Holiday rentals in Long Island

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Top-rated holiday rentals in Long Island

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Top guest favourite
A modern, inviting living room features a large wall-mounted television displaying Netflix. Comfortable seating options include a plush couch and an armchair. A stylish area rug lies on the light-colored floor, complemented by decorative plants and wall art, enhancing the overall ambiance.
Guest suite in Long Beach
5 out of 5 average rating, 43 reviews

2025 New Apt | Private Entry | 3 min Walk to Beach

Brand new 2025-built guest suite on ground floor of 2-family home in Long Beach — 3 min walk to beach 🔑Private Entrance 🚶‍♂️Walk to Dining, Private Beach, Bars, Cafés, Deli, Pharmacy, Grocery, Pizza, Ice Cream 🍽Fully Equipped Kitchen ⏳Early Check-in, if available 🚲2 Bikes Provided (5-Min Ride to Boardwalk) ☕Coffee: Keurig, Drip, & Kettle 📶 150Mbps Wifi 📺70 Inch Smart TV with Netflix ★"Bed was very comfortable… didn’t need a car at all!" 🚗 5 min drive → LIRR 🚂 🚗 20 min drive → JFK ✈️

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.
Flat in Copiague
5 out of 5 average rating, 46 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
The kitchen and living area are designed in an open layout, featuring a white dining table with four chairs and a cozy seating arrangement. Natural light filters through a window, illuminating the neutral walls and light wood flooring. Modern appliances are present in the kitchenette, offering functionality.
Guest house in Valley Stream
4.96 out of 5 average rating, 25 reviews

GuesTiny Suite 30 min 》 NYC - 15 min 》JFK

Its coziness will make you feel at home the second you step in. This cute ground floor 280 sq ft Tiny Guest Suite is Fully furnished and nicely decorated - it comes with anything you can possibly imagine. It consist of 1 bedroom 1 bathroom & a kitchen/dining/living room area Rooms' sizes: Bedroom: 10ft x 7 1/2ft LR kitchen DR area: 19ft x 10ft Bath: 40" x 80" Given how close it is from everything - It is perfect for guests who plan on commuting to the city by train or move around by Uber.

Guest favourite
Barn in Bethpage
4.92 out of 5 average rating, 13 reviews

Bethpage New York Small Romantic Mini-Barn Room #3

Mini-Barn Room # 3 Small room 1–2 guests only Send guest names to host Shed converted to 1-bed house KING bed 2 windows closet,hangers,desk,mirror,smartTV,WiFi,2 towels 3 rooms share 1 bath/1 kitchen outside barn Strict Rule:10 Minutes Bathroom Use Street parking No Pets No Visitors No Wheelchair No Washer/Dryer Bring own bodywash/shampoo/conditioner $1000 penalty if smoke/vape/drugs are detected in the room Airbnb Strict/Firm Cancellation Policy You agree to FULL DISCLOSURE below if you book

Top guest favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 573 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Top guest favourite
A studio apartment is presented, featuring a spacious bed, a small kitchenette, and a comfortable seating area. Natural light enters through a window, while a door leads to the outside. The flooring includes a mix of carpet and hardwood, creating a cozy ambiance.
Flat in Ronkonkoma
5 out of 5 average rating, 32 reviews

Hotel-Style Studio in Ronkonkoma

Suite 2283 is a hotel-inspired studio apartment in Ronkonkoma. Thoughtfully designed, featuring a private entrance, private fenced-in yard, patio with bistro set, onsite parking, AC, kitchen, Roku TV and free Wi-Fi. This stylish apartment is ideal for traveling medical and business professionals. Just minutes from the airport, hospitals, corporate parks, major roadways, restaurants, parks, the mall, nightlife at the new Station Yards complex at the LIRR hub, and, of course, Lake Ronkonkoma!

Guest favourite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Flat in Central Islip
4.96 out of 5 average rating, 107 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.

Guest favourite
A cozy living area features a beige leather sofa with a decorative pillow, paired with a plush armchair. A wooden coffee table sits on a patterned rug, while a small plant adds a touch of greenery. Light walls and a wall sign contribute to a relaxed atmosphere.
Flat in Rocky Point
4.75 out of 5 average rating, 213 reviews

Juniper Hollow

You are just a stone’s throw from the beach in this two-guest suit. Beach key provided! This indoor space measures 400 sf but you’ll find it well laid out with twice as much private outdoor space (for you warmer weather travelers). Older reviews are from 4 years ago and pre renovation, we are refreshed. Feel free to roam the rest of the 1/3 acre property of rolling hills, old growth trees, a hammock house, tree swings on the hill, and water views from the driveway.

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.
Guest house in Pound Ridge
4.94 out of 5 average rating, 100 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
Two swans crafted from towels are positioned at the center of a spacious bed, forming a heart shape. Surrounding the swans is a decorative arrangement of rose petals in shades of red. The bed's textured spread complements the soft green pillows in the background.
Guest house in Nesconset
5 out of 5 average rating, 34 reviews

Private charming Studio Cottage in Nesconset

Escape to this cozy studio cottage, perfect for couples or solo travelers. Enjoy a comfortable full-sized bed, a well-equipped kitchenette, and a welcoming seating area. Located in a peaceful neighborhood, you're just minutes from local parks, shops, and eateries. P.S. Cleanliness is my top priority to make every guest happy all towels and sheets are sanitized and washed every guest checks in before they're arrival.

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, 251 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.

Home in Deep River
5 out of 5 average rating, 4 reviews

Private Barn Retreat Nestled In Nature

Welcome to the Deep River Studio Barn! Check us out @thedeepriverbarn ✨ This newly renovated barn offers modern amenities and quiet comfort. It’s a peaceful retreat nestled in the scenic Lower Connecticut River Valley. Surrounded by lush landscaping, the space invites relaxation. Whether you're exploring the area, taking a break from the city, or working remotely, this tranquil escape is the perfect spot.

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