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Smoking friendly vacation rentals in Western Maryland

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Top-rated smoking friendly rentals in Western Maryland

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

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Top guest favorite
A large green field is framed by mature trees under a partly cloudy sky. In the distance, a rustic building is visible, surrounded by lush greenery, with a gravel road leading toward it from the foreground.
Guesthouse in Mount Jackson
4.98 out of 5 average rating, 439 reviews

The Hay Loft

The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

Top guest favorite
A cozy living area is showcased, featuring a plaid armchair beside a decorative bookshelf. The fireplace is framed by white bricks, complementing the rustic wooden accent wall. Art pieces adorn the space, while a bowl of vibrant flowers adds a touch of color to the setting.
Farm stay in Ellerslie
4.95 out of 5 average rating, 64 reviews

Historic Eden Ranch, built 1837

Built in 1837, this three bedroom, 1 1/2 bath farmhouse sitting on 110 acres along Will Creek, the start of Wills Knob with Wills Mountain to the south was first transacted in 1728 when a Shawnee Indian known as "Will" sold 1000 acres to Benjamin Tomlinson for $30 and an old Rifle. This 110 acres was part of that 1000 acres! Farmhouse is registered in the Maryland Historic Society and has been restored to original floors from 1837 and original staircase and living room walls. Antique furniture.

Guest favorite
The cabin features a rustic wooden exterior with a spacious screened-in porch. Surrounded by lush greenery, it includes a visible canoe along the side. A metal trash can stands nearby, emphasizing the natural setting and accessible outdoor area.
Cabin in Great Cacapon
4.92 out of 5 average rating, 282 reviews

Rustic Cabin on Cacapon River for Private Getaway

Rustic, 100+ year old primitive mountain cabin in West Virginia along the Cacapon River. Beautifully restored with wood stove, loft, & screened in porch. Access to 214 acres of private mountain land & over 1/4 mile of river frontage plus 1/2 acre pond, trails, and private shooting range. This cabin is 1-room and completely off grid. It has NO electricity or plumbing/running water, but does have a Porta-John serviced weekly. Renter will be cabin camping so pack accordingly; tents also welcome.

Guest favorite
The exterior of Black Bear Lodge is captured, highlighting modern architecture with a dark exterior and red accents. A wooden sign hangs at the entrance, showing the lodge name, while a balcony showcases seating and elegant string lights among the surrounding trees.
Home in Oakland
4.97 out of 5 average rating, 102 reviews

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

Our redesigned 4 bedroom cabin with modern finishes & amenities creates amazing family experiences: - Wisp - 8 Min, 4.1 Miles Away - Deck Slide & Swings - 2x 100" Outdoor Movie Screen & Bluetooth Projector - 7 Person Hot Tub - Fire Pit w/ Comfortable Seating - Playstation4, Pac-Man, Shuffleboard - Well-Equipped Kitchen, Propane Grill - 350ft to Lake/Beach/Swimming - 1 Person & 2 Person Kayaks & Paddleboard - Roku HDTVs - All Rooms - Pro Wifi System - 600+Mbps Great for Remote Work - EV Charger

Guest favorite
A serene outdoor space is highlighted by a fire pit surrounded by custom-built Adirondack chairs. The spacious house is visible in the background, softly illuminated against a vibrant sunset. Lush green lawn and trees frame the scene, enhancing a peaceful atmosphere.
Home in Delaplane
4.93 out of 5 average rating, 215 reviews

ONE MINUTE TO WINE HEAVEN ❤️ Hot tub ★ Home gym ★ Fire pit ★ Game Room ★ Private Footpath to Winery

Featured in Washingtonian Magazine, Fox Chase is nestled on five acres in the heart of Virginia’s wine country and is connected by a private footpath to Blue Valley Winery. Perfect for large groups, it is an ideal base from which to explore the vineyards, horse farms, history, hiking, and cycling routes of the Piedmont. Just four miles from Marshall, eight miles from Paris and Upperville, and 13 miles from Middleburg, the house is also close to some of the region’s finest shopping and dining.

Top guest favorite
A wooden staircase leads to the cabin entrance, framed by lush greenery. Railings provide support along the steps, which are surrounded by natural landscaping. A covered porch can be seen in the background, inviting guests to explore the welcoming outdoor area.
Cabin in Front Royal
4.99 out of 5 average rating, 141 reviews

Beautiful mountain cabin, lake, recreational areas

Blue Mountain Cabin is situated at 1,700 feet. Fish, swim, walk to nearby private Deer Lake. Located in Front Royal on Blue Mountain near Skyline Drive, Skyline Caverns, Wildlife Management Area, Appalachian Trail, G.W. National Forest, Fox Meadow Winery. Horseback riding nearby. Near the town of Front Royal, city of Winchester and outdoor movie theatre in Stephens City. Element on Main Street, Spelunker's and Melting Pot Pizza, local favorites. We offer wi-fi, landline phone, TV, views!

Top guest favorite
A panoramic view of the snowy landscape stretches across the horizon, with undulating hills and valleys visible beneath a clear blue sky. Trees, dusted with snow, create a serene foreground, enhancing the sense of tranquility and nature.
Home in Linden
4.92 out of 5 average rating, 253 reviews

Valley Vista, stunning views in wine country

Take advantage of low weekday rates and work from your country home with strong Wi-Fi! Sunsets and sensational views await you at this RUSTIC retreat set in the mountains, just a few miles from Shenandoah National Park and a little more than an hour from Washington, DC. Enjoy the wood burning stove in the winter and the mountain breezes in the summer. Sip wine from the hot tub and gaze down on the Shenandoah River valley below. Visit the local winery (5 mins. away) or hunker down to relax.

Guest favorite
A hot tub is positioned on a deck, surrounded by wooden railings. The scene features an unobstructed view of rolling hills and a pastel sky at dusk, enhancing the serene atmosphere. Nature is visible in the form of trees and foliage framing the scene.
Cabin in West Virginia
4.92 out of 5 average rating, 177 reviews

Firepit, view, hiking, hot tub @ mountain A-frame!

Come relax at Tiny Logs! Just 2 hours from DC or Baltimore, with hiking just steps away. Huge deck with hot tub, new Weber grill, dining table and chairs, rocking chair, and amazing views. Fast WiFi! Located in a private community with a lake, two docks, and a beach. Near spas, galleries, breweries, golf, historic sites, and more! 25 minutes to the historic town of Berkeley Springs, 35 minutes to Cacapon Resort State Park, 45 minutes to Antietam, & 60 minutes to Harpers Ferry.

Guest favorite
The image features a cozy cabin illuminated by colorful lights at dusk, surrounded by tall trees. A fire pit with a seating area is visible in the foreground, alongside a hammock strung between the trees, enhancing the outdoor setting.
Cabin in Petersburgh
4.86 out of 5 average rating, 140 reviews

Loads of amenities,cabin on the river,Smoke Hole

This quaint cabin is located on the riverfront of the South Branch Potomac River. Enjoy the huge deck & bar right on the river bank , exclusive to the Happy Bottom Vacation comminity, where you can play a game of cornhole, play cards or grill out. Beautiful calm riverfront to enjoy kayaking, fishing, swimming or floating. A unique property with an "off the grid" feel, but only minutes to stores and restaurants. Nearby attractions Seneca Rocks, Smoke Hole,& Dolly Sods.

Top guest favorite
The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.
Home in Purcellville
4.99 out of 5 average rating, 326 reviews

Whole House -Seven Elms Farm B&B

Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

Top guest favorite
A scenic view of the property showcases a spacious driveway leading to the charming private efficiency apartment above the garage. Lush greenery, vibrant trees, and landscaped gardens flank the path, contributing to the peaceful ambiance of the secluded surroundings.
Loft in Frederick
4.95 out of 5 average rating, 381 reviews

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!

Guest favorite
A glamping tent features a cozy sleeping area visible through the open entrance, complemented by a fenced outdoor space containing a round hot tub. Soft lighting illuminates the tent's interior, while the vibrant yellow canvas adds a cheerful touch to the natural surroundings.
Tent in Moorefield
4.97 out of 5 average rating, 120 reviews

King Hot Tub Suite 22 -- Rest, Relax & Rejuvenate

Glamping is a unique camping experience in West Virginia, allowing you to re-connect with nature. The activity of camping with some of the comforts and luxuries of home. Our tents offer lots of those must have’s you don’t want to be without when escaping the city. AIR CONDITIONING/HEATER, Fresh linens, fridge, microwave, rugs, wifi, electricity, and so much more.

Popular amenities for Western Maryland smoking friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Smoking friendly apartment rentals

A living area is illuminated by warm lamps. A gray sofa is positioned across from a simple coffee table. A dark wooden desk is set against the wall, complemented by light wooden flooring and abstract wall art.
Apartment in Winchester
3 out of 5 average rating, 4 reviews

Cozy 1-bedroom Apt Winchester

Top guest favorite
Apartment in Blue Ridge Summit
4.97 out of 5 average rating, 39 reviews

Mountain Top Suite 5 miles from Liberty Mountain.

A well-lit room features a spacious bed topped with a neutral-colored blanket. A sleek air hockey table is positioned beside a window, partially covered by sheer curtains. A decorative mirror and wall art enhance the room's character.
Apartment in Martinsburg

Best 2 bedroom!

Private room in Frederick
New place to stay

NEW! Frederick Fall Vibes 9 Min Walk Carroll Creek

Smoking friendly house rentals

A modern cabin-style house features dark wood siding and large front windows that allow natural light to fill the space. A wraparound deck with wooden railing surrounds the main entrance, leading up from a paved driveway lined with minimal landscaping.
Home in Haymarket
4.69 out of 5 average rating, 67 reviews

Bull Run Mountain Retreat

Top guest favorite
A spacious bedroom is furnished with a king size bed covered in a blue striped blanket. A ceiling fan offers airflow, while light filters through sheer curtains. Artwork adorns the walls, and a small television is positioned across from the bed, with a dresser and a table nearby.
Private room in Sharpsburg
4.97 out of 5 average rating, 153 reviews

Hidden Gem - Stay with Dan and Alice.

Guest favorite
A charming mountain cabin is illuminated by soft string lights, surrounded by natural stone landscaping and lush grass. Trees create a serene backdrop, while a cozy seating area with outdoor furniture invites relaxation. A fire pit is visible, blending harmoniously with the outdoor setting.
Home in High View
4.86 out of 5 average rating, 37 reviews

Mtn. Views~50 acs~Trails~Hot Tub~Swim Creek

Guest favorite
The exterior of a brick house is depicted, featuring a covered porch that extends along one side. Large windows allow for natural light, while landscaping includes a small garden area. A concrete pathway leads to the entrance, framed by greenery from nearby trees.
Private room in Chambersburg
4.95 out of 5 average rating, 22 reviews

Private Room on Second Floor of House

Guest favorite
A single-story home is situated on a grassy lot, surrounded by trees and under a clear blue sky. A pathway leads to the front porch, which is equipped with a handrail for accessibility. Green foliage adds a natural touch to the property.
Home in Strasburg
4.94 out of 5 average rating, 16 reviews

“The Paddock” 6 acre retreat & horse boarding

Home in McHenry
New place to stay

Minutes to WISP-Ranch-Dog & Kid friendly-Private

Top guest favorite
A charming two-story house features a white exterior adorned with colorful trim around the windows. A ladder leans against the building, and banners are displayed on the front porch. Two cars, one yellow and one orange, are parked in front, adding to the vibrant streetscape.
Private room in Martinsburg
5 out of 5 average rating, 28 reviews

Wild & Wonderful -built in 1890

Home in Inwood

Prestige Worldwide

Other smoking friendly vacation rentals

Guest favorite
A tranquil lakeside view features a wooden dock extending into the calm water, with a blue jet ski parked nearby. Lush green trees frame the scene, while colorful kayaks and boats are visible along the shore, offering a serene atmosphere in the background.
Bungalow in Oakland
4.92 out of 5 average rating, 37 reviews

Secluded Private Lakefront Home -Pets Welcome

A charming log cabin is situated amidst a wooded area, showcasing a spacious porch with wooden railings. Steps lead to the entrance, surrounded by natural landscaping and a grassy area, providing a serene setting close to nature.
Cabin in Swanton
4.65 out of 5 average rating, 119 reviews

Cabin for 8 in Deep Creek Lake

Guest favorite
A firepit is surrounded by seating made from logs, offering a central gathering space. The area is bordered by lush green vegetation, creating a natural setting for outdoor relaxation and storytelling around the fire.
Campsite in Paeonian Springs
4.92 out of 5 average rating, 51 reviews

Come camping!! and then some.. at The Estate!

A picnic table is situated on a gravel-covered clearing surrounded by lush green trees. A fire pit is nearby, blending harmoniously with the natural setting. Soft earth tones from the ground complement the greenery, creating a serene outdoor environment.
Campsite in 1
4.91 out of 5 average rating, 11 reviews

Primitive Camp Sites In The Hills Of W.VA. 1-A

Guest favorite
A butterfly rests on a vibrant purple flower surrounded by lush greenery. Delicate white blooms and tall grasses frame the scene, indicating a rich and diverse natural environment. Sunlight gently illuminates the flowers, highlighting the harmonious colors of nature.
Tent in Purgitsville
4.97 out of 5 average rating, 142 reviews

In the forest. Secluded. Glamping.

A serene river scene is illustrated, with a bridge arching gracefully above. The calm water reflects surrounding trees and the sun overhead, casting sparkles on the surface. Autumn leaves float gently, contributing to the peaceful atmosphere and natural beauty of the setting.
Campsite in Great Cacapon
4.92 out of 5 average rating, 24 reviews

Almost Heaven Riverfront South

Guest favorite
A calm river reflects the surrounding greenery, bordered by lush trees. The water’s edge features smooth stones and soft grass, creating a natural setting. Gentle hills are visible in the background, partially obscured by the tree canopy under a cloudy sky.
Campsite in Berkeley Springs
5 out of 5 average rating, 13 reviews

Secluded Primitive Riverfront Campsite on La Finca

The farmhouse, built in 1870, features a charming two-story exterior with a large front porch. Black shutters accent the light yellow siding, while a well-maintained lawn surrounds the property, and trees provide a serene backdrop.
Farm stay in Friendsville

100 Acre Farm Minutes Away from Deep Creek Lake

Destinations to explore