Places to stay near Chestnut Hill Winery

Lilly Bluff Cabin Getaway

This beautiful cabin nestled in the heart of East Tennessee offers incredible access to the Obed Wild & Scenic River and surrounding areas. With all the amenities you need and a breathtaking view, this cabin won't disappoint! Lilly Bluff Cabin is ideally located for outdoor adventure or a quiet private getaway. If you're looking for outdoor adventure Lilly Bluff cabin is in close proximity to canoeing, kayaking, rock climbing or hiking. Come explore the natural beauty of the Tennessee mountains!

Spring City Treehouses

This is a unique, newly built Treehouse (‘23) on 10 wooded acres near Watts Bar Lake. Nearby marinas, restaurants, hiking, waterfalls & a short drive to whitewater rafting & Gatlinburg! Enjoy the peace & quiet of your private deck overlooking a small Holly grove, lush forest & seasonal creek! Fire pit w/ sitting area, outdoor kitchen & BBQ. Comfy space upstairs w/queen memory foam bed, futon loveseat, full bath, fireplace & mini kitchen. Free kayaks to use at own risk. No pets or kids under 12!

Secluded Log Cabin 1 mi from Cumb Mtn State Park

Keep it simple at this peaceful and centrally-located genuine log cabin, once featured in Log Cabin Homes and Log Home Living. This beautiful log home creates a calm space by avoiding overhead lighting on the main floor. The window placement and lamps provide more than enough light without taking away from the natural aesthetic. Master bedroom has a tv, KNG bed, & a private bath with walk-in shower. 2nd FL has a QN bed, 3 TWN beds and full bathroom. *2 add’l TWN beds avail upon request.

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.

Big Bottom Bungalow: Park Views, Secluded, Hot Tub

You can soak in tranquility at this modern cabin with a hot tub, indoor fireplace and outdoor living space. The Caney Fork River borders the 63 acre farm, which connects directly to over 60,000 acres of protected wilderness where you have free access to miles of hiking trails, magical waterfalls, historic homesteads and impressive caves. At the cabin, you can listen to the sounds of nature as you take in the scenic valley views of Big Bottom and the mountain views of Scott’s Gulf State Park.

Romantic cliffside bungalow with amazing views

Perched on the side of a cliff with a spectacular view of the mountains of the Cumberland Plateau and Sequatchie Valley, Cliffside is a unique contemporary Scandinavian-style property. Whether you're on vacation or working remotely, enjoy coffee in front of the large picture windows, a soak in the hot tub, sunset on the large deck, a chat around the smokeless firepit, or kayaking on the nearby lake. Located on Dayton Mountain near many hiking trails, it is only a 20-minute drive to Dayton.

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.

Handsculpted Nature Inspired Enchanting Horizons®

Come create memories at Enchanting Horizons®. Stay in a unique hand-sculpted story-book cottage with panoramic mountain and valley views. Take a break from the routine, and come to this creative space built to inspire adventure, promote relaxation and spark romance. Explore the worlds 2nd largest underground lake, Scuba dive with dinosaurs, fly tandem in a paraglider, go waterfall hunting, play golf in "the golf capital of Tennessee" and more...

Dalton Farm-quiet, country setting w/ fishing pond

Welcome to the Dalton Farm! Located 1.5 miles from Peavine Road exit off of I-40 and 7 miles from Fairfield Glade Golf Resort in Crossville. Farm is very private and has been in the family for 50 years. Guests will have access to a pool room, laundry room, full size kitchen and fully stocked fishing pond (no swimming)! Near to many local restaurants, antique shops, hiking and golfing communites! Property is perfect for your next family getaway!

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.

Downtown Crossville home, close to I-40

This three-bedroom home is located in the downtown area of Crossville. This property is perfect for exploring, passing through, or just relaxing. Interiors and furnishings are new, comfortable, and plentiful. You'll be close to the many golf courses, parks, and hiking trails in Cumberland County, in addition to the quaint downtown shops and attractions. *Please note this area is downtown where traffic can be heard.*

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.