Vacation rentals in Woolwine

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Top-rated vacation rentals in Woolwine

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Guest favorite

The living room features a stone gas fireplace as the focal point, surrounded by warm wood paneling and vaulted ceilings. A leather couch and a cozy armchair invite relaxation, while a wooden coffee table sits in front. Natural light enters through two windows with dark blue curtains.

Home in Meadows of Dan

4.89 out of 5 average rating, 195 reviews

High Country Log Cabin|Hiking|Gas Logs|Vineyards

Luxurious cabin in the Blue Ridge Mountains in a quiet vacation cabin community moments from the Parkway & Mabry Mill! At 3000 feet (~1000ft higher than Asheville) we have beautiful winters and cool summer evenings. Hiking, memorable dining, fly fishing, epic vistas, ziplining & kayaking are all nearby. We also share a curated list of local recommendations to plan your perfect itinerary! Easy access to Blue Ridge Parkway, Mabry Mill, Floyd, Meadows of Dan, Stuart, Chateau Morrisette, Villa Appa

Guest favorite

A spacious interior is designed for comfort, featuring a colorful striped couch and a circular coffee table. A dining area with a black table and four chairs is visible, alongside a well-equipped kitchen. The sleeping area is separated by a partition, showcasing a cozy bed.

Vacation home in Woolwine

4.96 out of 5 average rating, 164 reviews

Honey House! Adorable 420sq ft equipped tiny home!

Well equipped Tiny home! Relax in this peaceful place 100 ft from beach on Rock Castle Ck.3/4 mile road in has dips. 25min To charming Floyd Va./Stuart Va. Great trails for hiking or biking. 40 min. to Philpott Lake for kayaking or boating. Remote area off Rt40 & Rt8 Patrick Co. ROKU TV, elec. F/P, gas heat, A/C, all linens, cookware, serving dishes etc. couch turns into Queen futon, games, DVD player(some DVDs), $50 pet fee required, (enclosed dog run) Bluetooth sound cube, fire pit with wood.

Top guest favorite

Cottage in Bassett

4.97 out of 5 average rating, 139 reviews

Cozy, peaceful, private cottage in the country.

Peaceful country living near Philpott Lake. Outdoors trails, hunting and fishing. Near Blue Ridge Parkway, National and State parks. Enjoy the nature in a very private, quiet cottage. Very clean non smoking, 65" TV/home theatre, WI-FI , Wood Burning Stove, and outdoor fire pit (wood provided) for your enjoyment. Come and distress yourself at Hope Haven Cottage. Pets: We welcome pets. If you have more than 2 pets, please contact us for approval. There is a pet fee of $50 for the entire stay.

Top guest favorite

A charming cottage with large windows offers a picturesque view of the surrounding landscape. A small shed and a gently sloped lawn lead to a tranquil pond, where greenery is reflected on the water's surface. Trees provide shade in the background.

Cottage in Willis

4.98 out of 5 average rating, 153 reviews

Willow Creek Cottages - Floyd County, VA

Five miles from the Blue Ridge Parkway, and a short drive to Floyd and Meadows of Dan. Shop for antiques & locally made crafts, or enjoy any of the local music hot-spots, including the world famous Friday Night Jamboree and Floydfest! Chateau Morrisette Winery, Mabry Mill, and hiking trails are nearby. Enjoy a peaceful night star gazing, listening to the creek, the breeze rustling through the willow trees, bullfrogs, and the owls through the evening. Don’t forget to feed the koi in the pond!

Top guest favorite

The front porch features a wooden railing and cozy seating, surrounded by lush greenery and carefully arranged plants. The sturdy steps provide access to the cabin, while stones and shrubs enhance the inviting outdoor space.

Cabin in Floyd

4.97 out of 5 average rating, 143 reviews

Finn’s Folly , a cabin on the Blue Ridge Parkway

Quiet secluded retreat right off the Blue Ridge Parkway. 9 miles to the town of Floyd. Nestled in a clearing in the woods, this dog friendly newly remodeled cabin is a short walk to Smartview Recreation area and hiking trails. Whip up a home cooked meal in the well appointed kitchen, then enjoy the privacy and birdsong as you eat out on the front porch. Take your pup with you to Chateau Morissette winery, just 18 miles away, or relax on one of the porches and watch the deer or fox stroll by.

Guest favorite

A wooden sauna interior features smooth cedar benches and warm wooden walls. Soft lighting creates a calming ambience. Towels are neatly placed on the benches, and a small stool is positioned nearby, enhancing the room's functionality.

Guest suite in Floyd

4.92 out of 5 average rating, 262 reviews

Wynn d Acres, VA — Cozy Floyd Home with a view

Newly finished garage studio w/ private entrance. Studio has a full size bathroom, studio kitchen with sink, refrigerator, microwave and a 2 burner stove. For your sleeping comfort I have a new queen bed with memory foam mattress. Also, a Mitsubishi heat/AC unit to maintain a comfortable temperature. For an addition fee I offer a workout area complete with dry sauna that heats up to 180. I am a licensed massage therapist and when available I can offer massage by appointment in studio.

Top guest favorite

A sturdy chicken coop is shown with several chickens of various colors and sizes inside. The coop features a wooden base and a wire mesh enclosure that allows for visibility while providing safety for the chickens.

Farm stay in Woolwine

4.97 out of 5 average rating, 151 reviews

Dragon's Beard Farm & Camp Stargazer Tent

Private camping with extra amenities! One night stays welcome | Family friendly w/ playground | Heated blanket and propane heater provided for cold nights NO SHOWER | Private RV toilet/sink on site | Parking located 200ft from site Please feel free to use the creek to splash, play and rinse Cell service good | WIFI provided | $10 pet fee 12 minutes from Blue Ridge Parkway | 15 minutes from hiking, biking trails, lake swimming and fishing Closed for the season Dec 1 through Mar 1

Top guest favorite

A sunroom is filled with natural light, featuring large windows that offer views of the surrounding greenery. A comfortable chair and a side table are positioned for relaxation. A patterned rug covers the wood floor, enhancing the welcoming feel of the space.

Cabin in Patrick Springs

4.98 out of 5 average rating, 322 reviews

Martin's Blueberry Hill Cabin

Built in 1984, over 300 blueberry bushes add to the beautiful view of Bull Mountain. KING bed. Window unit AC for the warm summer months. Gas log fireplace for the winter. Smart TV & WIFI will keep you connected while you enjoy the quiet. Everything you need to enjoy cooking & fun local favorites. Gazebo with table for outdoor dining. Fire pit for the colder nights! 15 min from the Blue Ridge Pkwy, 30 min from Martinsville Speedway, 30 min to Hanging Rock, 40 min to Floyd & more.

Top guest favorite

A tiny house constructed with corrugated metal and wood features a sloped roof and a welcoming porch area. A fire pit surrounded by chairs draws attention, while the surrounding greenery enhances the natural setting. The outdoor space is enjoyed by a family with a dog.

Tiny home in Floyd

4.99 out of 5 average rating, 833 reviews

Tiny House @ TinyHouseFamily

Our tiny house is beautifully appointed with everything you need to live (and work!) in luxury two miles from the Blue Ridge Parkway and two miles from downtown Floyd, VA. Sleep soundly on the queen sized mattress topped with 4" memory foam. Cook your gourmet meals in the fully equipped kitchen—(we provide welcome mini loaf, organic coffee, half and half, sugar, rolled oats, olive oil, salt, pepper, and cinnamon.) Spend the evening enjoying a campfire or relax on the porch swing.

Top guest favorite

A spacious balcony extends from the cabin, offering views of surrounding colorful autumn foliage. The natural landscape includes a mix of trees in vibrant shades, visible under a soft clouded sky.

Cabin in Floyd

4.98 out of 5 average rating, 139 reviews

Secluded cabin, walk to winery and scenic trails

This cozy cabin is tucked in private woods, yet steps away from the Blue Ridge Parkway, 2 epic hiking trails, a winery and mountain & road biking options. If you opt to hop in a car, you are 5 minutes away from a 2nd winery, scenic overlooks, or a zipline adventure. The snug cabin offers a small, but very functional kitchen, a wide main porch with a charming view, and an outdoor upper balcony. The property is surrounded by woods, a small meadow and springs ripe for exploration.

Top guest favorite

A modern kitchen features a large island with a marble countertop, surrounded by four black folding chairs. Bold patterned wallpaper adds visual interest to the space, while stainless steel appliances and shelving highlight functionality. Natural light enters through windows, creating a bright atmosphere.

Farm stay in Floyd

4.96 out of 5 average rating, 133 reviews

VE Farm

Enjoy the sounds and sights of nature when you stay in this unique place. Our small house is our place of respite as we develop our farm. It is full of many luxuries and a well appointed kitchen to allow for a very comfortable stay. There are views of our farm and the surrounding area from every window and the window above the bed is perfect for stargazing at night from the comfort of your bed. You will have access to almost 18 acres so bring your dogs, explore, and relax.

Top guest favorite

Farm stay in Floyd

4.95 out of 5 average rating, 197 reviews

Spring Side Cabin at Skipwillow Farm

Charming Cabin Retreat on a Friendly Goat Farm - Please read the full listing before booking! Tucked beside a meadow of playful goats, our cozy cabin offers a whimsical farm escape. Wake to soft bleats, stargaze under open skies, and soak in the charm of Skipwillow Farm. Just 10 mins from the artsy town of Floyd, VA. Take a 3D tour via QR code and meet our goats on YouTube—search “Skipwillow Farm.” It’s a little slice of magic—please read the full listing before booking!