Photo by Rebecca Brent

Wintergreen Condominium Resorts to Rent

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Wintergreen

10.0 out of 10, Exceptional, (92)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
$234 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Apartment in Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
$265 nightly
The price is $279
Dec 14 - Dec 15
Total with taxes and fees
Laurelwood Hollow: Walk to Ski & Swim

Cabin in Nellysford

Blackwood Chalet
2.0 star property
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
$369 nightly
The price is $390
Dec 14 - Dec 15
Total with taxes and fees
Blackwood Chalet

Condo in Wintergreen Resort

The Modern Mountain Condo
10.0 out of 10, Exceptional, (34)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
$206 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
The Modern Mountain Condo
9.8 out of 10, Exceptional, (30)
"Had everything we needed, snacks and coffee were great for a cold weekend."
United States
Michael L.
$236 nightly
The price is $265
Dec 14 - Dec 15
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
9.8 out of 10, Exceptional, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
$218 nightly
The price is $245
Dec 14 - Dec 15
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
2.0 star property
10.0 out of 10, Exceptional, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
$310 nightly
The price is $348
Dec 13 - Dec 14
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
9.8 out of 10, Exceptional, (21)
"Excellent throughout"
United States
katherine
$216 nightly
The price is $243
Dec 13 - Dec 14
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Guesthouse in Wintergreen Resort

Cozy Mountain Retreat * Dog Friendly
9.6 out of 10, Exceptional, (4)
"We enjoyed our brief stay at this comfortable property. Liked the decor. Very friendly, responsive host. Would definitely stay again. The mountain scenery in mid-October was spectacular."
United States
Samuel L.
Cozy Mountain Retreat * Dog Friendly
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
$234 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
9.0 out of 10, Wonderful, (302)
"Great view!!"
United States
Suzanne W.
$195 nightly
The price is $219
Dec 15 - Dec 16
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
10.0 out of 10, Exceptional, (23)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
$409 nightly
The price is $459
Dec 14 - Dec 15
Total with taxes and fees
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
$506 nightly
The price is $568
Dec 14 - Dec 15
Total with taxes and fees
Design-Lover’s Getaway • Game Room • Hot Tub
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
$300 nightly
The price is $336
Dec 16 - Dec 17
Total with taxes and fees
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
10.0 out of 10, Exceptional, (30)
"Great location, beautiful home and so much to do nearby."
United States
Jordan D.
$408 nightly
The price is $433
Dec 17 - Dec 18
Total with taxes and fees
Bear Tracks Cottage: New Hot Tub + Fire Pit
10.0 out of 10, Exceptional, (2)
"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "
United States
Robert H.
$371 nightly
The price is $425
Dec 17 - Dec 18
Total with taxes and fees
"Glass & Pine" Home close to Bold Rock & Vineyards
$178 nightly
The price is $199
Dec 17 - Dec 18
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
$405 nightly
The price is $454
Dec 14 - Dec 15
Total with taxes and fees
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
9.8 out of 10, Exceptional, (28)
"This was a great place for our short weekend getaway! We needed a place we could unplug, and that's exactly what we did reading by the fire, but there was plenty to do if we wanted to! We look forward to staying here again."
United States
Richard
$203 nightly
The price is $228
Dec 15 - Dec 16
Total with taxes and fees
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
10.0 out of 10, Exceptional, (2)
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
United States
Madison D.
$238 nightly
The price is $267
Dec 13 - Dec 14
Total with taxes and fees
Timbers Studio 46 with Wintergreen Advantage
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wintergreen Hotel Reviews

Find out more about Wintergreen

Wintergreen Condo Resorts information

Number of reviews
870
Accommodation
0 Condo Resorts
Lowest Price
$219
Highest Price
$568

Explore a world of travel with Expedia