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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Top Guest favourite
Apartment in Stony Brook
4.94 out of 5 average rating, 80 reviews

Charming Rustic 1BR with parking

Peaceful cozy 1 bedroom apartment with your own private entrance plus parking. In the best part of Stony Brook surrounded by nature. 5 min drive to beautiful local beach & 10 min walk to SBU. Close to restaurants & shops. Super comfortable king sized bed, 50" smart TV with Netflix, WiFi, amazing kitchen & bathroom. Laundry for 7 nights or longer. You are going to love staying here;) Coffee and green tea included. No: pets, smoking, food in bed, candles. No parties or checking in after 11pm.

Top Guest favourite
An open-concept living space features a modern kitchen with white cabinetry and a peninsula with two seats. A comfortable coffee table sits in the foreground, and a large wall-mounted TV displays a cozy image. The floor is adorned with light-colored wood, enhancing the bright atmosphere.
Apartment in Copiague
5 out of 5 average rating, 54 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
Home in Hampton Bays
4.88 out of 5 average rating, 113 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top Guest favourite
A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.
Apartment in Huntington
4.96 out of 5 average rating, 316 reviews

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!

Guest favourite
Barn in Bethpage
4.95 out of 5 average rating, 19 reviews

A Bethpage#3 New York Private Room Mini-Barn

READ CAREFULLY YOU CANNOT CANCEL if issues are CORRECTABLE Other GUESTS share this place 1–2 guests Small private room Shed House Share 1 bath/1 kitchen with 2 OTHER ROOMS STRICT: Use the Shared Bathroom in LESS THAN 10 minutes KING bed 2 windows Closet Desk Mirror Smart TV WiFi 2 towels Street parking No pets NO VISITORS No washer/dryer Bring your own body soap/shampoo/conditioner $1000 penalty for smoke/vape/drugs in the room Strict/Firm Cancellation Policy You agree to FULL DISCLOSURE below

Guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck
4.91 out of 5 average rating, 104 reviews

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Top Guest favourite
A modern living room is highlighted by a set of white sofas with tufted detailing, accented by blue cushions. A light fixture with a circular design illuminates the space, while sheer curtains frame the windows. A coffee table and two armchairs complement the room’s layout.
Apartment in Freeport
4.97 out of 5 average rating, 131 reviews

Quiet Waterfront Entire Apartment

Nestled in South Freeport, this 1 Br apt brings it all within your reach. Whether you are hoping to relax/work while drinking coffee on the patio or living room over looking the water, this is a very quiet and relaxing place to be. 5 minutes from the famous Nautical Mile where you can enjoy different restaurants, boat rides and other activities, minutes away from Southern State and Meadowbrook Pkwy, 15 minutes away from Jones Beach. Near different universities. AC in bedroom as well

Top Guest favourite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 108 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top Guest favourite
A spacious living area displays rustic log walls and a mix of wooden and upholstered furniture. A comfortable leather sofa is positioned near a stone wood stove, while a colorful armchair adds charm. Natural light fills the room through windows adorned with patterned curtains.
Cottage in Patchogue
4.94 out of 5 average rating, 254 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.

Top Guest favourite
A cozy studio space features a spacious king bed with floral-patterned bedding. A kitchenette and dining table are visible, along with a microwave and refrigerator. A small lamp and a teddy bear add to the homey touch. A wall clock and framed sunset photo enhance the ambiance.
Apartment in Huntington Station
4.9 out of 5 average rating, 125 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
A spacious sleeping area features a full-size bed with gray linens, complemented by a bedside table with a lamp. A recliner chair is positioned nearby, and the room is softly illuminated by recessed lighting and an accent lamp.
Apartment in Amityville
4.83 out of 5 average rating, 124 reviews

Amityville Village - Centrum

Steps away to Railroad to NYC, Shopping, Food, Restaurant, Banks, Parks. Enjoy your own private entrance in this clean studio with private bath and parking. Close to Mall, Amity Beach, Marina,and the infamous house. Nice Quaint town to walk around

Top Guest favourite
A well-lit living space features a comfortable couch with decorative cushions. A dining table with chairs is visible alongside a make-shift kitchen equipped with a fridge, microwave, and large sink. Nearby, natural light enters through a window, enhancing the clean, neutral tones of the room.
Apartment in Massapequa
4.94 out of 5 average rating, 138 reviews

New apartment in private home in nice neighborhood

Well lit. Living space and bathroom are new. Upstairs bedroom has been recently refinished. Make-shift kitchen includes fridge, standalone freezer, hotplate, microwave, air fryer, toaster, and large sink, with cooking and eating utensils.

Popular amenities for Long Island holiday rentals

Frequently Asked Questions

  • Where is Long Island located?

    Long Island is situated in southeastern New York State, stretching east from New York City into the Atlantic Ocean. The area includes lively communities, coastal towns, and scenic beaches.

  • When is the best time to visit Long Island?

    Late spring through early fall is often recommended for outdoor activities, as temperatures range from around 51–83°F (10–28°C) and rainfall is moderate. Visitors find the area inviting for beach outings, festivals, and exploring parks during these months.

  • What are some things to do near Long Island?

    Long Island has sandy beaches, art galleries, vineyards, and historic estates to explore. Guests often enjoy walking along boardwalks, touring lighthouse sites, and sampling fresh seafood at locally rooted restaurants.

  • How is the weather near Long Island?

    Long Island experiences cold winters, with January averaging 25–39°F (-4–4°C), and warm summers, reaching 67–83°F (20–28°C) in July. Rain falls throughout the year, so packing layers and a rain jacket is suggested.

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