Search Vacation Homes in Winchester

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Vacation Homes in Winchester

Exterior detail
2/2 Secluded Home In Bastrop! 2mins from downtown 2mins From Bastrop Lake

Vacation Home in Bastrop

2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing host ! Did a great job making the stay feel like home . Beautiful place and very clean ! Host was outstanding great communication awesome amenities. 10/10 recommend will definitely continue booking here for future stays ! "
United States
Alex
$162 nightly
The price is $170
Dec 10 - Dec 11
Total with taxes and fees
2/2 Secluded Home In Bastrop! 2mins from downtown 2mins From Bastrop Lake
Terrace/patio
The Cactus House, A Serene Pet-Friendly Home in the 42 Acre Lost Pines Shire

Vacation Home in Paige

10.0 out of 10, Exceptional, (215)
"Great stay at the Cactus House. Highly recommend if you need a little oasis in Paige Texas! "
United States
Georgia Y.
$206 nightly
The price is $230
Dec 10 - Dec 11
Total with taxes and fees
The Cactus House, A Serene Pet-Friendly Home in the 42 Acre Lost Pines Shire
Living area
Round Top Refuge Main House

Vacation Home in La Grange

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very Clean, Amazing Host, Wonderful location! Would definitely stay again!!"
United States
Colby W.
Round Top Refuge Main House
1 bedroom, free WiFi, bed sheets
Charming Cottage, 5 Minutes to Round Top!

Vacation Home in Round Top

9.0 out of 10, Wonderful, (2)
"Great stay. Second time to stay on this property and both houses were great."
United States
Anonymous traveler
$189 nightly
The price is $195
Dec 11 - Dec 12
Total with taxes and fees
Charming Cottage, 5 Minutes to Round Top!
Terrace/patio
The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire

Vacation Home in Paige

10.0 out of 10, Exceptional, (387)
"We enjoyed our stay."
Germany
Eva C.
$180 nightly
The price is $201
Dec 11 - Dec 12
Total with taxes and fees
The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire
Outdoor dining
Round Top Refuge Guest House

Vacation Home in La Grange

10.0 out of 10, Exceptional, (5)
"Great place to stay! "
United States
Natalie S.
$291 nightly
The price is $306
Dec 10 - Dec 11
Total with taxes and fees
Round Top Refuge Guest House
Private kitchen
Modern Retreat in the Pine Forest of Bastrop

Vacation Home in Bastrop

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a great stay, house was immaculate, quiet neighborhood, loved it"
United States
Faye B.
$153 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Modern Retreat in the Pine Forest of Bastrop
Exterior
Charming & Cozy Victorian in Quiet Residential Setting

Vacation Home in La Grange

10.0 out of 10, Exceptional, (101)
"Such a beauty of a house! Highly recommend staying here if you are ever in Bastrop for the night! "
United States
Jim C.
$221 nightly
The price is $232
Dec 10 - Dec 11
Total with taxes and fees
Charming & Cozy Victorian in Quiet Residential Setting
Fridge, microwave, oven, stovetop
PineyWoods House Forest Retreat

Vacation Home in Bastrop County

10.0 out of 10, Exceptional, (12)
"Had the best time deer are.present and the cabin is gorgeous! Host was amazing"
United States
Stephanie M.
$185 nightly
The price is $206
Jan 5 - Jan 6, 2026
Total with taxes and fees
PineyWoods House Forest Retreat
1 bedroom, free WiFi
Terrys bungalow on the rivers edge with AC/Heat in a private campground!

Vacation Home in Smithville

2.0 star property
Terrys bungalow on the rivers edge with AC/Heat in a private campground!
Fridge, microwave, oven, stovetop
The Top @ Round Top + Escape to the country!

Vacation Home in Round Top

10.0 out of 10, Exceptional, (28)
"We had a great time at this property! It is so close to town, very spacious and the check in process was so easy! We will definitely be back."
United States
Madison M.
$469 nightly
The price is $494
Dec 10 - Dec 11
Total with taxes and fees
The Top @ Round Top + Escape to the country!
1 bedroom, WiFi, bed sheets
The Addi - Farmstead

Vacation Home in Round Top

10.0 out of 10, Exceptional, (1)
"VRBO accidentally has this listed as a 2 bedroom rental. It is actually a 1 bedroom. The property manager was wonderful to work with and we worked out a solution. The rental was very clean and organized, modern finishes, amazing shower, towels and robes. We absolutely loved our stay here. "
United States
Debbie S.
$354 nightly
The price is $372
Dec 10 - Dec 11
Total with taxes and fees
The Addi - Farmstead
Microwave, oven, cookware/dishes/utensils
Spacious country retreat with modern amenities KING SIZE BED & family friendly

Vacation Home in Bastrop

8.4 out of 10, Very Good, (5)
"It was clean and spacious."
United States
Sadia E.
$291 nightly
The price is $307
Dec 14 - Dec 15
Total with taxes and fees
Spacious country retreat with modern amenities KING SIZE BED & family friendly
Fridge, microwave, oven, stovetop
Spacious 1-bedroom tinyhouse in the Bastrop pines near Bastrop’s SouthShore Lake

Vacation Home in Bastrop

2.0 star property
$155 nightly
The price is $163
Dec 22 - Dec 23
Total with taxes and fees
Spacious 1-bedroom tinyhouse in the Bastrop pines near Bastrop’s SouthShore Lake
Outdoor dining
A Sanctuary of Stories!

Vacation Home in Round Top

9.0 out of 10, Wonderful, (6)
"Beautiful property! Can’t wait to come back."
United States
Dario B.
$1,113 nightly
The price is $1,172
Dec 11 - Dec 12
Total with taxes and fees
A Sanctuary of Stories!
1 bedroom, WiFi
The Hideaway ÖÖD Mirror House (Austin)

Vacation Home in Bastrop

10.0 out of 10, Exceptional, (2)
"This property is so unique. The large glass windows allowed for some great wildlife views. I loved the plunge pool and the park was nice too. Check in and communication was excellent!"
United States
Stacey S.
$401 nightly
The price is $434
Dec 11 - Dec 12
Total with taxes and fees
The Hideaway ÖÖD Mirror House (Austin)
Interior
Spacious home 2 minutes from downtown (Pet-Friendly!)

Vacation Home in Smithville

9.6 out of 10, Exceptional, (14)
"This home was clean, comfortable and perfectly located in the heart of Smithville. We will be coming back!"
United States
Natalia M.
$302 nightly
The price is $338
Dec 14 - Dec 15
Total with taxes and fees
Spacious home 2 minutes from downtown (Pet-Friendly!)
Exterior
The Ramona House w/ Cowboy Pool! Walk to Downtown!

Vacation Home in Downtown Smithville

10.0 out of 10, Exceptional, (10)
"We had a great stay at the house and enjoyed our visit to Smithville. We rented to attend Round Top and loved our stay here! It was beautiful! We would definitely stay here again!"
United States
Jeanine K.
$536 nightly
The price is $536
Dec 15 - Dec 16
Total with taxes and fees
The Ramona House w/ Cowboy Pool! Walk to Downtown!
Fridge, microwave, oven, dishwasher
Designory Round Top home, scenic views & pond!

Vacation Home in Round Top

10.0 out of 10, Exceptional, (7)
"We came to Warrenton for a concert at the Round Top Festival Hill. This home is perfect for 2 couples, with each room allowing privacy. The home was clean and well-stocked. The decor is lovely! Would stay here again! "
United States
Stephanie A.
$470 nightly
The price is $482
Jan 7 - Jan 8, 2026
Total with taxes and fees
Designory Round Top home, scenic views & pond!
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

Best Western La Grange Inn & Suites

Best Western La Grange Inn & Suites

10/10 Excellent
"Friendly staff and great service "
daitwan 2-night trip
Posted 8 days ago
Best Western La Grange Inn & Suites

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
791
Accommodation
125 Vacation Homes
Lowest Price
$161
Highest Price
$1,172

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