
Vacation rentals in Chestnut Hill
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Top-rated vacation rentals in Chestnut Hill
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Parkway Paradise | Cozy Retreat Blue Ridge Parkway
Our cozy studio apartment offers home-like comfort surrounded by nature. Pet-friendly and family-friendly amenities provide everything you need for a relaxing self-contained stay. Steps from the Blue Ridge Parkway, explore the countryside and the quaint mountain towns. The surrounding landscape ranges from grassy meadows to forests to the cliffs of the Bluffs, winding rivers and trails. Fully equipped studio, full kitchen, built above our garage. Mountain views, peaceful woods, bass pond. 🌲🏔️

Autumn Acres -location-close to town/all amenities
Welcome to the coolest corner in NC, offering all 4 seasons. Make Autumn Acres your mountain getaway in beautiful Jefferson, NC. Enjoy sitting on the front porch taking in the view of Mt. Jefferson. Only minutes to local shops, restaurants, & all of the outdoor activities-Blue Ridge Parkway, Mt. Jefferson State Park, Ashe Park, kayaking, hiking & skiing. Autumn Acres offers 4 bedrooms, 2 full baths, fully stocked kitchen, huge dining, spacious living room, laundry/mud room, private back deck.

Healing Water Falls
Disconnect and awaken your senses in this artisan home on 13 acres. Need WIFI & TV this rental is NOT FOR YOU. Looking for healing, inspiration, or reconnection this IS your place. Watch the falls from the comfort of your bed, or as you soak in the tub. Its sound infuses the entire house filling it with peace and tranquility. It's flow changes rapidly with rainfall. Come experience the restorative magic and stay in a place one guest swears was built "by garden gnomes and woodland fairies."

The Hobbit House
The Hobbit House is a tiny house (15x11'); Full size bed, futon/couch, outdoor tub, shower, electric fireplace, patio, picnic table, fire ring, and outhouse with composting toilet. The patio overlooks a pond and is part of a 53 acre forested property in the Blue Ridge. WiFi is now included. Glamp in style! The main lodge is just up the driveway if you need to contact the host. The outdoor shower/tub is NOT fully enclosed or private, and may be turned off in a freeze. Nature lovers only!

Cozy 2BR, Pet-OK, Mountain Views, close to DT
Entirely renovated, this darling duplex overlooks the meadow with stunning mountain views. Located 5 min to charming downtown West Jefferson. This vacation spot has so much to offer! With its location, you can enjoy outdoor activities such as hiking, canoeing, kayaking, and fishing along the New River, nature walks and biking along the Blue Ridge PKWY. This unit is stocked with many convenient amenities and also offers an area for outdoor dining with a charcoal grill and an open fire pit.

Tiny House with GREAT VIEWS!
Our space, a custom build from HGTV-featured tiny house builder Randy Jones, is on a ridge with unparalleled, 270-degree views of Grandfather Mountain, all three area ski resorts, on into Tennessee and Virginia's Mount Rogers. We're located 20 minutes from Boone and 15 to West Jefferson, and even closer to the Blue Ridge Parkway and New River activities like fishing and tubing. If you've considered downsizing, or you just want to give living tiny a try for a getaway, this is the place!

Rumple's Retreat Cabin - Arcade & Drive-in Theater
Rumple's Retreat is a cozy 2-story log cabin with an open loft with 2 queen beds. The property is minutes from Grayson Highlands State Park and all its attractions, 2 mi. to the entrance. Bring your quarters for the arcade full of retro classics! Outdoor private drive-in theater with a new movie every night! Relax by the campfire or fish the stocked Wilson Creek on the property. -Free to use kayaks, and canoes -High Speed WiFi across property -Pets allowed -3 vehicle limit

Carter’s Hill Cottage - 3 miles from Twickenham
Carter’s Hill Cottage sits on two acres and is only three miles from the Twickenham House. Enjoy the sun coming over the mountain while you sip on a hot coffee while sitting on our fully covered front porch. The cottage is only minutes from the towns of Jefferson and West Jefferson with a view of Mt. Jefferson (4665 ft) in front of the cottage and Phoenix Mtn to the rear of the cottage. Although you are so close to all the fun, you are secluded with no neighbors in view.

Cozy Cabin Near Grayson Highlands State Park
Book your winter getaway! Enjoy a modern rustic cabin that backs up to Grayson Highlands State Park and the Jefferson National Forest. Prepare for stargazing and cool, refreshing nights. The cabin is just minutes from Grayson Highlands State Park, the Appalachian Trail, and the Creeper Trail. Damascus, Lansing, and West Jefferson are all within a 30-minute drive. Experience all the modern conveniences, including Starlink high-speed internet, in a tranquil rural setting.

Mt Jefferson View, modern & cozy
Welcome to Blue Horizon Hideaway! Enjoy an unbeatable view of Mount Jefferson with convenience to restaurants, breweries, shopping, hiking and the New River! The 14 foot walls and ample windows allow natural light to pour into every room. Relax while watching the sunsets and fall colors from the deck. Pictures do not do this hideaway justice, book now to take in the beauty of Mount Jefferson and the surrounding Blue Ridge Mountains.

Grove Cabin 20 acres of privacy (no extra fees)
Nestled in a high mountain meadow just above the New River, this 750 square foot cabin has plenty of amenities and nearly 20 acres for your own private Idaho...there are marked and cleared hiking trails...look for the entrance post to the left "1285." NOTE: GPS systems are sending people to the coordinates of the cabin and not the entrance road. Always come in via NC-16--John Halsey-Weavers Ford-East Weavers Ford.

A Handy Place to Stay
Come have a true country experience at A Handy Place to Stay. Convenient to Southwest VA best outdoor experiences, it’s a perfect base camp for your adventures. Close to Grayson Highlands Park, Big Wilson Creek, New River & Oak Hill Academy. Adjoins Jefferson national forest. 40 min from Hungry Mother State Park. 40 mins from Ashe Co NC & Galax Va. A landline is available & WiFi.
Popular amenities for Chestnut Hill vacation rentals
Other great vacation rentals in Chestnut Hill

"Hidden Gem," Long range views, near W Jefferson

Charming pet friendly Loft in Downtown WJ

Tree Top Cabin @ Healing Springs

The Bird’s Nest- Unique Log Cabin/Private/HOT TUB!

5 Min. Walk to Town, Pets Ok, Hot Tub, Fire Pit

Otter's Den Sanctuary Near the New River

Blue Ridge Mountain Cabin overlooking a Creek

Mountain Getaway with all the comforts of home!
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- Beech Mountain Ski Resort
- Grayson Highlands State Park
- Tweetsie Railroad
- Hawksnest Snow Tubing and Zipline
- Appalachian Ski Mtn
- Sugar Ski & Country Club
- Hungry Mother State Park
- Pilot Mountain State Park
- Grandfather Mountain
- Land of Oz
- Stone Mountain State Park
- Grandfather Mountain State Park
- Elk River Club
- Banner Elk Winery
- Moses H. Cone Memorial Park
- Sugar Mountain Resort, Inc
- Appalachian State University
- Linville Land Harbor
- Grandfather Vineyard & Winery
- Andy Griffith Museum
- Roan Mountain State Park
- Wilderness Run Alpine Coaster
- New River State Park
- Virginia Creeper Trail




