Smoking-friendly holiday rentals in Long Island

Harbor Water Views

Situated just one house away from the picturesque Great South Bay on a quiet cul-de-sac, this rare gem in an American Venice setting boasts southern exposure and underwent updates in 2019. This charming residence is a 2-bedroom, 1-bathroom Classic Cape featuring a generously sized deck that was revamped in 2021. Conveniently located minutes away from shopping, beaches, and parks, this home provides a secluded retreat from the hustle and bustle, offering tranquility away from traffic and noise.

Magnificent Log Cabin Getaway with Private Lake

Enjoy the comforts of a magnificent log cabin set on six private acres in the Hudson Valley! Newly furnished, this 4-bedroom home comes with multiple living rooms, an indoor wood-burning stove, sauna, pool table, theater room, large private pond with dock, fire pit, and more! You'll be minutes away from restaurants, wineries, breweries, and activities for all members of your group. Near many trails, Greenwood Lake, and Mount Peter. Also a perfect getaway for skiing. Come escape and relax!

"Spacious Retreat | 1- Night Stays Welcome"

* We are open for One Night Stays-please message for price$ Escape to this beautiful home on 3 private acres close to West Hills County Park. Enjoy the best of both worlds—serene outdoor adventures just minutes from the Walt Whitman Mall and top shopping spots. Designed for entertainment and family gatherings, this home boasts a stunning kitchen, luxurious bathrooms, and two relaxing hot tubs. Whatever your pleasure, this is the perfect getaway for nature lovers and city explorers alike!

Her tiny Parisian boat house

Solo vacation? Reconnect with nature at this unforgettable escape. Or a Perfect work space while lounging by the pool…(in SEASON) this tiny house (on land) has access to an outdoor shower and outdoor soaking tub. Wanna relax? Come Meditate under the giant willow, swing in the hammock or practice yoga. Bathroom (NOT IN THE TINY HOUSE!) is shared and just steps inside the main house with shower and toilet. Great WiFi, front porch to enjoy meals. Bed is a comfytwin with lots of pillows.

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

Pet Friendly One Bedroom House

Great pet friendly house located close to the water, downtown, beaches, train service and I-95. Off street parking, laundry facilities, great fully fenced in back yard. Large, one bedroom and one bath with a pull out queen size sleeper couch in the main room. Wi-Fi, Roku TV, boards games, and DVDs available. Property is located close to restaurants and many outdoor activities including the town beach and docks. There is a pass available to bring a car to the Clinton town beach.

The Design Studio Suite | 2 Beds | Spacious | Luxe

Private one bedroom apartment with modern decor offers everything you need for a short or long term stay. Space includes a full kitchen separate from studio area, & washer + dryer. Studio offers a Queen Sized bed, pull-out bed, workspace, 70 inch Roku Smart TV & hand painted artwork. The Location Less than two miles from Merritt Parkway, near I-95 & East Norwalk train station. One mile away from large shopping center and less than half a mile away from local convenience center.