Monteagle, TN
Sleepy Hollow at The Retreat at Sunset Bluff
About the property
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.
Note: Firewood is not included, but you’re welcome to bring your own or purchase a bundle from Retreat Vacations.
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"
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.
Note: Firewood is not included, but you’re welcome to bring your own or purchase a bundle from Retreat Vacations.
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"
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.
Note: Firewood is not included, but you’re welcome to bring your own or purchase a bundle from Retreat Vacations.
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"
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| May 30, 2026 | $392.20 | Not Available | 2 |
| May 31, 2026 | $104.94 | Available | 1 |
| Jun 1, 2026 | $106 | Available | 1 |
| Jun 2, 2026 | $106 | Available | 1 |
| Jun 3, 2026 | $104.94 | Available | 1 |
| Jun 4, 2026 | $114.48 | Available | 1 |
| Jun 5, 2026 | $175.96 | Available | 2 |
| Jun 6, 2026 | $192.92 | Available | 2 |
| Jun 7, 2026 | $185.50 | Available | 1 |
| Jun 8, 2026 | $186.56 | Not Available | 1 |
| Jun 9, 2026 | $179.14 | Not Available | 1 |
| Jun 10, 2026 | $184.44 | Not Available | 1 |
| Jun 11, 2026 | $227.90 | Available | 1 |
| Jun 12, 2026 | $232.14 | Available | 2 |
| Jun 13, 2026 | $304.22 | Not Available | 2 |
| Jun 14, 2026 | $279.84 | Not Available | 1 |
| Jun 15, 2026 | $243.80 | Available | 1 |
| Jun 16, 2026 | $160.06 | Available | 1 |
| Jun 17, 2026 | $160.06 | Available | 1 |
| Jun 18, 2026 | $170.66 | Available | 1 |
| Jun 19, 2026 | $214.12 | Available | 2 |
| Jun 20, 2026 | $215.18 | Available | 2 |
| Jun 21, 2026 | $159 | Available | 1 |
| Jun 22, 2026 | $152.64 | Available | 1 |
| Jun 23, 2026 | $152.64 | Available | 1 |
| Jun 24, 2026 | $159 | Available | 1 |
| Jun 25, 2026 | $167.48 | Not Available | 1 |
| Jun 26, 2026 | $205.64 | Not Available | 2 |
| Jun 27, 2026 | $209.88 | Not Available | 2 |
| Jun 28, 2026 | $153.70 | Available | 1 |
| Jun 29, 2026 | $135.68 | Available | 1 |
| Jun 30, 2026 | $136.74 | Available | 1 |
| Jul 1, 2026 | $144.16 | Available | 1 |
| Jul 2, 2026 | $244.86 | Available | 1 |
| Jul 3, 2026 | $245.92 | Available | 2 |
| Jul 4, 2026 | $245.92 | Available | 2 |
| Jul 5, 2026 | $144.16 | Available | 1 |
| Jul 6, 2026 | $139.92 | Available | 1 |
| Jul 7, 2026 | $142.04 | Available | 1 |
| Jul 8, 2026 | $138.86 | Available | 1 |
| Jul 9, 2026 | $139.92 | Available | 1 |
| Jul 10, 2026 | $179.14 | Available | 2 |
| Jul 11, 2026 | $180.20 | Available | 2 |
| Jul 12, 2026 | $137.80 | Available | 1 |
| Jul 13, 2026 | $132.50 | Available | 1 |
| Jul 14, 2026 | $134.62 | Available | 1 |
| Jul 15, 2026 | $133.56 | Available | 1 |
| Jul 16, 2026 | $140.98 | Available | 1 |
| Jul 17, 2026 | $166.42 | Available | 2 |
| Jul 18, 2026 | $168.54 | Available | 2 |
| Jul 19, 2026 | $140.98 | Available | 1 |
| Jul 20, 2026 | $132.50 | Available | 1 |
| Jul 21, 2026 | $133.56 | Available | 1 |
| Jul 22, 2026 | $137.80 | Available | 1 |
| Jul 23, 2026 | $136.74 | Available | 1 |
| Jul 24, 2026 | $168.54 | Available | 2 |
| Jul 25, 2026 | $167.48 | Available | 2 |
| Jul 26, 2026 | $134.62 | Available | 1 |
| Jul 27, 2026 | $129.32 | Available | 1 |
| Jul 28, 2026 | $129.32 | Available | 1 |
| Jul 29, 2026 | $146.28 | Available | 1 |
| Jul 30, 2026 | $147.34 | Not Available | 1 |
| Jul 31, 2026 | $184.44 | Not Available | 2 |
| Aug 1, 2026 | $188.68 | Available | 2 |
| Aug 2, 2026 | $157.94 | Available | 1 |
| Aug 3, 2026 | $139.92 | Available | 1 |
| Aug 4, 2026 | $137.80 | Available | 1 |
| Aug 5, 2026 | $143.10 | Available | 1 |
| Aug 6, 2026 | $144.16 | Available | 1 |
| Aug 7, 2026 | $166.42 | Available | 2 |
| Aug 8, 2026 | $166.42 | Available | 2 |
| Aug 9, 2026 | $139.92 | Available | 1 |
| Aug 10, 2026 | $137.80 | Available | 1 |
| Aug 11, 2026 | $140.98 | Available | 1 |
| Aug 12, 2026 | $140.98 | Available | 1 |
| Aug 13, 2026 | $142.04 | Available | 1 |
| Aug 14, 2026 | $160.06 | Available | 2 |
| Aug 15, 2026 | $172.78 | Available | 2 |
| Aug 16, 2026 | $147.34 | Available | 1 |
| Aug 17, 2026 | $144.16 | Available | 1 |
| Aug 18, 2026 | $147.34 | Available | 1 |
| Aug 19, 2026 | $155.82 | Available | 1 |
| Aug 20, 2026 | $162.18 | Available | 1 |
| Aug 21, 2026 | $189.74 | Available | 2 |
| Aug 22, 2026 | $192.92 | Available | 2 |
| Aug 23, 2026 | $156.88 | Available | 1 |
| Aug 24, 2026 | $146.28 | Available | 1 |
| Aug 25, 2026 | $143.10 | Available | 1 |
| Aug 26, 2026 | $138.86 | Available | 1 |
| Aug 27, 2026 | $148.40 | Available | 1 |
| Aug 28, 2026 | $184.44 | Available | 2 |
Where you'll sleep
Amenities
4.9 · 12 reviews
We thoroughly enjoyed our stay at Sleepy Hollow! The beds were comfy, the bathrooms larger and more luxurious than expected (are all tiny house bathrooms this great??), and the kitchen island easily sat six around it to hang out while cooking meals. The cabin technically sleeps eight, and that is what we had initially planned, but we ended up with six of us and I think that was the perfect number of people for the space, unless younger kids are in the mix. The wraparound porch was a favorite feature and a wonderful place to hang out on comfy seating, or eat a meal at the larger outdoor dining room table, or sit and read while listening to the birds and the stream. The only reason I haven’t given five stars is because one of the door knobs to the porch fell off many times when we turned it (separate from the deadbolt, so no worries) and several lightbulbs were burnt out. But this truly is a five star property in every other way!
Had a great time at this beautiful tiny home. Thanks!
We loved our week-long stay at Sleepy Hollow! Though it was early February, we were cozy and warm in this “tiny house”, which is actually not so tiny. The house is furnished with rustic antiques that reminded us of a historic hotel in the mountains. The kitchen is fully equipped and the living room furniture is quite comfortable. We spent most of our time exploring the trail in the Sunset Bluff community and sampling local cuisine in Monteagle and Sewanee. We highly recommend you try a special breakfast at Sewanee Inn, pizza for lunch at The Mountain Goat, and an Italian dinner at Papa Ron’s. We plan to return in the spring, so we can enjoy the wraparound porches, firepit, and hot tub (our grandkids can’t wait!). Sleepy Hollow is definitely our favorite Airbnb, a very clean and well stocked house that will make you want to return again and again.
Where you'll be
Monteagle, TN, 37356, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.

