Photo by Donny Campos

Search Cabin Rentals in Winchester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 27 Cabin Rentals in Winchester with updated reviews, rates, and availability.

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, (114)
"Beautiful and peaceful, great house for a winter getaway with the family. We loved the yard and location. Grab your groceries on the way up, and enjoy the amazing house with your crew, (And dog too) "
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

9.8 out of 10, Exceptional, (8)
"Great host"
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, (51)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Jacksonville Cabin w/ Wraparound Deck & Views
Interior

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views
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, (9)
"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
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, (32)
"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 Cabin Retreat on Putney Mountain
Fridge, microwave, oven, stovetop

Cozy Cabin Retreat on Putney Mountain

10.0 out of 10, Exceptional, (2)
"Pleasant arrival and departure easy to find and is in a great location feeling like your in nature but not too far from a quaint town. What a peaceful warm setting. The home has some of the nicest touches that make you feel very comfortable and cozy. It is so quiet and yet you don’t feel too isolated! Hiking close by was simple and fun. I can’t wait to come back to explore more of the property after spring has spring. I can totally see hosting a retreat in this type of space and for now my own...
Cozy Cabin Retreat on Putney Mountain
Cozy Mount Snow Chalet w/ Game Room & Hot Tub
Fridge, microwave, stovetop, dishwasher

Cozy Mount Snow Chalet w/ Game Room & Hot Tub

10.0 out of 10, Exceptional, (11)
"We loved the cabin and got a lot of great use out of the hot tub! Owner was very communicative when I had questions. "
Cozy Mount Snow Chalet w/ Game Room & Hot Tub
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.6 out of 10, Exceptional, (21)
"Well, there was a lot of snow on the ground during our stay so we couldn’t take as much advantage of the beautiful grounds and woods. We were here to do a visit to Franklin Pierce University. Great proximity to the school. Really appreciated the responsiveness of the owners. I hope to return in fall or spring to appreciate the location even more"
Cozy Updated Log Cabin with Mountain Views close to Monadnock
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)
"How wonderful is this cabin. The perfect trade-off between being remote and in nature, but in a super cozy, well equipped, and super comfortable house! We hope we will be back to enjoy another time… Landlord / manager were excellent in communication, and very flexible. Thank you "
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
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
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, (33)
"We had another great stay for us at the Fiddler's rest. The cabin is beautifully set in a private stetting in the forest. The interior design is colorful and tasteful. The cabin could comfortable host or group of 4 people. The internet connection was great. We would be happy to visit again!"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
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
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
Video games, DVD player, table tennis, books

Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow

10.0 out of 10, Exceptional, (12)
"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!! "
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
Cozy Log Cabin - Dog Friendly
Exterior

Cozy Log Cabin - Dog Friendly

9.8 out of 10, Exceptional, (9)
"We enjoyed watching movies and games as well as local breweries. The property was very clean, comfortable, and had all the necessities for cooking. We hope to be back one day! "
Cozy Log Cabin - Dog Friendly
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, (12)
"Love this property. We had everything we needed and then some. wasn't exactly sure as to where to put the trash as I don't have email on my phone , therefore I didn't receive the email about the trash and laundry until I got back home. I would rather have been able to text but everything worked out for us, and we had a wonderful, relaxing time."
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Log Cabin w/ Amazing Views, River Frontage & Hot Tub
Fridge, oven, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (26)
"Our second stay. A wonderful property and location. Thank you Lasse. "
Log Cabin w/ Amazing Views, River Frontage & Hot Tub
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Terrace/patio

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

9.8 out of 10, Exceptional, (39)
"Perfect cabin if you're looking to decompress and disconnect from every day hectic life. Cute cozy romantic little cabin, owner was on top with communication and accommodations overall an amazing experience."
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Cabin Retreat in Southern Vermont
Property grounds

Cabin Retreat in Southern Vermont

8.4 out of 10, Very Good, (6)
"Property very much as advertised.If you read reviews, there are window coverings that face the owners house, but it's not like you're on top of them. A lot of space separates you.Wood stove is great.Hot tub is on the back of cabin facing the woods.Steps are steep to get to the second floor, but easy to navigate. If you have a larger pup, they wont be able to get up there.My husband is already trying to plan when we go back.Very cute place, a few restaurants locally, but very quiet area to...
Cabin Retreat in Southern Vermont
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 SAR 506
SAR 2,105 total
includes taxes & fees
11 Mar - 12 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winchester

Secluded Lakefront Vacation Home
Smart TV, fireplace, books, printers

Secluded Lakefront Vacation Home

9.8 out of 10, Exceptional, (69)
"Once again I was placed into a state of memories starting from childhood when I used to swim in Lake Sunshine(now lake Contoocook! The scenery is mesmerizing and I love staring at the trees and lake which takes me back to days of freedom and wonderment. The sunrises are spectacular and make me begin a new day with energy and hope for this unsettled world."
Secluded Lakefront Vacation Home
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cozy 2-bedroom Unit with private backyard
Fridge, microwave, oven, stovetop

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (21)
"Small but very clean and had everything we needed for our stay "
Cozy 2-bedroom Unit with private backyard
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.