Holiday rentals in Chestnut Hill

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Top-rated holiday rentals in Chestnut Hill

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Top guest favourite
The exterior of Greystone Cottage is showcased, featuring a dark facade with wooden accents. A ramp leads up to a wide porch, supported by a wooden awning. The surrounding area is landscaped with greenery and flowers, and a gravel path leads to the entrance.
Home in West Jefferson
5 out of 5 average rating, 105 reviews

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

Greystone Cottage is newly renovated, dog-friendly, and a 5 min walk to restaurants/shopping in the historic town of West Jefferson. The cottage has a mountain view, large gated porch, hot tub, gas grill, and fire pit with edison lights illuminating the outdoor area at night. The cottage is equipped with keyless entry, fiber optic high speed internet, smart TVs, washer and dryer, mini-split A/C and heat, and a fully functional kitchen. The two bedrooms have Sealy memory foam mattresses (Queen).

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, 155 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 rustic log cabin with a green metal roof is nestled among trees, showcasing a front porch with a star decoration above the door. A gravel pathway leads to the cabin, bordered by lush greenery and ornamental plants.
Cabin in Creston
5 out of 5 average rating, 169 reviews

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescape. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome!

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
A charming red cabin is positioned uphill, framed by trees and lush foliage. A gravel path guides the way to the entrance, which features a wrap-around deck. Sturdy stairs lead up to the elevated porch, offering a welcoming aspect to the mountain retreat.
Cabin in Piney Creek
4.97 out of 5 average rating, 89 reviews

Mountain Getaway with all the comforts of home!

Piney Creek, North Carolina Entire Cabin - 4BR/3BA Two River Country river front beauty perfect for your next vacation or getaway. Whether you are coming to relax or find your next adventure you will enjoy your stay in this 4 bedroom 3 bath cabin nestled amongst Christmas tree country in the Appalachian mountains. The two tiered wrap around deck offers mountain and river views. Close to the Blue Ridge Parkway and minutes to the New River for tubing, kayaking, fishing and more.

Top guest favourite
Treehouse in Jefferson
5 out of 5 average rating, 12 reviews

Tree House at Little Peak Creek Farm

Hand-built 24 × 24 ft treehouse studio crafted from on-site pine and reclaimed barnwood. Two queen beds, a vintage claw-foot tub beside a picture window, and a full wall of glass that frames the forest and nightly Blue Ridge sunsets. Cozy wood stove, reliable Wi-Fi, and a tidy kitchenette with fridge, electric cooktop, and microwave. Hotel-grade linens, plush towels, and thoughtful art details create a dreamy, off-grid-feel retreat for up to four guests. Dogs welcome.

Top guest favourite
A bed with a metal frame is presented against wooden paneling. Two white pillows and a decorative brown pillow with a grid pattern are arranged on top of a white bedspread. A nightstand with a lantern sits beside the bed.
Cabin in Independence
5 out of 5 average rating, 16 reviews

The Cabin at Independence Meadows

Welcome to Independence Meadows! Our thoughtfully-furnished cabin is located on 30+ acres in the peaceful rolling hills of southwest Virginia. Enjoy a restorative getaway in this serene setting, or make the cabin your basecamp for hiking, fishing, and kayaking adventures in the beautiful Blue Ridge! You’ll love the fully-equipped kitchen, huge front porch, and the incredible mountain views from the top of the property. Virginia is for (mountain) lovers! ❤️

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, 475 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
A rustic house is nestled among lush green trees, featuring a spacious wooden deck with steps leading down to the garden. Several outdoor chairs are positioned on the deck, inviting relaxation. Large sliding glass doors provide a view into the living area.
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.

Top guest favourite
The historic log cabin features a striking red metal roof and charming front porch, embraced by lush greenery. A well-maintained lawn leads to the steps of the cabin, inviting guests into a serene setting surrounded by nature.
Cabin in Lansing
4.98 out of 5 average rating, 161 reviews

Historic Appalachian Log Cabin on 22 Idyllic Acres

Welcome to Long Branch Farm, a historic log cabin built in 1897 that sits on 22 beautiful and secluded acres. It's the perfect place to unwind and enjoy the freedom of open space. ~ 5 min to Lansing ~ 15 min to West Jefferson ~ 25 min to Grayson Highlands ~ 45 min to Boone Visit our café in downtown Lansing, the Old Orchard Creek General Store. We look forward to hosting you!

Popular amenities for Chestnut Hill holiday rentals