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
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
4.97 out of 5 average rating, 29 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.

Guest favorite
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
4.93 out of 5 average rating, 42 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 favorite
Apartment in Stony Point
4.97 out of 5 average rating, 94 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, itโ€™s a peaceful space to relax, recharge, and feel right at home during your stay.

Superhost
Home in New Haven
4.92 out of 5 average rating, 24 reviews

Expansive New Haven Home | Near Yale University

Experience total comfort in this expansive four bedroom home located just minutes from Yale. Whether you are here for a graduation or a long term relocation, you will enjoy a bright, uncluttered environment in a peaceful neighborhood. Our guests consistently rave about the spotless bathrooms and high quality linens that make every stay feel premium. With easy temperature controls and a modern kitchen, this house is a solid choice for groups seeking a reliable and welcoming home base!

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, 534 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. $19 cleaning with or without pets.

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, 61 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
4.91 out of 5 average rating, 65 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
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, 133 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain, next to massive forest preserve. 90 min from NYC but feels like you're way upstate. 130+ 5-star reviews! Cozy deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + twin-size mattress day bed on the porch. Fast WiFi. Fire pit and stacks of cut wood. Plus waterfall area with meditation pier (but waterfall only active Apr-Jun) 5 miles from Beacon restaurants & Cold Spring hiking trails.

Guest favorite
Home in Poughkeepsie
4.96 out of 5 average rating, 24 reviews

The Hudson Valley Hideaway

Escape to this cozy Hudson Valley hideaway in Poughkeepsieโ€ฆyour perfect home away from home! Whether youโ€™re visiting for a weekend getaway, college event, business trip, or long stay, youโ€™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 summerโ€ฆuntil then, kick back and make yourself at home!

Guest favorite
A spacious living area is furnished with a cozy red reclining couch facing a flat-screen TV. A colorful area rug enhances the space, complemented by two pieces of wall art. A small fridge and a decorative cabinet are present, alongside a door leading outside.
Apartment in Wallingford
4.78 out of 5 average rating, 122 reviews

Wallingford Getaway

ENJOY DAILY CONTINENTAL BREAKFAST INCLUDED WITH minimum two night stay. Experience a cozy stay in our spacious 1300 square foot unit with included breakfast. Choose from muffins, bagels, bars and yogurt. Enjoy a relaxing afternoon with a cup of Java from your own Keurig. This unit features a comfy red electric red reclining couches and a flat screen TV. The kitchen area is equipped with a toaster microwave convection oven and fridge.

Guest favorite
Home in Waterbury
4.92 out of 5 average rating, 24 reviews

Hot Tub Getaway | Game Room + Fireplace

Escape to Blue Barn โ€” your private hot tub + game room getaway, perfect for a fun and relaxing spring stay. Unwind in the year-round hot tub, challenge your group to games, or cozy up by the fireplace after a day out. Whether youโ€™re planning a girlsโ€™ weekend, family trip, or low-key celebration, this space is designed for both relaxation and entertainment. โœจ Close enough to everything, yet private enough to truly disconnect.

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
4.86 out of 5 average rating, 37 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; itโ€™s your home away from home in the enchanting Hudson Valley

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