Holiday houses in Chestnut Hill

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Top-rated holiday rentals in Chestnut Hill

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A tranquil outdoor seating area is presented with colorful Adirondack chairs in red and blue surrounding a fire pit. Lush green grass lies beneath, leading to the river’s edge, flanked by dense greenery on the opposite bank.
Cabin in Crumpler
4.65 out of 5 average rating, 17 reviews

Riverfront Playhouse! New River + Games + Fire Pit

Roxy's Riverfront Playhouse on the New River, Crumpler NC Riverfront on the South Fork of the New River ... Check! Kayak, canoe, tube & fish from your yard ... Check! Huge Yard for Volleyball & Badminton ... Check! Wrap-Around Porches: Rocking Chairs, Adirondacks, Swings & Dining Tables ... Check! Ping Pong and Pool Table TV/DVD, WiFi, W/D, Drip Coffee, DVD (movies for all ages) ... Check! FIRE PIT ... Of Course! No dishwasher (sorry) Exclusive neighborhood ... Check Dog Friendly (see Rules).

Top Guest favourite
A wooden sign engraved with 'THE MORTON'S BUCK MOUNTAIN' is positioned in the foreground of a lush green lawn. In the background, a charming cabin is nestled among trees, with expansive views of rolling hills and a clear blue sky.
Cabin in Independence
4.98 out of 5 average rating, 80 reviews

Buck Wild Reserve Mountain Cabin w VIEWS, need 4WD

* YES, WE HAVE WiFi!!… and STARS galore! Buck Wild Reserve -a super cute mountain getaway built by our family over 40 years ago. Our 1100 ft² escape delivers outrageous VIEWS, peaceful nights, & zero pretense. AWD/4WD can be req’d-last 1/2 mile. The sounds of nature here are unreal. Sip wine on the deck, stargaze under a blanket, watch storms roll across the mountains-then explore trails, rivers, and backroads the next day. NOT a hotel. NOT a 5 star resort. Maybe your new favorite place in VA!

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
4.96 out of 5 average rating, 70 reviews

Oaklight Retreat: Cozy Romantic Dog-Friendly 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. And dogs love it. Come rest, relax, nap in the hammock, sit in the hot tub, & enjoy the peaceful forest.

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, 110 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
Cabin in Sparta
4.98 out of 5 average rating, 40 reviews

Wolf Branch

Take your family away to the mountains! This lovely cabin offers a stunning opportunity to be close to town while still feeling like you are in the country. It is just a two-minute drive to the beautiful Little River, famous for its brown and stocked trout. Hang out on the porch, grill away in our new timber framed grill shack, lounge in the hot tub, sit by the river, or explore the downtown or Blue Ridge Parkway minutes away! This home away from home will make you never want to leave!

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.

Top Guest favourite
Apartment in Laurel Springs
4.99 out of 5 average rating, 157 reviews

Peaceful Parkway Retreat | Pets + Mountain Views

Wake up steps from the Blue Ridge Parkway in a peaceful, pet-friendly mountain studio made for hikers, road-trippers, and quiet weekend escapes. Sip coffee on the private deck, wander by the pond, explore nearby trails and mountain towns, then unwind by the fire pit under starry Blue Ridge skies. With easy access to Doughton Park, Sparta, West Jefferson, Stone Mountain, and Grayson Highlands, it’s a cozy basecamp for slowing down or adventuring out. 1 bedroom studio + 2 queen beds.

Top Guest favourite
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, 38 reviews

Modern One Level Home with Garage | 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 our selection of local crafts and unique gifts.

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, 19 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! ❤️

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.
Farm stay in Grassy Creek
4.94 out of 5 average rating, 106 reviews

Firefly Farm Stay Near Grayson Highlands

Step back in time at Lazy Y Mountain Farm, a historic 1890s farmhouse on a working 300-acre cattle farm in the Blue Ridge Mountains of Grassy Creek, NC. Minutes from Grayson Highlands, the Virginia Creeper Trail, the New River, and West Jefferson. Enjoy fireflies in early summer, incredible stargazing, mountain breezes, a fire pit by the spring, and the peace of a seventh-generation family farm. The perfect mountain escape to unplug and reconnect.

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, 481 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
Cabin in West Jefferson
5 out of 5 average rating, 74 reviews

A-frame in Downtown West Jefferson · Hot tub

Welcome to High Peak — a modern A-frame retreat tucked just above downtown West Jefferson. Two blocks from Jefferson Avenue, with Blue Ridge mountain views from the porch and a private oversized hot tub under the stars. Brand new one-bedroom cabin with vaulted ceilings, warm wood, a cozy electric fireplace, full kitchen, Smart TV, and an EV charger on-site. A five-minute walk to downtown West Jefferson

Popular amenities for Chestnut Hill holiday rentals