a colorful flower accent, contributing a cheerful touch to the entrance.

Bungalow in Long Beach

The Barefoot Bungalow

4.98 out of 5 average rating, 43 reviews

A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.

Home in Milford

Beachfront paradise- come, stay, relax!

4.97 out of 5 average rating, 274 reviews

A charming outdoor space features a wooden pathway leading to a cozy fire pit surrounded by blue chairs. A vibrant turquoise umbrella provides shade over a nearby table, while a hammock hangs invitingly in the background amidst lush greenery.

Cottage in East Lyme

Your Nest Near The Beach

4.86 out of 5 average rating, 111 reviews

An expansive view of the ocean stretches across the horizon, framed by wooden sliding doors. Gentle waves wash onto a sandy beach, with greenery in the foreground. A potted plant rests on the railing, adding a natural touch to the serene scene.

Apartment in Montauk

Recharge at our Renovated ocean front unit

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Pet-friendly vacation rentals in Long Island

4.93 out of 5 average rating, 128 reviews

A wooden exterior house is surrounded by trees displaying autumn foliage. A pathway of stones leads to the entrance, where a deck with white railings is visible. Lush shrubs and decorative rocks enhance the natural landscaping.

Home in Philipstown

Cozy 3 bedroom house on quiet private road

4.94 out of 5 average rating, 125 reviews

A spacious yard is surrounded by trees, providing shade and greenery. The house is visible in the background, showcasing a charming exterior. A wooden deck with seating is located adjacent to the home, and a fenced area offers a secure space for pets or children to play.

Home in Groton

Cozy Cape Escape - Walk to Downtown Mystic

4.85 out of 5 average rating, 143 reviews

A serene backyard is surrounded by tall trees adorned with vibrant autumn leaves. A small shed stands along a brick pathway, flanked by neatly trimmed shrubs and an evergreen tree. The scene captures the peacefulness of nature during the fall season.

Home in Monroe

Winter Home near Legoland, West Point & Outlet

4.97 out of 5 average rating, 219 reviews

An outdoor dining area is presented, featuring a rectangular table surrounded by six wicker chairs. Potted plants add greenery to the space, while a countertop with stools is visible in the background. Natural light illuminates the area, enhancing its welcoming feel.

Home in Stonington

Perfect New England Getaway has a pool/ hot tub

4.97 out of 5 average rating, 121 reviews

Home in Old Saybrook

Year Round Beach House in Old Saybrook, CT.- Pets

4.98 out of 5 average rating, 132 reviews

A spacious fenced backyard features a gravel patio with a shaded seating area, surrounded by a lush green lawn. A flowering vine grows on a trellis, with shrubs and trees providing a natural backdrop to the outdoor space.

Home in Westerly

Cute and Close to Beaches and Town

4.89 out of 5 average rating, 484 reviews

A serene outdoor view showcases a driveway framed by lush greenery and trees displaying vibrant yellow leaves. The ground appears damp from recent rain, and fallen leaves are scattered along the path, emphasizing the seasonal transition.

Cabin in Rocky Point

Great little place just for a couple