
Holiday rentals in Woolwine
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Top-rated holiday rentals in Woolwine
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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.
4.96 out of 5 average rating, 218 reviews
Cozy Cabin + Hot Tub near Parkway
Tucked among the trees on 13 private acres, this cozy dog-friendly cabin is the perfect fall escape. Explore the property with a walk to our private mountain stream, then unwind on the deck, the hot tub or at the fire pit surrounded by fall foliage. Minutes from the Blue Ridge Parkway, wineries, zip-lining and a quaint coffee shop. The vibrant town of Floyd, an Appalachian music mecca, is a scenic 20 minute drive away. As a pet-friendly property, we warmly welcome your pets with a $150 pet fee.
4.92 out of 5 average rating, 291 reviews
Strawberry Hill Homestay On the Music Trail
Welcome to your charming homestay in the heart of downtown Floyd, VA. Come enjoy, explore endless beauty with an epic road trip to Floyd known for its haven of natural beauty, renowned hospitality and vibrant culture of music, arts, history, local foods and spirits, and outdoor recreation. Your Homestay promises delightful comfort, modern convenience and a memorable experience! Excellent private parking. High speed Wi-Fi, walking distance to most events. Contact us for SEASONAL DISCOUNTS!
4.96 out of 5 average rating, 162 reviews
Wynn d Acres, VA —minutes off BR Pkwy & Floyd town
Nicely finished studio w/ private entrance, a full size bathroom, kitchen with sink, refrigerator, microwave and a 2 burner stove. Sleep in comfort in a queen bed with plush memory foam mattress. There is a Mitsubishi heat/AC & Roku smart TV. ALL are WELCOME , I celebrate diversity and inclusion. Also, For an addition fee I offer a workout area and a dry sauna that heats up to 180. I am a licensed massage therapist, when available I can offer massage by appointment in separate studio.
4.93 out of 5 average rating, 293 reviews
Homeplace
The Homeplace is in the rural countryside of Floyd, VA surrounded by a family farm with a winding creek nearby. You will enjoy beautiful views of pasture fields that may have cattle and sheep grazing and possibly see various wildlife. This home, built in the 1940’s and situated beside a paved road, has been lived in and gently loved. While experiencing the nostalgia of an old home you will also enjoy modern conveniences such as WIFI, central heat/air, and a fully stocked kitchen and bath.
4.94 out of 5 average rating, 109 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.
4.98 out of 5 average rating, 396 reviews
The Porch at Fairystone
The Porch at Fairystone is your home away from home. This 1 bedroom 1 bathroom vacation home boasts a large open concept with the living area, kitchen and dining area all in one large room. Through a beautiful barn door you’ll find your bedroom and in-unit laundry closet with washer and dryer. Enjoy a beautiful outdoor dining space with chairs for 3 and a grill to cook your favorite meals. Just minutes away from Fairystone State Park, Goose Point, and Philpott Marina, Dam and Lake.
4.99 out of 5 average rating, 145 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.
4.99 out of 5 average rating, 922 reviews
Secluded Modern Blue Ridge Mtn Home Near River!
Secluded modern retreat in Meadows of Dan, VA, near the Blue Ridge Parkway, Primland Resort, and the river. Enjoy peaceful countryside views, Blue Ridge Mountain scenery, wildlife, hiking, scenic drives, and zip-lining. ✓ 2 min drive to the Dan river ✓ 10 min to Blue Ridge Parkway ✓ 11 min to food & gas ✓ 30 min to groceries ✓ 30 min to ziplining ✓ 40 min to Primland Resort ✓ 45 min to Andy Griffith Museum ✓ 1 hr to NASCAR at Martinsville Speedway ✓ 1 hr 10 min to Virginia Tech
4.96 out of 5 average rating, 112 reviews
The Hidey-Hole: A gem of a getway close to Floyd
The Hidey-Hole is a newly renovated getaway, 15 minutes from Floyd and just 5 minutes off the Blue Ridge Parkway. This getaway has a cozy interior with beautiful views; you can hear Rock Castle Gorge running below you. We are located in the middle of great music, hiking, biking and water fun, amazing food and produce and wineries, all in beautiful communities nestled in the southwest Virginia mountains. Come get feral and lost in the woods. Let the mountains hug you.
5.0 out of 5 average rating, 48 reviews
Foxy Loxy Getaway
If you are looking for a cozy peaceful getaway, then look no more our getaway is nestled just 2 miles off the Blue Ridge parkway. Wake up and drink your morning coffee to a beautiful sunrise and drink your evening coffee watching an AMAZING sunset. The wildlife here will keep you reaching for the binoculars. A cabin feel living room mixed with farmhouse style kitchen. Our getaway has 2 queen beds sleeps 4. We promise you won’t be disappointed in choice to stay.
4.94 out of 5 average rating, 101 reviews
Max's House- Cozy Home on BRParkway Farm
Great location just 1/2 mile from the Blue Ridge Parkway at MP 152. Surrounded by open fields, mountain vistas abound. This home has been lived in and gently loved for many years. There is one bedroom downstairs and two upstairs. An extra cot is available. Fully equipped kitchen! Great for families and a long stay. Guests are invited to join us when feeding the farm animals (alpacas, llamas, Highland cattle, Jacob sheep and angora goats) each morning. Fun!
4.94 out of 5 average rating, 266 reviewsPopular amenities for Woolwine holiday rentals
Other great holiday rentals in Woolwine

Dragon Valley Cabin
4.93 out of 5 average rating, 28 reviews
Overlook Mountain Retreat
4.98 out of 5 average rating, 95 reviews
Lazy Rest Farms + Starlink
4.83 out of 5 average rating, 18 reviews
Peaceful Forest Cabin
4.92 out of 5 average rating, 78 reviews
The Gathering House
4.96 out of 5 average rating, 68 reviews
Beautiful Log Cabin | Wineries | $0 Pet Fee!
4.77 out of 5 average rating, 84 reviews
Mountain View Lodge
5.0 out of 5 average rating, 20 reviews
Big Ivy Farm
4.94 out of 5 average rating, 16 reviewsDestinations to explore
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- Smith Mountain Lake State Park
- Hanging Rock State Park
- Virginia Tech
- Wake Forest University
- Pilot Mountain State Park
- Stone Mountain State Park
- Claytor Lake State Park
- Fairy Stone State Park
- Reynolda Village Shops & Restaurants
- Shelton Vineyards
- Andy Griffith Museum
- McAfee Knob Trailhead
- Martinsville Speedway
- Mill Mountain Zoo
- Explore Park
- Mill Mountain Star
- Taubman Museum of Art
- Virginia Museum of Transportation
- Bailey Park
- New River Trail State Park
- Divine Llama Vineyards
- Bisset Park
- Harvester Performance Center
- Lane Stadium





