Smoking friendly vacation rentals in Fairfield County

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Fairfield County

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Centereach
5 out of 5 average rating, 31 reviews

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

Top guest favorite
A charming cabin is nestled among vibrant trees displaying autumn foliage. A wooden staircase leads to the entrance, flanked by natural stone walls. Outdoor seating arrangements are visible on the deck, offering a peaceful retreat in a wooded setting.
Cabin in Fishkill
4.96 out of 5 average rating, 126 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain. Feels like you're way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

Superhost
The image captures a vibrant sunset reflected on the tranquil lake surface. Rich hues of orange, pink, and purple fill the sky, creating a striking contrast with the dark silhouettes of trees lining the shore. The calm waters mirror the colorful sky, enhancing the serene atmosphere.
Home in Ulster Park
4.87 out of 5 average rating, 248 reviews

Entire lake house to yourself. Great for groups

This holiday season wake up by a lake and stoke the fireplace. Kitchen is ready to make big family meals and have the house entirely to yourself! new grill, new umbrella. New sleeper couch , new coffee maker. basement cleaned and repaint. Relax, enjoy the view from Screened in porch, pergola fire pit, or deck with gas bbq. Family games in Basement Rec room with pooltable, ping pong, darts.stay a while and remote work in style! Close to Kingston, new paltz, Rosendale. Ask about longer stays.

Top guest favorite
Apartment in Stony Point
4.98 out of 5 average rating, 55 reviews

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 492 reviews

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.

Top guest favorite
A well-lit bedroom is showcased with a spacious bed featuring a striped comforter. Light wood floors complement a patterned area rug. Decorative curtains frame the window, and a nightstand with a lamp adds to the cozy ambiance. A dresser is positioned against one wall.
Home in North Bergen
4.94 out of 5 average rating, 218 reviews

Beautiful 3 bedroom Private Home 15 mins from NY

WE HAVE A BUS STOP IN FRONT OF THE HOUSE WHERE YOU CAN CATCH A BUS THAT'LL TAKE YOU TO THE BUS TERMINAL IN TIME SQUARE MANHATTAN, NY. This family friendly guest house can be the perfect get away for you. It is lit well with natural lighting and spacious quarters. All 3 rooms have queen beds and fresh towels. The new American Dream Mall is a 10 minute drive away. Some of the main attractions is the Nickelodeon Amusement Park, Dreamworks WaterPark, Blacklight Minigolf, and Lego-Land.

Top guest favorite
A modern living space features a leather sofa and two textured chairs surrounding a glass coffee table. A well-lit kitchen is visible in the background, with an island showcasing decorative plants. Hardwood flooring runs throughout the open area, enhancing the spacious feel.
Apartment in Norwalk
4.98 out of 5 average rating, 43 reviews

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.

Guest favorite
An inviting interior space features a rustic bar area with three metal stools, complemented by a wooden countertop. A soft circular rug rests on the floor, and a decorative armchair is positioned nearby. Natural light filters through the window, enhancing the cabin's cozy atmosphere.
Tiny home in Chappaqua
4.89 out of 5 average rating, 56 reviews

Cozy tiny log cabin on 13 acres

Tiny rustic cabin located in the woods. Large screen TV and Wi-Fi. No stove but will provide cooktop and toaster. Full bathroom with shower. People love the back deck to enjoy their morning coffee and to watch for wildlife. One bedroom with comfy queen bed and fan. All linens and towels supplied. Please be aware this is a rustic beautiful site. Trails in the back and very close to rail trail. Mini splits will keep you toasty warm in the winter and ice cold in the summer.

Top guest favorite
Canvas tents are nestled among tall trees, creating a serene camping environment. Sunlight filters through the branches, casting gentle shadows on the forest floor. Adirondack chairs are positioned nearby, inviting relaxation in the natural setting.
Tent in Dover Plains
4.96 out of 5 average rating, 49 reviews

Peaceful wooded site, hot tub, free EV charger

Heron On the Hill Glamping is all the fun of camping with all the convenience of a hotel. You will have your own beautiful canvas tent everything is set up for you on arrival. Relax by the Firepit at your site or wander the property play a game of volleyball if you have a group or try your hand at corn hole We have an 18 hole mini golf free to play. If you like hiking we are directly across from Stone Church with hiking trails, a cave and waterfall

Top guest favorite
Home in Poughkeepsie
5 out of 5 average rating, 13 reviews

The Hudson Valley Hideaway

Escape to this cozy Hudson Valley hideaway in Poughkeepsie…your perfect home away from home! Whether you’re visiting for a weekend getaway, college event, business trip, or long stay, you’ll enjoy comfort, privacy, and peace. The space is fully private with your own entrance and parking space. My husband and I live on-site but give guests complete space to relax. The pool will reopen in summer…until then, kick back and make yourself at home!

Guest favorite
A cozy seating area features two plush armchairs facing large glass doors that open to a private deck. Scenic views of the Hudson River and a nearby bridge are visible beyond the deck, framed by a light curtain drape.
Home in Highland
4.85 out of 5 average rating, 26 reviews

Hudson Escape W/ Hot Tub + Bridge View

Welcome to a luxurious escape with mesmerizing Hudson River views! This beautifully renovated historic home masterfully fuses elegant Moroccan decor with modern comforts. Revel in the experience of soaking in the outdoor hot tub overlooking the river and bridge, offering the perfect blend of relaxation and charm. It's more than a place to stay; it’s your home away from home in the enchanting Hudson Valley

Guest favorite
A dining area features a round wooden table surrounded by four chairs, offering a comfortable space for meals. A large flat-screen TV is mounted on the wall, displaying vibrant underwater scenery. Light-colored walls and warm recessed lighting enhance the inviting atmosphere.
Guest suite in Southbury
4.81 out of 5 average rating, 58 reviews

Watch Hill Hideaway - Unit B

Enjoy our peaceful, park-like setting with easy access to entertainment, fine dining, distilleries and brewhouses, CT's antique trail, Quassy Park, state beaches, golfing, and the best hiking in the state. Relax on the deck while overlooking the hills of Connecticut in a private space to enjoy indoors and out.

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