Find Cabins in Winchester for Rent from CA $123

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Winchester Cabin Rentals

Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds
Cozy interior with a high ceiling and exposed beams, featuring a central seating area with a sofa and side table.

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
Kitchen features a double sink, microwave, and dishwasher, with a coffee maker on the countertop.

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
Compact kitchen with a vintage refrigerator, microwave, and coffee maker.

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
Relax on the elevated deck with a comfortable seating area featuring two chairs and a table.

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 $319 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
Relax in a hammock suspended from a rustic structure amidst a serene outdoor setting surrounded by trees.

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
Cozy cabin kitchen with a large island, stainless steel appliances, and a dining table for four.

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
Surrounded by trees, this cabin offers a peaceful retreat with a covered porch and wooden staircase.

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!
Enjoy cooking in this well-lit kitchen with stainless steel appliances, white cabinetry, and a dark countertop.

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!
Relax in this stylish room with a high ceiling, dining table, and comfortable seating options.

Dock on Lake Siesta: Spacious La Grange Retreat!

9.8 out of 10, Exceptional, (43)
"We went with a rather large group; this place was perfect and accommodating! The first time i stay somewhere that had more then enough towels, blankets, trash bags, all paper products and toilet paper! Besides food; we didn’t have to buy anything. I hate to rent a place for a long weekend and they supply you with only 2-3 toilet papers. Also, the location was amazing! Bill made sure we had a great experience and our time there was so enjoyable and memorable!!!! 10/10!"
Dock on Lake Siesta: Spacious La Grange Retreat!
Seclusion in the Lost Pines hosted by Jan
Cozy cabin-style kitchen with a central island, dining table, and sink.

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
Relax on the deck with a forest view, featuring a lounge area with two chairs and a table.

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 12 - Aug 13
The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire
Swiss Alp Texas Cabin
Situated in a serene rural setting, this charming single-story building features a steeply pitched roof and a welcoming front porch.

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 11 - Aug 12
Swiss Alp Texas Cabin
Cozy cabin w/ covered porch, relaxing hammock & porch swing
Enjoy a serene forest view from this deck with a round table and bench.

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
Stargaze under the night sky from a cozy outdoor space with a fire pit and string lights.

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
Escape to a secluded retreat surrounded by lush greenery, with a multi-level balcony and a natural atmosphere.

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
Relax in a peaceful setting with a rocking chair on the deck, adjacent to a cozy room entrance.

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
Relax in a warm, inviting space with a large window offering a view of the outdoors, a comfortable seating area, and a round coffee table.

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
Cozy cabin with a dining table for four, comfortable seating area, and a fireplace, offering a view of the surrounding forest.

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
Enjoy a warm gathering by the fire pit in this inviting gazebo.

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
Enjoy cooking in this well-equipped kitchen with a granite countertop, dishwasher, and sink.

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

Hampton Inn La Grange

Hampton Inn La Grange

10/10 Excellent
"Quick check in"
Yadiel 1-night trip
Posted 9 days ago
Hampton Inn La Grange