Find Cabins in Winchester for Rent from CA $123

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Winchester Cabin Rentals

Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds
Exterior

Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds

10.0 out of 10, Exceptional, (104)
"Always have an awesome experience here! "
Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds
Adorable Guest Cabin In The Woods
Exterior

Adorable Guest Cabin In The Woods

9.8 out of 10, Exceptional, (53)
"Great stay in a nice, relaxing cabin"
The price is CA $123
CA $187 total
includes taxes & fees
Aug 17 - Aug 18
Adorable Guest Cabin In The Woods
Cabin Unit 5 of 6 with AC and WiFi in serene Paige
Interior

Cabin Unit 5 of 6 with AC and WiFi in serene Paige

10.0 out of 10, Exceptional, (2)
"Great little cabin, very clean and comfortable."
Cabin Unit 5 of 6 with AC and WiFi in serene Paige
Pinehaven Luxury Glamping
Exterior

Pinehaven Luxury Glamping

10.0 out of 10, Exceptional, (42)
"My girlfriend and I really enjoyed the property and the location. Everything about the stay was phenomenal and accommodating! Highly recommend!"
The price is CA $233
CA $326 total
includes taxes & fees
Aug 17 - Aug 18
Pinehaven Luxury Glamping
The Hobbit's Nest, A Magical Dog-friendly Treehouse in the Lost Pines Shire
Exterior

The Hobbit's Nest, A Magical Dog-friendly Treehouse in the Lost Pines Shire

10.0 out of 10, Exceptional, (229)
"Clean, romantic, exactly what we were seeking!"
The price is CA $184
CA $318 total
includes taxes & fees
Aug 14 - Aug 15
The Hobbit's Nest, A Magical Dog-friendly Treehouse in the Lost Pines Shire
Relaxing 2-bedroom cabin on Lake Jean
Fridge, microwave, oven, stovetop

Relaxing 2-bedroom cabin on Lake Jean

9.6 out of 10, Exceptional, (5)
"Great stay at the cabin! Owners were super communicative and thought of everything! Great location and wonderful beds. We used the boat, the paddle boat, the grill for burgers and the fire pit. It was a wonderful trip! Would love to go again. "
Relaxing 2-bedroom cabin on Lake Jean
Secluded Log Cabin for Two in La Grange TX
Exterior

Secluded Log Cabin for Two in La Grange TX

10.0 out of 10, Exceptional, (82)
"Mike was a great host. Perfect spot for a quick weekend get-away. "
Secluded Log Cabin for Two in La Grange TX
Fishing Pond: ‘Minerva’s Cottage’ in West Point!
Exterior

Fishing Pond: ‘Minerva’s Cottage’ in West Point!

10.0 out of 10, Exceptional, (8)
"This tiny home was so comfortable and had exactly what we wanted to get away for a few days. The clean air was great and secluded,with a pond and fire pit near. Excellent stay"
Fishing Pond: ‘Minerva’s Cottage’ in West Point!
Dock on Lake Siesta: Spacious La Grange Retreat!
Exterior

Dock on Lake Siesta: Spacious La Grange Retreat!

9.8 out of 10, Exceptional, (43)
"We had 8 adults and 4 kids and everyone loved the lodge. So eclectic and fun. Wish we would have stayed longer. Looking forward to going back! Great place for a big group who likes a rustic experience."
Dock on Lake Siesta: Spacious La Grange Retreat!
Seclusion in the Lost Pines hosted by Jan
Exterior

Seclusion in the Lost Pines hosted by Jan

9.8 out of 10, Exceptional, (81)
"We loved our stay!"
Seclusion in the Lost Pines hosted by Jan
The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire
Property grounds

The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire

10.0 out of 10, Exceptional, (17)
"Great location just minutes from the beach. House size was perfect for adults and was located in a quiet neighborhood."
The price is CA $186
CA $323 total
includes taxes & fees
Aug 14 - Aug 15
The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire
Swiss Alp Texas Cabin
Exterior

Swiss Alp Texas Cabin

9.8 out of 10, Exceptional, (7)
"Perfect place for a couple. Wish we could have stayed longer. Very thoughtful details and great decor. "
The price is CA $155
CA $228 total
includes taxes & fees
Aug 12 - Aug 13
Swiss Alp Texas Cabin
Cozy cabin w/ covered porch, relaxing hammock & porch swing
Exterior

Cozy cabin w/ covered porch, relaxing hammock & porch swing

10.0 out of 10, Exceptional, (3)
"This little cabin had everything we needed, and the neighborhood had lots of beautiful walks to take. Loved it!"
Cozy cabin w/ covered porch, relaxing hammock & porch swing
Secluded Tiny Home, firepit stargaze hike pond
Property grounds

Secluded Tiny Home, firepit stargaze hike pond

Secluded Tiny Home, firepit stargaze hike pond
Charming 3-bedroom cabin with WiFi, AC in serene La Grange
Exterior

Charming 3-bedroom cabin with WiFi, AC in serene La Grange

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great, well built house. very dog friendly and nice hosts."
Charming 3-bedroom cabin with WiFi, AC in serene La Grange
Stagecoach Cabins
Exterior

Stagecoach Cabins

3.0 star property
9.6 out of 10, Exceptional, (15)
"My son and i enjoyed our stay. "
Stagecoach Cabins
Cozy cabin in the pines of Bastrop with AC, WiFi
Exterior

Cozy cabin in the pines of Bastrop with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Juniper Nest is absolute magic. Each time we’ve stayed here (we have booked and reviewed previously on another platform), walking through the door feels like the biggest exhale. Cozy, quiet, restful, beautiful. Truly perfect. We will keep coming back—over and over."
Cozy cabin in the pines of Bastrop with AC, WiFi
22 mi to Round Top Warrenton for Antique Week, 2/2 cabin on a quiet lake, Wif
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22 mi to Round Top Warrenton for Antique Week, 2/2 cabin on a quiet lake, Wif

9.8 out of 10, Exceptional, (48)
"beautiful view great clean cabin very relaxing "
22 mi to Round Top Warrenton for Antique Week, 2/2 cabin on a quiet lake, Wif
Secluded Tiny Cabin with firepit, stargaze and hike
Exterior

Secluded Tiny Cabin with firepit, stargaze and hike

10.0 out of 10, Exceptional, (4)
"The property was beautiful and very clean and had a great time. The owner's answered all questions we had quickly and were always available."
Secluded Tiny Cabin with firepit, stargaze and hike
Water-view rustic cabin with large front porch, W/D, streaming, kitchen, & AC
Exterior

Water-view rustic cabin with large front porch, W/D, streaming, kitchen, & AC

8.0 out of 10, Very good, (2)
"Fabulous accommodations - great location; extremely clean; very cute cabin with lovely pond view and front porch; convenient location!"
Water-view rustic cabin with large front porch, W/D, streaming, kitchen, & AC
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

River Valley Motor Inn

River Valley Motor Inn

10/10 Excellent
"Staff was very nice good parking and clean room."
Lisa 2-night trip
Posted 4 days ago
River Valley Motor Inn