Showing

PreviousNext property

$130

3 BR / 3 BA / Sleeps 7

10 Reviews

$130

Book

Simple Pleasures -N Ridge - Spring Around Corner

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 10 Reviews

Details

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

PreviousNext property

$135

2 BR / 2 BA / Sleeps 6

1 Reviews

$135

Book

2BR/On Bus Route/ Membership Pass to Pool/ Clean!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 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 …

PreviousNext property

$250

3 BR / 4 BA / Sleeps 8

5 Reviews

$250

Book

Luxury House on Mountain Golf Course w/ WPI Pass

3 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Book now for Spring/Summer vacations! Easter Week/Weekend still available. We have exclusive rights to Wintergreen Resort membership! 3500+sq ft Gorgeous/Custom Built House *** Two Master Bedroom/Bath Suites with flat screen TV's *** FREE Wi-Fi *** FREE long-distance calling in the US *** Wii & X-box/Kinect …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Mother/Daughter Weekend

Left on Sep 13, 2013 for a stay in August 2013

My mother and I stayed here for a weekend away, and we had an amazing time. The house is gorgeous with a huge spacious living room for sitting and relaxing. The backyard deck is also a good place to relax with a glass of wine and a good book. The backyard backs right up to the golf course which provides a good view. The house was very neat and clean when we arrived and almost everything we could …

PreviousNext property

$135

3 BR / 3 BA / Sleeps 6

2 Reviews

$135

Book

Condo on the ridge with spectacular view

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 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.

PreviousNext property

$195

3 BR / 2 BA / Sleeps 8

7 Reviews

$195

Book

Mountain Chalet in Heart of Resort Sleeps 6-8

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 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 …

PreviousNext property

$105

2 BR / 2 BA / Sleeps 6

7 Reviews

$105

Book

Wintergreen Resort 2 BR 2 BA Condo with LOW Rates

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 7 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 …

PreviousNext property

$255

3 BR / 3 BA / Sleeps 7

5 Reviews

$255

Inquire

Wintergreen Mountain 2 or 3 K Masters Resort PASSs

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Come play outside on the mountain in the heart of Wintergreen Resort. You'll be right beside the Spa and the golf course. Chilly? Turn on the fireplace. Private but close to everything. PASSES cover all our guests for Aquatics and Fitness Center right next door with its beautiful indoor and outdoor pools and hot tubs…
  • 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.

PreviousNext property

$143

2 BR / 1 BA / Sleeps 4

1 Reviews

$143

Book

Private 2BR Cabin on Mountain Stream-Screen Porch

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 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!

PreviousNext property

$164

3 BR / 1 BA / Sleeps 8

3 Reviews

$164

Book

Virginia Blue Ridge Mountain Cabin Rental-Foxwood

3 BR / 1 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

You'll be delighted with this fully furnished mountain home, located just two miles from the Blue Ridge Parkway, and one mile from Sherando Lake. With all the comforts of home, you'll be able to enjoy the outdoors without roughing it! Spend the day hiking on mountains trails, driving on the Blue Ridge Parkway, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

A Bit of heaven

Left on Mar 08, 2010 for a stay in February 2010

Stan, again we want to say Thank you Very Much,
our family had a great time like usually.
We even had a change of cabins than we normal stay at and we still had a great time. We normally come
in the winter but we are thing maybe a weekend in the summer. We have recommended to our friends about Cabin Creekwood and the have all said "Great time"
Andre

PreviousNext property

$95

2 BR / 2 BA / Sleeps 6

1 / 11

$95

Book

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

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

PreviousNext property

$400

4 BR / 3 BA / Sleeps 12

1 / 5

$400

Book

Wintergreen Retreat - New Luxury Post & Beam Home

4 BR / 3 BA / Sleeps 12 | Quick view

Details

The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia, set among the beautiful Blue Ridge Mountains. This brand new charming mountain getaway is nestled on Wintergreen Mountain, just a few hundred yards from gorgeous scenic overlooks – and the perfect retreat for families and …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$400

5 BR / 3 BA / Sleeps 10

16 Reviews

$400

Inquire

Cabin at Wintergreen - VA Mt. Resort Luxury Rental

5 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

**** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this luxury vacation rental…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(16)

Gorgeous stone & log cabin - Awesome!

Left on Oct 25, 2010 for a stay in July 2010

Gorgeous Cabin in Wintergreen, Va. Spacious, relaxing, the perfect getaway. Great for hanging out with a huge fireplace - probably really cozy on those cold winter nights. Awesome golf and tennis facilities and everyone on the mountain was nice to deal with. The activity passes helped with the kids down at the lake. Also enjoyed having wi-fi access and the flat screen tv with cable just to …

PreviousNext property

$175

3 BR / 2 BA / Sleeps 7

11 Reviews

$175

Inquire

Cozy Home with Beautiful Views, Ski in/Out!

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

**BRAND-NEW KITCHEN & UPDATED BATHROOMS** Welcome to 'Point of View'! Enjoy the beautiful year-round views from our cozy mountain home located directly on the Tyro ski slope. This is a true four-season get-away. In the winter, step out the door, put on your skis and head down the mountain. If you need a break, you …
  • Waterfront
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

A perfect place for our family!

Left on Aug 04, 2013 for a stay in July 2013

Our family of 5 just stayed in this warm & cozy house in a terrific location for a week! We could easily have slept many more in this home right on a ski slope in the gorgeous Blue Ridge Mountains. The house came with everything except food! Towels, sheets, cable, board games, every kitchen utensil, furniture on the deck, pool passes and the most incredible view. It was close to the lodge, the…


Looking for more rentals?


We're showing only results that match your dates and preferences.


See all 58 Wintergreen rentals, all 0 Central Virginia rentals, or start a new search.


There are no more results in Wintergreen. Top of page