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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cabin Rentals in Winchester

Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Outdoor dining

Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist

10.0 out of 10, Exceptional, (34)
"This house was the perfect family get away. My family enjoyed everything the property had to offer and also skiing close by. Amanda was very quick to respond to all my questions. Overall my family had a fantastic trip."
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Fridge, microwave, stovetop, coffee/tea maker

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (43)
"We had a wonderful stay! Perfect for two people !"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Jacksonville Cabin w/ Wraparound Deck & Views
Dining

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (32)
"The cabin was great, beautiful surroundings. Very nice house."
Jacksonville Cabin w/ Wraparound Deck & Views
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

10.0 out of 10, Exceptional, (13)
"What an absolutely charming place!! It was so lovely staying here. This place is exactly what we wanted... a little weekend escape not too far from home, nestled in the woods. Absolutely beautiful. The hosts were so kind, too!"
The price is AED 437
AED 737 total
includes taxes & fees
23 Jul - 24 Jul
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (52)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
Exterior

Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!

9.8 out of 10, Exceptional, (51)
"Ryan’s property is beautiful and peaceful. Its exactly what I would describe as a perfect summer getaway."
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
TV, video games, DVD player, table tennis

Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow

10.0 out of 10, Exceptional, (14)
"We absolutely loved the home! We couldn’t have had a better family trip! The location was great for the ski mountain. The space accommodated us nicely. We will definitely stay again if we have the chance! I highly recommend this amazing home!! "
The price is AED 2,318
AED 4,977 total
includes taxes & fees
11 Aug - 12 Aug
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
Cozy Log Cabin - Dog Friendly
Terrace/patio

Cozy Log Cabin - Dog Friendly

9.8 out of 10, Exceptional, (10)
"The cabin was awesome. And the host / management were great was very quick to respond to any questions."
Cozy Log Cabin - Dog Friendly
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
TV, fireplace, DVD player, books

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (118)
"Clean, very confortable and with everything needed to relax and have a great time. The property has ample space, we had a great time and felt nature in all it's splendor. Definitely recommended."
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Dining

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

9.8 out of 10, Exceptional, (40)
"Awesome setup and location. Hosts were absolutely fantastic - would stay again :)"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Cozy Log Cabin on the River | Fireplace | Loft
3 bedrooms, desk, WiFi, bed sheets

Cozy Log Cabin on the River | Fireplace | Loft

10.0 out of 10, Exceptional, (11)
"Super nice, cozy cabin with all the necessary kitchen tools. Keurig pods and creamer pods in the fridge were a really nice touch! Bed was comfy and shower was great too. Pet friendly is also a great bonus! "
Cozy Log Cabin on the River | Fireplace | Loft
Wellness Getaway with a Personal Sauna, and Private River Beach!
Sauna

Wellness Getaway with a Personal Sauna, and Private River Beach!

2.0 star property
10.0 out of 10, Exceptional, (1)
"The folks are SUPER and made me feel very welome"
The price is AED 477
AED 913 total
includes taxes & fees
12 Aug - 13 Aug
Wellness Getaway with a Personal Sauna, and Private River Beach!
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.4 out of 10, Exceptional, (24)
"Very nice, clean, and great area. We enjoyed it very much!"
The price is AED 459
AED 989 total
includes taxes & fees
22 Jul - 23 Jul
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Hike & Swim On-Site: Cozy Falls Brook Cabin
Fridge, microwave, stovetop, coffee/tea maker

Hike & Swim On-Site: Cozy Falls Brook Cabin

10.0 out of 10, Exceptional, (10)
"Great little cabin, would definitely stay again!"
Hike & Swim On-Site: Cozy Falls Brook Cabin
Game Room & Hot Tub: Pet-Friendly Mount Snow Gem
Fridge, microwave, stovetop, dishwasher

Game Room & Hot Tub: Pet-Friendly Mount Snow Gem

10.0 out of 10, Exceptional, (11)
"Very nice location and getaway. Would highly recommend for anyone looking for a refreshing getaway. "
Game Room & Hot Tub: Pet-Friendly Mount Snow Gem
Log Cabin w/ Amazing Views, River Frontage & Hot Tub
Terrace/patio

Log Cabin w/ Amazing Views, River Frontage & Hot Tub

10.0 out of 10, Exceptional, (28)
"Our second stay. A wonderful property and location. Thank you Lasse. "
Log Cabin w/ Amazing Views, River Frontage & Hot Tub
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Property grounds

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

10.0 out of 10, Exceptional, (14)
"We had a fantastic stay! The house was clean, comfortable and close to several ski resorts. All the amenities were perfect and met all of our needs. It is beautiful spot to get away!"
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Cabin Retreat in Southern Vermont
Property grounds

Cabin Retreat in Southern Vermont

8.4 out of 10, Very Good, (6)
"Loved the hot tub!"
Cabin Retreat in Southern Vermont
Peaceful Cabin in the Woods and near the mountains
3 bedrooms, free WiFi, bed sheets

Peaceful Cabin in the Woods and near the mountains

10.0 out of 10, Exceptional, (5)
"This house was amazing. It was so warm and comfortable. The area was quiet and relaxing. It was very clean and the host was super responsive and helpful. Would highly recommend! "
Peaceful Cabin in the Woods and near the mountains
Alpine A-Frame - midcentury cabin by Lake Raponda
Outdoor dining

Alpine A-Frame - midcentury cabin by Lake Raponda

2.0 out of 10, (1)
Alpine A-Frame - midcentury cabin by Lake Raponda
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Nice property; clean and recently refurbished. Very friendly staff."
Scot 2-night trip
Posted 14 hours ago
Hampton Inn Brattleboro