A stylish dining table for four anchors the open space, stocked with water, Ale-8-One, and other treats. It’s a perfect spot to gather, enjoy a casual meal, or sip a refreshing drink while taking in the schoolhouse’s airy, modern ambiance.
A cast iron bell at the entry adds a charming, historic touch, welcoming guests to the schoolhouse with a nod to its heritage and timeless character.
High above the trees, you can see it—a private rural escape hidden in a peaceful hollow. The schoolhouse sits beside a seasonal creek, offering quiet, space, and the chance to truly disconnect..
A comfy dog bed, tasty treats, and a supply of dog food are all provided, making the schoolhouse welcoming for four-legged guests too. Everything is set so your pup can relax and enjoy the stay as much as you do.
Park the car and forget the world for a while. Everything you need is right here, daily walks, cozy fires, a shelf full of books, and the soothing quiet of the hollow. Once you arrive, you won’t want to leave until checkout.
Its bright, open kitchen anchors the space, featuring a sleek downdraft oven that preserves the room’s airy sightlines and a whisper-quiet microwave seamlessly integrated into custom cabinetry.
An outdoor BBQ grill is ready for use, perfect for casual meals and gatherings while enjoying the fresh air and scenic surroundings of the schoolhouse.
The king bed is flanked by two sleek side tables, with a ceiling fan above and natural light streaming in. This serene setup creates a bright, airy retreat that blends comfort with the schoolhouse’s clean, modern aesthetic.
A candle burner and carefully selected books create a cozy, inviting corner, blending warm ambiance with thoughtful touches for relaxation and quiet enjoyment in the schoolhouse.
Relax on the sofa, designed for comfort with a reclining back that moves to give you extra room. Perfect for stretching out, reading, or simply sinking in and enjoying the peaceful surroundings
Open sliding door to access the bathroom filled with fresh air and natural light, while a freestanding tub, lush plants, robes, and a TV create a serene, spa-like retreat that blends comfort with the schoolhouse’s modern charm.
Soft, plush towels are thoughtfully provided in the bathroom, adding a touch of luxury and comfort to the schoolhouse’s clean, modern design.
A quiet escape tucked among the trees. Our rural schoolhouse sits in a private hollow with a seasonal creek winding through; your place to slow down, breathe deep, and feel completely away from it all.
A chess set is available, offering a timeless way to relax, challenge the mind, and enjoy a playful moment in the schoolhouse’s cozy, modern space.
Sit on the patio with a warm cup of coffee and let the day unfold slowly. Listen to the creek when flowing, watch the woods come alive, or get into a good book as the mountain breeze drifts through the hollowpeaceful, quiet, and perfectly still.
Sit on the patio with a warm cup of coffee and let the day unfold slowly. Listen to the creek when flowing, watch the woods come alive, or get into a good book as the mountain breeze drifts through the hollow peaceful, quiet, and perfectly still.
A sweet touch: a jar labeled “Thank you for bee-ing here” with honey, adding a charming, thoughtful welcome that brings warmth and personality to the schoolhouse.
An inviting L-shaped sofa anchors the open space, surrounded by warm wood décor. Thoughtful seating is spread throughout, creating a comfortable, easy-flow layout perfect for relaxing, gathering, and taking in the schoolhouse’s modern character.
A carefully chosen book rests on the side table by the window, inviting a peaceful moment of reading while enjoying natural light and the schoolhouse’s serene, modern ambiance.
Park the car and forget the world for a while. Everything you need is right here, daily walks, cozy fires, a shelf full of books, and the soothing quiet of the hollow. Once you arrive, you won’t want to leave until checkout.
A close-up of the chalkboard reveals its rich texture and playful charm, capturing the schoolhouse’s blend of historic character and clean, modern design.
A cozy lounge chair and plush pouf sit beside a sleek side table, complete with a thoughtfully placed book. This corner invites quiet relaxation, reading, or simply soaking in the calm, modern atmosphere of the schoolhouse.
Star-gazing devices and a guidebook are thoughtfully provided, inviting guests to explore the night sky and enjoy a serene, educational experience under the stars at the schoolhouse.
The bathtub is accompanied by soothing bath salts and soft washcloths, creating a spa-like experience that invites relaxation and indulgence in the schoolhouse’s serene, modern bathroom.
A selection of records invites guests to enjoy music the classic way, adding a nostalgic, tactile touch to the schoolhouse’s modern and inviting atmosphere.
Cozy up by the window. Another perfect spot to sit, relax, and take in the peaceful woods.
A freestanding bathtub sits bathed in natural light, offering serene views of the surrounding nature. A nearby TV lets you relax with entertainment, creating the perfect blend of comfort, luxury, and connection to the outdoors.
Stylish coffee table books are thoughtfully displayed, offering visual interest and a touch of inspiration while enhancing the schoolhouse’s modern, inviting living space.
The bathroom features a luxurious marble shower with a large overhead showerhead and a convenient handheld option. Shampoo, conditioner, and body wash are thoughtfully provided, combining elegance with practical comfort.
A gentle creek winds through the hollow, its steady hum when running, setting a peaceful rhythm for your stay.
An ethanol fireplace adds warmth and ambiance without the need for a chimney, blending clean modern design with cozy, inviting comfort in the schoolhouse’s living space.
In winter, the hollow turns still and white, the creek whispering softly beneath a veil of frost.
Above the vanity, a stylish mirror is complemented by a magnified mirror for close-up tasks. Soft towels and all bathroom essentials are thoughtfully provided, blending functionality with the schoolhouse’s clean, modern design.
On your walk from the schoolhouse, the trail leads past whispering trees toward a view of rolling mountains.
Dog bowls, food, treats, and a cozy bed are all provided, ensuring your furry friend feels right at home alongside you in the schoolhouse.
The creek winds through the frozen woods, a silver thread weaving life through the stillness.
A curated selection of spices awaits in the schoolhouse kitchen, offering warm, fragrant notes that reflect its unique charm. From everyday essentials to bold flavors, each jar invites guests to create meals in this thoughtfully restored space
Whether you’re sipping coffee by the creek or reading under the trees, the beauty of the hollow surrounds you.
A sleek downdraft oven anchors the schoolhouse kitchen, making cooking easy and smoke-free. Essentials like oats, flour, olive oil, and simple staples are stocked and ready, giving guests everything they need to create effortless, comforting meals.
Mist rises from the woods at dawn, wrapping the old schoolhouse in a storybook stillness
A sleek marble dining table complements the kitchen’s open counter, creating a seamless flow in the airy space. Thoughtful kitchen art adds character and warmth, blending modern design with a touch of personality throughout the schoolhouse.
Sunset paints the hills in fading light as you stroll toward the distant silhouette of the mountains.
The bed faces a smart TV, with a wall of books and a wall-to-wall chalkboard creating a striking, playful backdrop. This mix of entertainment, learning, and style makes the bedroom both cozy and inspiring.
Step outside and you’re greeted by birdsong, rustling woods, and the quiet calm of nature untouched
As you pull up to the Schoolhouse, the woods open to reveal its timeless charm, tucked beside a winding seasonal creek, framed by trees, and backed by distant foothills. It feels like stepping into a quiet story from long ago.
The seasonal creek winds quietly through the woods, weaving between tall trees like a silver ribbon of peace
The bed is complemented by a collection of games, vinyl records, and a desk, creating a multifunctional space for rest, play, and creativity. This thoughtful setup blends comfort with entertainment in the schoolhouse’s modern, inviting atmosphere.
Private, quiet, and wrapped in trees. This rural schoolhouse retreat sits in a hollow with a seasonal creek below; perfect for slowing down and slipping away from the noise of everyday life.
A large stacked washer and dryer are available for convenience, with laundry detergent and essential cleaning supplies provided as needed, making it easy to refresh clothes and keep the schoolhouse tidy.
A welcoming front porch and a quiet rural setting; this schoolhouse invites you to slow down the moment you arrive. Simple, calm, and full of charm.
Elegant marble dining table sits before a striking backdrop: a chalkboard with a row of books along the top, accessible by a sliding ladder. This blend of modern sophistication and playful, scholarly charm defines the schoolhouse’s unique open space.
A peaceful pause in the trees: stretch out in the hammock, listen to the leaves, and let the day slow down. Nature’s reset button is right here.
A cozy couch, smart TV, candle burner, lush plants, and thoughtful decor create a warm, stylish living space. The schoolhouse blends comfort with clean modern touches, making it an inviting place to relax and unwind.
Settle into the cowboy fire pit area with two comfy Adirondack chairs, grill tools ready, and the creek flowing in winter and spring. A simple rural moment that feels like a true escape.
A standalone tub invites relaxation, complete with a tub tray for drinks or a book. Large windows fill the space with natural light, and a nearby TV offers entertainment, creating a serene and modern bathing retreat.
View of pure calm; a rural schoolhouse nestled in a private tree-filled hollow beside a seasonal creek. Come escape, unwind, and enjoy the quiet that only a place like this can offer.
As you pull up to the Schoolhouse, the woods open to reveal its timeless charm, tucked beside a winding seasonal creek, framed by trees, and backed by distant foothills. It feels like stepping into a quiet story from long ago.
“Est. 1919” sign graces the front of the schoolhouse, proudly highlighting its history while setting the tone for the blend of historic charm and modern design inside.
A hammock tucked beneath the trees—your own quiet corner to rest, read, or drift off while the breeze moves through the hollow. Simple, calm, and completely yours.
The bathroom features elegant marble floors and a spacious shower, complemented by plush towels and soft bathrobes. With a separate shower area, it combines luxury and comfort in a bright, modern design.
Two Adirondack chairs, a cowboy fire pit, and a creek that runs in winter and spring; your perfect spot to grill, relax, and listen to the quiet. Everything you need is right here.
A full set of glasses, wine glasses, and cozy mugs is neatly arranged in the schoolhouse kitchen, offering everything from morning coffee to an evening toast. Thoughtful, modern pieces keep the space both functional and inviting.
A cozy corner of the hollow: a cowboy fire pit, grill tools at the ready, two Adirondack chairs, and the creek alive in winter and spring. Slow down and soak in the season.
A chalkboard stretches across the back wall, giving the schoolhouse a playful nod to its past. The open space features a rolling ladder, inviting exploration, while cozy games and a comfortable bed make the room both fun and relaxing for every guest.
The kitchen features an etched “Jennings Hollow School” tray, paired with salt and pepper shakers, a stylish lamp, and essential oils like olive and avocado, blending functional touches with the schoolhouse’s unique, modern charm.
Cozy up in the Schoolhouse! ✏️️ Chalkboard fun, giant sofa, and big-screen TV await!
Use the typewriter for a touch of nostalgia, or set it aside to work comfortably at the desk. The space balances vintage charm with modern functionality, letting you create, write, or focus in style.
Fresh coffee beans, K-cups, sugar, creamers, and a French press are all stocked for an easy morning ritual. Whether you prefer bold brews or quick convenience, the schoolhouse kitchen has everything ready for your perfect cup.
Honey, Ale-8-One, snacks, and water are thoughtfully provided, offering guests a mix of local flavor and simple refreshments in the schoolhouse’s welcoming kitchen.
A cast iron bell at the entry adds a charming, historic touch, welcoming guests to the schoolhouse with a nod to its heritage and timeless character.
A comfy dog bed, tasty treats, and a supply of dog food are all provided, making the schoolhouse welcoming for four-legged guests too. Everything is set so your pup can relax and enjoy the stay as much as you do.
An outdoor BBQ grill is ready for use, perfect for casual meals and gatherings while enjoying the fresh air and scenic surroundings of the schoolhouse.
Before you go, leave your mark on the old chalkboard just as students once did decades ago. Write your name, a thought, or a memory to become part of the Schoolhouse story that continues to grow with every guest.
A candle burner and carefully selected books create a cozy, inviting corner, blending warm ambiance with thoughtful touches for relaxation and quiet enjoyment in the schoolhouse.
A candle burner and carefully selected books create a cozy, inviting corner, blending warm ambiance with thoughtful touches for relaxation and quiet enjoyment in the schoolhouse.
Soft, plush towels are thoughtfully provided in the bathroom, adding a touch of luxury and comfort to the schoolhouse’s clean, modern design.
Soft, plush towels are thoughtfully provided in the bathroom, adding a touch of luxury and comfort to the schoolhouse’s clean, modern design.
A chess set is available, offering a timeless way to relax, challenge the mind, and enjoy a playful moment in the schoolhouse’s cozy, modern space.
A chess set is available, offering a timeless way to relax, challenge the mind, and enjoy a playful moment in the schoolhouse’s cozy, modern space.
A sweet touch: a jar labeled “Thank you for bee-ing here” with honey, adding a charming, thoughtful welcome that brings warmth and personality to the schoolhouse.
A sweet touch: a jar labeled “Thank you for bee-ing here” with honey, adding a charming, thoughtful welcome that brings warmth and personality to the schoolhouse.
A carefully chosen book rests on the side table by the window, inviting a peaceful moment of reading while enjoying natural light and the schoolhouse’s serene, modern ambiance.
A carefully chosen book rests on the side table by the window, inviting a peaceful moment of reading while enjoying natural light and the schoolhouse’s serene, modern ambiance.
A close-up of the chalkboard reveals its rich texture and playful charm, capturing the schoolhouse’s blend of historic character and clean, modern design.
A close-up of the chalkboard reveals its rich texture and playful charm, capturing the schoolhouse’s blend of historic character and clean, modern design.
We have special treats for your furry friend. Your well-behaved pup is warmly welcomed to enjoy the Schoolhouse and its peaceful surrounding
Star-gazing devices and a guidebook are thoughtfully provided, inviting guests to explore the night sky and enjoy a serene, educational experience under the stars at the schoolhouse.
Star-gazing devices and a guidebook are thoughtfully provided, inviting guests to explore the night sky and enjoy a serene, educational experience under the stars at the schoolhouse.
A selection of records invites guests to enjoy music the classic way, adding a nostalgic, tactile touch to the schoolhouse’s modern and inviting atmosphere.
A selection of records invites guests to enjoy music the classic way, adding a nostalgic, tactile touch to the schoolhouse’s modern and inviting atmosphere.
Stylish coffee table books are thoughtfully displayed, offering visual interest and a touch of inspiration while enhancing the schoolhouse’s modern, inviting living space.
Stylish coffee table books are thoughtfully displayed, offering visual interest and a touch of inspiration while enhancing the schoolhouse’s modern, inviting living space.
A gentle creek winds through the hollow, its steady hum when running, setting a peaceful rhythm for your stay.
A gentle creek winds through the hollow, its steady hum when running, setting a peaceful rhythm for your stay.
In winter, the hollow turns still and white, the creek whispering softly beneath a veil of frost.
In winter, the hollow turns still and white, the creek whispering softly beneath a veil of frost.
On your walk from the schoolhouse, the trail leads past whispering trees toward a view of rolling mountains.
On your walk from the schoolhouse, the trail leads past whispering trees toward a view of rolling mountains.
The creek winds through the frozen woods, a silver thread weaving life through the stillness.
The creek winds through the frozen woods, a silver thread weaving life through the stillness.
Whether you’re sipping coffee by the creek or reading under the trees, the beauty of the hollow surrounds you.
Whether you’re sipping coffee by the creek or reading under the trees, the beauty of the hollow surrounds you.
Mist rises from the woods at dawn, wrapping the old schoolhouse in a storybook stillness
Mist rises from the woods at dawn, wrapping the old schoolhouse in a storybook stillness
Sunset paints the hills in fading light as you stroll toward the distant silhouette of the mountains.
Sunset paints the hills in fading light as you stroll toward the distant silhouette of the mountains.
Step outside and you’re greeted by birdsong, rustling woods, and the quiet calm of nature untouched
Step outside and you’re greeted by birdsong, rustling woods, and the quiet calm of nature untouched
A gentle creek winds through the hollow, its steady hum when running, setting a peaceful rhythm for your stay.
The seasonal creek winds quietly through the woods, weaving between tall trees like a silver ribbon of peace
The seasonal creek winds quietly through the woods, weaving between tall trees like a silver ribbon of peace
In winter, the hollow turns still and white, the creek whispering softly beneath a veil of frost.
Private, quiet, and wrapped in trees. This rural schoolhouse retreat sits in a hollow with a seasonal creek below; perfect for slowing down and slipping away from the noise of everyday life.
Private, quiet, and wrapped in trees. This rural schoolhouse retreat sits in a hollow with a seasonal creek below; perfect for slowing down and slipping away from the noise of everyday life.
On your walk from the schoolhouse, the trail leads past whispering trees toward a view of rolling mountains.
A welcoming front porch and a quiet rural setting; this schoolhouse invites you to slow down the moment you arrive. Simple, calm, and full of charm.
A welcoming front porch and a quiet rural setting; this schoolhouse invites you to slow down the moment you arrive. Simple, calm, and full of charm.
The creek winds through the frozen woods, a silver thread weaving life through the stillness.
A peaceful pause in the trees: stretch out in the hammock, listen to the leaves, and let the day slow down. Nature’s reset button is right here.
A peaceful pause in the trees: stretch out in the hammock, listen to the leaves, and let the day slow down. Nature’s reset button is right here.
Whether you’re sipping coffee by the creek or reading under the trees, the beauty of the hollow surrounds you.
Settle into the cowboy fire pit area with two comfy Adirondack chairs, grill tools ready, and the creek flowing in winter and spring. A simple rural moment that feels like a true escape.
Settle into the cowboy fire pit area with two comfy Adirondack chairs, grill tools ready, and the creek flowing in winter and spring. A simple rural moment that feels like a true escape.
Mist rises from the woods at dawn, wrapping the old schoolhouse in a storybook stillness
View of pure calm; a rural schoolhouse nestled in a private tree-filled hollow beside a seasonal creek. Come escape, unwind, and enjoy the quiet that only a place like this can offer.
View of pure calm; a rural schoolhouse nestled in a private tree-filled hollow beside a seasonal creek. Come escape, unwind, and enjoy the quiet that only a place like this can offer.
Sunset paints the hills in fading light as you stroll toward the distant silhouette of the mountains.
A hammock tucked beneath the trees—your own quiet corner to rest, read, or drift off while the breeze moves through the hollow. Simple, calm, and completely yours.
A hammock tucked beneath the trees—your own quiet corner to rest, read, or drift off while the breeze moves through the hollow. Simple, calm, and completely yours.
Step outside and you’re greeted by birdsong, rustling woods, and the quiet calm of nature untouched
Two Adirondack chairs, a cowboy fire pit, and a creek that runs in winter and spring; your perfect spot to grill, relax, and listen to the quiet. Everything you need is right here.
Two Adirondack chairs, a cowboy fire pit, and a creek that runs in winter and spring; your perfect spot to grill, relax, and listen to the quiet. Everything you need is right here.
The seasonal creek winds quietly through the woods, weaving between tall trees like a silver ribbon of peace
A cozy corner of the hollow: a cowboy fire pit, grill tools at the ready, two Adirondack chairs, and the creek alive in winter and spring. Slow down and soak in the season.

Hidden Creek Schoolhouse - Monticello

  1. United States
  2. /
  3. Kentucky
  4. /
  5. Monticello
3 guests
1 bedrooms
1 bathrooms
Condo•Entire place
Toni & Jason profile picture

Hosted by Toni & Jason

1 year hosting on Houfy

Identity verified

This host verified their email and phone number on Houfy.

Pets are allowed

Book Direct and Save

Save on service fees by booking direct on Houfy.

Have Questions?

Toni & Jason typically responds within within an hour

About this place

Located between Dale Hollow Lake and Lake Cumberland, tucked in a Hollow down a quiet track, you’ll find a schoolhouse from way back. Built in 1919, cozy and sweet, with original wooden floors and charm complete. The creek hums low when the time is right, and summer skies glow soft and bright. Lakes are near if you choose to roam, but the Hollow feels like home. Spring blooms, autumn glows, winter hushes with snow; at Hidden Creek, time slows in a storybook place.

Modern Cabin Schoolhouse Escape – Disconnect, Relax, Reconnect with Nature

Welcome to our lovingly transformed schoolhouse—now a modern cabin escape nestled in the heart of nature. Whether you're seeking a romantic retreat, a solo reset, or a creative hideaway, this is your space to unplug and recharge.

🌿 Surroundings That Sing With Life
Step outside into a world alive with nature. Birds chirping, butterfly's fluttering , deer wandering through the woods, cows mooing in the distance—it's a peaceful harmony you won’t find in the city.

🛋️ Modern Comforts Inside
Inside, you’ll find all the modern amenities thoughtfully provided for your stay:

A fully equipped kitchen with a high-end downdraft stove, microwave, dishwasher, essential utensils, and basic staples

A compact fridge, perfectly sized to store your whole-food cooking needs

A luxurious bathroom with everything you need to relax and refresh

A spacious king-size bed for a restful night’s sleep

A large-screen TV for streaming your favorite shows or catching the game

A collection of books and record player to set the mood

📍 Off the Beaten Path
There’s no food delivery this far out, but that’s part of the charm. Town is just a scenic 20-minute drive away, where you'll find a few local dining options and supplies if needed.

🪵 Unplug or Stay Connected—Your Choice
Want to disconnect? You can. Need to stay plugged in? We’ve got you covered. Whether it’s writing, reading, or just soaking in the quiet—this space invites you to slow down and just be.

🌅 The Little Extras That Make It Special

A cozy front porch, perfect for morning coffee or unwinding on cool evenings

Wander and explore the Hollow Road – Disconnect, Relax, Reconnect with Nature

Visit Dale Hollow and Lake Cumberland

Come stay a while. Breathe deeply. Let the world wait.

Access is simple; just park right next to the schoolhouse, and you're only a few steps from the front door

We are not on the premises, so you'll have complete privacy during your stay. Feel free to reach out anytime through the app. For urgent or late-night emergencies, you can give us a phone call directly.

Tucked away in a quiet hollow, you’ll find a charming countryside retreat surrounded by just a handful of homes, each set at a comfortable distance for peace and privacy. Wander down the lane and let the stillness of the hollow embrace you, where time seems to slow and nature whispers all around. At the bottom of the property, a seasonal creek awakens in late fall and spring, its gentle flow adding a touch of enchantment to this serene escape.

You’ll need a vehicle to get here

🔥 Downdraft Oven: Perfect for cooking delicious meals during your stay.

❄️ Fridge: Occasionally makes a clicking sound—totally normal and nothing to worry about.

🌬️ Air Purifier: Available for your use if you’d like fresher indoor air—feel free to plug it in as needed.

🧼 Dishwasher Door: Please use caution—the door doesn’t stay open on its own and may spring back up unexpectedly.

Be mindful of the Neighbors everyone is here for the peace.

Sleeping configuration

Room 1

1 king bed, 1 single bed

Living Room

What this place offers

43 Amenities
Washing Machine
Iron & Board
Hair Dryer
Linens Provided
Full Kitchen
Oven
Hot Tub
Fire Pit
High Speed Internet
Laptop friendly workspace
TV
Smoke Detector
Processing...

Property Suitability

Please review these important guidelines to ensure this property meets your needs and expectations.

No children allowed

No events allowed

No smoking allowed

Parking Included

Meet the Host

Toni & Jason profile picture
Toni & Jason

Owner

English
n efforts to contribute to revitalizing Frankfort's Historic Area the 3-unit property was purchased in 2020 and is slowly being renovated by us with respect for the built environment. We currently spend our time between FL & KY.

Jason a British/American Master Carpenter, Toni a Jamaican/American trained Architect working in Civil Engineering.

We are so delighted to share our designed spaces with guests from all over!
Member Since
April 2024

Have Questions?

Toni & Jason typically responds within within an hour

Select travel dates

More places to stay in Monticello:

Other Listings by Toni & Jason

View All
Frankfort•Kentucky

Bourbon Trio - 3 distinct units

4 bedrooms3 bathrooms
Frankfort•Kentucky

Carriage on Capital near Distilleries & Downtown

1 bedrooms1 bathrooms
Frankfort•Kentucky

Garden on Capital-Bourbon & Horse Country

2 bedrooms1 bathrooms
Frankfort•Kentucky

Loft on Capital - Ideally located to Distilleries

1 bedrooms1 bathrooms

Policies & Rules

Check-In
3PM
Flexible timing
Check-Out
Flexible
Standard
Max Guests
3 People
Including infants
Min Age
18
Primary renter
Not Allowed
Smoking • Parties

Click sections for details • All policies strictly enforced

Explore more vacation rentals around Monticello

Your Guests. Your Terms. Your Profits

Join thousands of hosts who have discovered the freedom of direct bookings

Get started
Add dates for prices

Settings

© 2025 Houfy, Inc
TermsPrivacyCookiesSitemap