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Wintergreen Rentals

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Wintergreen Rentals

36 houses

Condo on the ridge with spectacular view

Wintergreen apartment

3 bedrooms / 3 bathrooms / Sleeps 6

“Loved this condo” The condo was spacious, well stocked, visually pleasant,convenient and fun. The views were really great. Price was very reasonable. I understand that not having use of the spa helped keep the price down. That was fine because we

$125

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Wintergreen Resort 2 BR 2 BA Condo with LOW Rates

Wintergreen apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“A perfect, relaxing, easy getaway” We have been blessed to stay at Wintergreen many times and have never enjoyed our stay more than when staying at this condo. The owner was a dream to work with. Check in and out were flexible, which really helped us

$105

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3BR Wintergreen House w/Private Decks!

Wintergreen house

3 bedrooms / 2 bathrooms / Sleeps 8

$180

1 / 22

Chestnut Place Mountain Lodge

Wintergreen house

5 bedrooms / 5 bathrooms / Sleeps 15

$590

1 / 13

Secluded 2BR Pet-Friendly Cabin on Mountain Stream-Screen Porch

Wintergreen log cabin

2 bedrooms / 1 bathroom / Sleeps 4

“Great get away for us and our dog!” Wonderful cabin, great location! Cabin was spotless, and well appointed. Loved the gas fireplace and screened porch. Can't wait to return to Cabin Creekwood!

$149

1 / 20

CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)

Wintergreen house

5 bedrooms / 6 bathrooms / Sleeps 13

$550

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Sleeps 21! 5 bed 4.5 bath home 2 min from slopes/spa in Wintergreen Resort pet k

Wintergreen house

5 bedrooms / 5 bathrooms / Sleeps 21

$85

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Mountain Chalet in Heart of Resort Sleeps 6-8

Wintergreen house

3 bedrooms / 2 bathrooms / Sleeps 8

“Girls' Road Trip” For six females, it was a challenge. We were disappointed not to find more activities we all could do. We had a great time at the house we selected, ate way too much but enjoyed our getaway weekend. We'll do another trip but n

$275

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Fit for a KING ( king size beds!)

Wintergreen house

5 bedrooms / 4 bathrooms / Sleeps 10

$450

1 / 64

Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

Wintergreen condo

2 bedrooms / 2 bathrooms / Sleeps 6

$125

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Simple Pleasures -N Ridge - Holidays Upon Us

Wintergreen apartment

3 bedrooms / 3 bathrooms / Sleeps 7

“Wonderful” The accommodations beautiful, Simple Pleasures North Ridge Holidays Upon Us, great location, good food, great skiing for grandkids [first time], son and wife. I would definitely recommend this rental to anyone; it was absolutely stocked w

$130

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2BR Walkout Condo Private and Cozy!

Wintergreen apartment

2 bedrooms / 2 bathrooms / Sleeps 5

$125

1 / 19

Wintergreen - Slope Side w/ Resort Pass

Wintergreen condo

2 bedrooms / 2 bathrooms / Sleeps 4

“Great skiing getaway” We had a great time. Plenty to do in this central location. We went tubing one day, skiing the next and a day at the spa soaking in the hot tub and swimming. We enjoyed the fire and the beautiful view of the slopes. Diana was ver

$105

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Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood

Wintergreen house

3 bedrooms / 1 bathroom / Sleeps 8

“Great mountain getaway!” Conveneintly located near Wintergreen Resort, this is an awesome way to enjoy snowboarding and sking. The cabins are quaint and cozy and the owners are very nice. Especially their Jack Russell Toby! He visits every cabin eve

$149

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TREELOFT- in the snow drift!

Wintergreen house

3 bedrooms / 3 bathrooms / Sleeps 8

$310

1 / 14

Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

Wintergreen condo

2 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 16

Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC

Wintergreen house

3 bedrooms / 2 bathrooms / Sleeps 8

$170

1 / 16

Feb 23-25 Weekend: Luxury Mountain House near Ski Slopes w/ Resort Membership

Wintergreen house

3 bedrooms / 4 bathrooms / Sleeps 8

“Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean

$265

1 / 13

Dogwood Haven

Wintergreen apartment

2 bedrooms / 1 bathroom / Sleeps 4

$150

1 / 22

Mountaintop Resort-Center 3 Kings Twins PASSes

Wintergreen apartment

3 bedrooms / 3 bathrooms / Sleeps 6

“A great condo for three couples” My husband and I stayed at this lovely condo for the weekend with two other couples and it was perfect! The whole place is well appointed with three spacious bedrooms, two of which have in suite bathrooms. It was clean

$275

1 / 37

4 Season Mountain Inn Retreat

Wintergreen condo

1 bedroom / 1 bathroom / Sleeps 4

$95

1 / 9

NEW! 4BR+Loft Roseland House - Deck w/ Mtn Views!

Wintergreen house

4 bedrooms / 3 bathrooms / Sleeps 10

$285

1 / 24

Ski-in/Ski-out Wintergreen Studio w/ Mtn Views!

Wintergreen studio

Studio / 1 bathroom / Sleeps 2

$85

1 / 25

The Bear Dance Cabin at Wintergreen

Wintergreen log cabin

3 bedrooms / 2 bathrooms / Sleeps 6

“Very nice accomidations, close to resort & slopes” The cabin is adorable & cozy. Even though it has a cabin feel, the bathrooms and kitchen are very nice and you don't feel like you're "roughing it" at all. The place a newer build, so it feels very cl

$150

1 / 20

Cabin at Wintergreen - VA Mt. Resort Luxury Rental

Wintergreen house

5 bedrooms / 3 bathrooms / Sleeps 10

“All we needed in a cabin for a great weekend getaway.” This place was great! I took a group of young adults from my church, and they were all impressed with the house. They kept asking me, "Where did you find this place?" The cabin feels very rustic a

$400

1 / 24

Ski-in/Out 3BR Home w/Hot Tub - MID-WEEK SPECIAL!

Wintergreen house

3 bedrooms / 2 bathrooms / Sleeps 8

$185

1 / 23

The Retreat at Wintergreen

Wintergreen house

4 bedrooms / 4 bathrooms / Sleeps 12

$395

1 / 21

NEW! 3BR Custom Wintergreen Home in Resort Area!

Wintergreen house

3 bedrooms / 4 bathrooms / Sleeps 10

$265

1 / 24

The Mountain House

Wintergreen house

5 bedrooms / 3 bathrooms / Sleeps 12

$275

1 / 9

Family & Dog Friendly Spacious Mountain Home

Wintergreen house

4 bedrooms / 2 bathrooms / Sleeps 10

$300

1 / 23

Mountain Escape in the Spring

Wintergreen apartment

2 bedrooms / 1 bathroom / Sleeps 5

$110

1 / 17

Heavenly View! Pet Friendly

Wintergreen condo

2 bedrooms / 2 bathrooms / Sleeps 4

$120

1 / 19

Mountaintop Lodge, Wintergreen Resort

Wintergreen house

9 bedrooms / 10 bathrooms / Sleeps 24

$1,460

1 / 34

WINTERGREEN MOUNTAIN HOUSE

Wintergreen house

4 bedrooms / 2 bathrooms / Sleeps 8

$200

1 / 17

Spacious 6 Bedroom Home in the Wintergreen Resort

Wintergreen house

6 bedrooms / 5 bathrooms / Sleeps 14

$329

1 / 24

wintergreen pet ski hot tub fireplace hike golf pool pets firepl

Wintergreen chalet

3 bedrooms / 2 bathrooms / Sleeps 6

$200

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