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Compare 337 Vacation Homes in Massies Mill with updated reviews, rates, and availability.

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

10.0 out of 10, Exceptional, (24)
"Enjoyed our stay. The sunrises and sunsets were great. House was fun. Don’t miss visiting the dairy farm across the street. Lovely. Perfect place for a relaxing time. "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (300)
"Exactly as advertised. Clean, everything worked, great location."
The price is AED 657
AED 1,551 total
includes taxes & fees
18 Apr - 19 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

9.0 out of 10, Wonderful, (2)
"The property is about a 5-7 minute drive to the Wintergreen resort. It was an excellent choice for multiple families who have kids. The downstairs area is full of entertaining games such as foosball, basketball, and darts. It also includes arcade games and multiple TVs. This area kept all the kids entertained whenever the adults were upstairs. "
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

10.0 out of 10, Exceptional, (23)
"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is AED 496
AED 899 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Country small two bedroom home.

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (27)
"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...
Insane Mountain Views - New Listing

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Afton Farmhouse - Mountain Views off Route 151

10.0 out of 10, Exceptional, (16)
"The house was really cozy with lots of space inside and outside to enjoy. We enjoyed playing games, sitting by the fire inside and outside, and visiting the local wineries and breweries. Ashley was an excellent host and quick to respond with any questions. "
The price is AED 613
AED 1,683 total
includes taxes & fees
21 Apr - 22 Apr
Afton Farmhouse - Mountain Views off Route 151

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is AED 687
AED 1,567 total
includes taxes & fees
30 Apr - 1 May
Hillside Haven: Modern Retreat, Mountain Views

Come and enjoy a beautiful view and relaxing time at Windy Knoll....

10.0 out of 10, Exceptional, (197)
"This was a perfect place for our bestie gathering. The location is beautiful...secluded and lovely. The house was truly impeccable. We loved the space. It was so well appointed with the little things that you may need. Simply awesome! Thank you to these great hosts!thoughtfully!"
Come and enjoy a beautiful view and relaxing time at Windy Knoll....

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (14)
"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."
Book for Spring! Nelson 151, MTN views!

Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

10.0 out of 10, Exceptional, (21)
"I can’t tell you how accommodating this Cabin was. I traveled with a group of 6 women, between the ages of 45-50 to Celebrate a 50th Birthday! The home was perfect! "
Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

White Rock Cabin

10.0 out of 10, Exceptional, (203)
"Scott & Christie are excellent hosts. Everything was beyond expectations."
White Rock Cabin

Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

10.0 out of 10, Exceptional, (1)
"This house more than met our exceptions! It is a beautiful property in an exceptional, wooded setting with bubbling mountain streams behind the house. You can hear them from the deck and there aren't many more peaceful sounds than the natural sounds of nature. The old Appalachian Trail is out back on the other side of the streams, which are really fun and easy to cross. You run into the current AT and can hike on that for as long or as short a hike as you want. The house itself is just...
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (40)
"We had a lovely time in this lovely house. "
The newest and largest edition to the Wintergreen Retreat portfolio!

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

10.0 out of 10, Exceptional, (291)
"This place has everything you need when you go to a mountain retreat! Everything was clean and neat "
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (229)
"We stayed at this double log cabin for a 2 night family get together.in late March. 7 adults, no kids. Plenty of space, authentic cabins with a newer section connecting them. I would say the description and pictures are spot on. We loved eating in one night (most appliances are updated and the old refrigerator did well). We LOVED having an outdoor fire both nights. The negatives in my opinion may NOT be negatives for others. We are either city or suburb dwellers. It was cold in the house...
Restored Double Log Cabin on 400 Mountain Acres

Newly remodeled farmhouse on 151 Trail in Nelson County

10.0 out of 10, Exceptional, (28)
"We have stayed here in the past and plan to come back. We've always stayed during the colder months, but there are plenty of amenities for families that want to stay in warmer weather as well. Convenient location. Everything is updated and the beds are luxuious. Excellent wi-fi."
Newly remodeled farmhouse on 151 Trail in Nelson County
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.

9.0 out of 10, Wonderful, (271)
"Quiet and comfortable condo with magnificent views. We loved the woodburning fireplace and the fully equipped kitchen. Very cozy accommodations. We don't ski, however, the mountain is gorgeous. We visited the Nelson151 and had great time!"
The price is AED 386
AED 866 total
includes taxes & fees
28 Apr - 29 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (233)
"Clean, well maintained, phenomenal views. Comfy beds, lots of blankets, and pillows. We will definitely book again!"
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (300)
"Exactly as advertised. Clean, everything worked, great location."
The price is AED 657
AED 1,551 total
includes taxes & fees
18 Apr - 19 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.