
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.

Cozy Apartment with King Bed - Separate Entrance
Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

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.

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.

T&T Unique Space
NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

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.

J&J's BnB Lovely, BR/Bath w/ Private Entrance!
Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Luxe Beach House / 3 Bd-King / Chef Kitchen / 4 TV
***Monthly rental available Oct 1, 2025–May 31, 2026*** Enjoy a private waterfront oasis with breathtaking views from every room. Watch sunsets from the deck or walk 100 yds to the beach. Nature lovers will love the nearby Coastal Center. Entertain in the chef’s kitchen with gas range, breakfast bar, wine bar & pantry. Wake up to stunning vistas from the king master suite. With workspace & laundry room, this home is the perfect waterfront escape!

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.

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.

Rustic Log Cabin, Long Island Vineyards
Escape to this 1930s Long Island log cabin-cathedral ceilings in the bedroom and living room, gas fireplace glowing, vintage furniture with a fresh twist. Full kitchen, twin beds for kids, all near vineyards and that suburban-but-country feel. Tucked in the suburbs, this cabin feels worlds away-like hiding in plain sight. Perfect for a quiet getaway.

Charming “hotel inspired” Retreat
Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –
Popular amenities for Long Island holiday rentals
Other great holiday rentals in Long Island

Quiet, quaint room in Victorian Town House

Cozy bedroom near the beach.

Private Room WHB, Best Location + Price +Superhost

Private Moonlight Room in Brownstone Near Subway

Private room by Stella

Home sweet home

Stylish Room in Prime Huntington Station location.

Bright Comfortable Room 2-A
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.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Luxury rentals Long Island
- Tent rentals Long Island
- Tiny house rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Beachfront rentals Long Island
- Rentals with a hot tub Long Island
- Villa rentals Long Island
- Serviced apartment rentals Long Island
- Rentals with outdoor seating Long Island
- Ski-in/ski-out rentals Long Island
- Mansion rentals Long Island
- Condo rentals Long Island
- Holiday home rentals Long Island
- Rentals with a kayak Long Island
- Rentals with a patio Long Island
- Rentals with a washing machine and dryer Long Island
- Beach house rentals Long Island
- Rentals with an accessible height bed Long Island
- Rentals with breakfast Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Guesthouse rentals Long Island
- Rentals with a fire pit Long Island
- Rentals with a sauna Long Island
- Hostel rentals Long Island
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- Boutique hotels Long Island
- Rentals with a home theatre Long Island
- Rentals with an accessible height toilet Long Island
- Private suite rentals Long Island
- Bungalow rentals Long Island
- Cabin rentals Long Island
- Rentals with pools Long Island
- Hotel rooms Long Island
- Apartment rentals Long Island
- RV rentals Long Island
- Chalet rentals Long Island
- Aparthotel rentals Long Island
- Rentals with a fireplace Long Island
- Bed and breakfasts Long Island
- Cottage rentals Long Island
- Waterfront rentals Long Island
- Rentals with beach access Long Island
- Rentals with lake access Long Island
- Farmstay rentals Long Island
- House rentals Long Island
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Brooklyn Bridge
- New York University
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Old Glory Park
- Bronx Zoo
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Manhattan Bridge
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
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