Book a Cabin in Winchester, TN

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Top Cabins in Winchester

Tiny Home in Deer Lick Falls Community

Tiny Home in Deer Lick Falls Community

Monteagle TN
$171 nightly
The price is $171 total per night
$171 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Sasquatch Farm

Sasquatch Farm

3 out of 5
2985 Browns Trace Rd South Pittsburg TN
$175 nightly
The price is $201 total per night
$201 total
Dec 28 - Dec 29
Total with taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area, laundry facilities, and barbecue grills are also on offer.
Pet friendly
Parking included
A very rustic converted pole barn unique cozy cabin

A very rustic converted pole barn unique cozy cabin

Estill Springs TN
$140 nightly
The price is $160 total per night
$160 total
Dec 28 - Dec 29
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly
Battle Cry Cabin – A Civil War Retreat

Battle Cry Cabin – A Civil War Retreat

2 out of 5
Tracy City TN
$190 nightly
The price is $190 total per night
$190 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stay at this cabin in Tracy City. Enjoy an in-room coffeemaker and in-room fireplaces. Popular attractions Fiery Gizzard Grundy Forest Trailhead and South Cumberland State Park are located nearby.
Kitchen
Pet friendly
Dove Treehouse: Treetop Bliss on Monteagle

Dove Treehouse: Treetop Bliss on Monteagle

Monteagle TN
$261 nightly
The price is $295 total per night
$295 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

2 out of 5
Monteagle TN
$174 nightly
The price is $174 total per night
$174 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Stay at this cabin in Monteagle. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Harton Park and Monteagle Sunday School Assembly are located nearby.
Kitchen
Washer
Sunset Ridge @ Trailhead Cabins

Sunset Ridge @ Trailhead Cabins

Monteagle TN
$248 nightly
The price is $290 total per night
$290 total
Dec 28 - Dec 29
Total with taxes and fees
This cabin features laundry facilities.
Kitchen
Washer
The Cabin in Tracy City

The Cabin in Tracy City

Tracy City TN
$175 nightly
The price is $175 total per night
$175 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A garden is available at this cabin.
Free WiFi
Air conditioning
Scandinavian Treetop Bliss @ Terralodge

Scandinavian Treetop Bliss @ Terralodge

Monteagle TN
$185 nightly
The price is $209 total per night
$209 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Escape to Banjo Bungalow your cozy 2-bdrm lakefront cabin on 27 private acres

Escape to Banjo Bungalow your cozy 2-bdrm lakefront cabin on 27 private acres

Altamont TN
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Muse at Monteagle at The Retreat at Deer Lick Falls

Muse at Monteagle at The Retreat at Deer Lick Falls

Monteagle TN
$263 nightly
The price is $295 total per night
$295 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
The Great Escape at The Retreat at Sunset Bluff

The Great Escape at The Retreat at Sunset Bluff

Monteagle TN
$343 nightly
The price is $387 total per night
$387 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Winchester

Modern Charm with Rare Flat Lot, Dock, Game Area

Modern Charm with Rare Flat Lot, Dock, Game Area

Winchester TN
Get rates
10/10 Exceptional! (4 reviews)

Winchester Cabins essential information

Accommodation
158 Cabins
Lowest Price
$52
Highest Price
$387
Popular accommodation
Tiny Home in Deer Lick Falls Community, Sasquatch Farm, A very rustic converted pole barn unique cozy cabin , Battle Cry Cabin – A Civil War Retreat, Dove Treehouse: Treetop Bliss on Monteagle, Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space, Sunset Ridge @ Trailhead Cabins, The Cabin in Tracy City, Scandinavian Treetop Bliss @ Terralodge, Escape to Banjo Bungalow your cozy 2-bdrm lakefront cabin on 27 private acres, Muse at Monteagle at The Retreat at Deer Lick Falls, The Great Escape at The Retreat at Sunset Bluff

Frequently asked questions

What is the price range for cabins near Winchester?
Take time out in one of the comfy cabins near Winchester from $52 to $387 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Winchester?
Book yourself a great cabin in or around Winchester for only $52 a night. This was the lowest rate offered in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Winchester cabin rentals?
Book your next retreat at one of the 707 options around Winchester. Two top picks here include Newly Remodeled Log Cabin Near Desoto State Park And Historic Downtown Mentone and Cabin - 3 Miles To Jack Daniels Distillery. From cozy furnishings to beautiful natural surroundings, there's something to suit everyone on Travelocity.
What is there to do when renting a cabin near Winchester?
Secluded in nature yet as cozy as your own home, Winchester cabins are excellent bases for families. Reserve one of our cheap cabin rentals and spend your break chasing epic adventure.

  • Hop behind the wheel and hit the road for Ruby Falls. It's around 75 mi east of Winchester and a favorite among younger travelers (as well as their parents!).
  • Gather the gang and make your way to Rock City. This sight is about 75 mi to the east of Winchester.
  • If you're escaping with the kids, squeeze in a visit to Huntsville Botanical Garden. It's around 70 mi to the southwest of Winchester and a hot spot for families.

What are some Winchester luxury cabins?
Whether you're looking for a luxurious stay for a special anniversary or you just want to indulge, we've got loads of Winchester luxury cabins to suit. Spend your next vacation enjoying the finer things at one of these top-end escapes:


What are some river cabins near Winchester?
Wake up every morning to beautiful water views and the sweet sound of birds tweeting when you stay at one of these river cabins near Winchester. From homely rustic retreats to large luxury cabins right on the riverfront, we know you'll find one that ticks all the boxes.


What are some Winchester cabins with pools?
If you want to create a big splash on your getaway, lock in a Winchester cabin with a pool. Spend your time having a blast in the water at one of these great options:


What are some great Winchester cabins?
Situated in nature but with many home comforts, nothing beats a cabin stay if you want to enjoy the great outdoors. Leave the rat race behind at one of these great Winchester cabins:


How can I find a great cabin near Winchester on Travelocity?
Enter your travel details like dates and number of guests, then use our convenient filter tool to narrow the results. From cheap cabin rentals that are small and cozy to family cabins with enough space for the entire family, we've got your next getaway covered. Travelocity's Price Guarantee also means you're guaranteed an amazing deal. For even greater peace of mind, lock in a Winchester cabin with free cancellation, just in case there's a change of plans.

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