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Find Cabins in Winchester for Rent from CA $175

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winchester cabin rentals

A small yellow wooden building with a red door and a small porch.

1. Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (25 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is CA $137
CA $175 total
includes taxes & fees
Sep 15 - Sep 16
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A two-story building with a balcony on the upper floor, a front door, and a sign that reads "Peace on the Prairie Klein Prairie".

2. Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Murrayville
9.8 out of 10, Exceptional, (69 reviews)
"Kevin was a great host. Responsive when I had issues with the lock. Great homemade cookies. "
United States
Anonymous traveller
The price is CA $153
CA $192 total
includes taxes & fees
Sep 9 - Sep 10
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A rustic log cabin with a porch and a chimney.

3. Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville
10.0 out of 10, Exceptional, (17 reviews)
"The place was really neat and the host was incredibly friendly"
United States
Dylan
The price is CA $179
CA $219 total
includes taxes & fees
Sep 15 - Sep 16
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
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

Jacksonville Inn & Suites

Jacksonville Inn & Suites

8/10 Good
"Clean room.... Missed a coffee pot Staff was fine Hotel in process of renovation We would stay there again Great for the price!"
Krista 1-night trip
Posted 2 days ago
Jacksonville Inn & Suites

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
86
Accommodation
29 Cabin Rentals
Lowest Price
CA $175
Highest Price
CA $219

Frequently asked questions

What are the best cabins near Winchester?
Ranging from small and rustic to those full of luxury and style, you have 24 cabins to take your pick of in and around Winchester. Some popular options include Cabin - Spacious Riverfront Perch/easy Access To St. Charles Less Than 1 Hr To St. Louis and Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions.
Are there cheap cabins in Winchester?
Priced from CA $175 to CA $219 per night, getting away with the family is easy and affordable. Rent one of our cheap cabins in Winchester and enjoy some outdoorsy fun without breaking your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Winchester?
Treat your kids to an exciting escape in one of our Winchester family cabins. Cabin - Luxurious Otter Pointe is an excellent option. It comes with ample amenities to make you and your crew comfy, including a toaster and children's activities. Or, make some lovely new memories together at Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions. Children's activities and on-site watersports are two conveniences that await you here.
What are the best river cabins near Winchester?
If you're searching for a comfy getaway steps from the water, a Winchester river cabin is an excellent choice. Head for Exclusive" River Cabin On Stilts and let any stresses scurry away downstream. Amenities here include outdoor furniture and a firepit. Another leading riverside property is Little Red Cabin By The Spoon River. It comes with outdoor furniture, a queen bed and more.
What are the best romantic cabins near Winchester?
Whisk your sweetheart away for a few heavenly nights at one of our romantic cabin rentals near Winchester. Cabin - Spacious Riverfront Perch/easy Access To St. Charles Less Than 1 Hr To St. Louis is a popular option for starry-eyed lovebirds. Quality amenities here include a king-sized bed and a patio. Alternatively, pop open the Champagne and curl up together at Peaceful Cozy Cabin, With Fireplace. A king-sized bed and winery tours will help fan the flames of romance.
What are some great Winchester cabins?
From plush pads with all the fancy perks to rustic retreats that won't break the bank, Expedia has cabin rentals to suit every budget and style. Spend a few days relaxing in nature at Little Red Cabin By The Spoon River. Conveniences here include an electric car charging station and a fireplace. Another quality option is Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions. It offers a firepit, a nearby waterfront and more.
What are the best weekend cabin rentals in Winchester?
Nothing's as good as a weekend cabin getaway after a big week at work. Swap the office for a few days or more in the great outdoors at Cabin - Luxurious Otter Pointe. A patio and a fireplace are some of the conveniences it comes with. Alternatively, forget all about work at Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions. Spend your nights here and make use of on-site watersports and a firepit.
What are the best cabin prices in Winchester?
If you want to save on your stay, Expedia has some great deals on Winchester cabins that won't put a dent in your budget. Like the sound of CA $175 per night?
What are the highest-rated cabins in Winchester?
Expedia cabin travellers just keep returning to Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions. This outstanding option comes with a host of useful amenities including on-site watersports and a firepit. It won't take you long to understand why Cabin - Luxurious Otter Pointe is also popular with travellers. Conveniences such as a patio and a fireplace will help make your stay even more comfortable.
Why should I book a cabin in Winchester?
Affordability, rustic charm, nature-filled surroundings — there are loads of great reasons to stay in a Winchester cabin. Get away from the cacophony of the city and wake up to the sweet sound of birdsong. There's ample adventure just around the corner too. Whether you're travelling with friends, family or your special someone, you'll discover the perfect rental cabin on Expedia.
What are the top nature cabins in Winchester?
Our nature cabins in Winchester come in assorted styles, sizes and budgets, but there's one feature they all share — excellent access to the great outdoors. Exclusive" River Cabin On Stilts is a magnet for adventure seekers. Amenities such as a barbecue grill and a firepit only make it more inviting. Whether you'd rather get your feet wandering or just put them up, do it at Little Red Cabin By The Spoon River. Another crowd-pleaser, it offers a barbecue grill and a patio.

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