Vacation rentals in Chestnut Hill

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Top-rated vacation rentals in Chestnut Hill

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Top guest favorite
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 favorite
A serene landscape is depicted, featuring rolling green hills and a foreground of trees. Soft morning light casts a gentle glow on the scene, while distant mountains are partially shrouded in mist. A wooden fence frames the view, enhancing the peaceful ambiance.
Home in Laurel Springs
5 out of 5 average rating, 28 reviews

The Cottage at Cranberry Creek

A tranquil retreat nestled in the Blue Ridge Mountains. Situated on a wooded 100-acre working farm, the fully-equipped 2 bed, 1 bath cottage promises serenity and seclusion amidst stunning mountain vistas. Only a 5-min. drive from trout streams and close to the Blue Ridge Parkway, West Jefferson, and New River State Park, adventure and relaxation await. Embark on outdoor excursions on the New River, explore a nearby winery, or simply unwind and soak in the natural beauty that surrounds you.

Top guest favorite
A striking red silo structure is illuminated under a starry night sky. The tall building features a circular shape with multiple windows and a wooden staircase leading to the entrance. Surrounding greenery adds a natural touch to the inviting exterior.
Barn in Independence
4.99 out of 5 average rating, 293 reviews

Dream Rock Silo - Independence, Virginia

You have traveled, you have explored. You have stayed in many places! Now its time to stay in one of the coolest locations you never knew existed. Stay in the top of a Silo! The Silo was finished in Nov 2018. We’ve been renovating this old 1950’s dairy barn/silo since 2013. The Silo has 4 floors and the top 2 are yours! There’s a sitting area on the third floor (and bath). The bedroom is at the very top with windows all around and 360°view ! Also your own private deck off the bedroom.

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, 67 reviews

Oaklight Retreat: Quiet cabin for romantic getaway

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 favorite
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?

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, 35 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 favorite
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, 18 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 favorite
A cabin is nestled within a lush, green meadow under a vibrant sky at sunset, showcasing shades of orange and pink. The surrounding trees are dense, and a small vehicle is parked nearby, contributing to the serene, natural setting.
Cabin in Grassy Creek
4.95 out of 5 average rating, 477 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
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, 106 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 favorite
The exterior of The Berry Barn showcases a charming barn-style structure with a green metal roof and warm-lit windows, set against a serene twilight backdrop. The spacious deck is accessible via a broad staircase, surrounded by lush greenery and a gravel driveway.
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 favorite
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 vacation rentals