Vacation rentals in Chestnut Hill

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Top-rated vacation rentals in Chestnut Hill

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Top guest favorite
Dome in West Jefferson
4.98 out of 5 average rating, 133 reviews

King Bed Dome w/ Firepit + Creek Near Boone

A private & eclectic Appalachian Mountain experience awaits you at 4Creeks. Well off the main road and nested in the trees, “On the Rocks” geodome is a luxury “glamping” experience! This geodesic dome has it all— full kitchen, full bath, supplemental heat & air conditioning, babbling creek and forest views. Want to go out? We're only 10 minutes from downtown. Like staying in? Our full kitchen and grill bring you comforts of home. Larger party than 4? Book our Skoolie “High Rollin” for 2 more!

Top guest favorite
The exterior of a charming house is shown, featuring a mix of gray and blue siding. A front porch with seating is visible, and a well-maintained lawn is surrounded by rolling hills in the background. The sky is partly cloudy, enhancing the serene setting.
Home in Jefferson
4.98 out of 5 average rating, 133 reviews

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.

Top guest favorite
A serene waterfall cascades down rocky terrain, surrounded by vibrant green moss and lush foliage. Water flows gently over the stones, creating a peaceful atmosphere. Various ferns grow nearby, enhancing the natural beauty of the wooded setting.
Cottage in Independence
4.99 out of 5 average rating, 284 reviews

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."

Guest favorite
A comfortable living area features a spacious leather sofa adorned with decorative pillows. A wooden coffee table sits in front, and a wall-mounted television offers entertainment options. Natural light filters through the window, while a gas fireplace adds warmth to the space.
Condo in West Jefferson
4.95 out of 5 average rating, 221 reviews

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.

Top guest favorite
A rustic cottage with a red metal roof is framed by lush greenery and flower beds. A stone pathway leads to the porch, which is furnished with chairs. Expansive windows on the front showcase the inviting interior, while a colorful wall decoration adds visual interest.
Cottage in Crumpler
5 out of 5 average rating, 27 reviews

Baker's Cottage

Baker's Cottage is the perfect place to take a break from the hustle and bustle of life. Relaxing on the porch, chilling in the sunroom, or hanging out back by the creek, we know you will find your sweet spot here. The private backyard offers a great place to play games, cool off in the water, catch fireflies, or roast marshmallows while gathered around the fire. The cottage is just a short 2 minute walk to the New River and a 15 minute drive to food and shopping in West Jefferson.

Guest favorite
The exterior of the cabin is framed by lush greenery, featuring a welcoming porch with a sitting area. A gravel path leads to the entrance, while the structure showcases a sloped roof and wooden accents, harmonizing with the surrounding forest environment.
Cabin in Piney Creek
4.97 out of 5 average rating, 63 reviews

Oaklight Retreat: Quiet, dog-friendly forest cabin

Oaklight Retreat is a cozy cabin nestled in a quiet hardwood forest in the Blue Ridge Mountains. Located in a community on the New River, it offers solitude, nature & river access for tubing or kayaking. This little cabin is a perfect writer's or reader's retreat, romantic getaway, or just escape from the world. It also serves as a great basecamp for day hikers, with gorgeous trails nearby. Come rest, relax, nap in the hammock, sit in the hot tub, & enjoy the peaceful forest.

Guest favorite
A modern mountain home is set on a spacious lawn, featuring a welcoming front porch with white railings. The exterior highlights a two-car garage and a sign indicating 'Carolina Pines.' Soft clouds create an inviting backdrop against the home’s light-colored facade.
Home in Grassy Creek
5 out of 5 average rating, 31 reviews

Peace & Quiet in Grassy Creek

Nestled on a hillside overlooking the historic and peaceful Grassy Creek valley, Carolina Pines is a modern mountain, easily accessible home with all of the thoughtful touches you are looking for in a relaxing getaway. This 3 bedroom, 2 bathroom one-level home features multiple porches, gorgeous pastoral views, a garage, and a large yard for the family to enjoy. Take a short walk to The Old Store and grab a tasty treat or shop their selection of local crafts and unique gifts.

Guest favorite
A single-story cottage with a grey metal roof is set amidst a manicured lawn and bordered by flowering trees. The spacious front porch is framed by low evergreen bushes, while a backdrop of rolling hills and a partly cloudy sky enhances the scene.
Home in Jefferson
4.95 out of 5 average rating, 215 reviews

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.

Top guest favorite
A modern rustic cabin is depicted, featuring a steeply pitched roof and a covered front porch supported by wooden beams. The structure is surrounded by open green grass and trees, under a clear blue sky, highlighting its tranquil rural setting.
Cabin in Whitetop
4.96 out of 5 average rating, 583 reviews

Cozy Cabin Near Grayson Highlands State Park

Book your spring 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.

Top guest favorite
A deck area is furnished with two rattan chairs and a small table, offering an unobstructed view of Mount Jefferson and surrounding greenery. The open sky reveals a mix of clouds, creating a serene outdoor space for relaxation.
Home in Jefferson
4.97 out of 5 average rating, 194 reviews

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.

Top guest favorite
A rustic cabin with warm wooden siding sits in a vast grassy meadow surrounded by trees. A vibrant pink door serves as a focal point, and chairs are arranged on the porch. The clear blue sky enhances the serene outdoor setting.
Cabin in Grassy Creek
4.95 out of 5 average rating, 467 reviews

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.

Top guest favorite
A country-style house is depicted, featuring a wraparound porch with hanging planters. The house is surrounded by lush green trees, offering a natural setting. A gravel path leads to the entrance, enhancing the outdoor appeal of the property.
Home in Mouth of Wilson
4.95 out of 5 average rating, 226 reviews

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