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Compare 362 Vacation Homes in Massies Mill with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (303)
"Fun, fun times in a short stay. Location was perfect ! "
The price is SAR 559
SAR 1,436 total
includes taxes & fees
1 Jun - 2 Jun
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

9.4 out of 10, Exceptional, (85)
"Wonderful stay"
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Dream Big in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (12)
"Had a great time at this house in Nellysford. The property is larger than I even expected and was great for our large group."
Dream Big in the Blue Ridge Mountains

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❤️

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (28)
"If you’re traveling with a large group or multiple families- this is the property for you.There’s too many things to comment on with this beautiful home. The views- breathtaking. The rooms private, luxurious l, and accommodating and the location was very convenient "
Insane Mountain Views - New Listing

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (54)
"Nice property, great location, good communication with owner management."
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

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

Blue Ridge Mountain Retreat in Wintergreen

9.2 out of 10, Wonderful, (65)
"Enjoyed our 2nd year here. Lots of room and fabulous kitchen. "
Blue Ridge Mountain Retreat in Wintergreen

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

10.0 out of 10, Exceptional, (28)
"This house was so cute and the property/atmosphere was perfect. We all loved it the children could run around with the dogs and the house was super cozy. Will definitely be staying here again when we are in the area "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (19)
"Very nice! All the rooms were very comfy. The gas fireplace in the living room and the firepit outside are nice touches."
The price is SAR 666
SAR 1,737 total
includes taxes & fees
2 Jun - 3 Jun
Afton Farmhouse - Mountain Views off Route 151

Serene Wintergreen Retreat, Nestled in the Trees

9.6 out of 10, Exceptional, (14)
"My husband and I lived at Wintergreen many years ago, so decided to take our children up for a few days to celebrate my birthday. It was an absolute blast. We loved everything about the house. Very well equipped and perfect set-up for our family. We will be back! "
Serene Wintergreen Retreat, Nestled in the Trees

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

9.8 out of 10, Exceptional, (29)
"Black Bear Lodge fit our two families very happily. There were ample bathrooms, the beds were very comfortable and the view is lovely. The house was well-maintained and It's a short drive to the slopes."
The price is SAR 1,065
SAR 2,498 total
includes taxes & fees
1 Jun - 2 Jun
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

The Refuge at Laurel

9.4 out of 10, Exceptional, (21)
"Lovely quaint refuge on a peaceful, beautiful property with excellent access to breweries, wineries, and plenty of other activities in the area."
The Refuge at Laurel

Blue's Barn: Central to Wineries & Breweries

9.4 out of 10, Exceptional, (11)
"Would recommend to anyone who wants a romantic getaway "
The price is SAR 596
SAR 1,158 total
includes taxes & fees
1 Jun - 2 Jun
Blue's Barn: Central to Wineries & Breweries

White Rock Cabin

10.0 out of 10, Exceptional, (207)
"Above and beyond on everything highly recommend staying here"
White Rock Cabin

Historic Bungalow 30 minutes from Wintergreen

10.0 out of 10, Exceptional, (10)
"Loved our stay at the bungalow! One of the cleanest homes we have stayed in! So close to many of our favorite restaurants, wineries, and breweries."
The price is SAR 492
SAR 1,096 total
includes taxes & fees
3 Jun - 4 Jun
Historic Bungalow 30 minutes from Wintergreen

Unbeatable Views Atop Wintergreen Resort

10.0 out of 10, Exceptional, (124)
"Just perfect all weekend!"
Unbeatable Views Atop Wintergreen Resort

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

10.0 out of 10, Exceptional, (11)
"The house was lovely. The location was great. Plenty of space for everyone. We really enjoyed this home."
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (42)
"We had a lovely time in this lovely house. "
The newest and largest edition to the Wintergreen Retreat portfolio!

4 BR cabin mins to trails & breweries pets welcome

9.8 out of 10, Exceptional, (24)
"Excellent location, clean, comfortable, would stay again!"
The price is SAR 726
SAR 2,180 total
includes taxes & fees
2 Jun - 3 Jun
4 BR cabin mins to trails & breweries pets welcome
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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