Smoking friendly holiday rentals in Western Maryland

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.

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.

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.

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.

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.

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

Enjoy a private getaway in your own house, with no shared spaces. Exceptional location - one mile from the Metro, 10 minutes to IAD and Reston Town Center. Close to shops and restaurants. 2 outdoor patios and 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. NO cleaning fee or extra fees.

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.

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.

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.