Places to stay near Chestnut Hill Winery

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!

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.

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!

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.

Raspberry Briar Cottage

Raspberry Cottage is a quaint cottage. It has a large yard and places to walk your pets. Inviting front porch with rocking chair. The inside is decorated in farmhouse style. With repurposed creations here and there. This little house will give you a unique experience! Desk . Free WiFi. TV and VHS tapes. Dinning-room, seat four. Lovely kitchen. Bathroom with a laundry room off from it. Back porch and a small room off the porch with dog beds, feeder and water. Driveway with ample parking.

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.

Mossy Acres

Cute little house w/ a country setting. Sleeps 7. Private home w/ 3bedrooms , 1 bathroom, dining room & living room. Full kitchen w/ all appliances & all items needed for cooking. Large Patio & Play set. Washer/dryer! Plus WiFi. Attractions: Cumberland Mountain State Park 6mi Tansi & Bear Trace Golf Course 5mi Homestead Tower 6 mi Cumberland County Playhouse 14mi Fall Creek Falls 26mi Ozone Falls 22mi Fairfield Glade 20mi 15 min to Walmart & I-40 60 mi to Knox 79 mi to Chattanooga

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.

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.