Smoking-friendly holiday rentals in Long Island

Great Getaway for Friends and Family!

Up the street from EHP Resort & Marina, this 3 bedroom/2 bath is a great spot for friends or family looking to stay in the Hamptons. Ideal for 4 people(ok up to 6) there’s an open kitchen/living room as you walk in, bedrooms and bathrooms are down the hall. The backyard is the best! There’s a deck with a grill and patio furniture, and large pool kept at 80 degrees from Memorial Day until Labor Day. Outdoor sculptures by artists from France and Brooklyn. *pool open longer, though not heated

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!

Summer Waterside Loft Retreat

Escape to this charming loft on the Quinnipiac River this summer! With a smart TV, full kitchen, bath, and pull-out sofa, it’s a perfect waterfront retreat. Relax on your private balcony or explore the marina. Just off I-91, minutes from New Haven’s pizza scene and Lighthouse Point Beach. On-site, enjoy oysters and cocktails at Fair Haven Oyster Company. Rent a kayak or e-boat, or book a charter to explore the river and Long Island Sound. Rest, relax, adventure, dine and ENJOY ☀️ 🛶 🐟 🍕

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.

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Discover the “Cool House” This is the coolest waterfront getaway on the south shore of Long Island! Waking up to beautiful sunrises, dinners with a sunset every night & dancing under the stars is a lifestyle your family & friends will cherish forever. The perfect escape from NYC, minutes from the Atlantic Ocean & just a short drive to the Hamptons! This meticulously renovated oasis is the perfect living & entertaining space, a trendy retro beach vibe designed for fun or relaxation.

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.