Smoking-friendly vacation rentals in Litchfield County

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Top-rated smoke-friendly accommodations in Litchfield 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.

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
A living area is visible, featuring a large television mounted above a white media console with an electric fireplace below. A green bean bag chair is positioned in the foreground, while a lamp stands next to the console, providing additional lighting. A hall leads to another room in the background.
Guesthouse in Wingdale
5 out of 5 average rating, 19 reviews

Mountain Creek Getaway

Welcome to Mountain Creek, a tranquil retreat on the NY/ CT border. A private forest setting with the soothing sound of a creek surrounds the farmhouse. Relax on the deck or the couch next to an electric fireplace. The spacious apartment has a queen-size bedroom, 1.5 baths, and a sleeper sofa. There is a separate area with a twin bunk bed and desk. Tons of amenities are provided for all the comforts of home. Close to the Appalachian Trail, Bulls Bridge hiking, and Thunder Ridge Ski.

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
The lighthouse rental is framed by lush greenery, featuring a multi-level design. A deck extends from the structure, providing direct access to the outdoor area. Views of the serene lake are visible in the background, offering a natural and calming setting.
Home in Otis
4.91 out of 5 average rating, 69 reviews

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

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.

Top guest favourite
A clear, inviting pool is surrounded by lush greenery and mature trees, providing a serene and private atmosphere. The pool features a gently curving shape and is bordered by textured stone paving, with sunlight reflecting off the water's surface.
Apartment in Holyoke
4.8 out of 5 average rating, 266 reviews

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

Superhost
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
4.76 out of 5 average rating, 110 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 favourite
A well-lit studio space features a spacious bed dressed in white linens with decorative pillows. Light wooden cabinets and a dining table with four chairs are visible in the background, complemented by a full kitchen equipped with essential appliances.
Guest suite in Hudson
4.94 out of 5 average rating, 207 reviews

Harmony Valley Home, bright & inviting studio

You and your guests will be close to it all when you stay at our centrally-located home. The space is nestled perfectly between the Berkshire and Catskill Mountains, which provides countless opportunities for adventure! Whether a romantic getaway or a family vacation- you are an idea away from an unforgetable experience! Wineries & breweries Museums & art Hiking trails Empire State Rail Trail Conservation Areas Shopping

Top guest favourite
A spacious log cabin is set against a backdrop of trees, featuring a well-kept lawn and a large front deck with seating. The structure includes multiple windows and a welcoming entryway, inviting guests to explore the tranquil surroundings and enjoy the natural light.
Cabin in Austerlitz
4.93 out of 5 average rating, 43 reviews

Cabin w/hot tub/fire pit/hiking/skiing!

Welcome to Honey Jean Acres! Unplug and unwind at our peaceful log cabin with acres of tranquility. We have so much to offer, from relaxing in our indoor hot tub to enjoying the bar/game room. You can stargaze at night while enjoying our beautiful patio and fire pit. Skiing, hiking trails, fishing, restaurants and antiques shops all within a stones throw. Enjoy!

Guest favourite
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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