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.

1 of 1 pages1 / 1
Top guest favorite
A serene pool area is surrounded by lush greenery, providing a natural retreat. The curved pool features a smooth stone edge and is set against a backdrop of tall trees. Lounge chairs are positioned near the water, inviting relaxation amidst the garden-like atmosphere.
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
Apartment in Watertown
4.93 out of 5 average rating, 43 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
Camper/RV in Fishkill
4.94 out of 5 average rating, 17 reviews

Uncle Scott's Family Retreat-Private Mountainside

Private Mountainside Glamping Getaway! Enjoy your own 43' two bedroom glamper nestled upon a mountainside in beautiful upstateNY on your own private campsite with breathtaking panoramic views of Mount Beacon.Only 90 minutes outside NYC.Combine the comforts of a hotel with the beauty of the outdoors.Picturesque mountain sunsets,hike the blue trail,visit local breweries,walks in the woods,evening campfires,morning coffee and fresh air.Get ready to experience everything Upstate NY has to offer.

Top guest favorite
Apartment in Stony Point
4.97 out of 5 average rating, 95 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.

Top guest favorite
A serene outdoor space is depicted, featuring several adirondack chairs and a small fire pit surrounded by green grass. The setting sun casts a warm glow over the landscape, with views of the Hudson River and a two-story house in the background.
Apartment in Ossining
4.96 out of 5 average rating, 536 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.

Superhost
A serene lakeside scene features a wooden deck with two lounge chairs facing the water. Soft string lights hang above, illuminating the area as dusk settles over the calm lake, surrounded by lush trees and a private dock.
Home in Ulster Park
4.86 out of 5 average rating, 254 reviews

Entire lake house to yourself. Great for groups

Spring is here, dock is in, boats are ready for you. Kitchen is set up 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 Norwalk
4.98 out of 5 average rating, 62 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
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 rustic cabin is set against a backdrop of colorful autumn foliage. A spacious wooden deck leads to a stone patio featuring a fire pit surrounded by several wrought-iron chairs, inviting gatherings in a tranquil outdoor space.
Cabin in Fishkill
4.96 out of 5 average rating, 134 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 well-maintained outdoor space showcases a black wrought iron fence running alongside vibrant pink azaleas. Lush greenery is visible in the background, contributing to a serene and private atmosphere.
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.

Popular amenities for Fairfield County smoking friendly rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Smoking-friendly rentals