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$550

5 BR / 6 BA / Sleeps 13

2 Reviews

$550

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

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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

(2)

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…

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$130

3 BR / 3 BA / Sleeps 7

10 Reviews

$130

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Simple Pleasures -N Ridge - Spring Around Corner

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

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$135

2 BR / 2 BA / Sleeps 6

1 Reviews

$135

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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 …

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$208

3 BR / 2 BA / Sleeps 8

4 Reviews

$208

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Private 3BR Blue Ridge Mtn Cabin - Huge Deck

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Located in the heart of the Blue Ridge Mountains of Virginia, this beautiful three-bedroom cabin has everything you need to make your vacation one to remember. Only 45 minutes outside of Charlottesville, and with easy access to the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park, Sherando Lake, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(4)

Awesome Cabin!

Left on Mar 19, 2010 for a stay in February 2010

The Horst's were great hosts and answered the many questions I had before renting. Check in/out was easy. Cabin is beautiful, beds comfortable, kitchen loaded and nice deck and porch. Great for adults hanging and families that have no little ones. The loft is quite a climb to get too but fun. Only complaint was to pay for firewood, would have liked unlimited use included in the stay, …

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$125

2 BR / 2 BA / Sleeps 6

2 Reviews

$125

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Mountain Getaway

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

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$250

3 BR / 4 BA / Sleeps 8

5 Reviews

$250

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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 …

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$135

3 BR / 3 BA / Sleeps 6

2 Reviews

$135

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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.

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$100

2 BR / 2 BA / Sleeps 6

4 Reviews

$100

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Wintergreen - Mountain Views w/ Resort Pass

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Top Floor with views, Fireplace, 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 Near pool and spa, short walk behind building to access slopes Membership provides …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - over five

Details

Reviews

(4)

wintergreen is a perfect spot to share views, hikes, and family memories

Left on Jun 08, 2014 for a stay in May 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 the winter guests. It's also very close to the pool and hiking for summer guests. You catch the sunrise over the mountains and all the music festivals from the resort below from your balcony. there are two restaurants …

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$195

3 BR / 2 BA / Sleeps 8

7 Reviews

$195

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Mountain Chalet in Heart of Resort Sleeps 6-8

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

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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 …

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$142

1 BR / 1 BA / Sleeps 4

4 Reviews

$142

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Authentic Civil War Cabin in Blue Ridge Mountains

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

Details

Reviews

(4)

Stay in an authentic Civil War Cabin just 45 minutes outside of Charlottesville, VA. This cabin, which we call Logwood, was originally built before the Civil War by Confederate Soldier William Tolley for his bride. Our soldier lost his life in the Battle of Chancellorsville, leaving behind this unique piece of …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children

Details

Reviews

(4)

If you want peace and quiet and total relaxation, this is the pl

Left on Mar 26, 2010 for a stay in March 2010

Making reservations and checking in is a very pleasant and personal experience at Cabin Creekwood. You almost feel like family by the time you are ready to leave. The cabin itself is awesome; not musty or damp like you might think a "Civil War" cabin would be. Everything is there for you right down to the candles for your bath in the claw-foot tub. Just minutes from any of the best restaurants …

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$250

2 BR / 1 BA / Sleeps 6

4 Reviews

$250

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Bedford, VA - Peaksview Cottage - Mountain Views

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

2 Bedrooms, 1 Bath, sleeps 6 Remodeled contemporary home situated on a 10 acre Nubian goat farm with awesome views of the Blue Ridge/ Peaks of Otter mountains. Vanquility Acres Inn, a 4 room/suite B & B is also located on the property. Swimming pool, fishing pond, outdoor grill, AC, WIFI, cable TV. 2 miles to center …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(4)

Serenity. The view, location and hospitality was great!

Left on May 30, 2014 for a stay in May 2014

Wow, what can I say. Absolutely breathtaking. From check-in to check-out. Peaksview Cottage was the perfect girls weekend. The view, the cozy rooms and beds. Omg... Like sleeping in heaven. The air was perfect for my allergies. The kitchen where we created great meals and drinks opens to an island and a beautiful dinning room overlook of the mountains and goats and pond. Mornings are awaken to …

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$325

4 BR / 4 BA / Sleeps 8

1 / 21

$325

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Shenandoah Valley Views!

4 BR / 4 BA / Sleeps 8 | Quick view

Details

This is a BRAND NEW HOME to any rental site... that is why there are no reviews. The Hemlock house is secluded and has AMAZING views of the Shenandoah Valley and the George Washington National Park. There are 4 bedrooms 3 & 1/2 bath and 2 living rooms. The top floor has the kitchen and dining room & sunken …
  • Mountain Views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children

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$255

3 BR / 3 BA / Sleeps 7

5 Reviews

$255

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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.

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$143

2 BR / 1 BA / Sleeps 4

1 Reviews

$143

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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!

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$164

3 BR / 1 BA / Sleeps 8

3 Reviews

$164

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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

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$995

5 BR / 7 BA / Sleeps 10

7 Reviews

$995

Inquire

Extraordinary Keswick estate with private pool

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

Details

Reviews

(7)

This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues The drive to Crossfields, through the horse farms and countryside of Keswick, "has often been cited as one of the most scenic in America, " writes the New York Times. Crossfields` white fences …
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

Expensive But Worth It!

Left on Nov 12, 2013 for a stay in October 2013

Crossfields was amazing! set amidst the Blue Ridge Mountains and Monticello Wine Trail, this gorgeous, well equipped 5 bedroom estate is the perfect house for bringing the extended family together for a vineyard wedding or vacation! Each bedroom has it's own full bathroom. We were pleasantly surprised by an extra small bedroom off the laundry/garage wing which we dubbed t"the Maid's Quarters"! …

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$150

1 BR / 1 BA / Sleeps 2

19 Reviews

$150

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The Cottage at Sunnybank

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 19 Reviews

Details

Reviews

(19)

Located a short drive from Charlottesville, Virginia, The Cottage at Sunnybank is an ideal retreat for those seeking utter peace and relaxation, adventurers eager to explore the Blue Ridge Mountains, history buffs who wish to visit the nearby homes of Presidents Madison, Monroe and Jefferson, and oenophiles who will …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • Suitable for the elderly

Details

Reviews

(19)

Gorgeous, Private, and Delicious Country Retreat!

Left on Mar 24, 2013 for a stay in February 2013

" We loved staying at the B and B at Sunnybank near Charlottesville. What a beautiful location and cottage! Absolutely glorious views , peaceful, and romantic . Anne was an amazing hostess, delicious food options and great attention to detail. Our only regret was that we had to go back home!! " Beth, Provincetown, ma.

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$95

2 BR / 2 BA / Sleeps 6

1 / 11

$95

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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

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$250

5 BR / 3 BA / Sleeps 10

1 / 9

$250

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The Mountain House - Great Deal

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

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$400

4 BR / 3 BA / Sleeps 12

1 / 5

$400

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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

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$125

4 BR / 1 BA / Sleeps 6

1 / 2

$125

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Fairhunt Farm Guest Quarters

4 BR / 1 BA / Sleeps 6 | Quick view

Details

Set in rural southern Albemarle county, Fairhunt Farm offers a pristine getaway that is close to historic Scottsville, restaurants, James River Brewery, Scottsville Museum, and the James River. Horse boarding is available for equine visitors, and guided trail rides are offered. Lovely trails for walking and seasonal…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$450

3 BR / 2 BA / Sleeps 6

5 Reviews

$450

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Woolen Mills Retreat:: Modern home with pool

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 3 bedrooms, 2 full bathrooms, sleeps 6 Uniquely situated on a hilltop overlooking one of Charlottesville's oldest and most characterful neighborhoods, the Woolen Mills Retreat invites visitors to revel in…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Warm and cozy

Left on May 02, 2011 for a stay in November 2010

This place was a lifesaver. I was traveling with friends and family to visit people over the Thanksgiving holiday, and being college kids we didn't have a huge amount of money to burn on accommodations. I was just figuring we would get a couple of hotel rooms. This turned out to be a massive improvement on that plan. We ended up spending about $400 a night on a weekend, split between the seven of…

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$175

3 BR / 2 BA / Sleeps 7

11 Reviews

$175

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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…


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