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Compare 351 Vacation Homes in Wintergreen with updated reviews, rates, and availability.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (285)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is SAR 560
SAR 1,443 total
includes taxes & fees
13 Jan - 14 January 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Newtown Retreat: Award-Winning Renovation + Ideal Location

10.0 out of 10, Exceptional, (18)
"My family and I enjoyed our stay. The home was well equipped with everything we needed and more making our stay very enjoyable and stress free. My kids loved having a variety of games to choose from as well. We stayed in and cooked most evenings in the spacious kitchen that was stocked with all essentials. I highly recommend this property! "
The price is SAR 1,427
SAR 2,268 total
includes taxes & fees
18 Jan - 19 January 2025
Newtown Retreat: Award-Winning Renovation + Ideal Location

Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

10.0 out of 10, Exceptional, (1)
"- House is well taken care of. - House rule not wearing shoes inside and providing sleepers keeps the house clean. We liked it, but should mention that on VRBO listing. (It is listed on the competitors listing among the other info) Also, be better if the closed in shoes cabinet is available to protect the shoes from the weather. - Would be better if the property manager sent check-in info at least a day earlier than the middle of the day of check-in."
The price is SAR 1,878
SAR 3,856 total
includes taxes & fees
28 Dec - 29 Dec
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

White Rock Cabin

10.0 out of 10, Exceptional, (195)
"Absolutely beautiful location nice and tucked away. The hot tub was clean and a wonderful addition to the cute cabin feel. You can also hear the river from the hot tub :)"
White Rock Cabin

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

9.8 out of 10, Exceptional, (68)
"We had a wonderful time at this home. Everything was accurate in its description. The driveway is extremely steep so I would be suspect in the winter of how to get up, but we had no problem this time of year."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

4 BR cabin mins to trails & breweries pets welcome

9.6 out of 10, Exceptional, (20)
"A group of friends and I surprised my husband with a birthday get away trip. We all LOVED the house! It was clean and spacious. The host was super responsive. We even talked about booking this same house again in the future."
The price is SAR 1,052
SAR 2,696 total
includes taxes & fees
24 Dec - 25 Dec
4 BR cabin mins to trails & breweries pets welcome

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

9.6 out of 10, Exceptional, (186)
"My husband and I met our son who goes to school in NC at this cabin to celebrate Thanksgiving together. The cabin was perfect and the views were amazing. I was able to cook us a Thanksgiving dinner while my Husband and son enjoyed the hot tub. We enjoyed our stay and would definitely book again!"
Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (38)
"We had an amazing stay and the home was perfect!! Everything was exactly as described and the place was well equipped for most anything you could ever need. We look forward to returning there soon for another relaxing getaway. "
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

COZY SKI COTTAGE--SKI IN SKI OUT

9.6 out of 10, Exceptional, (86)
"The house was great. We rented this ski in ski out for convenience with the kids being able to come and go. Because there was no snow, we had to drive to the lodge. This would have been a great location if this slope had been open. The owner was great and we would stay again."
COZY SKI COTTAGE--SKI IN SKI OUT

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (13)
"This was a nice cozy comfortable house nearby Crabtree falls hiking! We would stay here again."
The price is SAR 507
SAR 924 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Country small two bedroom home.

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (170)
"Amazing views along the blue ridge trail in wintergreen. Host was communicative and check in was easy! Plentry of room for our stay and guests. We thouroughly enjoyed our stay!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

10.0 out of 10, Exceptional, (24)
"Fun quirky farm house, barn and property was perfect place for adults and kids. Views are spectacular. "
The price is SAR 3,340
SAR 4,143 total
includes taxes & fees
28 Dec - 29 Dec
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Oak Tree Cottage: Beautiful farm with mountain views.

10.0 out of 10, Exceptional, (57)
"My family has stayed at this property a couple of times now and it is always a great experience! Clean and cozy and in a quiet location that is still convenient to shopping and activities. Highly recommend "
Oak Tree Cottage: Beautiful farm with mountain views.

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

9.8 out of 10, Exceptional, (25)
"We have stay at Wintergreen many times, But this is the first time at this house. The owners were very responsive to questions we had and the house was in great shape and a joy to stay in. The views out the back were beautiful and the house inside very comfortable. Everything we could ask for. "
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

9.4 out of 10, Exceptional, (77)
"We loved staying in the treehouse! It was cozy and had everything we needed to make a perfect Thanksgiving meal! Everyone enjoyed the hiking and we even had a bit of snow on one of our hikes:) Thank you for helping us all enjoy our time together."
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

10.0 out of 10, Exceptional, (17)
"Perfect for our visit to Waynesboro! Very clean and so close to downtown. We enjoyed the quiet neighborhood and nearness to the mountain hiking."
Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (30)
"I enjoyed my stay here with family thoroughly. There are two balconies with beautiful views of the mountain. My 4 yo loved the muriel of the blue ridge on his bedroom wall. I loved that all bedrooms had an ensuite. Host was very responsive and accommodated our request."
The price is SAR 893
SAR 2,099 total
includes taxes & fees
22 Jan - 23 January 2025
Spacious + Serene Mtn Top Escape, 4 En Suites

Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

9.8 out of 10, Exceptional, (123)
"I wanted to give my sister a fun relaxing 40th birthday with her friends and that is exactly what she got. This property was not only loved by me but everyone that stayed here! Would absolutely book again! The view was AMAZING!! Thank you for our stay!!"
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

Blue's Barn: Nelson151 Escape + Mountain Views

9.4 out of 10, Exceptional, (10)
"We stayed for our wedding weekend, and it was perfect! Cute, comfy, cozy. The kitchen was well appointed and the furnishings were tops. We slept like a dream in the bed. 10/10 would recommend."
The price is SAR 819
SAR 1,404 total
includes taxes & fees
24 Dec - 25 Dec
Blue's Barn: Nelson151 Escape + Mountain Views

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

10.0 out of 10, Exceptional, (58)
"We booked this for our Thanksgiving and a Birthday weekend. It was perfect for the my wife and I and our 2 year old. Comfortable and great neighborhood. We took advantage of the cart path for the golf course for morning walks. Kirstyn was very quick to respond to any questions we had during our stay and would definitely recommend this location for a quiet get away with the family."
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Wintergreen

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (285)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is SAR 560
SAR 1,443 total
includes taxes & fees
13 Jan - 14 January 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (298)
"This house was so beautiful! It was the best stocked vrbo we've stayed in with everything for the kitchen, bath, games and even a few dog toys! The hosts have thought of every little detail. Highly recommend. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

10.0 out of 10, Exceptional, (227)
"We cannot wait to book this property again for a longer stay! It is such a beautiful condo, so tastefully decorated, with the most spectacular views of sunrise and mountain ranges! Really a very special place to be! "
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.