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Vacation rentals in Wolftown

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Top-rated vacation rentals in Wolftown

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Guest favourite
A cozy cabin exterior is seen at dusk, featuring warm string lights adorning the entrance. Outdoor seating is arranged on a spacious deck, complemented by potted plants. The scene is surrounded by gently lit walkways leading to the cabin, enhancing the welcoming atmosphere.
Cabin in Stanardsville
4.95 out of 5 average rating, 102 reviews

The Crooked Cabin

Come get away from the hustle and bustle at the Crooked Cabin! You are sure to be comfortable in this spacious and unique space that is nestled in beautiful farmland at the foot of the Blue Ridge Mountains. 10 min to SNP! Sunrises over the fields and orchards behind and sunsets over the mountains in front of you create a magical and memorable experience. This log structure used to be a tobacco drying barn inthat was then converted to a cabin residence and has recently been thoughtfully renovated

Top guest favourite
A charming cottage is set amidst a spacious green lawn, surrounded by trees. A hammock is visible in the foreground, suggesting a peaceful spot for relaxation. The building features a pitched roof and a cozy terrace area, with parking space for vehicles nearby.
Home in Hood
4.98 out of 5 average rating, 317 reviews

Firnew Cottage

A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

Top guest favourite
A spacious living area is brightened by large windows that provide views of surrounding greenery. Wood accents and a high ceiling create an airy feel. A wooden dining table is surrounded by black chairs, complementing the warm tones of the wooden floor and walls.
Chalet in Stanardsville
4.96 out of 5 average rating, 217 reviews

Quirky Fun Chalet near SNP, Skiing, and Wineries

• Our chalet is a quirky, slightly rustic house for a family or a small group. • 17 min. from Shenandoah NP, 32 min. from Massanutten Ski Resort, and near many vineyards. • Hot tub, dog friendly, fire pit, basement game room with karaoke, large decks, and a campground style charcoal grill. • Pool table, air hockey, tabletop retro video game console and corn hole. 65" Roku TV with a Dolby Atmos Soundbar and a Blu-Ray player. • Gigabit fiber internet for super fast streaming video and audio.

Top guest favourite
Cabin in Stanardsville
4.97 out of 5 average rating, 133 reviews

Whippoorwill Way Cabin with Mountain Views

5 star host of Rabbit Hollow cabin, presents this completely renovated mountain cabin, secluded retreat for couples or families. Walking distance to Shenandoah National Park, spectacular mountain views from spacious deck. State of the art kitchen , granite counter tops, master suite with king bed, and bathroom with charming mural. Warm up by wood burning stove. Lower level holds second bedroom with brand new queen bed, bathroom and living area with trundle bed sleeps two and electric fireplace.

Guest favourite
A charming cottage is set against a backdrop of lush trees. A welcoming front porch with white railings encircles the entrance. The property features landscaped areas with low shrubs and concrete steps leading to the front door.
Home in Stanardsville
4.9 out of 5 average rating, 240 reviews

The Conway House

Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

Top guest favourite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 215 reviews

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Top guest favourite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.97 out of 5 average rating, 127 reviews

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Top guest favourite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville
4.98 out of 5 average rating, 158 reviews

Charming Carrie's Cottage at Fairhill Farm

Carrie's Cottage is nestled in a private corner of our Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike private trails on our 150 acres. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near wineries; Shenandoah National Park and AP; Monticello, Montpelier, Ash Lawn, and UVA

Guest favourite
Cottage in Madison
4.93 out of 5 average rating, 177 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Top guest favourite
A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.
Home in Madison
4.95 out of 5 average rating, 466 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Top guest favourite
A modern tiny cottage is shown, featuring a spacious wooden deck with outdoor seating and a propane grill. Large glass doors offer a view into the interior, while a compact sauna is positioned nearby on the grassy landscape, surrounded by lush trees.
Tiny homes in Madison
5 out of 5 average rating, 139 reviews

Private Tiny Home 1: Getaway For Two @ Shenandoah

Escape to a private 350-acre farm at the base of the Blue Ridge Mountains—just minutes from Shenandoah National Park. Designed with couples in mind, this luxury tiny home offers complete privacy, mountain views, a private sauna, and direct access to the Rapidan River, and access to fresh farm eggs, vegetables, and flowers. Whether you're celebrating something special or simply stepping away, this is a place to slow down and reconnect.

Guest favourite
A wooden deck offers a view of a calm lake, surrounded by trees with bare branches. A small, round dining table with iron chairs is positioned on the deck, creating an inviting space to enjoy the serene landscape.
Cabin in Madison
4.88 out of 5 average rating, 424 reviews

The Cabin at the Lake

Lake view cabin! 2 bedrooms one bathroom. Close to breweries, wineries, grocery store, and 20 minutes from Shenandoah National Park. You will have everything you need at our home provided for you. We have a canoe and row boat for you to venture out on the water and fishing poles, just bring your tackle, bait and bathing suit! We have high speed internet (100+mbps) at the cabin and a smart Tv! No parties!

Popular amenities for Wolftown vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Madison County
  5. Wolftown