Smoking-friendly vacation rentals in Fairfield County

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Top-rated smoke-friendly accommodations in Fairfield County

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

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Top guest favourite
A glamping tent is nestled among trees, featuring a warm brown exterior. A wooden deck is visible, complemented by two lounging chairs positioned nearby. A circular fire pit made of bricks is located in front of the tent, surrounded by lush greenery.
Tent in Southbury
4.96 out of 5 average rating, 28 reviews

Romantic Botanical Glamping

A spiritual respite for relaxation and mental wellbeing. The perfect relaxing Romantic Botanical Glamping Spiritual Garden Retreat Getaway, off the beaten track but close to civilization with a rustic romantic flair. Pool, gardens, seasonal vegetables & fruit & Fall Colors. Local activities within minutes. Recline by the pool, gardens, explore the areas Antique trail, winery, breweries. distilleries, hiking areas. We provide more amenities than most hotels - bathrobes, slippers, games, etc.

Top guest favourite
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!

Guest favourite
The kitchen features modern cabinetry and appliances, including a microwave and a stove. A small dining table with two chairs sits in the center, topped with two placemats. Natural light filters through an adjacent area, creating an inviting cooking space.
Apartment in Watertown
4.92 out of 5 average rating, 37 reviews

Steele Brook Manor

Kick back and relax in this calm, stylish space. Come enjoy this peaceful setting located on the second floor with a private entrance. The home is tucked away on a dead-end street. You can escape to this lovely spot where the woods are in your backyard and the beautiful sunrise is out your bedroom window! If it's wineries you love Hawk Ridge Winerery 2miles away. The antique trail begins the next town over. Or maybe skiing is on your list just head north under 20 miles and you can be there.

Top guest favourite
Apartment in Stony Point
5 out of 5 average rating, 50 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 favourite
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, 487 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 favourite
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.

Superhost
The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.
Home in Shirley
4.94 out of 5 average rating, 256 reviews

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.

Top guest favourite
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, 42 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.

Top guest favourite
A vintage red bus, known as Big Red, is parked on a grassy area surrounded by trees. Sunlight filters through the leaves, casting dappled shadows on the ground. The bus features multiple windows and a classic design, showcasing a unique and inviting exterior.
Bus in Hopewell Junction
5 out of 5 average rating, 25 reviews

BIG RED the Bus at Menlo Pond

You'll love this unique and romantic escape. BIG RED with its 100% off grid capabilities, has travelled the country, giving the owner the great opportunity to explore the US. It's now tucked away, parked and here at Menlo Pond waiting for you to experience and enjoy the comfort of all it has to offer: *Queen size bed *Large couch *Full bath *Full stove/oven *Air conditioning *Large sink *concrete countertop *Butcher Block *outside picnic table, Barbque and small fire pit

Guest favourite
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 homes 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 favourite
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

Guest favourite
A serene lakeside view captures the tranquil water reflecting hues of orange and purple as the sun sets behind distant hills. Silhouetted boats are positioned at a dock, framed by trees and gradually darkening skies.
Home in Danbury
5 out of 5 average rating, 24 reviews

Candlewood Lake - Direct Access

Direct lakefront home is the perfect getaway only 90 minutes away from NYC on beautiful Candlewood Lake. 4 bedroom, 3 full bathroom plus 2 half. Plenty of space inside and out. Private and peaceful oasis has two full kitchens and an outdoor cooking space with BBQ and stone-fire pizza oven. Great big yard for outdoor fun, with ample dock space for your boat or jet-ski. Sit on the deck or fish off the dock. Direct access to the lake. Sleeps 8.

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