Search and Rent Massies Mill Condos

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Our top choices for Massies Mill condo rentals

Interior
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Condo in Wintergreen Resort

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2.0 star property
10.0 out of 10, Exceptional, (1)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
$214 nightly
The price is $240
Dec 23 - Dec 24
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Terrace/patio
Wintergreen Condo -Steps to Ski and restaurants

Condo in Wintergreen Resort

Wintergreen Condo -Steps to Ski and restaurants
9.8 out of 10, Exceptional, (30)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
$236 nightly
The price is $265
Dec 24 - Dec 25
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Smart TV, fireplace, books
Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Condo in Wintergreen Resort

Stylish-Updated-Central -Walk to Slopes-Dogs OK!
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
$302 nightly
The price is $339
Dec 23 - Dec 24
Total with taxes and fees
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Property grounds
The Modern Mountain Condo

Condo in Wintergreen Resort

The Modern Mountain Condo
10.0 out of 10, Exceptional, (34)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
$253 nightly
The price is $284
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Modern Mountain Condo
Interior
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Condo in Roseland

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
9.8 out of 10, Exceptional, (22)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
$224 nightly
The price is $252
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Outdoor dining
Escape to the Blue Ridge Mountains at Wine-tergreen!

Condo in Wintergreen Resort

Escape to the Blue Ridge Mountains at Wine-tergreen!
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
$219 nightly
The price is $246
Dec 23 - Dec 24
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
Pool
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Condo in Roseland

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
$237 nightly
The price is $266
Jan 5 - Jan 6, 2026
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Interior
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Condo in Wintergreen Resort

Wintergreen. Sunset Vista Villa - Close to the ski slopes
10.0 out of 10, Exceptional, (93)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
$293 nightly
The price is $328
Dec 23 - Dec 24
Total with taxes and fees
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Interior
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Condo in Wintergreen Resort

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
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.
$330 nightly
The price is $371
Jan 13 - Jan 14, 2026
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Exterior
Mountain Inn Studio 96 with Wintergreen Advantage

Condo in Wintergreen

Mountain Inn Studio 96 with Wintergreen Advantage
10.0 out of 10, Exceptional, (1)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
Mountain Inn Studio 96 with Wintergreen Advantage
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Condo in Roseland

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (304)
"Great view!!"
United States
Suzanne W.
$216 nightly
The price is $242
Jan 4 - Jan 5, 2026
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
TV, fireplace
Mountain View Vista: Resort Condo w/ Views

Condo in Wintergreen Resort

Mountain View Vista: Resort Condo w/ Views
9.4 out of 10, Exceptional, (8)
"Beautiful view!"
United States
Serge L.
$272 nightly
The price is $305
Jan 13 - Jan 14, 2026
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views
Exterior
Mountain Inn Lodge 79 with Wintergreen Advantage

Condo in Wintergreen

Mountain Inn Lodge 79 with Wintergreen Advantage
10.0 out of 10, Exceptional, (1)
"The Wintergreen resort is beautiful, and this rented condo more than met our expectations. It was very clean and well-stocked with dishes/cookware/utensils/Keurig coffee machine, towels, hair dryers (2), and toiletries. The unit has two TVs complete with 123 cable channels. The bed in the loft is very comfortable. We plan to stay there again in the future. "
United States
Marlena E B.
Mountain Inn Lodge 79 with Wintergreen Advantage
Microwave, oven, stovetop, dishwasher
Overlook 180 degree views w/Peloton!

Condo in Wintergreen Resort

Overlook 180 degree views w/Peloton!
9.4 out of 10, Exceptional, (3)
"Excellent stay. Thank you!"
United States
Kimberly B.
$339 nightly
The price is $388
Jan 13 - Jan 14, 2026
Total with taxes and fees
Overlook 180 degree views w/Peloton!
Property grounds
You deserve it all! Awesome Views, Comfy Condo & Elevator!

Condo in Chestnut Springs

You deserve it all! Awesome Views, Comfy Condo & Elevator!
9.8 out of 10, Exceptional, (196)
"Nice view along with a spacious layout. Was very nice location. "
United States
Daniel
$360 nightly
The price is $404
Dec 30 - Dec 31
Total with taxes and fees
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Property grounds
Endless Mountain Top Views from All The Way Up!

Condo in Wintergreen Resort

Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (90)
"Perfect location for our weekend stay! Close to trails and breweries and gorgeous views. Responsive hosts, clean and cozy condo. "
United States
Cari B.
$477 nightly
The price is $536
Dec 28 - Dec 29
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!
TV, fireplace
Panoramic Peak: Wintergreen Condo with Views

Condo in Wintergreen Resort

Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (32)
"Very clean, well organized, excellent views"
United States
Guy M.
$312 nightly
The price is $350
Jan 13 - Jan 14, 2026
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
Fireplace
Firefly on The Ridge: Mountain + Ski Slope Views

Condo in Wintergreen Resort

Firefly on The Ridge: Mountain + Ski Slope Views
2.0 star property
$335 nightly
The price is $359
Dec 23 - Dec 24
Total with taxes and fees
Firefly on The Ridge: Mountain + Ski Slope Views
TV, fireplace
Highridge Court 24 with Wintergreen Advantage

Condo in Chestnut Springs

Highridge Court 24 with Wintergreen Advantage
8.0 out of 10, Very Good, (1)
"Nice place with a great view. Take your own Keurig machine though."
United States
James C.
Highridge Court 24 with Wintergreen Advantage
A heated pool
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Condo in Wintergreen Resort

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
9.8 out of 10, Exceptional, (137)
"Perfect location right across from the village. Very comfortable and clean. "
United States
Erin F.
$395 nightly
The price is $444
Jan 4 - Jan 5, 2026
Total with taxes and fees
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
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 Massies Mill Hotel Reviews

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

10/10 Excellent
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
Vicki E. 1-night trip
Posted 2 days ago
Wintergreen. Sunset Vista Villa - Sea of Mountains

Find out more about Massies Mill

Massies Mill Condo Rentals information

Number of reviews
1,241
Accommodation
297 Condo Rentals
Lowest Price
$240
Highest Price
$536

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