Search the Best Cabins in Winchester

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Our top choices for Winchester cabin rentals

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Guesthouse Cabin vacation rentals in Berkshire County

Cabin in Sheffield

10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$640 nightly
The price is $715
Dec 11 - Dec 12
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Exterior
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cabin in Cornwall

10.0 out of 10, Exceptional, (5)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
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

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Clean room, staff were friendly, helpful and kind. Quiet even with planes landing right next door. Can't compliment this place enough."
Christine 1-night trip
Posted 1 day ago
Sheraton Hartford Hotel at Bradley Airport

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
14
Accommodation
12 Cabin Rentals
Lowest Price
$715
Highest Price
$715

Frequently asked questions

What are the best cabins near Winchester?
Ranging from rustic and small to expansive and luxurious, you have 243 cabins to choose from in and around Winchester. Some great options include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Log Cabin Living On The Esopus Creek.
Are there cheap cabins near Winchester?
Priced from $715 to $715 per night, getting away with loved ones has never been easier or cheaper. Book one of our cheap cabins near Winchester and enjoy plenty of outdoor fun without emptying your bank account.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 mountain cabins near Winchester?
If you've ever longed to hide away in a cabin up in the mountains with only Mother Nature and magnificent views to keep you company, you're not the only one. 1890's Log Cabin ~ 230 Acre Private Reserve is a magnet for guests who want to get away from it all. This mountain cabin near Winchester comes with many comforts, such as winery tours and a microwave oven. Also look up Cabin - Hunter Lakefront House: Ski, Swim. A microwave oven, a dishwasher and ample opportunities to discover the nearby trails make it a hit with travelers.
What are the best river cabins near Winchester?
If you're after a character-filled abode overlooking the water, a Winchester river cabin is calling your name. Settle in at Cabin - Charming, Quiet, River Front and let all your problems float away downstream. Handy amenities here include snowsport activities and skiing facilities. Another leading riverside rental is Cabin - Romantic Retreat. You'll have use of on-site watersports, snowsport activities and more.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds a level of excitement to your vacation. If you're after one near Winchester, Cabin - Romantic Retreat offers amenities like on-site watersports and a swimming pool to make your poolside getaway even more awesome. Country Cabin In Woodstock, Ny is another favorite with travelers and features a swimming pool and a fireplace.
Can I find beach cabins near Winchester?
Get your fix of sunshine and salty air at Cabin - Relax, Reconnect And Enjoy. One of our most impressive Winchester beach cabin rentals, it comes with on-site watersports and children's activities. You can also spend easygoing days by the seaside at Rustic Lakeside Cabin At White Gate Farm. On-site watersports and beach sun loungers will help make your time away nice and comfortable.
What are the best weekend cabin rentals in Winchester?
Nothing beats a weekend cabin getaway after a hectic week at work. Swap your cramped office for a few days in nature at This Is It Fabulous Vermont Cabin W. A patio and a firepit are some amenities it offers. Alternatively, sneak in a break at 1890's Log Cabin ~ 230 Acre Private Reserve. Put your bags down here and make the most of a tennis court and a patio.
Can I find log cabins in Winchester?
Begin your day with a hot cup of coffee in your homey log cabin and then enjoy some snow shoeing and hiking. Sound heavenly? Book a stay at 1890's Log Cabin ~ 230 Acre Private Reserve. Another relaxing getaway that comes with lots of character and comfort is Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc. Nearby activities like picnicking and horse riding will add to your unforgettable experience here.
What are the highest-rated cabins in Winchester?
There are some rentals that seem to get everything right. Rustic Lakeside Cabin At White Gate Farm is a shining example. With such an impressive rating, it comes with amenities such as on-site watersports and a private beach. Another excellent option is Ultimate Cabin Getaway With Hot. A patio and a firepit are some of the conveniences you'll enjoy here.
Why should I book a cabin near Winchester?
For a nature-filled getaway at the perfect price, you can't beat a cabin. Imagine starting your day with the sound of songbirds and then stepping onto your deck to be surrounded by stunning vistas. Book a cabin near Winchester to get away from the hustle and bustle of modern life. Whether they're lakeside, by a river or high in the hills, cabins offer a unique, rustic experience you'll always remember.
What are the top nature cabins in Winchester?
The great outdoors won't be the only thing you'll be enjoying plenty of when you choose a nature cabin in Winchester. Adventure just about everywhere you look too. Settle into Cabin - Charming, Quiet, River Front and find time for nearby snorkeling and nearby motor boating. Travelers also love Cabin - Romantic Retreat. It's known for its home comforts on top of its nearby golfing and skiing opportunities nearby.

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