Holiday rentals in Chestnut Hill

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Top-rated holiday rentals in Chestnut Hill

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Top guest favourite
An outdoor dining table, set for eight, features elegant tableware and glowing lanterns. The surrounding railing is adorned with soft lights, creating a warm ambiance against a backdrop of expansive mountain views under a twilight sky.
Cabin in Traphill
5 out of 5 average rating, 102 reviews

Dazzling Views - Hot Tub/Hiking/Wine/Golf/Dog OK

You won't believe the breathtaking year-round views of Pilot Mountain, Hanging Rock and stunning Stone Mountain State Park's extraordinary 700' granite dome visible from this luxurious mountainside cabin. We offer the perfect location to enjoy golf, hiking, fishing, kayaking, wine-tasting, astrophotography, family fun, a romantic escape, well earned relaxation or productive remote work with high speed Wi-Fi and full house privacy in this well appointed, dog friendly, 3 bedroom, 2 bath cabin.

Top guest favourite
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
4.99 out of 5 average rating, 136 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 favourite
A cozy living area is surrounded by large windows, offering views of the lush green forest. A sectional sofa is positioned adjacent to a coffee table, with decorative items displayed. Two lamps provide ambient light, while a potted plant adds a touch of nature.
Home in Blowing Rock
5 out of 5 average rating, 154 reviews

Glass House Of Cross Creek Farms

Kick back and relax in this Luxurious mountain contemporary home located in the poplar subdivision of Cross Creek Farms, Blowing Rock NC. This home sits on a 2 acre lot with plenty of privacy and has an abundance of windows allowing the sunlight shine through and for you to enjoy the beauty of the forest that surrounds you. This home features an open concept with vaulted living area, large kitchen, expansive bedroom with spa like bathroom. A short drive miles to either Boone or Blowing Rock.

Top guest favourite
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, 293 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."

Top guest favourite
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 favourite
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, 66 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.

Top guest favourite
Cabin in Grassy Creek
5 out of 5 average rating, 7 reviews

Blue Ridge Mts | Log Cabin | Pond | Pet friendly

Welcome to Sit’n Ponder, a beautiful log cabin tucked into the scenic foothills of the Blue Ridge Mountains, just minutes from the charming town of West Jefferson. This spacious three-level retreat features a wraparound porch and a stunning outdoor pavilion with a bar, grill, seasonal sink, mini-fridge, and firepit - all overlooking a tranquil mountain pond. The perfect blend of rustic charm and modern comfort - are you ready to kick back, entertain, and truly sit’n ponder?

Top guest favourite
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, 202 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 favourite
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, 474 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 favourite
The farmhouse features a welcoming porch with two red rocking chairs positioned beside greenery. White railings and steps lead up to the entrance, while the sky-blue ceiling adds a touch of color above, enhancing the outdoor sitting area.
Cottage in Grassy Creek
4.94 out of 5 average rating, 105 reviews

Return To A Simpler Time at Lazy Y Mountain Farm

Step back in time with a stay at the Lazy Y Mountain Farm. The 1890's era farmhouse located on a working 300 acre cattle farm in the heart of the Blue Ridge Mountains is the perfect mountain escape. We are located in Grassy Creek, NC near the Virginia line. The house is just minutes away from Grayson Highlands State Park, The Virginia Creeper Trail, West Jefferson, Helton Creek, and the New River.

Top guest favourite
Barn in Fleetwood
4.99 out of 5 average rating, 134 reviews

Escape to the Barn for a Spring or Summer Getaway!

The Berry Barn on the Knoll awaits you! Enjoy the mountain air at The Berry Barn on the Knoll in Fleetwood, NC! Located between West Jefferson and Boone in Ashe County, NC. Relax on the porch and enjoy the tranquility of Fleetwood with privacy, yet convenient location to nearby towns. The cozy barn is private, with only one other vacation cabin in sight. A perfect place to get away!

Top guest favourite
Rolling green hills extend across the landscape, showcasing a variety of trees and foliage. A soft pastel sunset is visible in the sky, with shades of orange and pink blending into the horizon, while distant mountains create a serene backdrop.
Cabin in Laurel Springs
4.99 out of 5 average rating, 224 reviews

SECRET ESCAPE ON THE BLUE RIDGE PARKWAY. NC

❤️ The view is AMAZING❤️ 6 1/2 Acres Nestled in the Blue Ridge Mountains. This Blue Ridge Parkway home is situated in the mountains of North Carolina, less than a .3 mile hidden driveway ON the Blue Ridge Parkway. The sunsets are amazing. Just take a scenic drive along the Parkway and enjoy many of the overlooks and views from all around! The home is a perfect place to recharge.

Popular amenities for Chestnut Hill holiday rentals