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51 properties  

1 Bedroom • 1 Bath • Sleeps 5-6
Internet Fireplace Mountain

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1 Bedroom • 2 Baths • Sleeps 5-8
Internet Mountain Forest Hot Tub

STEPS AWAY FROM A PRIVATE CAVE & CREEK

Click Here for enchanting videos and to follow @sleepyhollowtn!

Escape to Sleepy Hollow, a secluded cabin in the woods steeped in mystery and enchantment, tucked away in a gated tiny home community in Monteagle, TN. Whispers in the air linger as towering trees cast shadows over moss-covered terrain and moonlight filters through the canopy, bathing the cabin in a silvery glow.

Every corner of the property holds a secret, from the babbling creek with its serene soundtrack to the hidden cave, waiting for those to explore is shadowy shelter.

The quiet of the woods is broken only by the soft bubbling of the hot tub or the soft crackling of the fire pit, where embers rise and fade into the night sky. Should you find yourself under the calming outdoor shower or resting your head in a hammock, Sleepy Hollow offers a way to reconnect with nature and yourself, unobstructed by city lights.

The expansive covered porch boasts a peaceful sanctuary to dine, inviting you to enjoy meals as the forest whispers around you. Nearby, cushioned hanging chairs and a gentle swing sway gently, offering a place to lose yourself in a book. A pellet stove provides a warm embrace for intimate conversations and enticing you to stay just a little longer as you reset under the glow of antique lanterns and twinkling cafe lights.

Come inside and you will discover the home's mysterious charm is enhanced by walls adorned with hauntingly beautiful vintage photographs, each telling an untold story. Professionally designed and curated, Sleepy Hollow welcomes up to eight travelers to rest their weary heads. The primary bedroom offers a peaceful, moody escape, with a plush queen-sized bed nestled beneath soft linens in a custom wallpaper clad hide away. Above, a private loft holds two full-sized beds, a tiny library, and sliding windows to let in the quiet hum of the forest breeze. In the main hall living area, a set of sturdy bunk beds awaits younger travelers, ready to carry them into dreams filled with wonder.

There is a sense of discovery around every corner - watching, listening, and waiting for you to uncover its secrets. Here, the hectic fades away, replaced by a world of whispers, magic, and moments you'll carry with you long after the forest lets you go.

"Seek the shadows of the sleepy - Hunt for haven in the hollow - We may find ye rather weepy - A fine place to rest and wallow"

 

 

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1 Bedroom • 1 Bath • Sleeps 1-6
Internet Lake View Mountain

Welcome to Lakeview Oasis, where the name says it all. This traditional-style tiny home is perched just at the perfect angle for blissful views of lake, forest, and sky—a perfect combination for the nature enthusiast who prefers a little privacy. Soak in all this beauty from almost anywhere on the property, including the screened-in deck, the outdoor dining table, the grilling area, and the cozy fire pit.

Whether a summer sunset that fades into a crisp fall bonfire or a snowy winter morning just before the colors of spring begin to peek through, lasting memories of everything that Monteagle Mountain has to offer are made here at Lakeview Oasis all the yearlong.

 

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1 Bedroom • 1 Bath • Sleeps 3-4
Allows pets Internet Mountain Hot Tub

Escape to The Getaway, a thoughtfully designed tiny home nestled in the quiet charm of Deer Lick Falls. Relax on the covered deck with your morning brew or soak in the oversized hot tub surrounded by serene landscaping. Inside, leather seating, a goat-skin reading chair by the fireplace, and expansive woodland views create the perfect cozy vibe.

At night, let the fire pit and string lights set the mood for stargazing. Located near scenic trails and waterfalls, The Getaway is your ultimate retreat into the natural beauty and peaceful energy of the Cumberland Plateau.

Dogs under 40 pounds will be considered. Please reach out to Guest Services at vacations@retreattn.com prior to bringing your pet. A fee of $100 + tax will be applied to your reservation.

 

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1 Bedroom • 1 Bath • Sleeps 3-4
Allows pets Internet Mountain Hot Tub

Soar into serenity at The Ascent , a tiny mountain retreat designed for simplicity, comfort, and adventure. With clean lines, cozy finishes, and large windows that bring the forest inside, this home is ideal for those who crave nature without sacrificing style.

The fully equipped interior includes a modern kitchen, comfortable loft, and warm living space. Outside, explore the gated community’s waterfall, firepits, hiking trails, and camp-style atmosphere—just minutes from South Cumberland State Park.

Whether you're here to hike, relax, or simply breathe easier, The Ascent is where big memories are made in small spaces.

Dogs under 40 pounds will be considered. Please reach out to Guest Services at vacations@retreattn.com prior to bringing your pet. A fee of $100 + tax will be applied to your reservation. Community under construction.

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2 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Fireplace Lake View Mountain Forest Hot Tub

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1 Bedroom • 1 Bath • Sleeps 1-6
Internet Fireplace Lake Mountain

Relaxation and comfort meet lakeside charm at Mini Manor on the Mountain. With its crisp white interior and calming blue accents, this stylish retreat is designed to help you unwind in nature without sacrificing luxury.

The outdoor area is packed with perks—a private hot tub, screened porch, fenced yard, firepit, hammock, and both hibachi and propane grills. Whether you’re soaking, cooking, or lounging, every moment here is crafted for joy.

Inside, you’ll find a bright and inviting space that’s perfect for couples or families seeking peaceful mountain moments with the people they love most.

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1 Bedroom • 1 Bath • Sleeps 1-6
Internet Fireplace Mountain

Tucked away in the wooded beauty of Monteagle Mountain, Leprechaun Lodge is a peaceful hideaway offering 400 square feet of serene comfort. Located within the gated community of The Retreat at Deer Lick Falls, this luxury tiny home is surrounded by nature’s finest, from tranquil walking trails to cascading waterfalls.

Inside, you’ll enjoy all the comforts of home, including a fully equipped kitchen, cozy fireplace, loft space, private bath, and a serene master bedroom. Whether you’re sipping coffee under the trees or gathering around the community fire pits, this is the perfect place to unwind from life’s hustle.

Just minutes from South Cumberland State Park, The University of the South, and endless hiking, biking, and outdoor fun. Leprechaun Lodge is your mountain escape—full of charm, culture, and quiet.

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2 Bedrooms • 2 Baths • Sleeps 6
Internet Mountain

Experience upscale mountain living at Wild Woodside Retreat, a design-forward, luxury tiny home set on a private lot in Sunset Bluff. Every detail—inside and out—was curated for comfort, convenience, and style.

The home features a king bedroom, twin bunk guest room, queen-size loft with an Infinity game table, two full baths, a chef’s kitchen with premium appliances, and plush indoor/outdoor living areas.

Enjoy quiet mornings on the screened deck, evenings by the exclusive firepit, and restful nights in thick, comfy beds. Wild Woodside Retreat delivers a premium mountain escape with all the charm and adventure of the South Cumberland Plateau.

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1 Bedroom • 2 Baths • Sleeps 1-6
Internet Fireplace Lakefront Mountain Forest Hot Tub

Get ready for sparkle, style, and Southern flair at The Dolly House—a dazzling lakeside escape celebrating Tennessee’s favorite icon. Just 75 minutes from Nashville and nestled along the water, this one-of-a-kind tiny home is packed with Dolly Parton memorabilia, including an autographed carpet square and a shoe worn on her 1987 Rainbow album cover.

Inside, glittering walls and glam accents make every room photo-ready. The master suite features its own private patio and en suite bathroom, while the screened deck boasts a hand-carved teal dining set and views of the lake.

Soak in the six-person lakeside hot tub, sunbathe on the private dock, or roast s’mores at the firepit ringed with hot pink Adirondack chairs. Whether you’re a Dolly fan or just craving a fabulously fun escape, this stay is pure Tennessee magic.

CLICK HERE to take a video tour of The Dolly House both inside and out!

 

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1 Bedroom • 1 Bath • Sleeps 5-6
Allows pets Internet Mountain Hot Tub

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1 Bedroom • 1 Bath • Sleeps 1-4
Internet Fireplace Mountain

Welcome to Cozy Cottage, a peaceful woodland retreat tucked into the quiet beauty of Deer Lick Falls. Surrounded by trees and Tennessee wildlife, this charming hideaway blends rustic charm with refined comfort—perfect for travelers seeking relaxation and adventure.

Begin your morning on the dreamy, cushioned bed swing, soaking in birdsong and filtered sunlight. Just steps from your deck, a hidden trail leads to one of the tallest waterfalls in the state—a path almost exclusive to guests of Cozy Cottage.

After a day spent hiking, porch lounging, or dining in nearby mountain towns, come home to an inviting space that makes you feel instantly at ease.

Whether you're traveling solo, as a couple, or with family, Cozy Cottage is your personal gateway to Appalachian serenity.

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