Vacation rentals in Chestnut Hill

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.

Location · Family · View

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!

Location · Family · Amenities

Skyline Serenity - best views/wine/golf/hike/relax

Beautiful modern home in Traphill, NC, with huge deck with amazing views of Stone Mountain State Park, across Yadkin Valley, and views of Pilot Mountain and Hanging Rock in the distance. Single story with ample parking and easy access in and out of the home. Multiple seating areas inside and out, outdoor kitchen space, stocked gourmet kitchen. Indoor and outdoor fireplaces and firepit. 6-person hot tub on deck. Fast fiber internet, good cell phone service. Smoke free property. Pet deposit.

Family · Location · Outdoor spaces

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."

Family · Location · Checkout

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.

Family · Location · Heating

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.

Value · Family · Comfort

West Jefferson Mountain Views with Hot Tub

Relax in this calm, cozy "A-Frame Haven" with NC mountain views just off the New River. This one acre home offers plenty of open space and privacy. Plenty of space to entertain. You'll enjoy many outdoor activities such as hiking, fishing, floating the New river in tubes while also being only 15 min from downtown West Jefferson. In West Jefferson you can enjoy the numerous local shops, restaurants, breweries & wineries. Hit the slopes & enjoy Sugar/Beech MTN Ski Resorts nearby.

Location · Family · Indoor spaces

Cozy A-frame cabin* LR Mtn views * Hiking & River

Welcome to Buenavista Escape! This charming log cabin is situated in a quaint, gated community in Piney Creek. If you are looking to escape the hustle and bustle of your busy life, this cabin will be perfect for you. Away from the city and nosie, yet close enough to many adventures. This Boho-chic A-frame log home offers an open concept with lots of natural light and 3 levels of living space. It is beautifully decorated ready for you to enjoy! Follow us on IG @Buenavista_escape

Location · Family · Bathroom

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?

Family · Location · Decor

Cozy Cabin Near Grayson Highlands State Park

Book your summer 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.

Family · Value · Outdoor spaces

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.

Family · Location · Biking

Night Sky Dome• luxury glamping retreat

Night Sky Dome wasn’t built to be just another stay. It was built for slow evenings, wide-open skies, and nights you don’t want to end. Inside: two queen beds, loft, kitchenette, and full bath—everything you need, nothing you don’t. Step outside and it changes—private hot tub, fire under the stars, dinner with nothing but sky above you. People come for the dome… but that’s not why they don’t want to leave.

Location · Indoor spaces · Hospitality