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Top Cities in Windsor County

Ludlow showing street scenes
Cabin RentalsCabin Rentals

Ludlow

Ludlow

Cabin Rentals in Windsor County

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, (2)
"Cabin was spotless and exactly what I expected"
United States
mark g.
$239 nightly
The price is $267
Nov 13 - Nov 14
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior
Amazing home on 90 acres - AC, fireplace & great mountain views

Amazing home on 90 acres - AC, fireplace & great mountain views

Quechee
9.0 out of 10, Wonderful, (43)
"Enjoyed our stay immensely. Great location with a lot of privacy but still close to everything you would need."
United States
Stephen A & Jeanne L.
Amazing home on 90 acres - AC, fireplace & great mountain views
Exterior detail
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, (95)
"Our stay was great! Very nice cabin on the water with wood burning fireplace, fire pit, gas grill, and everything else you need for a pleasant get a way!"
United States
Jason B.
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
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, (144)
"This home was exactly what our family needed for our weekend away. It’s very warm and cozy. Loved the screened in porch and the kitchen was great to prepare meals. The kids loved walking the path to the lake to fish every day. We will be back! "
United States
christine
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Exterior
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

Ludlow
9.0 out of 10, Wonderful, (21)
"Fantastic location, is spotless, and it has everything you need. Suitable for families with young kids. We had a great time there! Highly recommended."
United States
Brit Y.
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Exterior
Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo

Woodstock
9.8 out of 10, Exceptional, (24)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
Canada
Victoria M.
$171 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
Treehouse at Wise Pines- SoBo
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, (28)
"First visit to Vermont and it was perfect! The cabin had everything we could possibly need and more. Clear check-in and check-out details. Fast rsponse when needed. We wish we would have had the cabin longer and to truly enjoy it like it was intended. We will be back.Thank you!"
United States
Amanda F.
$283 nightly
The price is $308
Nov 17 - Nov 18
Total with taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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, (11)
"We stayed in Cabin 1 for three nights for an event at Ascutney Mountain. It’s a short scenic drive to Ascutney Outdoors Center. The cabin was pristine. And the area is so peaceful. One of the boat launches is less than a two minute walk down the dirt road. Our son spent time fishing there. The cabins are situated so that you are not looking at each other keeping a feeling of privacy!"
United States
Amanda W.
$283 nightly
The price is $308
Nov 17 - Nov 18
Total with taxes and fees
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!

The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!

Cavendish
9.8 out of 10, Exceptional, (112)
"Had a lovely time in the cabin! A true Vermont experience :)"
United States
Amanda B.
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Exterior
Spacious 5-bedroom cabin in charming Chester

Spacious 5-bedroom cabin in charming Chester

Chester
Spacious 5-bedroom cabin in charming Chester
Exterior
Private 3-bedroom cabin with WiFi and backyard!

Private 3-bedroom cabin with WiFi and backyard!

Springfield
10.0 out of 10, Exceptional, (1)
"Wonderful stay at this cabin! Large yard fairly closed off with trees that leaves room to run around! Pictures don’t do the property justice! Very kid/family friendly and very accommodating with a stocked up kitchen, lots of games in the living room, and really simple check out. Hosts gave us a list of great local spots and had a whole binder full of take out menus, tidbits for the house, and activities for the area. "
United States
Benjamin W.
Private 3-bedroom cabin with WiFi and backyard!
Exterior
Charming farmhouse, dog friendly, Appalachian trail access

Charming farmhouse, dog friendly, Appalachian trail access

Bridgewater
7.8 out of 10, Good, (6)
"I was more than please with the beauty surrounding this location. Coming from Florida with people who have never been to the northeast during fall, it was a perfect introduction to Fall in New England. If you are one who gets car or motion sick, be advised that this house is at the very top of a mountain, where the Appalachian trail comes in, and to get to the top it is a ten minute drive up a windy steep mountain. The house was everything I was looking for as 3 married adult couples, it had...
United States
Dawn E.
Charming farmhouse, dog friendly, Appalachian trail access
Exterior
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard

Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard

2.0 star property
Cavendish
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard
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, (3)
"I had a great stay, kitchen is fully equipped. The place is clean and cozy. My dtay was very relaxing. Would definitely stay again."
United States
Hollis A.
Sage House at Camp Greenwood Vermont with Sauna
Exterior
Blue & Sonny Hollow: Modern Cabin Firepit & Trails

Blue & Sonny Hollow: Modern Cabin Firepit & Trails

Hartland
Blue & Sonny Hollow: Modern Cabin Firepit & Trails
Exterior
Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay

Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay

Ludlow
Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay
Exterior
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby

Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby

Chester
10.0 out of 10, Exceptional, (27)
"100% The best place to stay in Vermont.Beautiful log cabin on a gorgeous property in the woods. Hiking trails. Fresh clean bathrooms, plenty of bedrooms for our group of five. Spacious kitchen and dining area, awesome back deck with table and chairs. Fire pit with plenty of wood to burn. The Wifi is super powerful! It even worked out side on the deck!!!We can go on and on about how amazing this property is.Thank you to the hosts who were incredible!We are definitely going back! "
United States
Ronald G.
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
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)
"Loved the Cabin."
United States
MARK D.
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Exterior
Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo

Woodstock
9.8 out of 10, Exceptional, (11)
"Very enjoyable stay. Wish I could have stayed for breakfast & yoga."
United States
Evelyn T.
$171 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
Treehouse at Wise Pines- NoBo
Exterior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

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

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (9)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
$285 nightly
The price is $310
Nov 11 - Nov 12
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. "
Andrew 1-night trip
Posted 3 days ago
Pointe at Castle Hill Resort

Find out more about Windsor County

Windsor County Cabin Rentals information

Number of reviews
492
Accommodation
60 Cabin Rentals
Lowest Price
$187
Highest Price
$310

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 $187 to $310 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 favorite with travelers. 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 favorite 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?
Travelers 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 neighbor 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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