
Vacation rentals in Winchester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester
Top guest favorite

Guesthouse in La Grange
4.97 out of 5 average rating, 68 reviewsThe Barndominium at Cedar Creek Ranch
Elizabeth And MattRating, 5 stars3 weeks ago
Frank’s place is a gem! We enjoyed the peaceful and beautiful surroundings! Thanks for the goodies and the bottle of wine, it was a plus! Elizabeth &Matt
Top guest favorite

Home in Bastrop
4.97 out of 5 average rating, 29 reviewsCozy Retreat
AlexisRating, 5 stars2 months ago
it was a nice spot very quiet and cute! everything was a good 30-40min away !
Guest favorite

Guesthouse in Smithville
5 out of 5 average rating, 12 reviewsThe Blue Nest
SusieRating, 5 stars1 month ago
Very clean, cute, and cozy boutique airbnb in the heart of Smithville. Stylishly decorated and quiet. It is a small space, ideal for a solo traveler.
Top guest favorite

Cabin in La Grange
4.98 out of 5 average rating, 42 reviewsWilliam’s Cabin at Rabb’s Creek Ranch
PatrickRating, 5 stars1 month ago
Mike and Diana's place was one of the best (albeit short) stays we have ever had on Airbnb. so friendly and they didn't force us to clean at the end because we had a busy day ahead. so accommodating and friendly. thank you so much!
Top guest favorite

Cabin in Smithville
5 out of 5 average rating, 34 reviewsStargazing, hiking, woodland paradise-the Barn B&B
MankinRating, 5 stars3 weeks ago
Amazing!! That sums it up. Sandi and Stephen are wonderful people and Amazing hosts. The accommodations were exactly as described and Sandi and Stephen responded quickly with every question we had. We have been recommending thier place to our friends and are already planning our next stay.
Top guest favorite

Home in Smithville
5 out of 5 average rating, 40 reviewsSteps to Downtown, Parks, and it's Dog-friendly!
DaniseRating, 5 stars6 days ago
This was the second time to stay there. We enjoy the house it is clean and decorated so cute. Rebecca is a great hostess and is very attentive and will respond to your messages quickly. We will continue to stay there in the future.
Guest favorite

Barn in Bastrop
4.89 out of 5 average rating, 37 reviewsModern Barn Stay on 2.5 acres
CassandraRating, 5 stars6 days ago
The Airbnb was beautiful and the location was so relaxing. It’s close to downtown Bastrop which has cute cafes and boutiques.
Top guest favorite

Guesthouse in Ledbetter
4.96 out of 5 average rating, 85 reviewsLittle Oaks Lodging- Ranch Room 1
TayaRating, 5 stars3 weeks ago
There is so much to say, she put fresh cut roses in our room. So friendly and made wonderful eating recommendations. Property is absolutely gorgeous and so peaceful. Got to feed the fish and turtles in their pond. Beautiful sunsets. Really all around a wonderful experience, will be back❤️
Destinations to explore
- Lady Bird Lake Vacation rentals
- San Antonio River Vacation rentals
- New Braunfels Vacation rentals
- Canyon Lake Vacation rentals
- San Antonio Vacation rentals
- Guadalupe River Vacation rentals
- Colorado River Vacation rentals
- Central Texas Vacation rentals
- Austin Vacation rentals
- Brazos River Vacation rentals
- Dallas Vacation rentals
- Houston Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Circuit of The Americas
- McKinney Falls State Park
- Bullock Texas State History Museum
- Bastrop State Park
- Austin Convention Center
- Zilker Botanical Garden
- Palmetto State Park
- Forest Creek Golf Club
- Lockhart State Park
- Walnut Creek Metropolitan Park
- Cosmic Coffee + Beer Garden
- Buescher State Park
- Blazer Tag Adventure Center
- Peter Pan Mini Golf
- Cathedral of Junk