Find Cabins in Windsor County for Rent from CA $405

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Top Cities in Windsor County

Cabin RentalsCabin Rentals

Woodstock

Woodstock

Our top choices for Windsor County cabin rentals

Exterior detail

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (43 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is CA $275
CA $475 total
includes taxes & fees
Jun 29 - Jun 30
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Ludlow
9.8 out of 10, Exceptional, (150 reviews)
"Loved everything about this place. Perfect for a ski weekend at Okemo a few minutes away! We will definitely look to stay here again next winter!"
United States
Matt D.
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Exterior

Killington Area Escape w/ Deck, Views & Hot Tub!

Killington Area Escape w/ Deck, Views & Hot Tub!
Stockbridge
9.6 out of 10, Exceptional, (27 reviews)
"The cabin was warm and cozy. Very clean and well-stocked. Plenty of parking. It was perfect for our visit to Killington Resort. Matt was very accommodating, responded promptly, and provided all of the details we needed. Would definitely stay there again."
United States
Patti
Killington Area Escape w/ Deck, Views & Hot Tub!
Exterior

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is CA $223
CA $405 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
West Windsor
10.0 out of 10, Exceptional, (3 reviews)
"It was really great"
United States
Christopher W.
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
Fridge, oven, stovetop, coffee/tea maker

Cozy Cabin near Okemo

Cozy Cabin near Okemo
Ludlow
9.4 out of 10, Exceptional, (12 reviews)
"Great little cabin. Perfect for our family. Cozy, clean, had everything we needed and convenient to Okemo. Seamless check-in and check-out. "
United States
Pamela M.
Cozy Cabin near Okemo
Exterior

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Ludlow
9.8 out of 10, Exceptional, (188 reviews)
"Great stay. Beautiful home! "
United States
diane p.
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Exterior

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (12 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

Rustic cabin w/ mountain view & fireplace

Rustic cabin w/ mountain view & fireplace
Ludlow
9.4 out of 10, Exceptional, (52 reviews)
"Cozy mountain house! Good location to the mountain! "
United States
Curtis C.
Rustic cabin w/ mountain view & fireplace
Exterior

Andover Cabin Retreat w/ Hot Tub & Fireplace!

Andover Cabin Retreat w/ Hot Tub & Fireplace!
Andover
10.0 out of 10, Exceptional, (8 reviews)
"The amenities were perfect and the hot tub was a welcome addition to the home."
United States
Barbara P.
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Exterior

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Chester
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Exterior

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo
Ludlow
Contemporary 4-BR Cabin 5-min to Okemo
Exterior

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Chester
9.8 out of 10, Exceptional, (73 reviews)
"It was a nice cabin- perfect for getting away for a few days and nice place to stay for access to skiing"
United States
Aaron C.
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Exterior

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester
9.8 out of 10, Exceptional, (24 reviews)
"I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad. "
United States
Molly L.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Exterior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (19 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is CA $223
CA $405 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Terrace/patio

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Ludlow
10.0 out of 10, Exceptional, (101 reviews)
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Interior

The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (84 reviews)
"House was amazing. Not too far from the ski resort and held a large group very well. 10/10 would recommend."
United States
Dylan R.
The Cabin that brings people together
TV, fireplace, DVD player, foosball

Log Cabin home with Mt Ascutney views and pool table

Log Cabin home with Mt Ascutney views and pool table
Brownsville
9.8 out of 10, Exceptional, (100 reviews)
"House has everything a family can need or want. It was cozy and perfect. We had an amazing stay and highly recommend to others looking for a comfortable getaway with family and friends. "
United States
L & W W.
Log Cabin home with Mt Ascutney views and pool table
Exterior

Cozy Vermont Log Cabin Near Okemo & Killington ~ The Perfect Snowy Getaway

Cozy Vermont Log Cabin Near Okemo & Killington ~ The Perfect Snowy Getaway
Cavendish
10.0 out of 10, Exceptional, (11 reviews)
"The house was clean and well appointed. We had an amazing time!"
United States
Megan C.
Cozy Vermont Log Cabin Near Okemo & Killington ~ The Perfect Snowy Getaway
Exterior detail

Sage House at Camp Greenwood Vermont with Sauna

Sage House at Camp Greenwood Vermont with Sauna
Chester
10.0 out of 10, Exceptional, (7 reviews)
"Everything was as told in the description. Very clean, and had everything you could need for a great weekend stay. "
United States
Greg S.
Sage House at Camp Greenwood Vermont with Sauna
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 Windsor County Hotel Reviews

Align Inn Vermont

Align Inn Vermont

8/10 Good
"Staff was helpful, Room was clean,"
Mary Jo 1-night trip
Posted 1 hour ago
Align Inn Vermont

Find out more about Windsor County

Windsor County Cabin Rentals information

Number of reviews
588
Accommodation
76 Cabin Rentals
Lowest Price
CA $405
Highest Price
CA $475

Frequently asked questions

Are there cheap cabins in Windsor County?
Whether you'd like to stay by the water or up a mountain, we have an awesome range of cheap cabins in Windsor County to suit your budget and style. Priced from CA $405 to CA $475 per night, your ideal cabin awaits you 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 in Windsor County?
Breathe in the cool mountain air at Cabin - Cozy Chalet, Lake Pauline, Lake Rescue. Located in Ludlow, a spectacular setting, a deck and a porch help make it one of the leading mountain cabins in Windsor County. A few weeks at Beautiful Log Cabin In Weston, Vt in Weston is sure to refresh your mind, body and soul. This mountainside stay also offers the creature comforts you need, such as snow sports gear and a microwave oven.
What are the best river cabins in Windsor County?
Whether you want to go fishing, swimming or simply drift off to sleep with the calming sounds of water, nothing compares to staying close to the river. Cabin - Cozy Chalet, Lake Pauline, Lake Rescue in Ludlow is an impressive waterside getaway. Handy amenities here include a wood stove and snowsport activities. Log Cabin In The Smokeshire Valley Area Of Chester in Chester is another favourite with travellers. It offers a wood stove, outdoor furniture and plenty of opportunities to enjoy yourself around the river.
What are the best cabins with pools in Windsor County?
Your favourite swimsuit is one thing you won't want to forget at Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment. Its inviting pool demands lots of fun-filled days in the water. But there are loads of other things to like about this Chester escape, such as on-site watersports and a porch. Contemporary 4 - Bedroom Cabin 5 - Min To Okemo is another popular cabin rental with a pool in Windsor County. A fireplace and a barbecue grill make this Ludlow option even better.
What are some great cabins in Windsor County?
Travellers can't get enough of Cabin - Cozy Chalet, Lake Pauline, Lake Rescue. If you need a break from the fast pace of life, this Ludlow retreat is where you can step on the brakes. A porch and a firepit will help keep you in your comfort zone. Rediscover peace and quiet or go after adventure at The Little Red Cabin Less Than 15 Minutes To Okemo Close To Everything Vt. Located in Cavendish, a tennis court and a patio are among its many amenities.
What are the best weekend cabin rentals in Windsor County?
Whether you're organizing a short trip with your sweetheart or your whole family, we'll help you locate the perfect weekend cabin getaway. One superb example? Renovated Cabin Overlooking Waterfall And Pond. Featuring on-site watersports and a firepit, you'll appreciate waking up in nature here. Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment is another popular place where you can slow things down. Spend a couple of nights at this retreat which offers on-site watersports and a swimming pool.
What are the highest-rated cabins in Windsor County?
There are some cabins that tick all the boxes. Log Cabin Retreat On 40 Acres is a prime example. With such an impressive rating, it comes with amenities such as a patio, a fireplace and more. Another fantastic option is Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W. A patio and a firepit are among the conveniences here.
What are the top things to see and do in Windsor County?
We hope you like exploring, because there's no shortage of things to do and see. For instance, Okemo Mountain Resort and Waterville Valley Resort. Fort Ticonderoga, Fort William Henry and Cannon Mountain Ski Area are other interesting attractions. And you won't want to forget about Franconia Notch State Park! Of course, squeezing all the major sights into your Windsor County getaway will be a lot easier with a car rental. You can add a set of wheels to your Expedia booking after deciding on your cabin.
Why should I book a cabin in Windsor County?
Affordability, nature-filled surroundings, rustic charm — there are countless great reasons to book a Windsor County cabin. Get far away from the cacophony of the city and rise with the sound of songbirds and wildlife. There's so much adventure right on your doorstep too. Whether you're on vacation with family members, friends or your other half, you'll discover the ideal cabin on Expedia.
What are the top nature cabins in Windsor County?
Featuring plenty of charm and home comforts, Cabin - Cozy Chalet, Lake Pauline, Lake Rescue is among our most sought-after nature cabins in Windsor County. But with a whole lot of things to see and do nearby, make sure you don't spend all your time chilling indoors. Activities such as paddle boating and nearby fishing await. New Secluded Log Cabin In The Mountains is another property where you can immerse yourself in nature. Nearby mountain biking and nearby hiking and biking trails are a few enjoyable ways to do it.
What are some of the best cabins near Killington Resort in Windsor County?
You'll have Mother Nature as a neighbour at a Killington Resort cabin. Killington Cabin - Left Unit: Great For Families is popular. This retreat also offers plenty of adventure, with nearby cross-country skiing and ice skating nearby among the fun things to do in the area. Also check out The Killington Cabin By Killington Vacation Rentals. Go exploring and then head back to your cabin to take advantage of its comforts.

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