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Vacation Rentals in Waynesboro, VA and nearby

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All 41 Rentals in the Waynesboro Area
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From
$250
Per Night
1 / 32
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Waynesboro
4 Bedrooms, 3 Bathrooms, Sleeps 9
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From
$90
Per Night
1 / 8
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Waynesboro
4 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$143
Per Night
1 / 13
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Waynesboro
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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The following rentals are within 15 miles of Waynesboro, Virginia.

From
$195
Per Night
1 / 11
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Wintergreen
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Fireplace
  • Dryer
  • Parking
  • DVD Player
  • Microwave
  • Pool
  • Grill
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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4 of 5 stars Reviewed October 15, 2014
We stayed there with our friends. The location is perfect, just a walking distance to all attractions. The house was comfy with good size rooms.
5 of 5 stars Reviewed August 24, 2014
We stayed two nights and enjoyed ourselves immensely! The home has plenty of sleeping space with two bathrooms, kitchen, den and mud/laundry room. Comfortable with all the...
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From
$275
Per Night
1 / 23
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Staunton
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Grill
  • Refrigerator
  • Stove
  • TV
  • Parking
  • Dryer
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
PET FRIENDLY (with some restrictions)! Lovely large house with spacious rooms. Great yard, also! Our guests enjoy the front porch with seating at one end and a table at the other end. There's also a patio in the back, overlooking the large yard (partly fenced in). The house consists of a... View all property information
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From
$550
Per Night
1 / 48
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Wintergreen
5 Bedrooms, 6 Bathrooms, Sleeps 13
Bookings
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Amenities & Details
  • Fireplace
  • Stove
  • Microwave
  • Dishwasher
  • Refrigerator
  • Patio
  • Washer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$174
Per Night
1 / 26
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Wintergreen
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Fireplace
  • Gym
  • Dishwasher
  • DVD Player
  • TV
  • Parking
  • Hot Tub
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
** UPDATE ** We are happy to announce we have become 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... View all property information
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5 of 5 stars Reviewed June 1, 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...
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From
$125
Per Night
1 / 6
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Wintergreen
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$140
Per Night
1 / 6
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Wintergreen
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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. View all property information
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4 of 5 stars Reviewed December 1, 2014
You can't get a better location at Wintergreen to enjoy winter sports. The house is comfortable and well equipped. Thsi was a last minute thing and Alex (the owner) was super...
5 of 5 stars Reviewed November 24, 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...
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From
$139
Per Night
1 / 19
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Afton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Ceiling Fans
  • Parking
  • Stove
  • Patio
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Nestled atop the beautiful Blue Ridge Mountains, this cozy studio home is a perfect base camp for your visit to Charlottesville, the outstanding hiking of Shenandoah National Park, and the vineyards and breweries of the Monticello region. The cottage is ideally situated near the peak of Afton... View all property information
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5 of 5 stars Reviewed August 28, 2014
We got engaged at Glen's wonderful cottage! Glen was super helpful in making sure everything went well for the weekend. He was very responsive and keen to let me know good things...
5 of 5 stars Reviewed August 28, 2014
The cottage was exactly as advertised, and a very pleasant getaway for me and my family. Just at the southern-tip of Skyline Drive, the Afton Cottage is in a perfect location near...
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From
$90
Per Night
1 / 23
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Staunton
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Parking
  • DVD Player
  • Refrigerator
  • Central Heating
  • Stove
  • Internet Access
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
A farm vacation suite in the beautiful Shenandoah Valley of Virginia midway between Staunton and Lexington. The suite is located in the upper part of our home with a private entrance via the second floor porch. Our exceptional feature is the year-round sun room where you have a tree-top view... View all property information
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5 of 5 stars Reviewed September 7, 2014
After reading the reviews, my expectations were high. After enjoying two nights and not enough days there, our expectations were exceeded. Our quarters were well appointed and...
5 of 5 stars Reviewed September 7, 2014
A very picturesque location with a cosy suite that's fully equipped with everything you need for a nice week-long getaway. Highlights of our trip in early August include having...
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From
$135
Per Night
1 / 4
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Wintergreen
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • VCR
  • Dishwasher
  • Refrigerator
  • Stove
  • Parking
  • Washer
  • DVD Player
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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5 of 5 stars Reviewed December 8, 2014
very nice accomidations. We had plenty to do around us and enjoyed our time there. Condo was nicely furnished.
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From
$250
Per Night
1 / 14
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Wintergreen
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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 on our family vacation that we decided to come back and look for a lot to build on. Our cabin is located towards to... View all property information
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5 of 5 stars Reviewed February 22, 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.
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From
$100
Per Night
1 / 13
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Wintergreen
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Washer
  • DVD Player
  • Dryer
  • TV
  • Microwave
  • Refrigerator
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
2 bedroom (queen, double and single), 2 sofa beds, 2 baths, 3 Flat Screen TVs, cable, DVD player, XBOX, Movies, Keurig, WiFi, VOIP, near top of advanced slope, top floor end unit, view, non-smoking View all property information
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5 of 5 stars Reviewed December 18, 2014
I stayed at the Wintergreen Resort this pass weekend for my birthday weekend (Dec 12-14) and the views are priceless. I stayed at the Highridge Court in a beautiful unit looking...
5 of 5 stars Reviewed June 8, 2014
we have been visiting wintergreen for 20 years and now have the perfect condo for our family of 6 to continue building memories. it's perfect for ski-in, ski-out vacations for...
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From
$400
Per Night
1 / 5
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Wintergreen
4 Bedrooms, 3 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Patio
  • Microwave
  • Dishwasher
  • Grill
  • Refrigerator
  • TV
  • DVD Player
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$130
Per Night
1 / 33
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Wintergreen
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Playground
  • Dryer
  • Gym
  • Hot Tub
  • Fireplace
  • Microwave
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
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 (no longer lift tickets/rentals and only good through 11/30/14). View all property information
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5 of 5 stars Reviewed October 12, 2014
Our stay at 3213 Northridge this summer was great. The unit is well furnished and equipped for folks looking for an easy vacation experience. Located in the Wintergreen resort...
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From
$575
Per Night
1 / 5
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Staunton
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dishwasher
  • Refrigerator
  • Stove
  • Microwave
  • Grill
  • Washer
  • Garage
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come and stay at Reddish Ridge! A large, rustic, and luxurious home, bring your horses or ride ours. A romantic and very private getaway only 15 minutes off of I-81, on a dead end country road with a long private driveway to the house. We offer over 3200 sq ft of living space, with 3 queen beds... View all property information
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5 of 5 stars Reviewed August 25, 2014
July 2013 was our fourth year at Reddish Ridge and we were scheduled to be there again in July 2014. We had to reschedule because of a family medical issue and Harold and Sandy...
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From
$105
Per Night
1 / 12
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Wintergreen
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Washer
  • Dryer
  • Parking
  • Stove
  • DVD Player
  • TV
  • Hot Tub
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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4 of 5 stars Reviewed June 21, 2014
The condo was immaculate and well stocked, thankfully not a shortage of towels! This condo is at the very top of Wintergreen, while it does not have a view, just a walk accross...
5 of 5 stars Reviewed March 10, 2014
The owner was wonderful and a pleasure to work with. Condo was beautiful, very spacious and had all the necessities. Will definitely be staying again:)
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From
$95
Per Night
1 / 11
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Wintergreen
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Stereo System
  • Dishwasher
  • Parking
  • DVD Player
  • Stove
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$190
Per Night
1 / 42
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Staunton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Internet Access
  • Ceiling Fans
  • TV
  • DVD Player
  • Porch
  • Microwave
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
First, if you email me through Trip Advisor or Flip Key, PLEASE check your SPAM filter box. I've replied to some folks and have a feeling their computers filters have intercepted my replies. Our house is a 1910 Clapboard farm house on 32 acres in Highland County, Virginia. Rural setting nestled... View all property information
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5 of 5 stars Reviewed May 1, 2014
This is the perfect location for a peaceful get-away in the country. The owner has updated this vintage country home to add all the modern conveniences while maintaining its...
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From
$143
Per Night
1 / 14
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Staunton
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Washer
  • DVD Player
  • Grill
  • Stereo System
  • Refrigerator
  • Parking
  • Ceiling Fans
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Very popular for families with teenagers, Cabin Rockwood is loved in the summer for its proximity to the swimming pool. As can be seen in the pictures, the pool is located only about 50 yards from the cabin. Inside you'll find a queen size bed in the master bedroom, as well as a full kitchen,... View all property information
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5 of 5 stars Reviewed August 9, 2013
Fabulous cabin, fully equipped with linens, etc. makes it especially great!! Loved the setting, the pool, ambience and no electronics. Great for families and anyone who enjoys...
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From
$143
Per Night
1 / 13
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Lyndhurst
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Stove
  • Grill
  • Ceiling Fans
  • Refrigerator
  • Washer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Comfort is the word to describe this well-equipped mountain home, with all the amenities you need. Full kitchen, large decks, and wifi. Explore the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park, the Shenandoah Valley, and many more outdoor attractions. Looking for adventure?... View all property information
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4 of 5 stars Reviewed August 5, 2013
The cabin was immaculate and very well appointed. I wouldn't even call it a cabin - it is more like a house. The resort is quiet, wooded, well-maintained, perfect. The only...
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From
$166
Per Night
1 / 10
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Wintergreen
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Deck
  • Refrigerator
  • Washer
  • Stereo System
  • Stove
  • Air Conditioning
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$143
Per Night
1 / 9
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Wintergreen
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Stereo System
  • Fireplace
  • DVD Player
  • Washer
  • Dryer
  • Refrigerator
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$250
Per Night
1 / 5
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Nellysford
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Awesome views and only 5 minutes to Wintergreen Resort! We offer an immaculate 3 bedroom/2 bath home with everything you need to enjoy a mountain getaway vacation. The cottage is 1500 sq ft and has a gas fireplace, full kitchen and a large hot tub for relaxing after skiing or hiking! The views... View all property information
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From
$145
Per Night
1 / 17
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Crozet
Studio, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Hairdryer
  • Central Heating
  • Satellite TV
  • Refrigerator
  • Stove
  • Air Conditioning
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Our studio apartment with soaring 12-foot ceilings and mountain views is conveniently located right in the village of Crozet. It comfortably fits two with a queen-size bed, sitting area, full kitchen and full bath. Designed for full-time guests. The apartment and our real estate office are... View all property information
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From
$900
Per Night
1 / 43
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Staunton
6 Bedrooms, 4 Bathrooms, Sleeps 15
Details Make Inquiry
Amenities & Details
  • Parking
  • Grill
  • DVD Player
  • Microwave
  • Patio
  • Washer
  • Stove
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Translated from old English, Gaie Lea means 'happy meadows' and the name suits. With panoramic views of the Blue Ridge mountains, this 200 acre working cattle farm features a private hilltop pool, tennis court, and a spacious estate home with accommodations for 15 guests. Well designed and... View all property information
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From
$300
Per Night
1 / 9
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Wintergreen
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Dryer
  • Parking
  • Dishwasher
  • Microwave
  • Refrigerator
  • Washer
  • Fireplace
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$300
Per Night
1 / 20
Payment Protection
Wintergreen
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
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... View all property information
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From
$400
Per Night
1 / 24
Wintergreen
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (16) Make Inquiry
Amenities & Details
  • Fireplace
  • DVD Player
  • Parking
  • Washer
  • Dishwasher
  • Grill
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
**** 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... View all property information
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5 of 5 stars Reviewed October 14, 2014
Went there with 11 girls for a bachelorette weekend! It was fantastic with the fireplace, hot tub and all the common living space. There were so many nooks and rooms that no one...
5 of 5 stars Reviewed October 14, 2014
A large group of friends and cousins stayed here for a bachelorette weekend getaway. This place was great! very accommodating and cozy. Even though our weather wasn't the best, we...
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From
$250
Per Night
1 / 13
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Wintergreen
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Fireplace
  • Grill
  • Washer
  • Microwave
  • Garage
  • DVD Player
  • Parking
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Christmas/New Years Weeks sold out. Jan 9th weekend is only weekend left in January. Inquire about January mid-week discounted nights. House is located in popular are of resort - near the ski slopes and Spa/Fitness Center. We have exclusive rights to Wintergreen Resort Club and have a special... View all property information
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5 of 5 stars Reviewed June 25, 2014
I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours away...
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From
$275
Per Night
1 / 36
Wintergreen
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Parking
  • Washer
  • Refrigerator
  • Dishwasher
  • Hot Tub
  • DVD Player
  • Microwave
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Come play outside on the mountain in the heart of Wintergreen Resort. You'll be on the peak called Devil's Knob right beside the Spa, and you'll be two minutes to the slopes! Chilly? Turn on the fireplace. Our place is quiet and private but close to everything. Twenty or so different activities... View all property information
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5 of 5 stars Reviewed June 24, 2014
Our family of 6 plus a small child had a fun, relaxing week at this condo. The owner was very helpful and responsive during the planning period. We found the condo to be...
5 of 5 stars Reviewed January 31, 2011
We rented this condo for a fun filled weekend of skiing. The condo was only minutes to the slopes, great location!! The price included discounts on lift tickets. Yay!! It was...
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From
$550
Per Night
1 / 13
Crozet
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Golf Course Is On...
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
  • Rural/Countryside...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Start with the custom designer kitchen with a farm sink, a barn dining table and an antique center island cart. Enjoy this wonderfully colorful and bright room for the group dining. Located just 5 miles from the Blue Ridge mountains and just 12 miles west of Charlottesville and UVa in the... View all property information
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5 of 5 stars Reviewed November 10, 2014
I believe this is the first time I have reviewed a place but I wanted to sing the praises of “The Warren”. We stayed for a fall getaway and could not have been more impressed...
5 of 5 stars Reviewed November 6, 2014
Stayed at The Warren with 5 other girls for a bachelorette weekend, and we can't wait for our next trip back! The house has a definitely country charm, but the plumbing, heat...
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From
$150
Per Night
1 / 14
Wintergreen
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Stove
  • Dishwasher
  • VCR
  • TV
  • Dryer
  • Fireplace
  • Washer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
**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... View all property information
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5 of 5 stars Reviewed November 29, 2014
Point of View is a nice home nestled in the mountains right beside one of the Wintergreen slopes. You can ski right up to your door and watch skiers from the wonderful view from...
5 of 5 stars Reviewed November 1, 2014
Nicely appointed cabin with great views. We hiked around Wintergreen but wanted to check out future ski spots and this is it. Cozy decor, beautiful mountain outside large...
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From
$100
Per Night
1 / 5
Nellysford
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stereo System
  • Parking
  • Stove
  • Washer
  • DVD Player
  • VCR
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a nearby lake and beach for the kids.... View all property information
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From
$200
Per Night
1 / 12
Nellysford
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Parking
  • Microwave
  • Fireplace
  • Dishwasher
  • Stove
  • Grill
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Just Renovated!!! New carpet/hardwood floors/bathrooms. New granite in kitchen Close to ski slopes! Enjoy the Blue Ridge Mountains/Shenandoah- Get away from the crowds and enjoy Golf, Tennis, Skiing, Hiking, Pools, Lake, Horses, etc. in the luxury of Wintergreen Resort. Our house has 2 great... View all property information
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From
$329
Per Night
1 / 9
Wintergreen
6 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • VCR
  • Dryer
  • DVD Player
  • Dishwasher
  • Microwave
  • Stove
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$329
Per Night
1 / 21
Wintergreen
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • DVD Player
  • Washer
  • Grill
  • Stove
  • Parking
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$200
Per Night
1 / 8
Wintergreen
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Refrigerator
  • DVD Player
  • Dryer
  • Fireplace
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
walking distance to ski slopes, mountain inn restaurants, market, hiking trails hot tub, pool table, pets considered home on half acre lot with birds deer and bear winter views of valley non winter all rooms are shaded and serenaded by leaf rustling 3 decks and grill flat screen... View all property information
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From
$190
Per Night
1 / 13
Payment Protection
Crozet
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Patio
  • Stereo System
  • Grill
  • Stove
  • Microwave
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The beautiful modern & fully furnished Beauchamp House sits a the foot of Pasture Fence Mountain and looks across a peaceful field to gorgeous views of Fox Mountain in the heart of the Blue RIdge. The passive solar house is beautifully decorated with original artwork. Enjoy our stunning views from... View all property information
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From
$168
Per Night
1 / 14
Payment Protection
Crozet
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Microwave
  • Grill
  • DVD Player
  • Stove
  • Refrigerator
  • Air Conditioning
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our Pawpaw is a small A-Frame vacation cottage built in the 1960's and lovingly refurbished. The cottage is perfect for a romantic getaway or a family adventure. The cottage can sleep up to six guests. Pawpaw cottage is available year round. A quaint one level cottage with a unique ships ladder to... View all property information
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Suitability

  • Wheelchair access (1)
  • Elder access (20)
  • Suitable for children (6)
  • Pet friendly (11)
  • Smoking allowed (0)

Amenities

  • Internet (34)
  • Other outdoor space (34)
  • Air Conditioning (29)
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  • Washer/Dryer (29)
  • View all amenities