Wintergreen

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$140

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Mountain Getaway

Wintergreen house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

Chalet style. High ceilings and airy feel. Walking distance to all major attractions on mountain. Minutes away by car from breweries and restaurants. Clean and comfortable. A great value for a great get away.
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Awesome Location and Great Deal

Left on Nov 24, 2014 for a stay in November 2014

Awesome rental and the owners are super nice, really enjoyed our stay. Great location, close to everything, including breweries and restaurants. Slopes were very close and had some cool places to hike too.

$119

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On the Golf Course/ Member Pass to Pool/Golf

Wintergreen condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

We are full members of Wintergreen. This means as a guest of our condo you will receive a guest pass (up to 4 guests) to resort amenities that are closed to the public including the Aquatics/Fitness Center; Tennis Courts; Mountain Golf Course etc. (fees apply for these amenities). Mountaintop Condo Overlooking …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fairway Woods @Wintergreen Resort in Virginia

Left on Jun 01, 2014 for a stay in May 2014

My husband and I travel all over this beautiful country of ours and around the world. We try to stay in condos whenever possible. Thank you Copelands and Flipkey for making this condo available for rent! This was one of the nicest and most well-appointed condos we've ever enjoyed! It was extremely comfortable and so well-furnished, right down to the pillows on the comfy beds. It had absolutely …

$255

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Wintergreen Mountain 2 or 3 K Masters Resort PASSs

Wintergreen condo
3 BR / 3 BA / Sleeps 7 | Quick view
Excellent5 Reviews

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Reviews

(5)

Come play outside on the mountain in the heart of Wintergreen Resort. You'll be right beside the pool, Spa and the mountaintop golf course: the best location in the resort! Chilly? Turn on the fireplace. Private but close to everything. All Resort PASSES cover all our guests for Aquatics and Fitness Center right next …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(5)

Comfortable, good location and affordable

Left on Jul 12, 2010 for a stay in July 2010

The condo is spacious with (3) large bedrooms each with attached bath & comfortable beds. Kitchen is well equiped although with dated appliances; has washer & dryer. Nice walk out patio with ell kept yard overlooking golf fairway. Pleasant in evenings to sit out before dinner.

$125

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Simple Pleasures -N Ridge - Summer is Here!

Wintergreen condo
3 BR / 3 BA / Sleeps 7 | Quick view
Excellent10 Reviews

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Reviews

(10)

North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Black Bear Café. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts and Devil's Grill. …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children

Details

Reviews

(10)

Simple Pleasures get away... you will...want to stay!

Left on Sep 19, 2013 for a stay in September 2013

Our gang of five stayed at SP( Simple Pleasurers) it was a pleasure,three great bedrooms three baths ,we loved it, nice location, great place. We want to stay again but you're not renting it out during Thanksgiving weekend. We went to a UVa game, not a bad drive at all. We will Definitely try to rent this place again we loved it !! I vote try this place out,... Just not when I want it. he he

$200

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The Bear Dance Cabin at Wintergreen

Wintergreen cabin
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Our log cabin was built in 2005 just after we fell in love with the Wintergreen community. Much like you we searched for a place to stay at Wintergreen. We had such a great time that we decided to come back and look for a lot to build on. Our cabin is located near the very top of the mountain and located on the …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Freezer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

A beautiful cabin on the top of the mountain

Left on Feb 22, 2014 for a stay in February 2014

The cabin was fantastic! It was nicely decorated and very functional. The living room/kitchen area is really spacious. The owner was courteous and helpful too.

$550

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

Wintergreen house
5 BR / 6 BA / Sleeps 13 | Quick view
Excellent3 Reviews

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Reviews

(3)

This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for "separate togetherness". The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning room, a office, 2 large …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

This house exceeded all of expectations!

Left on Feb 23, 2015 for a stay in February 2015

Cleanliness: everything was extremely well kept and clean. There were helpful notecards lying around that let us know how to use the large variety or appliances in the house. The bathrooms were in tip top shape.

Location: the house is perfectly located about 3 minutes from the mountain. We had no issues finding the house

Rooms: the master suites were large and extremely well decorated. The…

$143

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Private 2BR Cabin on Mountain Stream-Screen Porch

Wintergreen cabin
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Right on a mountain stream, this two-bedroom cabin is very private. No other cabins or homes can be seen. Two double beds make this very accommodating for four. The full kitchen with stove, refrigerator, microwave, coffeemaker, toaster, dishes, pots & pans, and silverware has everything you need except the food. …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great get away for us and our dog!

Left on May 04, 2014 for a stay in April 2014

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!

$195

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Mountain Chalet in Heart of Resort Sleeps 6-8

Wintergreen house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Nestled in the heart of Wintergreen, a year round resort, this cozy chalet home is a brief walk to the Mountain Inn, ski slopes, restaurants, shops, and market. The house is conveniently located on a private, wooded lot and offers a view of the mountain ranges during the winter months. On warm days, linger on the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(7)

Cozy, Clean and Inviting!

Left on Sep 20, 2012 for a stay in August 2012

I stayed here for a week with my husband and 3 children. It's a lovely place!
The proximity to the Mountain Inn and many of the main attractions is ideal--within walking distance.
The chalet was very clean, and I have to say, the beds are so comfortable and I slept so soundly. The kids had a wide assortment of board games to choose from and we spent alot of time on the deck--it's great. I was up …

$105

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Wintergreen Resort 2 BR 2 BA Condo with LOW Rates

Wintergreen condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Cozy and Convenient! Our Condo is centrally located for easy walking access to the full-service SPA, Golf course and indoor-outdoor Tennis facilities. We have been owners of this Condo for the past 9 years and love the Wintergreen Resort. We manage the Condo ourselves, to ensure the Condo is clean, comfortable and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

First Family Outing

Left on Apr 08, 2013 for a stay in July 2012

This was the first time that my wife & I were taking our son and his new bride on a family vacation. We liked the Wintergreen Resort because it would be close enough for all of us to drive home in a matter of under 4 hours. The condo was excellent with beautiful views and the pool area was outstanding. There are good places to eat while on the resort, and you are within minutes of reaching the …

$300

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Mountain Ski/Golf/Tennis resort Townhouse

Wintergreen house
4 BR / 3 BA / Sleeps 10 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

A luxurious 4 season family vacation or weekend getaway in WINTERGREEN RESORT! Our mountain home includes GUEST PASSES, which allow access (fees required) to the Wintergarden Indoor Pool and Spa, two golf courses, and children's Out of Bounds recreation activities. Your passes also give you access to Lake Monocan …
  • Suitable for children

Details

Reviews

(1)

Excellent Weekend

Left on Mar 09, 2015 for a stay in March 2015

We had a fantastic weekend staying at this house so we could get one last weekend of skiing/snowboarding for 2015. The house nicely accommodated the our family 6 adults and 4 kids. This was the first time renting a house versus staying in a hotel in Waynesboro and the convenience was wonderful. The house was well stocked with all the needed kitchen items. We definitely will look into coming …

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$100

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Ski In Ski Out Wintergreen Resort

Wintergreen cabin
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Designer decorated private apartment in Post and Beam 2006 built home in Wintergreen Resort The home is next to Tyro ski slope with access at the end of the driveway. The separate lock off apartment has its own private entrance from the beautiful deck overlooking the mountains. . This is an extremely bright ground …
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

$135

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Condo on the ridge with spectacular view

Wintergreen condo
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Revel in this condominium atop the Blue Ridge at award-winning Wintergreen Resort, 45 minutes southwest of Charlottesville, two hours and 45 minutes from Washington. The unit is available for weekly/weekend rentals at super discount rates from the owner. You'll have most amenities of the resort at half the cost _ or …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Loved this condo

Left on Feb 01, 2014 for a stay in January 2014

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 were there to just ski. Owner was very responsive and amenities supplied as needed. Very satisfied and would stay there again.

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$95

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Wintergreen -- Beautiful 2BR/2BA - Great Rates

Wintergreen condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Beautiful 2BR/2BA condo on golf course and near ski lodge. The condo has a pull-out sofa (which could sleep an additional person or two) in the living room, a patio overlooking the golf course, and a fireplace (with fire wood provided). Direct TV, wireless DSL, WIFI, and a phone with unlimited domestic long distance …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

$329

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Luxury 6BR Home in Wintergreen Resort

Wintergreen house
6 BR / 5 BA / Sleeps 16 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Newly built in 2004, this is a beautiful 6 bedroom, 4.5 bath home in the heart of Wintergreen Resort. Approximately 2.5 miles from the Mountain Inn, this home is convenient yet sits on a quiet street with little traffic. The yard is fenced (dogs are welcome), there are two master bedrooms on the main level, and there …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Awesome

Left on May 18, 2015 for a stay in May 2015

Wish I had found it earlier. Great for large groups. Great for dogs, Great kitchen set up. Comfortable furniture. Clean. Huge great room. Loved it. We will be back!

$329

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Spacious 6 Bedroom Home in the Wintergreen Resort

Wintergreen house
6 BR / 5 BA / Sleeps 14 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a private road at one …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Wonderful house at Wintergreen Resort

Left on Jan 07, 2015 for a stay in December 2014

We spent 10 days of our Christmas Holiday in this home at Wintergreen Resort. It was a great house with plenty of room... 8 adults & 4 kids all had plenty of space. The kitchen was well equipped and the dining room fit all of us! Very clean and well furnished. Would recommend this home and hope to go back and us it again next year!

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$159

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Cozy 2BR/2BA, Excellent Views, Ez Access to Ski

Wintergreen apartment
2 BR / 2 BA / Sleeps 6 | Quick view

Details

We've made every effort to make your stay at our new 2BR/2BA condo truly special! The property features many upgrades including premium bedding, HD flat screen televisions in all rooms, granite countertops, new Bosch kitchen appliances, high speed internet and cable channels, play-station 3, fresh paint, tile floors, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - over five
1 / 9

$250

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The Mountain House - Great Deal

Wintergreen house
5 BR / 3 BA / Sleeps 10 | Quick view

Details

Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va. We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our Resort. You can treat …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
1 / 15

$170

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

Wintergreen house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope. The house is filled with …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
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$150

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Mountain Inn Retreat

Wintergreen apartment
1 BR / 2 BA / Sleeps 4 | Quick view

Details

Nestled in the Blue Ridge Mountains in the heart of Mountain Village, this loft condo has everything needed for a quick weekend getaway or an extended vacation. Ideal if you are staying at the resort for a wedding or another special event. This unit is on the second floor of the Mountain Inn where you will find …
  • Mountain Views
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
    1 / 11

    $350

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    Wintergreen's Best Rental

    Wintergreen house
    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    This very special home is being offered for rent for the first time. Described by Wintergreen's top rental agent as being in the top 5 homes currently on the market, this house is sure to please the most discriminating of guests! *Fabulous Views of Shenandoah Valley, spectacular sunsets and twilights featuring the …
    • Mountain Views
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children - ask
    1 / 27

    $390

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    Fit for a KING (3 king size beds!)

    Wintergreen house
    5 BR / 4 BA / Sleeps 10 | Quick view

    Details

    Now HERE is a really great house! Fit for a KING or actually 3 of them. This house has 4 large bedrooms with 3 of them having KING size beds. Then there is a Queen & a twin day bed that has a pop up trundle so this could be another KING (that makes 4) ..or they can separate into separate twins. The top floor has 2 …
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Wireless Internet
    • Fireplace
    • Housekeeping Optional
    • Suitable for children

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