Smoking friendly vacation rentals in Western Maryland

Find and book unique smoking friendly rentals on Airbnb

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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Guest favorite

Guesthouse in Mount Jackson

4.98 out of 5 average rating, 399 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

Cabin in Luray

4.92 out of 5 average rating, 177 reviews

1850's Massanutten Spgs -"Charmed by the Ambiance"

Enjoy a taste of time travel from the 21st century to the 19th century while vacationing in style at our exquisitely restored 1850's cabin. Our cabin is walking distance to Massanutten Boat Landing (motor boating) and our private fishing pond. Fine restaurants, vineyards, whiskey Distillery, and horse back riding are just minutes away. The Cooter's Museum is just 2.4 miles from our cabin. Luray Caverns and Museum just 12 min - Shenandoah National Park is 20 min, G W National Forest is close by.

Guest favorite

Cottage in New Market

5 out of 5 average rating, 59 reviews

The Cottage at B and M Journey Farm

Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s wood stove (if you wish). Hiking trails located nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

Guest favorite

Farm stay in Ellerslie

5 out of 5 average rating, 41 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

Cabin in Great Cacapon

4.92 out of 5 average rating, 263 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

Cottage in Sharpsburg

4.88 out of 5 average rating, 130 reviews

Peaceful River House on Potomac- King Size Bed

Beautiful cottage that has all the amenities of home. Enjoy peace in this secluded cottage among wildlife Stay for 1 week or more 15% discount; Enjoy brisk walks along the canal 4 bikes the C&O canal Wifi no interruptions. Work Enjoy the peace Walk , ride bikes, kayak .swim, canoe , Fish , Now winter tubing in Harpers Ferry Close to: Antietam Battlefield, Charles Town Races and Slots, Appalachian Trail, Snow tubing , Shepherdstown WVa, Wineries, Restaurants Message for one night ck in

Guest favorite

Home in Delaplane

4.96 out of 5 average rating, 177 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.

Superhost

Rental unit in Frederick

4.73 out of 5 average rating, 162 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

Cabin in Petersburg

4.86 out of 5 average rating, 126 reviews

Happy Bottom Riverfront Cabin, Petersburg,WV

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, shuffleboard, 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.

Guest favorite

Tent in Broadway

4.96 out of 5 average rating, 170 reviews

🏞❤️💦Mountain Creek Haven a Luxury Tent Experience

Fall is Here!!!🍁🍂 Wake up to the crisp morning dew. 🌄 Toast marshmallows by the fire🔥 as you relax under the stars✨🏕️ Mountain Creek Haven is a luxury tent experience we created on one of the prettiest spots on our land. Surrounded by the Blue Ridge Mountains and just a few steps away is our mountain creek. Come relax in the peacefulness of nature as you enjoy a quiet spot with beautiful views. This is perfect place for relaxing or to jump starting your adventures

Guest favorite

Home in Purcellville

4.99 out of 5 average rating, 293 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.

Guest favorite

Guesthouse in Boston

4.98 out of 5 average rating, 174 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.