A snow-covered town with a river running through it, surrounded by mountains and trees.

Search the Best Cabins in Winchester

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winchester cabin rentals

A wooden cabin with large windows and a covered porch.

1. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
8.0 out of 10, Very Good, (5 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
$284 nightly
The price is $308
Sep 27 - Sep 28
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A cabin with a porch, picnic table, and a bike parked in front.

2. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Awesome few days away great place and surroundings. Jim is always there for you ."
United States
David S.
$348 nightly
The price is $378
Sep 20 - Sep 21
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A cabin by a lake with a dock, surrounded by dense trees.

3. 2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
$729 nightly
The price is $791
Sep 8 - Sep 9
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

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"The staff was helpful. Parking was easy. It was an ok stay. I would stay there again for the price."
Deborah 1-night trip
Posted 10 hours ago
Days Inn by Wyndham Keene NH

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
31
Accommodation
36 Cabin Rentals
Lowest Price
$308
Highest Price
$791

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 $308 to $791 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 $308 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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