Search Vacation Homes in Winchester
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Compare 311 Vacation Homes in Winchester with updated reviews, rates, and availability.
Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)
Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)
10.0 out of 10, Exceptional, (30)
The price is SAR 581
SAR 1,204 total
includes taxes & fees
25 Jum. I - 26 Jum. I
The Acorn Cottage at The Retreat at Water's Edge
The Acorn Cottage at The Retreat at Water's Edge
9.0 out of 10, Wonderful, (8)
The price is SAR 506
SAR 1,249 total
includes taxes & fees
28 Jum. I - 29 Jum. I
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
10.0 out of 10, Exceptional, (22)
The price is SAR 1,819
SAR 3,604 total
includes taxes & fees
12 Jum. II - 13 Jum. II
Save an average of 15% on thousands of hotels when you're signed in
Lake Life
4 Bedroom, 3 Bath, Sleeps 12.
Lake Life 4 Bedroom, 3 Bath, Sleeps 12.
9.8 out of 10, Exceptional, (10)
The price is SAR 2,250
SAR 4,160 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Lake Life Getaway!
Lake Life Getaway!
9.0 out of 10, Wonderful, (7)
The price is SAR 1,106
SAR 1,928 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Beautiful Rustic Cabin On Lincoln Lake Is A Sportsman paradise.
Beautiful Rustic Cabin On Lincoln Lake Is A Sportsman paradise.
9.8 out of 10, Exceptional, (90)
3 bedroom 1 bath vacation home, sleeps 6 people.
3 bedroom 1 bath vacation home, sleeps 6 people.
10.0 out of 10, Exceptional, (144)
The price is SAR 656
SAR 1,211 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Muse at Monteagle at The Retreat at Deer Lick Falls
Muse at Monteagle at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (23)
The price is SAR 375
SAR 1,025 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Basecamp Retreat TimsFordLake
Basecamp Retreat TimsFordLake
10.0 out of 10, Exceptional, (5)
Unique Lg /multifamily Lake front home enticing fun and great memories
Unique Lg /multifamily Lake front home enticing fun and great memories
9.8 out of 10, Exceptional, (102)
Tims Ford Lake Access Detached Home, Lynchburg, TN
Tims Ford Lake Access Detached Home, Lynchburg, TN
10.0 out of 10, Exceptional, (231)
Enjoy the lake & mountain retreat at The Water & Woods Tiny Home
Enjoy the lake & mountain retreat at The Water & Woods Tiny Home
10.0 out of 10, Exceptional, (12)
Lak Haus: Resort-Style Home on Tims Ford Lake!
Lak Haus: Resort-Style Home on Tims Ford Lake!
10.0 out of 10, Exceptional, (42)
Mountain Memories to provide a cozy retreat on your vacation!
Mountain Memories to provide a cozy retreat on your vacation!
10.0 out of 10, Exceptional, (2)
Lakefront property, spacious family retreat with private dock, hot tub & kayak
Lakefront property, spacious family retreat with private dock, hot tub & kayak
10.0 out of 10, Exceptional, (34)
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
10.0 out of 10, Exceptional, (16)
Million Dollar Views: Lakefront, Dock, Kayaks+More
Million Dollar Views: Lakefront, Dock, Kayaks+More
10.0 out of 10, Exceptional, (31)
The price is SAR 1,309
SAR 3,067 total
includes taxes & fees
20 Jum. II - 21 Jum. II
The Sewanee House: Serene Oasis 5 minutes from Campus
The Sewanee House: Serene Oasis 5 minutes from Campus
10.0 out of 10, Exceptional, (21)
New June Openings! Spacious Lakefront Getaway with Dock on Tims Ford Lake!
New June Openings! Spacious Lakefront Getaway with Dock on Tims Ford Lake!
10.0 out of 10, Exceptional, (35)
Modern Tims Ford Lake Home w/ Private Dock & Pool!
Modern Tims Ford Lake Home w/ Private Dock & Pool!
9.6 out of 10, Exceptional, (5)
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.
Other property types in Winchester
Family friendly lake front home with private dock in a cove
Family friendly lake front home with private dock in a cove
9.8 out of 10, Exceptional, (16)
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
10.0 out of 10, Exceptional, (16)
Luxurious Waterfront Oasis on Tims Ford Lake!
Luxurious Waterfront Oasis on Tims Ford Lake!
10.0 out of 10, Exceptional, (37)
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.
Recent reviews of Winchester hotelsExpedia verified reviews
5/5 Excellent
"Fine"
A verified traveler stayed at Best Western Inn
Posted 3 days ago
Top Vacation Homes in Other Destinations
More Accommodation Types in Winchester
- Cottages in Winchester (64)
- Cabin Rentals in Winchester (59)
- Apartments in Winchester (17)
- Farmstay in Winchester (11)
- Motels in Winchester (10)
- B&B in Winchester (5)
- RV Parks in Winchester (2)
- Condo Rentals in Winchester (2)
- Guest Houses in Winchester (2)
- Aparthotels in Winchester (1)
- Chalets in Winchester (1)
- Inns in Winchester (1)
- Lodges in Winchester (1)
- Villas in Winchester (1)
- Hotels (615)