Photo by Melissa Smestad

Wintergreen Vacation Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Wintergreen vacation homes

Spacious + Serene Mtn Top Escape, 4 En Suites
Spacious + Serene Mtn Top Escape, 4 En SuitesWintergreen Resort
10.0 out of 10, Exceptional, (54 reviews)
The price is CA $93
CA $475 total
includes taxes & fees
Apr 8 - Apr 9

The Distinguished Squirrel Chalet walking distance
The Distinguished Squirrel Chalet walking distancePedlars Edge
9.2 out of 10, Wonderful, (11 reviews)
The price is CA $289
CA $662 total
includes taxes & fees
Apr 14 - Apr 15

4 BR cabin mins to trails & breweries pets welcome
4 BR cabin mins to trails & breweries pets welcomeChestnut Springs
9.4 out of 10, Exceptional, (33 reviews)
The price is CA $269
CA $823 total
includes taxes & fees
Apr 12 - Apr 13

"Glass & Pine" Home close to Bold Rock & Vineyards
"Glass & Pine" Home close to Bold Rock & VineyardsNellysford
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $241
CA $573 total
includes taxes & fees
Apr 9 - Apr 10

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!Wintergreen Resort
10.0 out of 10, Exceptional, (31 reviews)
The price is CA $150
CA $458 total
includes taxes & fees
Apr 27 - Apr 28

Beautiful 4-season Mountain Home- New Listing
Beautiful 4-season Mountain Home- New ListingWintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
The price is CA $277
CA $755 total
includes taxes & fees
Apr 8 - Apr 9

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14Wintergreen Resort
10.0 out of 10, Exceptional, (60 reviews)
The price is CA $657
CA $1,369 total
includes taxes & fees
Apr 8 - Apr 9

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!Pedlars Edge
10.0 out of 10, Exceptional, (70 reviews)
The price is CA $556
CA $1,000 total
includes taxes & fees
Apr 13 - Apr 14



































