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Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire guesthouse
  2. La Grange
Adorable one bedroom guest cabin in the woods

Take a break and unwind at this peaceful oasis located on 15 acres of piney woods 10 minutes from La Grange, 20 minutes from Round Top, and 5 minutes from the quaint town of Winchester.

$89 per night
SUPERHOST
  1. Entire cabin
  2. La Grange
Piney Woods Cabin

Cabin set among 20 acres of pine forest makes a great getaway. Sit on the porch and relax among the quietest of nature, or explore the 20 wooded acres. Full kitchen and decorator's touches. The cabin is close to Round Top, La Grange, and Smithville and minutes to locally famous Murphy's Steakhouse. Getaway from it all!

$176 per night
SUPERHOST
  1. Tiny home
  2. Smithville
Shed Converted to Rustic Tiny House

Come check out what a converted shed to tiny home is like. Simple living in the country is just what you might be looking for. Located 5 miles from downtown Smithville and 3 miles from Buescher State park. Explore Smithville’s Antique stores, restaurants and the Colorado River. A short drive to Bastrop to enjoy more small town feels.

$70 per night

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Other great vacation rentals in Winchester

SUPERHOST
  1. Entire home
  2. Smithville
Casa Rosa, 2 bed, 1 daybed, 2 bath, private pool
$207 per night
SUPERHOST
  1. Entire guesthouse
  2. Smithville
Quaint, Cozy Cottage in Historic Downtown
$80 per night
SUPERHOST
  1. Entire guesthouse
  2. Smithville
Short Street Studio
$100 per night
SUPERHOST
  1. Entire rental unit
  2. Smithville
Bishop Carriage House
$63 per night
SUPERHOST
  1. Entire home
  2. Smithville
The Station! A fun space in the heart of downtown!
$133 per night
SUPERHOST
  1. Entire condo
  2. Smithville
Ivan’s Antique House:2BR/1BA in the heart of town!
$100 per night
  1. Entire home
  2. Smithville
Tiny Turney
$124 per night
SUPERHOST
  1. Entire guesthouse
  2. Smithville
Cottage w/ Pool in Historic Downtown
$86 per night
SUPERHOST
  1. Entire cabin
  2. Smithville
The Lake Cabin
$145 per night
  1. Entire home
  2. La Grange
Cozy 1BD/BA in Central Location
$95 per night
  1. Entire cabin
  2. La Grange
Gran's Getaway, log cabin in the woods, quiet lake
$134 per night
SUPERHOST
  1. Entire cabin
  2. La Grange
Relaxing, Rustic Cabin on the Lake
$179 per night
  1. Airbnb
  2. United States
  3. Texas
  4. Fayette County
  5. Winchester