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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Massies Mill condo rentals

A two-story house with a front porch, a mailbox, and a wooden fence.

1. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.

2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Wintergreen
9.4 out of 10, Exceptional, (130 reviews)
"Clean property that was well equipped, and easy check in."
United States
Joseph Blaine
$200 nightly
The price is $225
Nov 10 - Nov 11
Total with taxes and fees
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
A set of stone steps leading up to a house with a light-colored exterior.

2. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$213 nightly
The price is $239
Nov 11 - Nov 12
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.

3. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (163 reviews)
"Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area."
United States
Kathleen K.
$214 nightly
The price is $240
Nov 12 - Nov 13
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A two-story wooden cabin with a wooden deck and a small porch.

4. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (86 reviews)
"What a gem of a place! We had a wonderful long weekend get away as a family. The host communicated clearly and timely. We loved our stay here!"
United States
Christy P.
$209 nightly
The price is $235
Nov 12 - Nov 13
Total with taxes and fees
Walk to Market/Private community outdoor pool!
A balcony with a table and chairs, offering a view of a mountainous landscape.

5. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (339 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$211 nightly
The price is $237
Nov 10 - Nov 11
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

6. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
"Great stay for my family!"
United States
Joel M.
$209 nightly
The price is $235
Nov 12 - Nov 13
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
Exterior

7. Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
United States
Rich C.
$209 nightly
The price is $235
Nov 13 - Nov 14
Total with taxes and fees
Mountain Inn Lodge 71 with Wintergreen Advantage
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

8. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$254 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Peak
A swimming pool surrounded by lush greenery and a wooden cabin.

9. 2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.

2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"
United States
Shannon T.
$280 nightly
The price is $314
Nov 10 - Nov 11
Total with taxes and fees
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
Exterior

10. Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"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.
$187 nightly
The price is $210
Nov 10 - Nov 11
Total with taxes and fees
Timbers Studio 46 with Wintergreen Advantage
Exterior

11. Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"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
$187 nightly
The price is $210
Nov 10 - Nov 11
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

12. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
$235 nightly
The price is $264
Nov 10 - Nov 11
Total with taxes and fees
Pet-Friendly Retreat Walk to Slopes & Village!
Private kitchen

13. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
$286 nightly
The price is $321
Nov 10 - Nov 11
Total with taxes and fees
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A two-story house with a stone foundation, a large front porch, and a chimney.

14. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (128 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
$256 nightly
The price is $287
Nov 16 - Nov 17
Total with taxes and fees
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

15. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
"Views were amazing!"
United States
Sang Rea
$264 nightly
The price is $297
Nov 10 - Nov 11
Total with taxes and fees
Luxury Condo in the Sky! Finest in Wintergreen!
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

16. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
10.0 out of 10, Exceptional, (41 reviews)
"It was a fine place for our family to stay during our staycation!"
United States
Alicia G.
$244 nightly
The price is $274
Nov 10 - Nov 11
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.

17. Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
$248 nightly
The price is $279
Nov 10 - Nov 11
Total with taxes and fees
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
A bedroom with a sloped ceiling, a bed with a metal frame, two bedside tables with lamps, and a wall with framed pictures.

18. Laurelwood 31 with Wintergreen Advantage

Laurelwood 31 with Wintergreen Advantage
Wintergreen
$313 nightly
The price is $351
Nov 10 - Nov 11
Total with taxes and fees
Laurelwood 31 with Wintergreen Advantage
Gather around the stone fireplace after a day on the mountain, with a large-screen TV above and the deck just steps away.

19. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
$265 nightly
The price is $297
Nov 16 - Nov 17
Total with taxes and fees
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

20. Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
8.0 out of 10, Very good, (1 review)
"The stairs inside the property makes hard to lug the suitcases around little hard."
United States
Bhaskar
$209 nightly
The price is $235
Nov 12 - Nov 13
Total with taxes and fees
Mountain Inn Lodge 77 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.
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Top Massies Mill Hotel Reviews

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

10/10 Excellent
"From the moment we walked through the door, we felt right at home. The cabin was exceptionally comfortable, full of character, and thoughtfully appointed. It was clear that the host had gone to great lengths to anticipate guests’ needs, especially in the kitchen, which was stocked with just about everything you could want to prepare meals. They even labeled the cabinets to make finding things easy—a small but thoughtful touch that speaks to the care put into the property.The cabin has plenty of charming spaces to relax, unwind, and recharge. It's also a wonderful place for families with children, with games and books to keep the younger guests entertained. The host was welcoming and quick to respond to any questions.The location was ideal. Situated on a large, wooded lot near the end of a quiet country road, the cabin offered a wonderful sense of privacy and seclusion, yet several restaurants were just a 15- to 20-minute drive away.We thoroughly enjoyed our stay and would highly recommend this property to anyone looking for a peaceful, comfortable getaway. We look forward to returning!"
Howard S. 4-night trip
Posted 2 days ago
Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Find out more about Massies Mill

Massies Mill Condo Rentals information

Number of reviews
1,001
Accommodation
333 Condo Rentals
Lowest Price
$210
Highest Price
$321

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