
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!

Cozy Modern Getaway
Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

Designer Home w/ Heated, Salt-Water Pool
Welcome to your charming and modern Hamptons retreat, the perfect escape for a weekend getaway, family vacation, business trip, or cozy staycation. Whether you’re relaxing poolside, working remotely, or exploring nearby beaches, this home blends luxury comfort with laid-back Hamptons living. Enjoy a private yard with an 18x36 salt-water heated pool, alfresco dining area, grill, outdoor shower, lounge seating, and fire pit, just five minutes from the ocean beaches in beautiful Hampton Bays.

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.

Stony Brook Sanctuary: Romantic Couples Escape
This enchanting Airbnb is a one-of-a-kind couples’ retreat created for two connected souls. Guests often say it’s more than a stay—it’s an experience. Enjoy a fully equipped kitchen for intimate meals, a spacious living room with plush seating, and a mesmerizing aquarium that invites you to unplug and simply be together. Upstairs, a romantic bedroom sets the mood. Every detail is thoughtfully designed to create meaningful moments and memories you’ll carry long after you leave.

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

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.

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!

Studio in Stony Brook
We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

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.
Popular amenities for Long Island holiday rentals
Other great holiday rentals in Long Island

Cozy bedroom near the beach.

Studio apt. Great neighborhood

COZY STUDIO with Private Bath Close to LIRR

Practical, Basic, & Comfortable 2BR- Work Friendly

Cozy, Chic, Fireplace Studio Getaway Certified!

Cozy Room #2 | New Rochelle | Near NYC

Hotel-Style Studio in Ronkonkoma

Private apartment
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
- RV rentals Long Island
- Cottage rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Bed and breakfasts Long Island
- Aparthotel rentals Long Island
- Rentals with a fireplace Long Island
- Cabin rentals Long Island
- Tiny house rentals Long Island
- Serviced apartment rentals Long Island
- Pet-friendly rentals Long Island
- Rentals with a home theatre Long Island
- Tent rentals Long Island
- Rentals with a sauna Long Island
- Rentals with a patio Long Island
- Mansion rentals Long Island
- Rentals with beach access Long Island
- Farmstay rentals Long Island
- Rentals with an accessible height toilet Long Island
- Rentals with an accessible height bed Long Island
- House rentals Long Island
- Hostel rentals Long Island
- Rentals with breakfast Long Island
- Hotel rooms Long Island
- Rentals with pools Long Island
- Resort rentals Long Island
- Boutique hotels Long Island
- Apartment rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Rentals with lake access Long Island
- Rentals with outdoor seating Long Island
- Beach house rentals Long Island
- Holiday home rentals Long Island
- Rentals with a fire pit Long Island
- Bungalow rentals Long Island
- Luxury rentals Long Island
- Condo rentals Long Island
- Boat rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Villa rentals Long Island
- Beachfront rentals Long Island
- Private suite rentals Long Island
- Guesthouse rentals Long Island
- Ski-in/ski-out rentals Long Island
- Rentals with a hot tub Long Island
- Rentals with a kayak Long Island
- Chalet rentals Long Island
- Waterfront rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse 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
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- Things to do Long Island
- Nature and outdoors Long Island
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- Things to do New York
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