Holiday Homes in Winchester

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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Winchester holiday homes

Fridge, microwave, oven, stovetop

Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.

Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.
Winchester
9.6 out of 10, Exceptional, (33 reviews)
"Clean, comfortable and 3 bathrooms are a blessing!"
United States
julie c.
The price is AU$545
includes taxes & fees
22 June - 23 June
Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.
Smart TV

Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!

Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!
Winchester
8.8 out of 10, Excellent, (19 reviews)
"Peaceful, relaxing and pet friendly great location!"
United States
Holly M.
The price is AU$488
includes taxes & fees
17 June - 18 June
Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!
Towels, soap, shampoo

Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp

Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp
Winchester
10.0 out of 10, Exceptional, (6 reviews)
"We were only there for 1 night but the house was clean and comfortable and perfectly suited our needs. "
United States
Gwen K.
The price is AU$1,055
includes taxes & fees
3 June - 4 June
Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp
Dining

The Lakefront Getaway

The Lakefront Getaway
Winchester
9.6 out of 10, Exceptional, (5 reviews)
"Incredible "
United States
Jim C.
The price is AU$897
includes taxes & fees
7 June - 8 June
The Lakefront Getaway
Terrace/patio

Lakefront Lodge on Tims Ford Lake

Lakefront Lodge on Tims Ford Lake
Winchester
10.0 out of 10, Exceptional, (17 reviews)
"Awesome lake house!! A great retreat. Will come back someday we hope!! "
United States
Tara C.
The price is AU$1,182
includes taxes & fees
7 June - 8 June
Lakefront Lodge on Tims Ford Lake
Terrace/patio

The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort

The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort
Winchester
10.0 out of 10, Exceptional, (8 reviews)
"Right on the water and next to the marina, great location! We stayed over Christmas week. We will be returning in the summer so we can enjoy the lake!"
United States
Andy D.
The price is AU$1,635
includes taxes & fees
29 June - 30 June
The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort
TV, fireplace

Hiker's Hangout Monteagle

Hiker's Hangout Monteagle
Monteagle
9.0 out of 10, Wonderful, (9 reviews)
"Super clean, great location and spacious! "
United States
Karen W.
The price is AU$247
includes taxes & fees
7 June - 8 June
Hiker's Hangout Monteagle
Interior

Cove Sweet Cove - 3BR + 2BR Near the Caverns!

Cove Sweet Cove - 3BR + 2BR Near the Caverns!
Pelham
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was just as advertised. It was clean and perfect location for the concert at the cavern. I would book again."
United States
Joanne G.
The price is AU$331
includes taxes & fees
4 June - 5 June
Cove Sweet Cove - 3BR + 2BR Near the Caverns!
TV

Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!

Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!
Tracy City
10.0 out of 10, Exceptional, (71 reviews)
"I took both of my sons to have a weekend away and we really enjoyed staying at the cabin. The fire pit was extremely relaxing. Great place to stay and the host is very nice. "
United States
Michael
The price is AU$373
includes taxes & fees
4 June - 5 June
Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!
Exterior

Foster’s Cabin 2 | 2 Minutes from Foster Falls

Foster’s Cabin 2 | 2 Minutes from Foster Falls
Sequatchie
10.0 out of 10, Exceptional, (2 reviews)
"Yes, my dog loved the place! "
United States
Christina G.
The price is AU$263
includes taxes & fees
14 June - 15 June
Foster’s Cabin 2 | 2 Minutes from Foster Falls
Interior

Tiny Haven at the Retreat

Tiny Haven at the Retreat
Monteagle
9.0 out of 10, Wonderful, (11 reviews)
"First experience with a tiny home. Pleased with the accommodation."
United States
Brenda L.
The price is AU$247
includes taxes & fees
4 June - 5 June
Tiny Haven at the Retreat
Fridge, microwave, oven, stovetop

Time Well Wasted on the Lake

Time Well Wasted on the Lake
Tracy City
10.0 out of 10, Exceptional, (3 reviews)
"Great place, loved the screened in porch! Very clean, had everything we needed "
United States
John E.
The price is AU$278
includes taxes & fees
8 June - 9 June
Time Well Wasted on the Lake
Property grounds

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!
Monteagle
10.0 out of 10, Exceptional, (45 reviews)
"The place was amazing and very clean. "
United States
Kayla R.
The price is AU$430
includes taxes & fees
8 June - 9 June
Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!
Terrace/patio

Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp

Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp
Monteagle
10.0 out of 10, Exceptional, (69 reviews)
"This cabin was the perfect weekend getaway for our family of 5. The host had excellent communication during our stay. Highly recommend! "
United States
Kelsey
The price is AU$290
includes taxes & fees
29 June - 30 June
Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp
Smart TV, fireplace

Walk to Deer Lick Falls | 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV

Walk to Deer Lick Falls | 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV
Monteagle
9.6 out of 10, Exceptional, (7 reviews)
The price is AU$239
includes taxes & fees
10 June - 11 June
Walk to Deer Lick Falls | 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV
Interior

Mountain Memories to provide a cozy retreat on your vacation!

Mountain Memories to provide a cozy retreat on your vacation!
Monteagle
9.4 out of 10, Exceptional, (45 reviews)
"Great place to stay good amenities and clean easy access and all around awesome place "
United States
James J.
The price is AU$282
includes taxes & fees
10 June - 11 June
Mountain Memories to provide a cozy retreat on your vacation!
Dining

Brand New Two Bedroom: Near the Caverns

Brand New Two Bedroom: Near the Caverns
Monteagle
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed our short stay. Great place! Reminded us of our old Park Model in the Poconos."
United States
Jamie N.
The price is AU$334
includes taxes & fees
16 June - 17 June
Brand New Two Bedroom: Near the Caverns
Property grounds

The Loft - Lounge with Grill and Hot Tub!

The Loft - Lounge with Grill and Hot Tub!
South Pittsburg
10.0 out of 10, Exceptional, (12 reviews)
"The hot tub was very enjoyable and the privacy and cleanliness of the place was great. We highly recommend this place!"
United States
Megan S.
The price is AU$404
includes taxes & fees
16 June - 17 June
The Loft - Lounge with Grill and Hot Tub!
Interior

Newly renovated, conveniently located between Nashville and Chattanooga

Newly renovated, conveniently located between Nashville and Chattanooga
Tracy City
10.0 out of 10, Exceptional, (11 reviews)
"Was a great place to stay only 10 minutes from Coalmont ohv park worked out great "
United States
Jeff P.
The price is AU$363
includes taxes & fees
7 June - 8 June
Newly renovated, conveniently located between Nashville and Chattanooga
Terrace/patio

Cozy basecamp minutes from waterfalls, hiking and climbing

Cozy basecamp minutes from waterfalls, hiking and climbing
Sequatchie
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful property. We really enjoyed our stay."
United States
Lisa R.
The price is AU$293
includes taxes & fees
8 June - 9 June
Cozy basecamp minutes from waterfalls, hiking and climbing
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

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

10/10 Excellent
"I love everything about this hotel! Large clean, and newly furnished rooms with good bedds. Nice showers with big bathrooms. Refrigerator and microwave worked well. A c unit quiet and clean. I didn't get a chance to swim because of the weather , but pool was crystal clear and also a good temperature. The little kitchen was spotless with free coffee . Staff was courteous, professional, and very helpful. This will always be my first stop on my annual track from florida to washington."
Kenny 1-night trip
Posted 1 hour ago
Microtel Inn & Suites by Wyndham Manchester

Find out more about Winchester

Winchester Holiday Homes information

Number of reviews
274
Accommodation
325 Holiday Homes
Lowest Price
AU$239
Highest Price
AU$1,635