Hot Winchester Cottage Rates

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Featured Cottages in Winchester

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 TN
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
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 TN
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 TN
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!
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The Blue Heron - Lake Side Chalet

The Blue Heron - Lake Side Chalet

Kelso TN
When you stay at this cottage in Kelso, you'll be on the waterfront and 7 minutes by car from Elk River.
Opens in a new windowThe Blue Heron - Lake Side Chalet
Bluebird Rest - Lakefront Cottage

Bluebird Rest - Lakefront Cottage

Kelso TN
The price is AU$632 per night from 22 Feb to 23 Feb
AU$632
22 Feb - 23 Feb
includes taxes & fees
When you stay at this cottage in Kelso, you'll be on the waterfront and 9 minutes by car from Elk River.
Opens in a new windowBluebird Rest - Lakefront Cottage
Smarter than the Average Stay at the Yogi Cottage!

Smarter than the Average Stay at the Yogi Cottage!

Monteagle TN
The price is AU$224 per night from 19 Feb to 20 Feb
AU$224
19 Feb - 20 Feb
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 windowSmarter than the Average Stay at the Yogi Cottage!
Cottage by the creek, beautiful Mountain View, perfect getaway!!!

Cottage by the creek, beautiful Mountain View, perfect getaway!!!

Estillfork AL
This cottage is 19.3 mi (31 km) from Tims Ford Lake and 20.2 mi (32.5 km) from Hammers.
Opens in a new windowCottage by the creek, beautiful Mountain View, perfect getaway!!!
Peaceful Mountaintop Cottage

Peaceful Mountaintop Cottage

Tracy City TN
The price is AU$414 per night from 13 Feb to 14 Feb
AU$414
13 Feb - 14 Feb
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
Snuggle Up in our Teddy Cottage! *New Listing*

Snuggle Up in our Teddy Cottage! *New Listing*

Monteagle TN
The price is AU$224 per night from 16 Feb to 17 Feb
AU$224
16 Feb - 17 Feb
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 windowSnuggle Up in our Teddy Cottage! *New Listing*
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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
65 Cottages
Lowest Price
AU$153
Highest Price
AU$632
Popular accommodation
Hollerback Hunt & Yacht Club, peaceful lakefront with private dock on 6 Acres, Cozy and quiet lake & mountain tiny home retreat. Fire pit + pet friendly!, Story-time Stay at Our Rupert Cottage!, The Blue Heron - Lake Side Chalet, Bluebird Rest - Lakefront Cottage , Smarter than the Average Stay at the Yogi Cottage!, Cottage by the creek, beautiful Mountain View, perfect getaway!!!, Peaceful Mountaintop Cottage, Snuggle Up in our Teddy Cottage! *New Listing*

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$153 per night from 19 Feb to 20 Feb
AU$153
19 Feb - 20 Feb
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
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 TN
When you 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
Reflection Bay-Dock, Hot Tub, Kayaks

Reflection Bay-Dock, Hot Tub, Kayaks

Winchester TN
Located in Winchester, this vacation home is on a lake, a 1-minute drive from Tims Ford Lake and 5 minutes from Elk River.
Opens in a new windowReflection Bay-Dock, Hot Tub, Kayaks
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Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

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

2 out of 5
Winchester TN
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
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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.