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Browse Select Winchester Cabin Rentals

‘Bross Brother's Cabin’ w/ Wraparound Porch!
Property grounds

‘Bross Brother's Cabin’ w/ Wraparound Porch!

10.0 out of 10, Exceptional, (25)
"The house was great and it was a wonderful place for my family to create memories. I loved how the main room did not have a TV. It was in the basement. I love the wraparound porch.And it really invited leisure time. The shops around were great. There was live music on the weekend which was a little noisy, but it was done by ten fifteen. The cabin itself was clean and very welcoming. You could tell it was designed with a family in mind. Highly recommend!!!"
‘Bross Brother's Cabin’ w/ Wraparound Porch!
Hillside Cabin on 43 Acres w/ Private Lake & View!
Interior

Hillside Cabin on 43 Acres w/ Private Lake & View!

10.0 out of 10, Exceptional, (50)
"Relaxing with a broad outlook from an inviting porch. "
Hillside Cabin on 43 Acres w/ Private Lake & View!
Serenity Log Inn -Log out and Log Inn to Serenity
TV, fireplace, DVD player

Serenity Log Inn -Log out and Log Inn to Serenity

10.0 out of 10, Exceptional, (21)
"Perfect hang out place for girls weekend."
The price is CA $180
CA $311 total
includes taxes & fees
Jan 12 - Jan 13
Serenity Log Inn -Log out and Log Inn to Serenity
‘The Reubling House’ - Modern-Rustic Cabin!
Fridge, microwave, stovetop, dishwasher

‘The Reubling House’ - Modern-Rustic Cabin!

9.6 out of 10, Exceptional, (19)
"The pictures of the property where very accurate. We stayed in the cabin over the long weekend. The AC works great and made the cabin very comfortable. The loft bed was very comfortable with a wall fan providing great air flow. The kitchem was perfect with everything we need to cook breakfast and dinner. There was a shared propane grill on the house deck which was about 20 ft out the door. Very comfortable outdoor seating outside the cabin and on the upper deck around the house. Plenty of off...
‘The Reubling House’ - Modern-Rustic Cabin!
4 Bedroom Cabin Retreat
Interior

4 Bedroom Cabin Retreat

2.0 star property
10.0 out of 10, Exceptional, (3)
"This VRBO cabin is tucked away from the city in the quiet of nature yet close enough to enjoy what the city has to offer. We enjoyed going to St. Louis during the day to experience the tourist areas and return to the cabin in the evening. The kids enjoyed the pond to swim, kayak, and fish. Lots of deer and turkeys to watch. For anyone looking to unwind amidst nature without sacrificing proximity to city life, this cabin is a gem waiting to be discovered. Pros: This newly built cabin is very...
4 Bedroom Cabin Retreat
4 Bedroom Cabin Retreat
Interior

4 Bedroom Cabin Retreat

10.0 out of 10, Exceptional, (1)
"Came in for a wedding but had a partial day to enjoy the place. Good walking and activities. "
4 Bedroom Cabin Retreat
Cozy 1-Bedroom Cabin Retreat
Property grounds

Cozy 1-Bedroom Cabin Retreat

2.0 star property
Cozy 1-Bedroom Cabin Retreat
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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Other property types in Winchester

Kasa Central West End St. Louis
Reception

Kasa Central West End St. Louis

4.0 star property
9.0 out of 10, Wonderful, (52)
"Great place to stay "
Kasa Central West End St. Louis
The St. Charles Guest House, lovely historic home, fun for families and groups
Outdoor dining

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (120)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups
White House at Grand Central
Comfort Apartment

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (98)
"We realized that we have become adjusted to a king size bed. We missed having bedside tables as well. "
The price is CA $126
CA $319 total
includes taxes & fees
Jan 12 - Jan 13
White House at Grand Central
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.

Frequently asked questions

What are the best cabins near Winchester?
Vacation in one of our 75 cabins in Winchester and you’ll be rewarded with picture-perfect scenery, outdoor adventure and memories you’ll never forget. King studio, 1 bath log cabin with fireplace near St Louis & Scott AFB offers a more laid-back pace of life. Authentic Log cabin with something for everyone! is also ideal if you’re eager to spend time in Mother Nature.
Are there cheap cabins near Winchester?
For a budget-friendly vacation in nature, you can’t top our cheap cabins near Winchester. Wake each morning to the sounds of birds and wildlife from one of our cozy cabins priced from to per night.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?
Give the little ones their best vacation yet in one of our Winchester family cabins. ❤️ THE MAGIC TIPI RETREAT is a top choice. It comes with loads of great amenities to make you and your crew feel comfy, including on-site watersports and children’s activities. Or you can create some fabulous new memories with the family at Authentic Log cabin with something for everyone!. Children’s activities and on-site watersports are some of the conveniences on offer here.
What are the best river cabins near Winchester?
Spend your days relaxing around the water and your nights listening to it surging past at a river cabin near Winchester. A popular option is “Exclusive” River Cabin on Stilts. This riverside escape comes with nearby wildlife walks and pet-friendly facilities. Or, make a booking at Secluded Garden Cabin Located on the Bourbeuse River. Along with its pretty location, it features nearby wildlife walks and a nearby beach.
What are the best cabins with pools near Winchester?
If you love the idea of every day being a pool day, make a reservation at ❤️ THE MAGIC TIPI RETREAT. It’s one of our top cabin rentals with a pool and comes with handy amenities like on-site watersports and a patio. Firefly Inn lakefront family/pet friendly retreat. Book early! is another popular place to spend long and lazy days by the pool. On-site watersports, a swimming pool and fun times are what you can expect here.
Can I find beach cabins near Winchester?
Pack your Hawaiian shirts and spend your seaside getaway at Secluded Garden Cabin Located on the Bourbeuse River. This Winchester beach cabin comes with amenities including air conditioning and parking facilities. Cabin 1 at the Pallet Factory also delivers a sun-drenched stay. Featuring a spa tub and pet-friendly facilities, it’s what beach vacation dreams are made of.
What are the best weekend cabin rentals in Winchester?
Whether you’re organizing a quick trip with your darling or your whole family, we’ll help you locate the perfect weekend cabin getaway. One great example? ❤️ THE MAGIC TIPI RETREAT. Featuring on-site watersports and a patio, you’ll adore being close to nature here. Authentic Log cabin with something for everyone! is another place where you can hit pause. Book a couple of nights at this retreat which offers on-site watersports and a barbecue grill.
What are the best cabin prices near Winchester?
With prices starting at just per night for a cabin rental near Winchester, there’s no reason to wrangle with that hard-to-pitch tent.
Can I find log cabins in Winchester?
Romantic, rustic and promising a more leisurely pace of life, log cabins have a timeless appeal. Authentic Log cabin with something for everyone! is an excellent example in Winchester. On-site watersports and a barbecue grill are just a few of its highlights. Walk To Town From Peaceful Countryside Log Cabin 25 Minutes To St. Louis also promises respite from the world. Make the most of its gorgeous surroundings and amenities like a barbecue grill and a firepit.
What are the highest-rated cabins in Winchester?
Expedia cabin travelers keep going back to ‘Bross Brother’s Cabin’ w/ Wraparound Porch!. This superb option features plenty of amenities like a fireplace and a patio. It won’t take you very long to work out why Cowboy Cabin, come sit under the trees is also a favorite with travelers. Conveniences like a barbecue grill and a fireplace will help make your stay more comfortable.
Why should I book a cabin near Winchester?
Affordability, outdoor activities, rustic charm — there are countless reasons to choose a Winchester cabin. Get away from the cacophony of the city and rise with the sound of songbirds and wildlife. There’s tons of adventure just a stone’s throw away too. Whether you’re on vacation with friends, relatives or your honey, you’ll locate the perfect rental cabin on Expedia.
What are the top nature cabins in Winchester?
Lock in a stay at “Exclusive” River Cabin on Stilts and you’ll be surrounded by water and wilderness. Amenities like a barbecue grill and a patio help make this river cabin in Winchester a popular pick. Secluded Garden Cabin Located on the Bourbeuse River is another place where you can escape everyday life and spend leisurely days by the water. Some of the conveniences here include a nearby beach and a barbecue grill.