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Vacation rentals in Massies Mill

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Top-rated vacation rentals in Massies Mill

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Tyro
Bear Creek Inn
You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.
$135 per night
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Condo in Wintergreen Resort
Point of View | Wake in the Clouds
Jaw dropping views of the Blue Ridge Mountains in this cozy 1 bed | 2 bath condo in Wintergreen . A bright and welcoming feel will let you settle in and relax in no time. This space is perfect for couples with up to 2 small children, and the adventurous souls who wants to wake up in the clouds and have easy access to the trails. Please be sure the read below for Wintergreen Resort Amenities rules and accessibility during your stay.
$131 per night
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Cabin in Nellysford
Luxury Tiny Home by Breweries Wine Wintergreen
This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. Wintergreen Ski Resort is 15 miles away. We're surrounded by breweries, vineyards, and distilleries (Bold Rock Cider, Devil's Backbone, Blue Mountain Brewery, Silverback Distillery, Virginia Distillery, Wood Ridge Farm Brewing, Afton Mountain Vineyard,etc).
$149 per night
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Other great vacation rentals in Massies Mill

Condo in Wintergreen Resort
The Winter Fox Den
$97 per night
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Home in Roseland
Dogwood Suite at Open Heart Inn
$90 per night
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Tiny home in Tyro
Little is Much - Tiny on the Tye
$100 per night
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Condo in Wintergreen Resort
Newly renovated/ Walk to Slopes!
$127 per night
Condo in Wintergreen Resort
Amazing Blue Ridge ski-front views with Wintermint
$124 per night
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Vacation home in Lovingston
Ultimate cabin in the mountains
$235 per night
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Guesthouse in Afton
Rusty's Retreat (Supporting Animal Rescue!)
$84 per night
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Cottage in Afton
Couples Getaway, W/ King bed,heart of RT 151
$88 per night
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Home in Massies Mill
Mima’s Mountain House with Mountain view/Creekside
$300 per night
Rental unit in Wintergreen Resort
This Is It
$112 per night
Yurt in Roseland
Romantic Yurt Near Wineries, Hiking & Skiing!
$142 per night
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Condo in Wintergreen Resort
Mountaintop Getaway - Dog Friendly
$196 per night
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