Smoking friendly holiday rentals in Fire Island

Whole Apartment in Mount Vernon

Looking to kick back and relax a couple days in this calm, stylish space? This is the place for you! - 1 bedroom with King size bed - cozy and spacious living room - netflix, hulu, amazon prime & more! - free high speed wifi - workspace to take care of business - shower provides filtered clean water - snacks and drinks on the house - kitchen and bathroom supplies included - keycode security lock - quiet peaceful neighborhood - 15 minute walk to Metro North to NYC - 30 minute drive to NYC

3br + game rm abt 45min drive or easy train to NYC

This cozy 3-bedroom Port Chester house (accommodates up to 11 people), offers excellent value, spacious living, and proximity to NYC and Greenwich, CT. A short 10-min walk brings you to the center, the historic Capitol Theatre, & the train to NYC. It's a quick drive to key landmarks and attractions, about 40 mins to NYC, with a train ride to Grand Central taking 45-60 mins. 11-min walk to Capitol Theatre. Perfect for those seeking a quiet, safe neighborhood close to the vibrant city centers.

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.

"BBQ, Beats, Hot Tub Retreat” 14Miles - Ryder Cup!

Simple, stylish home is perfect for the artsy types - small families, weekenders, traveling business executives, golfers and creatives are welcomed. Features five beds (sleeps 6) and two baths, comfy living room, dining room and office den. Spacious patio and large back yard for relaxing. Enjoy the hot tub, fire pit and BBQ…Drop in the Soho vibe basement for great music. Surrounded by 4 major colleges. Additional $100 fee per guest per day for parties/events (20guest max) . No exceptions.

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.

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.

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.

Romantic Getaway in Camper Nature and Charm

Experience an unforgettable romantic getaway surrounded by nature Let yourself be captivated by an enchanting setting designed to awaken emotions and create unique memories. This space, located in the city of West Haven, offers much more than a stay: it's an intimate and special experience, ideal for disconnecting and enjoying as a couple. Discover the perfect place to relax, reconnect, and experience moments that will remain in your memory forever.