We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Vacation Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
USD
Sign in
Windham
Hotels
Things to Do
Restaurants
Flights
Vacation Rentals
Cruises
Rental Cars
Forums
Inbox
See all
Sign in
to get trip updates and message other travelers.
Vacation Rentals in Windham, VT
Vacation Rentals
USA
Vermont (VT)
Vacation Rentals in Windham, VT
Search
Owner log in
Windham
Vacation Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (48)
Washer/Dryer (39)
Fireplace (36)
Other outdoor space (33)
Show all
Suitability
Kid friendly (47)
Pet friendly (17)
Wheelchair access (0)
Elder access (0)
Show more
Property type
Vacation Rental House (43)
Condominium/Apartment (6)
Cabin Vacation Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (2)
Private Chef (0)
Private Beach (0)
Ski In/Ski Out (0)
Show all
Distance from
5 mi
Show all
49 rentals
in Windham.
The Windham Hill A-Frame - Close to 3 Ski Resorts!
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
Rental Home
View on map
4 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Your perfect Vermont Getaway
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Farmhouse Central to Six Vermont Ski Resorts and 5 minutes from Magic Mountain
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Brand New Luxury “Tiny” House, Immersed In Nature
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Winter Getaway at the Octagon w/ 3 Fireplaces!
1 review
Rental Home
View on map
5 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
1830's Recently Renovated Rustic Farmhouse, Windham Vermont
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
| Handmade 4 Bed Log Cabin | 5 Min From Skiing |
14 reviews
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Rental Home
View on map
11 bedrooms
7 bathrooms
Sleeps 30
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Vermont Ski Chalet ~ 5 Mi to Magic Mountain
Rental Home
View on map
4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Artistic Southern Vermont home at Windham
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
New! Cozy private ski chalet with incredible views, close to Mountains!
Rental Home
View on map
4 bedrooms
3 bathrooms
Sleeps 15
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
The following properties within 20 miles of Windham match all your filters:
Cozy Ski-In/Ski-Out Condo on Magic Mountain
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
1 review
Rental Home
View on map
6 bedrooms
4 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Ski-In/Ski-Out Magic Mountain Condo w/ Deck!
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Ski Carriage Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Cozy Chalet on Magic Mountain
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18
10 reviews
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
South Londonderry Home, Walk to Magic Mtn Ski Area
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Cozy Chalet on Magic Mountain
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Minutes to a Magical Apres Ski!
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Leaf Peep Magic VT Country Home
Rental Home
View on map
5 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Stay where you can Ski the Fab Four
Rental Home
View on map
3 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Farmhouse in South Londonderry - great amenities and really close to ski resorts
Rental Home
View on map
5 bedrooms
5 bathrooms
Sleeps 18
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Insanely romantic treehouse perched next to a stream and rolling hills.
Rental Home
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
SEPTEMBER SPECIAL! 15% Off mid week bookings at the Secluded Trout Cabin
27 reviews
Rental Home
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
The Maple Retreat | 20 Min to Stratton w/ Sauna
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Magic Mountain Trailside Condo - Ski In / Ski Out
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Baby Barn, Architect Owner
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Historic Farmhouse, Quaint Vermont Experience
4 reviews
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Rental Home
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts
Condo/Apartment
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!
Rental Home
View on map
6 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
Rental Home
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks
2 reviews
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Lovely home on 500 acres w/private lake near great skiing - for all-season fun
31 reviews
Rental Home
View on map
8 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Cozy Chalet in Vermont's Golden Triangle
Rental Home
View on map
4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups
9 reviews
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Charming and Spacious Vermont farmhouse WINTER RENTAL JAN-MARCH AVAILABLE
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Londonderry Chalet w/ Deck, Fire Pit & Views!
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Mtn View & Hot Tub - Magic View in Scenic Vermont
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Spacious Family getaway near Magic Mountain, VT
Rental Home
View on map
5 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Mountain chalet
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym
Rental Home
View on map
8 bedrooms
6 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
Cozy Condo w/ Magic Mountain Ski-In Access!
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
As seen on
1
Showing results 1-49 of 49
Frequently Asked Questions about Windham
Do any vacation rentals in Windham have a pool?
Yes, here are some popular vacation rentals in Windham that have a pool:
The Windham Hill A-Frame - Close to 3 Ski Resorts!
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
Your perfect Vermont Getaway
See all vacation rentals with a pool in Windham on Tripadvisor
Do any vacation rentals in Windham have internet access?
Yes, here are some popular vacation rentals in Windham that have internet access:
The Windham Hill A-Frame - Close to 3 Ski Resorts!
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
Your perfect Vermont Getaway
See all vacation rentals in Windham on Tripadvisor
What are the best pet friendly rentals in Windham?
The best pet friendly rentals in Windham are:
Your perfect Vermont Getaway
The Windham Hill A-Frame - Close to 3 Ski Resorts!
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
See all pet friendly vacation rentals in Windham on Tripadvisor
What are some great rentals in Windham that are kid friendly?
Some of the most popular kid friendly rentals in Windham are:
The Windham Hill A-Frame - Close to 3 Ski Resorts!
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
Your perfect Vermont Getaway
See all kid friendly vacation rentals in Windham on Tripadvisor
Windham
Windham Tourism
Windham Hotels
Windham Bed and Breakfast
Windham Vacation Rentals
Flights to Windham
Restaurants near Windham
Windham Travel Forum
Windham Photos
Windham Map
Windham Travel Guide
Hotels
All Windham Hotels
Windham Hotel Deals
By Hotel Class
5-stars Hotels in Windham
4-stars Hotels in Windham
3-stars Hotels in Windham
Near Airports
Hotels near (BTV) Burlington Intl Airport
Hotels near (RUT) Rutland Airport
Hotels near (LEB) Lebanon Regional Airport
Things to Do
Restaurants
Flights
Vacation Rentals
Places of Interest
Vacation Rentals near Magic Mountain
Travel Stories
Cruises
Rental Cars
More
Tours
Add a Place
Travel Forum
Airlines
Travelers' Choice
Help Center
Travel Stories