Search Condo Rentals in Massies Mill

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Compare 256 Condo Rentals in Massies Mill with updated reviews, rates, and availability.

View from the Top
"Waves" of mountains and a view of the valley from the living room windows.

View from the Top

10.0 out of 10, Exceptional, (45)
"We really enjoyed our stay and the wonderful mountain vews! Very comfortable condo."
View from the Top
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Direct Slope Access! Watch the skiers go down the mountain from our couch.

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

9.8 out of 10, Exceptional, (112)
"This is a great condo. It might be in the best possible location on the entire Wintergreen Resort. It’s just steps from the lodge and Blue Ridge Terrace with all the restaurants and fun that that entails. There are tons of ski runs close by. You have access to two pools and the adventure center is just up the street. My family loved staying here over Fourth of July weekend. This is our third year visiting Wintergreen for Fourth of July, and this is our favorite condo yet. It’s just so homey and...
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Escape to the Blue Ridge Mountains at Wine-tergreen!
Open living area with kitchen and dining room. Perfect space for an escape!

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (109)
"We had a lovely stay for a girl's weekend! Very accessible place and close to breweries and wineries"
The price is SAR 447
SAR 982 total
includes taxes & fees
25 Nov - 26 Nov
Escape to the Blue Ridge Mountains at Wine-tergreen!
Endless Mountain Top Views from All The Way Up!
Enjoy the stunning views from the balcony!

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (51)
"This was our second time at this location. It is well equipped, clean, comfortable and the location is great. It sits at the top of the ridge, so views of sunrise and the evening sky are beautiful. The owners are responsive and accommodating. We "
Endless Mountain Top Views from All The Way Up!
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Enjoy an outdoor dinner on the deck, with Crawford's Knob in the background.

Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities

10.0 out of 10, Exceptional, (292)
"In this well stocked condo my husband and I were able to comfortably entertain our daughter and her husband for dinners. We enjoyed exploring the Blue Ridge Parkway as well as a nearby town’s charming fall festival and brewery. "
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Photo taken 2/08/21

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

10.0 out of 10, Exceptional, (120)
"We had fun checking out the area hikes and breweries! "
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
Wintergreen Resort Vacation Rental | 2BR | 1.5BA | Steps to Enter | 800 Sq Ft

Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!

9.6 out of 10, Exceptional, (4)
"We had a wonderful weekend at this property! The condo was well-equipped for our stay. We visited during the first chilly fall weekend so we really enjoyed the hot tub and fireplace. The condo has comfortable furnishings and the full kitchen made preparing meals easy. The location offers gorgeous views and access to nearby amenities. We were less than an hour from Charlottesville so we could enjoy the city during the day and the mountains at night. Our contact person was very helpful and...
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace
Interior

NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace

NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace
Perfect Getaway for Vacation or Staycation!!
Living area

Perfect Getaway for Vacation or Staycation!!

10.0 out of 10, Exceptional, (17)
"A tiny condo with owner Who was reluctant to give me the code to the front door within two days of arrival. He said, « I already gave it to you », but I could not find it and he continued that same dialogue until the following day – with one .day before arrival.. The kitchen was wonderful"
Perfect Getaway for Vacation or Staycation!!
Panoramic Peak: Wintergreen Condo with Views
Living area

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (19)
"Very nice condo with great views."
The price is SAR 559
SAR 1,112 total
includes taxes & fees
5 Dec - 6 Dec
Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Wintergreen Resort Vacation Rental | Studio | 1BA | Step-Free Access

Wintergreen Resort Studio w/ Deck & Ski-Out Access

9.8 out of 10, Exceptional, (25)
"great place to stay clean, quiet, and peaceful."
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Skiing at the nearby Highlands Lift

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (36)
"We couldn’t have been happier with the cleanliness and size of this condo. This is a cute condo which should meet all your needs whether you are in the area for skiing, hiking, or tastings. We are already looking to book again."
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Your place on top of the mountain!

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

9.8 out of 10, Exceptional, (173)
"I’ll keep it short and sweet. It was absolutely the perfect getaway. Beautiful condo with an even more exquisite view. The location is awesome. I have every intention on returning one day. I loved it and it’s a perfect spot to get away for the weekend or longer! "
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Property grounds

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

10.0 out of 10, Exceptional, (134)
"This was our second stay here. Perfect for a couple! Great location in the mountain right near the general store and main lodge. "
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Cozy up by the fireplace in the Den

Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

10.0 out of 10, Exceptional, (148)
"My daughter and I loved our stay at this condo. The unit smelled good and was super clean when we arrived. The view was gorgeous. The beds were very comfortable and plush. The owners have thought of little touches that make it feel like home. We lacked for nothing. "
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Majestic Mountain View’s from The Cliffs
Outdoor dining

Majestic Mountain View’s from The Cliffs

9.6 out of 10, Exceptional, (29)
"Great views & beautiful scenery!! Condo was spacious & comfortable, but in need of some updates & did lack privacy."
Majestic Mountain View’s from The Cliffs
Wintergreen Resort Vacation Rental w/ Balcony!
Wintergreen Resort Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Stairs Required

Wintergreen Resort Vacation Rental w/ Balcony!

9.6 out of 10, Exceptional, (5)
"A beautiful, clean, roomy condo with a great view of the fall foliage. The location was convenient to hiking and the brewery trail. All amenities were more than adequate. We had a great time!more than "
Wintergreen Resort Vacation Rental w/ Balcony!
The Modern Mountain Condo
Enjoy the light-filled open layout

The Modern Mountain Condo

10.0 out of 10, Exceptional, (12)
"The property was nice,clean and convenient for our short trip. Wouls absolutely stsy here again"
The price is SAR 401
SAR 877 total
includes taxes & fees
25 Nov - 26 Nov
The Modern Mountain Condo
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
Living area

Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift

10.0 out of 10, Exceptional, (18)
"My wife and two kids spent three nights at the condo. We had never been at Wintergreen in the non ski season and were able to experience a lot of new opportunities, including the hiking trails. With an 8 and 4 year old in tow, it was great that this condo has a bedroom on the ground floor - easy access to play in the yard. Also nice was that firewood is provided. "
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course
Living area

Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course

10.0 out of 10, Exceptional, (18)
"We had a great time"
Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course
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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Other property types in Massies Mill

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Entrance to High Ridge

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

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is SAR 526
SAR 1,037 total
includes taxes & fees
21 Dec - 22 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Cabin sits on host's 34-acre mountain property. Private guest driveway/parking.

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (65)
"This is a lovely cabin perfectly appointed throughout. The host was very attentive. I would stay again."
The price is SAR 488
SAR 746 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Endless Mountain Top Views from All The Way Up!
Enjoy the stunning views from the balcony!

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (51)
"This was our second time at this location. It is well equipped, clean, comfortable and the location is great. It sits at the top of the ridge, so views of sunrise and the evening sky are beautiful. The owners are responsive and accommodating. We "
Endless Mountain Top Views from All The Way Up!
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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