Monteagle, TN

Sleepy Hollow at The Retreat at Sunset Bluff

1 bedroom 4 beds 3 baths 8 guests 4.9 (12)

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"

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) AvailabilityMin Stay (nights)
May 30, 2026$392.20Not Available2
May 31, 2026$104.94Available1
Jun 1, 2026$106Available1
Jun 2, 2026$106Available1
Jun 3, 2026$104.94Available1
Jun 4, 2026$114.48Available1
Jun 5, 2026$175.96Available2
Jun 6, 2026$192.92Available2
Jun 7, 2026$185.50Available1
Jun 8, 2026$186.56Not Available1
Jun 9, 2026$179.14Not Available1
Jun 10, 2026$184.44Not Available1
Jun 11, 2026$227.90Available1
Jun 12, 2026$232.14Available2
Jun 13, 2026$304.22Not Available2
Jun 14, 2026$279.84Not Available1
Jun 15, 2026$243.80Available1
Jun 16, 2026$160.06Available1
Jun 17, 2026$160.06Available1
Jun 18, 2026$170.66Available1
Jun 19, 2026$214.12Available2
Jun 20, 2026$215.18Available2
Jun 21, 2026$159Available1
Jun 22, 2026$152.64Available1
Jun 23, 2026$152.64Available1
Jun 24, 2026$159Available1
Jun 25, 2026$167.48Not Available1
Jun 26, 2026$205.64Not Available2
Jun 27, 2026$209.88Not Available2
Jun 28, 2026$153.70Available1
Jun 29, 2026$135.68Available1
Jun 30, 2026$136.74Available1
Jul 1, 2026$144.16Available1
Jul 2, 2026$244.86Available1
Jul 3, 2026$245.92Available2
Jul 4, 2026$245.92Available2
Jul 5, 2026$144.16Available1
Jul 6, 2026$139.92Available1
Jul 7, 2026$142.04Available1
Jul 8, 2026$138.86Available1
Jul 9, 2026$139.92Available1
Jul 10, 2026$179.14Available2
Jul 11, 2026$180.20Available2
Jul 12, 2026$137.80Available1
Jul 13, 2026$132.50Available1
Jul 14, 2026$134.62Available1
Jul 15, 2026$133.56Available1
Jul 16, 2026$140.98Available1
Jul 17, 2026$166.42Available2
Jul 18, 2026$168.54Available2
Jul 19, 2026$140.98Available1
Jul 20, 2026$132.50Available1
Jul 21, 2026$133.56Available1
Jul 22, 2026$137.80Available1
Jul 23, 2026$136.74Available1
Jul 24, 2026$168.54Available2
Jul 25, 2026$167.48Available2
Jul 26, 2026$134.62Available1
Jul 27, 2026$129.32Available1
Jul 28, 2026$129.32Available1
Jul 29, 2026$146.28Available1
Jul 30, 2026$147.34Not Available1
Jul 31, 2026$184.44Not Available2
Aug 1, 2026$188.68Available2
Aug 2, 2026$157.94Available1
Aug 3, 2026$139.92Available1
Aug 4, 2026$137.80Available1
Aug 5, 2026$143.10Available1
Aug 6, 2026$144.16Available1
Aug 7, 2026$166.42Available2
Aug 8, 2026$166.42Available2
Aug 9, 2026$139.92Available1
Aug 10, 2026$137.80Available1
Aug 11, 2026$140.98Available1
Aug 12, 2026$140.98Available1
Aug 13, 2026$142.04Available1
Aug 14, 2026$160.06Available2
Aug 15, 2026$172.78Available2
Aug 16, 2026$147.34Available1
Aug 17, 2026$144.16Available1
Aug 18, 2026$147.34Available1
Aug 19, 2026$155.82Available1
Aug 20, 2026$162.18Available1
Aug 21, 2026$189.74Available2
Aug 22, 2026$192.92Available2
Aug 23, 2026$156.88Available1
Aug 24, 2026$146.28Available1
Aug 25, 2026$143.10Available1
Aug 26, 2026$138.86Available1
Aug 27, 2026$148.40Available1
Aug 28, 2026$184.44Available2

Where you'll sleep

Amenities

Hot tub
Patio
Free parking
Fridge
Dining table
Wifi
Bath linens
TV

4.9 · 12 reviews

E
Elizabeth M.
2 weeks ago

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!

S
Spencer D.
April 2026

Had a great time at this beautiful tiny home. Thanks!

B
Bob G.
February 2026

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

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.