Hot Winchester Cottage Rates

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Featured Cottages in Winchester

Peaceful Mountaintop Cottage

Peaceful Mountaintop Cottage

Tracy City
The price is AU$781 per night from 14 Dec to 15 Dec
AU$781
14 Dec - 15 Dec
includes taxes & fees
Located in Tracy City, this cottage is in the mountains, a 3-minute drive from South Cumberland State Park and 6 minutes from Fiery Gizzard Grundy Forest ...
Opens in a new windowPeaceful Mountaintop Cottage
Hollerback Hunt & Yacht Club, peaceful lakefront with private dock on 6 Acres

Hollerback Hunt & Yacht Club, peaceful lakefront with private dock on 6 Acres

Altamont
With a stay at this cottage in Altamont, you'll be on the waterfront, and 13.5 mi (21.7 km) from May Prairie Designated State Natural Area and 14.8 mi (23.8 ...
Opens in a new windowHollerback Hunt & Yacht Club, peaceful lakefront with private dock on 6 Acres
Charming cottage in wooded location

Charming cottage in wooded location

Sewanee
Located in Sewanee, this cottage is in the mountains, a 3-minute drive from Sewanee Natural Bridge and 6 minutes from Angel Park.
Opens in a new windowCharming cottage in wooded location
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Swordfish Suite DOG friendly- Pup Shed Retreat

Swordfish Suite DOG friendly- Pup Shed Retreat

Tracy City
The price is AU$534 per night from 30 Nov to 1 Dec
AU$534
30 Nov - 1 Dec
includes taxes & fees
When you stay at this cottage in Tracy City, you'll be on a lake, within a 5-minute drive of Fiery Gizzard Grundy Forest Trailhead and South Cumberland State ...
Opens in a new windowSwordfish Suite DOG friendly- Pup Shed Retreat
Cozy and quiet lake & mountain tiny home retreat. Fire pit + pet friendly!

Cozy and quiet lake & mountain tiny home retreat. Fire pit + pet friendly!

Tracy City
When you stay at this cottage in Tracy City, you'll be within a 10-minute drive of Fiery Gizzard Grundy Forest Trailhead and Bigfoot Adventure TN Zipline.
Opens in a new windowCozy and quiet lake & mountain tiny home retreat. Fire pit + pet friendly!
Story-time Stay at Our Rupert Cottage!

Story-time Stay at Our Rupert Cottage!

Monteagle
The price is AU$262 per night from 14 Dec to 15 Dec
AU$262
14 Dec - 15 Dec
includes taxes & fees
Located in Monteagle, this cottage is in the mountains, a 1-minute drive from South Cumberland State Park and 5 minutes from Harton Park.
Opens in a new windowStory-time Stay at Our Rupert Cottage!
Tennessee Cabin with Hot Tub and Boating Access

Tennessee Cabin with Hot Tub and Boating Access

Tullahoma
With a stay at this cottage in Tullahoma, you'll be within a 5-minute walk of Tims Ford State Park and Tims Ford Lake.
Opens in a new windowTennessee Cabin with Hot Tub and Boating Access
Cozy family friendly 2 bedroom lakefront cottage in charming Tracy City TN

Cozy family friendly 2 bedroom lakefront cottage in charming Tracy City TN

Tracy City
When you stay at this cottage in Tracy City, you'll be within a 10-minute drive of Fiery Gizzard Grundy Forest Trailhead and South Cumberland State Park.
Opens in a new windowCozy family friendly 2 bedroom lakefront cottage in charming Tracy City TN
The Livery at Rainbows End

The Livery at Rainbows End

Shelbyville
With a stay at this cottage in Shelbyville, you'll be a 3-minute walk from Calsonic Arena and 10 minutes by foot from Tennessee Walking Horse Celebration.
Opens in a new windowThe Livery at Rainbows End
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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.

Winchester Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winchester will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winchester definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winchester, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winchester Cottages essential information

Accommodation
64 Cottages
Lowest Price
AU$162
Highest Price
AU$781
Popular accommodation
Peaceful Mountaintop Cottage, Hollerback Hunt & Yacht Club, peaceful lakefront with private dock on 6 Acres, Charming cottage in wooded location, Swordfish Suite DOG friendly- Pup Shed Retreat, Cozy and quiet lake & mountain tiny home retreat. Fire pit + pet friendly!, Story-time Stay at Our Rupert Cottage!, Tennessee Cabin with Hot Tub and Boating Access, Cozy family friendly 2 bedroom lakefront cottage in charming Tracy City TN, The Livery at Rainbows End

Top trending hotels in Winchester

Best Western Inn

Best Western Inn

2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 23 Nov to 24 Nov
AU$162
23 Nov - 24 Nov
includes taxes & fees
Located in Winchester, Best Western Inn is in the business district, within a 5-minute drive of Franklin County Farmers Market and County Plaza Shopping ...
Opens in a new windowBest Western Inn
Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

2 out of 5
Winchester
With a stay at this vacation home in Winchester, you'll be on a lake, just steps from Tims Ford Lake and a 5-minute drive from Tims Ford State Park.
Opens in a new windowWhispering Waters-Dock,Slip,Game Room, SUPs/Kayak
Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

2 out of 5
Winchester
When you a stay at this vacation home in Winchester, you'll be on a lake, just steps from Elk River and Tims Ford Lake.
Opens in a new windowHook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs
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Beautiful Lake Views at Twin Creeks!

Beautiful Lake Views at Twin Creeks!

Winchester
A stay at this vacation home places you in the heart of Winchester, steps from Tims Ford State Park and 7 minutes by foot from Dry Creek Beach.
Opens in a new windowBeautiful Lake Views at Twin Creeks!
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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.

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^Subject to availability and chosen travel dates.