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, 431 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.

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, 61 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, 277 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.

Superhost

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

4.87 out of 5 average rating, 30 reviews

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

Mountain home retreat, secluded on 50 acres is a unique one of a kind getaway with amazing rock formations everywhere. 50 Acres of hiking trails, ATV trails, outdoor hot tub, fishing creek, soaring mountain views, huge boulder rustic fire pits, lake, swimming holes, all in your own forest for you and your family. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility.

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

4.95 out of 5 average rating, 208 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 modern kitchen is highlighted by clean lines and neutral colors. An island with seating is centered, surrounded by a spacious layout. Appliances include a refrigerator and stove, while artwork adorns the walls, contributing to the inviting environment. Ample natural light illuminates the area.

Tiny home in Reston

5 out of 5 average rating, 114 reviews

Pristine 1BR, king bed, hot tub, close to IAD.

Absolutely amazing place! All private. Tranquil and serene. Exceptional location - one mile from the Metro, 10 minutes to IAD and Reston Town Center. Close to shops and restaurants. 2 outdoor patios and a small yard. Private use of the hot tub with over-sized towels & luxurious robes. An enormous king-size Sleep Number® bed. Full kitchen and washer/dryer in the house. Free Netflix, YouTubeTV, and Prime; your own thermostat and very fast WiFi. Built in 2023. Read our reviews. You will love it.

Superhost

A spacious living area showcases a light-colored sofa paired with two brown armchairs, arranged to promote conversation. The hardwood floor reflects light from a nearby lamp. Gallery art hangs on the walls, complementing the historic architecture and large windows that enhance the room's brightness.

Apartment in Frederick

4.75 out of 5 average rating, 187 reviews

Margaret's Downtown Vintage Flat-With Parking

Margaret's light-filled first floor Flat has been lovingly restored to maintain 1823 architectural features alongside modern updates. This is a shotgun style flat: please see layout drawing in photos. Think original woodwork, hand painted plaster designs, hardwood & marble floors, cook's kitchen, 'back stairs to nowhere', and a sleeping alcove under the front stairs. Please be prepared for an authentic 1800s experience: the original steam radiators are cozy but sometimes hiss and bang.

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, 129 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!

Guest favorite

A glass of wine is positioned in the foreground, reflecting a sunset that casts warm hues across the sky. Lush greenery surrounds the scene, with the sun descending below the horizon, creating a serene atmosphere.

Home in Linden

4.92 out of 5 average rating, 250 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

4.93 out of 5 average rating, 163 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

A fire pit with a custom design featuring the letters 'HB' is surrounded by seated areas. In the background, the illuminated deck of the cabin is visible, enhanced by colorful lighting among the trees, creating a cozy evening atmosphere.

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, 319 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.