Places to stay near Chestnut Hill Winery

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Top-rated vacation rentals near Chestnut Hill Winery

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Top guest favorite
A newly built treehouse is perched among trees on a forested property. It features large windows, a covered deck with a railing, and sturdy wooden support beams. The surrounding greenery enhances the natural setting, offering a sense of seclusion and tranquility.
Treehouse in Spring City
5 out of 5 average rating, 117 reviews

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!

Top guest favorite
A rustic loft building is shown with a wooden exterior and metal roof. A spacious porch is featured, equipped with seating, a charcoal grill, and string lights. Steps lead up to the entrance, surrounded by lush greenery, providing a tranquil woodland setting.
Guesthouse in Spencer
4.92 out of 5 average rating, 353 reviews

Hannsz Hideaway

Welcome, I have just over 20 acres of land, mostly wooded. This has now become an active family farm that requires land and livestock maintenance on a daily, you may hear a bit of noise during daylight hours, unless it’s a holiday weekend when my kids visit, those weekends can get a lot louder. I have been trying to keep my kids quiet for nearly 38 years…..if you’re a parent, you understand. Ha. It’s beautiful here, and your comfort is top priority. Beautiful sunsets and the sounds of nature.

Guest favorite
A log cabin with a green metal roof is surrounded by trees, featuring a welcoming front porch with rocking chairs. Soft light glows from the windows, inviting guests to explore the tranquil setting. A gravel pathway leads to the entrance, enhancing the natural ambiance.
Cabin in Crossville
4.9 out of 5 average rating, 140 reviews

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.

Top guest favorite
A serene cottage stands next to a clear, turquoise pond, surrounded by lush greenery. The building features a light exterior with large windows. Two chairs are positioned near the water's edge, inviting relaxation and enjoyment of the natural surroundings.
Tiny home in Crossville
4.98 out of 5 average rating, 186 reviews

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.

Top guest favorite
A rustic cabin is framed by autumn foliage, featuring wooden siding and a welcoming sign. A small porch extends from the front, supported by wooden beams. A stone fire pit is visible in the foreground, alongside a single black chair resting on the ground covered in fallen leaves.
Cabin in Jamestown
4.93 out of 5 average rating, 177 reviews

River cabin on waterfalls BRING YOUR PETS!

Beautiful OFF GRID pet friendly cabin located on the Clearfork River. Over a mile of secluded river frontage and 4 SEASONAL waterfalls. Huge bluffs to explore. Large gated deck with picnic table and gas grill. Great place for you and your furry friends to hang out. This is OFF GRID, OFF ROAD, needing off road capable vehicle and adveturous outdoors loving people. This is not a cabin to send grandma in the Camary. {PLEASE READ ALL INFORMATION AND PHOTOS} Totally away from society!!

Top guest favorite
An expansive wraparound deck features a dining table surrounded by chairs, with a stunning view of the mountains and a sunset in the background. The area is illuminated by string lights, highlighting the outdoor space's inviting atmosphere.
Tiny home in Pikeville
4.99 out of 5 average rating, 348 reviews

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.

Top guest favorite
The exterior of a log home is shown, featuring a white door and a stone pathway leading to it. The rustic wooden siding highlights the natural textures. Surrounding greenery and trees frame the entrance, providing an inviting view of the property.
Farm stay in Lancing
4.96 out of 5 average rating, 171 reviews

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.

Top guest favorite
The cabin's entrance is highlighted by a welcoming front porch adorned with rocking chairs and potted yellow mums. A decorative wreath hangs on the door, while soft outdoor lighting enhances the space. The surrounding area features lush green grass and trees, visible in the background.
Cabin in Crossville
5 out of 5 average rating, 100 reviews

Cozy Country Cabin

We welcome you to our country cabin, a wonderful place for a couple’s getaway or quiet corner all to yourself. Enjoy the clean, country air and starry night skies away from city lights; on a quiet, low traffic road facing woods and farmland with field, pond, and forest behind. We are just across the field from a working dairy farm and less than a mile from the dairy farm store and creamery where you can find fresh meat, eggs, milk, and some of the country’s best hand-dipped ice cream!

Top guest favorite
A spacious sleeping area features a wooden bed with light blue pillows and an intricately patterned blanket. A woven bench is placed at the foot of the bed, while natural wood paneling and a decorative rug add warmth to the atmosphere. Ample natural light enters through a nearby door.
Apartment in Sparta
4.95 out of 5 average rating, 126 reviews

Cabin on the Hill/ King Suite

This studio apartment has its own private entrance that is attached to the cabin. The studio apartment and the cabin can be rented separate or for larger gatherings together. This studio apartment is everything you need for your next vacation! It is located in a quiet rural country area where you can see the stars at night and green pastures in the day. The cabin is located next door and is not included - it is a separate space. no third party bookings. NO PETS OR SMOKING

Top guest favorite
The entrance features a handcrafted wooden door framed by natural stone, showcasing intricate carvings. Outside, a stone pathway leads to a seating area with metal chairs and a table, overlooking expansive valley views under a clear sky.
Home in Spring City
4.99 out of 5 average rating, 162 reviews

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...

Top guest favorite
A charming yellow farmhouse is nestled in a lush green landscape, flanked by mature trees. The sky is bright with scattered clouds, and sunlight filters through the leaves, casting a pattern on the grassy area in the foreground.
Home in Crossville
4.95 out of 5 average rating, 106 reviews

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!

Top guest favorite
The elevated cabin features a wooden exterior nestled among trees, illuminated warmly from within. Large windows provide glimpses of the interior and surrounding natural landscape. Stone steps lead to the cabin entrance, enhancing its rustic charm.
Tiny home in Crossville
4.97 out of 5 average rating, 165 reviews

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.

Popular amenities for vacation rentals near Chestnut Hill Winery