Details

Property view

Wintergreen Resort Home w/ 2 Decks + Ski Access!

8.7 / 10

Excellent(3 Ratings)

$$$$

House in Massies Mill, VA

2 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Location

city location on map

Reviews

8 / 10

Stay was great! Property was beautiful but unfortunately it rained every day and we didn’t get much of a chance to explo

Beautiful and well worth the price

Distance to town and major shopping areas

9 / 10

Property was clean, cozy and conveniently located less than a mile from Wintergreen Ski Resort.

Cozy Chalet and proximity to Ski Resort

Property needed some minor repairs (toilet paper holder loose from wall - ground level rest room), Coffee maker water tank leaking, Basement Faucet not completely secured to sink.

Photos

See all properties

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Top rated by guests

Wintergreen Resort Home w/ 2 Decks + Ski Access! House in Massies Mill

Wintergreen Resort Home w/ 2 Decks + Ski Access! House in Massies Mill

Wintergreen Resort Home w/ 2 Decks + Ski Access! House in Massies Mill

Wintergreen Resort Home w/ 2 Decks + Ski Access! House in Massies Mill

Wintergreen Resort Home w/ 2 Decks + Ski Access! House in Massies Mill

8.7Excellent

(3 Ratings)

"Cozy Chalet and proximity to Ski Resort"

Verified guest

Don't miss out! Price and availability may change

8.7 / 10

Excellent(3 Ratings)

House in Massies Mill, VA

2 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Spacious Accommodations

Amenities

Free WiFi/internet

Free Parking

Pool

Non-smoking

Heating

Bar

WiFi/Internet

Ski in/Ski out

Garden

Contactless check-in/out

Map of Massies Mill, VA

city location on map

Ratings and reviews

8.7 / 10

Excellent(3 Ratings)

100% verified reviews

8 / 10Excellent·May 2026

Beautiful and well worth the price

Distance to town and major shopping areas

9 / 10Outstanding·Dec 2024

Cozy Chalet and proximity to Ski Resort

Property needed some minor repairs (toilet paper holder loose from wall - ground level rest room), Coffee maker water tank leaking, Basement Faucet not completely secured to sink.

$$$$

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Wintergreen Resort Home w/ 2 Decks + Ski Access!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Wintergreen Resort Home w/ 2 Decks + Ski Access!. Enjoy the water!

Is Wintergreen Resort Home w/ 2 Decks + Ski Access! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Wintergreen Resort Home w/ 2 Decks + Ski Access!?

We found 10 amenities for this rental. This includes free wifi/internet, free parking, pool, non-smoking, and heating.

Explore similar stays in Massies Mill

Explore all stays

9.2 / 10

Outstanding(48 Ratings)

Wintergreen Resort Home w/ 2 Decks + Ski Access!

9 guests · 3 bedrooms · 2 baths

Experience vacation in Massies Mill with our House, Wintergreen Resort Home w/ 2 Decks + Ski Access!. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

Ski in Style @ Sapphire Squirrel

in Wintergreen Resort

6 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Massies Mill? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(1 Rating)

Walk to Ski Slopes: Wintergreen Resort Treehouse

7 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · TV

This inviting Cottage in Massies Mill can fit your needs for many types of vacations, at $216 per night.

Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’

2 guests · 3 bedrooms · 2 baths

Free WiFi/internet

This House for $281 in Massies Mill, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(101 Ratings)

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

in Wintergreen Resort

6 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · TV

Indulge in a peaceful retreat at Wintergreen Home w/ Hot Tub, Deck & Mountain Views, our elegant House in Massies Mill. Enjoy amenities including Fireplace, Free WiFi/internet and TV, and more.

9.8 / 10

Outstanding(108 Ratings)

Remodeled 3BR/2BA Ski Chalet off Tyro Slope

6 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Massies Mill? Our House might just be what you're looking for. Enjoy amenities including Pets allowed and Non-smoking, and more during your stay.

9.3 / 10

Outstanding(94 Ratings)

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

11 guests · 4 bedrooms · 2 baths

This House for $256 in Massies Mill, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Ski in Style @ Sapphire Squirrel

in Wintergreen Resort

6 guests · 3 bedrooms · 2 baths

Nestled in Massies Mill, this House is perfect for your next vacation. Enjoy Ski in Style @ Sapphire Squirrel's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

9.1 / 10

Outstanding(50 Ratings)

100 yards to Tyro slope Nestled in the woods

in Wintergreen Resort

7 guests · 2 bedrooms · 2 baths

This House for $236 in Massies Mill, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Laurelwood 44 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Massies Mill with our House, Laurelwood 44 with Wintergreen Advantage. Enjoy amenities such as Free Parking, Pets allowed and Bar, and more.

9.6 / 10

Outstanding(93 Ratings)

COZY SKI COTTAGE--SKI IN SKI OUT

7 guests · 3 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Massies Mill? This House offers a comfort and style with top-notch amenities, including No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(5 Ratings)

Wintergreen Couples Retreat: Fireplace, Hiking, Wineries & Blue Ridge Parkway

in Wintergreen Resort

3 guests · 1 bedroom · 1 bath

Looking for the perfect place to call home during your trip to Massies Mill? This Apartment offers a comfort and style with top-notch amenities, including No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

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

in Wintergreen Resort

5 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for the perfect place to call home during your trip to Massies Mill? This Apartment offers a comfort and style with top-notch amenities, including Pets allowed, Dryer and Private hot tub/jacuzzi, and more.

9.4 / 10

Outstanding(10 Ratings)

Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’

in Wintergreen Resort

7 guests · 3 bedrooms · 2 baths

Experience vacation in Massies Mill with our House, Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(104 Ratings)

Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket

6 guests · 3 bedrooms · 2 baths

Looking for a Apartment in Massies Mill, this Apartment for $247 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Mountain Inn Studio 97 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

This House for $286 in Massies Mill, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(94 Ratings)

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

11 guests · 4 bedrooms · 2 baths

Looking for a memorable stay in Massies Mill? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

Laurelwood 44 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Looking for the perfect place to call home during your trip to Massies Mill? This Apartment offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

9.2 / 10

Outstanding(50 Ratings)

100 yards to Tyro slope Nestled in the woods

in Wintergreen Resort

7 guests · 2 bedrooms · 2 baths

The best choice in Massies Mill for House, for $236 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(4 Ratings)

All Downhill From Here

in Wintergreen Resort

4 guests · 2 bedrooms · 2 baths

Discover the beauty of Massies Mill with a stay at All Downhill From Here, a top rated Apartment with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

Mountain Inn Studio 96 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Experience the best of Massies Mill with this House available for $309. This property is equipped with amenities including Free Parking, Bar and Tennis court, and more.

9 / 10

Outstanding(5 Ratings)

Wintergreen Condo: Walk to Slopes,Trails & Market!

in Wintergreen Resort

6 guests · 2 bedrooms · 2 baths

This inviting Apartment in Massies Mill can fit your needs for many types of vacations, at $210 per night.

10 / 10

Outstanding(20 Ratings)

Serene Hideaway with Views, 1 Mi to Hike & Ski!

6 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

When traveling to Massies Mill, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $248 per night.

You can save with One Key

8.8 / 10

Excellent(3 Ratings)

Mountain Inn Studio 97 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Discover the beauty of Massies Mill with a stay at Mountain Inn Studio 97 with Wintergreen Advantage, a top rated Apartment with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Mountain Inn Studio 96 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Experience vacation in Massies Mill with our Apartment, Mountain Inn Studio 96 with Wintergreen Advantage. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

8.8 / 10

Excellent(3 Ratings)

Mountain Inn Studio 97 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

This attractive Apartment in Massies Mill, $269 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Mountain Inn Studio 95 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

When traveling to Massies Mill, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $260 per night.

10 / 10

Outstanding(1 Rating)

Mountain Inn Studio 96 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Enjoy the best of Massies Mill in our Apartment, Mountain Inn Studio 96 with Wintergreen Advantage. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Mountain Inn Studio 95 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Looking to create some memories in Massies Mill? Look no further than our Apartment, Mountain Inn Studio 95 with Wintergreen Advantage. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

Mountain Inn Studio 95 with Wintergreen Advantage

2 guests · 1 bedroom · 1 bath

Experience the best of Massies Mill with this Apartment available for $269. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Massies Mill travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring