Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Condos
Cottages
Homes
Studios
Barns
Boats
Bungalows
Castles
Estates
Farmhouses
Hotels
Lodges
Townhomes
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Wintergreen Long Term Vacation Rentals(31)

31 Results
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(20)
2 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
(18)
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(10)
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(17)
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(11)
1 - 2 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 14
(6)
$275 - $675
per night
2 - 3 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(32)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(8)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
1 Review
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(27)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(9)
$265 - $290
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
(9)
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(6)
2 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(6)
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(5)
$275 - $325
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(7)
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(3)
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
(8)
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 Review
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 9
(33)
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(4)
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 Review
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 Review
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
(4)
1 - 2 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
(8)
2 - 3 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
(3)
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(37)
Advertisement
 

Recent Wintergreen Reviews

Great Weekend!

5 of 5
I thoroughly enjoyed my stay at Serenity on Top of Wintergreen Mountain Resort this past weekend. The house was beautiful and clean, the beds were comfortable, there were several bathrooms and there was plenty of space to eat/relax/play games/etc. I would recommend this house to any group of people looking for an affordable weekend away!
  • Submitted: May 21, 2014
  • Stayed: May 2014

Awesome House!

5 of 5
We were lucky enough to book this house in mid-March for a last minute spring break getaway. Even though Wintergreen had said they would be closed for the week - they were actually open and we were able to ski which was a definite bonus! This house is really fantastic. Large and spacious with lots of privacy for everyone. It is clean and very well equipped with kitchen supplies, movies, board games, and even wine (for a small fee) if you didn't bring your own. The owners were incredibly responsive and made sure we had everything we needed - even whey they were travelling overseas themselves! They called the first day we were there just to check in. We will definitely go again - and recommend it for anyone!
  • Submitted: Apr 11, 2014
  • Stayed: Mar 2014

Awesome place to stay at when visiting Wintergreen!

5 of 5
This house was perfect for our recent visit to Wintergreen! It was 4 adults and one child under the age 5. It was bigger than what we were expecting based off the pictures that were provided in the listing. The house was very cleaned and well stocked. The sheets on the beds were perfect for the cold nights. The fire place was a nice added bonus to the house. We were not ready to leave because this house made you feel like you were at home. Rob was very easy to work with and we had no issues during our stay. We have stayed in different areas of the resort, and we prefer to be up on top of the mountain. So the location of this house was perfect for us. The reason we prefer the top of the mountain, because it is more quite compared to the main area of the resort. One review states that this house is across from the spa. It is not across from the spa. The main road(I believe it is Devil's Knob Loop) that the house is off is across from the spa, but this house is close(within walking distance on a warmer day) to the spa. It is a very easy drive down to the main area of the resort, i.e. Slopes, Mountain Inn, The Edge Restaurant, and the Copper Mine Restaurant. I would highly recommended this house to any one looking for a great place to stay at when visiting Wintergreen Resort. We will be planning a trip again and hope to be able to stay at this house.
  • Submitted: Jan 25, 2014
  • Stayed: Jan 2014