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Our top choices for Winchester cottages
Cottage in Winchester
Tiny Home w/ RV Hookups8.8 out of 10, Excellent, (8)
"Very clean highly recommend if you are looking to get away and relax "
Jeffrey
$219 nightly
The price is $251
Dec 23 - Dec 24
Total with taxes and fees
Cottage in Monteagle
Story-time Stay at Our Rupert Cottage!8.8 out of 10, Excellent, (6)
"Loved staying here. The staff, the cabin, the atmosphere were perfect for this weary traveler! It was great having the consistentcy of the cabin to stay at while seeking my forevervhome in Nashville! I am so grateful"
Beth L.
$156 nightly
The price is $169
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage in Monteagle
Catch Some ZZZ's at the Grizzly Cottage9.6 out of 10, Exceptional, (5)
"Very comfortable and clean, close to hiking trails. We enjoyed our stay very much!"
Marni F.
$171 nightly
The price is $188
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage in Tracy City
Swordfish Suite DOG friendly- Pup Shed Retreat10.0 out of 10, Exceptional, (15)
"My family had a wonderful time at this tiny house (which is a bit of a misnomer as we had tons of space for four adults and two children)! The surrounding community is really lovely, and we took advantage of multiple gorgeous hiking trails with waterfall views a very short distance away. All in all, we had a really great time!"
Jennifer L.
$286 nightly
The price is $336
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cottage in Mulberry
Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast10.0 out of 10, Exceptional, (44)
"Beautiful property and wonderful proprietors."
Dawn K.
$254 nightly
The price is $287
Dec 22 - Dec 23
Total with taxes and fees
$156 nightly
The price is $156
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage in Kelso
Bluebird Rest - Lakefront Cottage10.0 out of 10, Exceptional, (55)
"We enjoyed our stay very much. Nice property and the owner’s are very friendly and accommodating. "
Kara D.
$395 nightly
The price is $446
Dec 22 - Dec 23
Total with taxes and fees
Cottage in Tracy City
Peaceful Mountaintop Cottage9.8 out of 10, Exceptional, (15)
"We had a group in town to see a show at the Caverns. The property had everything we needed and we enjoyed our stay. We will definitely look to stay here next time we are in the area."
Andrew G.
$432 nightly
The price is $505
Dec 22 - Dec 23
Total with taxes and fees
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.
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Top Winchester Hotel Reviews
Motel 6 Manchester, TN
10/10 Excellent
Find out more about Winchester
Winchester Cottages information
Number of reviews | 113 |
|---|---|
Accommodation | 65 Cottages |
Lowest Price | $156 |
Highest Price | $505 |
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