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Cottages in Winchester

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August 2026

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The best cottages in Winchester

Check out our selection of great cottages in Winchester

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4-bedroom Lake house in Twin Creeks Winchester TN with Lakeview's, hot tub, pool

Winchester

The air-conditioned accommodation is 24 miles from Great Stage Park, and guests can benefit from on-site private parking and complimentary Wifi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$450
1 night, 2 adults
Check availability

The Modern Mainstay at Barefoot Bay

Winchester

The Modern Mainstay at Barefoot Bay offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers a private pool, free Wifi, and free private parking.

B
Becky
From
United States
The property was amazing. Quiet gated neighborhood on the water. We loved the house & the location.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 8 reviews
Price from
$453.31
1 night, 2 adults
Check availability

Charming Retreat 5 Min to Tims Ford Lake Sleeps 8

Winchester

Charming Retreat 5 Min to Tims Ford Lake Sleeps 8 offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers access to a patio, free private parking, and free Wifi.

S
Stacy
From
United States
Large space. Owner was easily accessible.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 15 reviews
Price from
$404
1 night, 2 adults
Check availability

Gorgeous Renovated Home With Large & Private Lot

Winchester

Gorgeous Renovated Home With Large & Private Lot offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers access to a patio, free private parking, and free Wifi.

C
Carolyn
From
United States
Lovely, clean, comfortable, good location for our needs.
Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 10 reviews
Price from
$275
1 night, 2 adults
Check availability

3 bed 2 bath Renovated Home Near the Lake

Decherd (Near Winchester)

3 bed 2 bath Renovated Home Near the Lake offers accommodations in Decherd, 22 miles from Great Stage Park. Guests staying at this vacation home have access to a patio.

R
Richard
From
United States
it was close to the caverns venue for a concert. stayed one night.
Scored out of 10, guest rating 5.2
Fair - What previous guests thought, 6 reviews
Price from
$201.70
1 night, 2 adults
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Quiet Forest Vacation home on a Private Road with Spacious Patios, Fire pit, Pet friendly and a Private pool

Tullahoma (Near Winchester)

Quiet Forest Vacation home on a Private Road with Spacious Patios, Fire pit, Pet friendly and a Private pool offers accommodations in Tullahoma, 13 miles from Great Stage Park.

A
Amanda
From
United States
Beautiful home, great layout, very peaceful setting. We would love to come back during the summer and enjoy the pool.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 9 reviews
Price from
$465.50
1 night, 2 adults
Check availability

Lakeside Haven Dock/Slip Fire Pit Game Room Kayaks

Winchester

This property offers access to a balcony and free private parking. With free Wifi, this 5-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a...

H
Henry
From
United States
Great location with view down the cove. Very comfy beds and couches. Fully functional kitchen, we made Thanksgiving dinner. Easy access to kayaks.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 14 reviews
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Basecamp Retreat TimsFordLake

Winchester

Basecamp Retreat TimsFordLake offers accommodations in Winchester, 24 miles from Great Stage Park. With lake views, this accommodation offers a patio.

S
Samuel
From
United States
Beautiful location, very clean house, comfortable bedding. It was a great short stay and we will definitely stay here again next time we come back. Host was very responsive
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 9 reviews
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New Home, Dock, Kayaks, Game Room, Water Views

Winchester

There's an outdoor fireplace and guests can use free Wifi and free private parking.

R
Robert
From
United States
It was spacious with a beautiful view of the lake. Often accommodations that sleep 10 only have seating for 4-6. Loved the large room with all the seating to gather in one and we could all gather and fellowship around the table while your eating as well. We also needed help with lighting the fireplace and they sent someone immediately to assist us.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Check availability

Cozy Lake Cottage W/ Kayaks, SUPs, Pool & Firepit

Winchester

Cozy Lake Cottage W/ Kayaks, SUPs, Pool & Firepit offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers a private pool and free private parking.

T
Treresa
From
United States
So stinking cute! This house was exactly what we needed.. no more no less. The kids enjoyed the game room upstairs.. the adults enjoyed that the game room was.. upstairs! LOL! Nicely decorated and well appointed with all appliances needed to cook breakfast and also have a nice evening dinner for the Holiday. The best thing though.. was the shower with the foot rest propup 😊 Showering and being able to “get all up in there” is important 😂 so thank you to the Owners. Who by the way were just amazing. They answered every question and every call. Checking in and checking out was a breeze. We even had welcome cookies as a gift. Would definitely recommend staying here and I do believe we will be back again. ❤️
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 16 reviews
Check availability
All cottages in Winchester

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Winchester and surrounding area in the past month

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Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 14 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 16 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Winchester

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

These cottages in Winchester and nearby have options with free cancellation

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Lakeside Retreat Marina/Pool, Golf Cart, Game Room offers accommodations in Winchester, 24 miles from Great Stage Park.

Offering a seasonal outdoor swimming pool, Lakin It Easy Pool Twin Creeks Marina Dry Creek Beach offers accommodations in Winchester.

Winchester Home w/ Views Near Tims Ford Lake! is located in Winchester, just 24 miles from Great Stage Park and 1.3 miles from John Wiley Templeton Cemetery.

Lovin Lake Life at Twin Creeks

Winchester
Free cancellation options available

Providing water sports facilities, Lovin Lake Life at Twin Creeks provides accommodations in Winchester. Guests can go for a swim in the private pool.

Shoreside Getaway on Tims Ford Lake w/ Pool Access offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers access to a balcony, free private parking, and free Wifi.

Barefoot Retreat

Winchester
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Barefoot Retreat offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers a private pool, free Wifi, and free private parking.

Barefoot Breeze wPool Fireplace

Winchester
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Among the various facilities at the property, there's also an outdoor swimming pool and outdoor fireplace. Free Wifi is available throughout the property and Great Stage Park is 24 miles away.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Featuring a terrace, Waterfront Oasis On Tims Ford Lake: Pool/Kayak! provides accommodations in Winchester.

Enjoy breakfast in Winchester and nearby

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Providing a garden, Luxurious Lake Getaway features accommodations in Winchester. This property offers access to a terrace and free private parking. The pool features a fence and lake views.

Barefoot Dreams

Winchester
Breakfast options

The air-conditioned accommodation is 24 miles from Great Stage Park, and guests can benefit from private parking available on site and free Wifi.

Featuring a seasonal outdoor swimming pool, Barefoot Bliss Stunning Views Pool Firepit features accommodations in Winchester.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 15 reviews

Charming Retreat 5 Min to Tims Ford Lake Sleeps 8 offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers access to a patio, free private parking, and free Wifi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews

Lake Home Retreat w/Lake/Marina Access Golf Cart offers accommodations in Winchester, 24 miles from Great Stage Park. This property offers a private pool, free Wifi, and free private parking.

24 miles from Great Stage Park in Winchester, Dry Jack Tim with Water Views Pool Outdoor Fireplace features accommodations with access to a hot tub.

Tims Ford Lake 6BR Private dock near Twin Creeks offers accommodations in Winchester, 26 miles from Great Stage Park. This property offers access to a terrace and free private parking.

The air-conditioned accommodation is 26 miles from Great Stage Park. The accommodation offers a 24-hour front desk and free Wifi is available throughout the property.

Traveling by car? These cottages in Winchester and nearby offer free parking

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

2.4 miles from John Wiley Templeton Cemetery in Winchester, Cozy Tennessee Abode w/ Private Hot Tub & Fire Pit features accommodations with access to a hot tub.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Offering a terrace, Near Tims Ford Lake: Peaceful Retreat w/ Patio offers accommodations in Winchester.

Offering a terrace, Game Room! Family Escape on Tims Ford Lake offers accommodations in Winchester.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Bring Your Boat! Waterfront Stay on Tims Ford Lake offers accommodations in Estill Springs, 22 miles from Great Stage Park. This property offers access to a patio, free private parking, and free Wifi.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

2 Mi to Tims Ford Lake! Cozy Cottage w/ Fireplace offers accommodations in Winchester, 24 miles from Great Stage Park. The vacation home also offers free Wifi and free private parking.

FAQ about cottages in Winchester