Search the Best Cabins in Winchester

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Winchester cabin rentals

Exterior

Cabin in Rindge

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
9.8 out of 10, Exceptional, (25 reviews)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
$304 nightly
The price is $330
Mar 8 - Mar 9
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
$223 nightly
The price is $250
Mar 18 - Mar 19
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior

Cabin in Rindge

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
7.6 out of 10, Good, (4 reviews)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
$295 nightly
The price is $320
Mar 5 - Mar 6
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior detail

Cabin in Brattleboro

The Studio with a View. Bring your dog, too!
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
$229 nightly
The price is $256
Mar 20 - Mar 21
Total with taxes and fees
The Studio with a View. Bring your dog, too!

Cabin in Rindge

2 Cabins & Sauna on Lake Monomonac
$769 nightly
The price is $835
Mar 5 - Mar 6
Total with taxes and fees
2 Cabins & Sauna on Lake Monomonac
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

The Putney Inn

The Putney Inn

10/10 Excellent
"Our second stay here, just as good at the first. Friendly, cozy even in winter, plentiful parking, conveniently right off I-95. Breakfast is included and isn’t fancy but is satisfying. "
Catherine 1-night trip
Posted 2 days ago
The Putney Inn

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
9
Accommodation
18 Cabin Rentals
Lowest Price
$250
Highest Price
$330

Frequently asked questions

What are the best cabins near Winchester?
Ranging from rustic and small to roomy and luxurious, you have 275 cabins to select from in and around Winchester. Standouts include Private And Artistic Cabin, Pet Friendly and Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East.
Are there cheap cabins in Winchester?
Whether you'd prefer to stay a hop and a skip from the water or on the top of a mountain, we have a fantastic variety of cheap cabins in Winchester to look into. Priced from $250 to $330 a night, your ideal cabin rental is waiting right here.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're in need of some crisp air and beautiful views, spend your next break in a Winchester mountain cabin. Immerse yourself in natural beauty at Cabin - Little House On The Lake In The Forest. This property has all you need for an enjoyable escape, such as a wood stove and a microwave oven. Alternatively, experience the mountain lifestyle at This Is It Fabulous Vermont Cabin W. It offers a wood stove, winery tours and more.
What are the best river cabins near Winchester?
If you're after a relaxing place to stay near the water, a Winchester river cabin is a terrific choice. Spend your break at Warm And Inviting Jamaica Cabin W and let all your worries scurry away downstream. Amenities here include a wood stove and a firepit. Another leading riverside escape is Cabin - Beautiful Mt Area With Beautiful Scenic Views. You'll have use of snowsport activities, skiing facilities and more.
What are the best cabins with pools near Winchester?
Put on your swimwear and splash around whenever you like when you choose one of our cabin rentals with a pool. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna is a top choice. A swimming pool and a porch are some of the other amenities you can take advantage of here. Or, take some time out at Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment. Along with its pool, this cabin offers on-site watersports and a swimming pool.
Can I find beach cabins near Winchester?
Enjoy sunset strolls along the sparkling sea when you reserve a Winchester beach cabin rental. Sun and fun should be your major priorities at Cabin - Relax, Reconnect And Enjoy. This seaside retreat offers on-site watersports and children's activities. Or, toss your bag down and make yourself at home at Lakefront - King - Petsok - W And D. Conveniences here include on-site watersports and clothes washing facilities.
What are the best weekend cabin rentals in Winchester?
Whether you're organizing a quick break with your darling or your entire family, we'll help you find an amazing weekend cabin getaway. One top example? Cabin - Little House On The Lake In The Forest. Featuring on-site watersports and a patio, you'll appreciate the natural surroundings here. This Is It Fabulous Vermont Cabin W is another terrific place where you can slow things down. Spend a few nights at this retreat which offers a patio and a firepit.
What are the best cabin prices in Winchester?
Whether you're on a budget or want to splurge on your next trip, you'll find what you're after on Expedia. At the moment, you can get a Winchester cabin from only $250 per night.
Can I find log cabins in Winchester?
Begin your day with a cup of coffee in your comfortable log cabin and then spend hours snow shoeing and hiking. Sound like heaven to you? Then you'll love Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Another getaway offering plenty of charm and comforts is Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment. Activities like swimming and mountain biking will add to your unforgettable experience here.
What are the highest-rated cabins in Winchester?
Travelers just keep returning to Cabin: Private Hot Tub, Walk To Pats Peak Ski Area. This knockout features a host of handy amenities including a patio and a fireplace. It won't take you long to figure out why Brook Road Cabin is also popular with vacationers. Conveniences like a barbecue grill and a kitchen will help make your vacation the best one yet.
Why should I book a cabin in Winchester?
Affordability, comfort, rustic charm — there are countless great reasons to choose a Winchester cabin. Get away from the noisy concrete jungle and wake up to the sweet sound of birdsong. There's a whole lot of adventure just a stone's throw away too. Whether you're traveling with family members, friends or your partner, you'll discover the perfect rental cabin on Expedia.
What are the top nature cabins in Winchester?
If you're able to haul yourself away from all the coziness and comforts of Warm And Inviting Jamaica Cabin W, adventure is in store. One of our most sought-after nature cabins in Winchester, it offers terrific access to the outdoors and amenities such as a fireplace and a barbecue grill. Cabin - Beautiful Mt Area With Beautiful Scenic Views is another recommendation. Charm, natural splendor, a patio, a fireplace ... They're just a few things to love about this place.
What are some of the best cabins near Vermont Country Store in Winchester?
You'll have Mother Nature as a neighbor at a cabin in Vermont Country Store. Cabin - Charming Fully Renovated One - Room Schoolhouse On 22+ Acres is one of the best. This escape also offers plenty of adventure, with nearby mountain biking and nearby sledding among the fun things to do in the area. Guests also love Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment. Go exploring and then head back to your cabin to enjoy its many comforts.

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