Book a Cabin in Windsor, VT

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Cabins in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road Killington VT
Get rates
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.
Kitchen
Washer
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly VT
Get rates
A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

3 out of 5
122 Best Rd Windsor VT
$164 nightly
The price is $179 total per night
$179 total
Nov 9 - Nov 10
Total with taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a picnic area are also on offer.
Kitchen
Pet friendly
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 VT
Get rates
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
LATE SUMMER IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

LATE SUMMER IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Mount Holly VT
Get rates
This cabin features barbecue grills.
Kitchen
Pet friendly
Log Cabin home with Mt Ascutney views and pool table

Log Cabin home with Mt Ascutney views and pool table

Brownsville VT
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch

Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch

Quechee VT
Get rates
This cabin features barbecue grills.
Kitchen
Washer
Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly

Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly

Mount Holly VT
Get rates
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly
Amazing home on 90 acres - AC & great mountain views

Amazing home on 90 acres - AC & great mountain views

Hartford VT
Get rates
This cabin features barbecue grills.
Kitchen
Washer
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Hartford VT
$699 nightly
The price is $790 total per night
$790 total
Nov 16 - Nov 17
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Ludlow VT
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cavendish VT
$377 nightly
The price is $406 total per night
$406 total
Nov 18 - Nov 19
Total with taxes and fees
A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Top hotels in Windsor

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

122 Best Rd Windsor VT
$164 nightly
The price is $179 total per night from Nov 9 to Nov 10
$179 total
Nov 9 - Nov 10
Total with taxes and fees
9.8/10 Exceptional! (14 reviews)

Windsor Cabins essential information

Accommodation
105 Cabins
Lowest Price
$134
Highest Price
$790
Popular accommodation
Ski in & out Spruce Glen Townhomes on Great Eastern Trail, Cozy Hideaway near Ludlow/Okemo. HOT TUB!!, Fat Sheep Farm & Cabins, Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore, LATE SUMMER IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF, Log Cabin home with Mt Ascutney views and pool table, Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch, Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly, Amazing home on 90 acres - AC & great mountain views, Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8, Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12, Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Frequently asked questions

What is the price range for cabins near Windsor?
Take your pick of an impressive variety of comfy cabins near Windsor from $134 to $790 per night. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Windsor?
Nab a Windsor cabin vacation from as low as $134 a night. This was the cheapest price available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Windsor cabin rentals?
Lock in your next retreat at one of the 527 different options around Windsor. Two sought-after picks here include Cabin - Romantic Retreat: Mt. Views, Hot Tub and Private And Artistic Cabin, Pet Friendly. From cozy furnishings to stunning natural surroundings, there's a stay to suit everyone on Travelocity.
What is there to do when renting a cabin near Windsor?
Lock in one of our cheap cabin rentals and you'll have a buffet of adventure at your doorstep. Well suited to traveling families, Windsor cabins are a wonderful base for exploring the best of this area.

  • First stop? White Mountain National Forest. Around 100 mi to the northeast of Windsor, this family-friendly spot has to be on your itinerary.
  • Rally the masses and make your way to Flume Gorge. This attraction is about 90 mi to the northeast of Windsor.
  • If you're looking for someplace that'll amuse the entire gang, Quechee Gorge Bridge will make a great addition to your itinerary. This family-friendly attraction is about 18 mi to the north of Windsor.

What are some Windsor luxury cabins?
Plush interiors, top-quality finishes — you don't need to check in to a five-star hotel to enjoy the high life on your vacation. If you're after a place with lots of nice extras as well as the conveniences of home, consider these Windsor luxury cabins:

  • When it comes deluxe getaways, Robert Frost Mountain Cabins is tough to beat. Pillow top mattresses and massage services are just two of the amenities to make use of.
  • Alternatively, spend time with Mother Nature while doing it in style at Cabin - Pollard Brook Condo In Great Lincoln. You'll have everything you need here for a memorable getaway, including a swimming pool and a spa tub.

What are some river cabins near Windsor?
Spend your days fishing, canoeing or hitting the hiking trails and your nights relaxing to the peaceful sounds of the river. Whether you're organizing an escape with friends and loved ones or you're traveling solo, we've got Windsor cabins by the river you'll love:


What are some Windsor cabins with pools?
If you want to create a splash on your next trip, lock in a Windsor cabin with a pool. Spend your days having fun in the water at one of these awesome options:


What are the best Windsor beach cabin rentals?
If spending lots of lazy days combing for washed up treasures on the shore and soaking up spectacular ocean sunsets sounds blissful to you, choose one of these Windsor beach cabin rentals. From cheerful and homey to large and luxe, Travelocity has the ideal beachside stay for you:


How can I find a great cabin near Windsor on Travelocity?
Enter your dates, destination and number of travelers, then use the handy filter tool to refine your search. From cheap cabin rentals that nice and intimate to family cabins large enough for family and friends, we've got your next vacation covered. Travelocity's Price Guarantee also means you'll always get an unbeatable deal. For even greater peace of mind, go for a Windsor cabin that offers free cancellation, just in case your plans get upended.

Explore More Ways to Travel with Travelocity