Places to stay near Chestnut Hill Winery

Nanny’s Cottage

Conveniently close to Fairfield Glade Golf courses, and other activities. Nanny’s Cottage is 300sqft with 1 full bed room w/ queen bed, full bath, washer and dryer, and WiFi. It has big picturesque windows for lots of natural lighting, but also blackout blinds to darken the inside. The outside of the property boasts a beautiful pond and dock to have a relaxing place to sit and enjoy the sunshine and fresh air. To enjoy the outside on those chilly nights we have a fire pit with outdoor sitting.

Crossville, TN Meadow Creek Cottage

This cottage offers beautiful country views perfect for the whole family. With 2bed/1b & sleeper sofa it accomodates 6 guest. Includes full kitchen, wash/dry, deck w/outdoor dining, wifi, and tiled shower. Crossville , golf capital of TN, is conveniently located between Nashville, Knoxville, and Chattanooga making each city a short drive away while allowing the peace and quiet in the country. Whether you are here to visit, golf, hike, or site-see, we want to host you! Travel nurses welcome!

The 110 Copse

Imagine escaping to this stunning modern luxury cabin, perfectly nestled among towering trees in a tranquil forest setting. Step inside to find sleek, high-end finishes, open spaces filled with natural light, and every modern convenience you could desire. Local attractions: - 1 mile to Nemo Tunnel - 4.9 miles to MoCo Brewing Project - 14 miles to Lily Pad Brewery - 14 miles to Historic Brushy - 10 miles to Frozen Head State Park - 84 miles to Pigeon Forge Learn More Below!

Bunkroom at Fiat Farm

Tuck yourself into this cozy bunkroom attached to a custom-built log home. Situated on the site of a hundred-year-old homestead, this 67-acre property is now a regenerative farm. 10 minutes from Lilly Bluff overlook with hiking and rock climbing. A short drive to many Obed trailheads. Only 30 minutes to Frozen Head State Park. This space will be the basecamp for all your adventures. Or just enjoy the solitude as you explore the property and visit our farm animals. Welcome to Fiat Farm.

NEW! Cozy Cabin in the Woods w/ Forest trails

Escape to a charming, newly remodeled cabin tucked away amidst serene woodlands, conveniently located just across the street from the renowned Cumberland Mountain State Park. Experience the perfect blend of comfort and adventure in this cozy retreat, where relaxation meets outdoor exploration. Nestled on 4 acres of land, this cabin offers tranquil trails to wander, towering trees to admire, and during the summer months, a delightful bounty of fresh blueberries to enjoy.

Quiet, cozy getaway in Middle Tn.

A short drive from I-40, in a beautiful wooded, neighborhood. Includes premier golf courses ie Bear Trace, a Jack Nicklaus course within 20 miles. For the more adventurous-a half hour drive gets you to 23 public hiking trails and kayaking on the Obed River, Clear Creek, and Daddy's Creek. A super clean, cozy cottage with wifi, hi def, smart TV. A short drive to mom and pop restaurants, fast food, and night life with craft beer, wine tasting, live music.

Creekside Cabin at Shady Grove Farm

Nestled on a beautiful Tennessee hillside, this rustic cabin is a great place to relax from the busyness of life. With all the necessary amenities it is perfect whether you’re staying just a night or a week. It is settled on Shady Grove Farm and tucked between a rolling pasture and tranquil woods. The cabin is just minutes away from Lilly Bluff Overlook and 14 miles from Frozen Head State park. The Obed River is also nearby.

Cozy elevated cabin nestled in the woods.

This glass and wood elevated cabin sits beneath giant Oak trees and above mossy boulders. The small single room does not have a bathroom or kitchen. A common area with an outdoor kitchen and bathhouse is less than a minute walk away. The approximately 250 square foot cabin has Oak hard wood floors, ceiling fan, mini fridge and Bluetooth speaker. It is well insulated and stays comfortable even in mid summer without AC.

Charming Historic Farmhouse

Relax in a beautiful and historic farmhouse located in the Cumberland Homesteads Historic District. The 1800 square foot home is situated on working cattle and hay producing farm. It is surrounded by countryside consisting of neighboring small farms with rolling pastures and a mountain view. Unwind and enjoy a bit of history in a scenic rural setting. The 2026 calving season begins in March.