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Compare 331 Vacation Homes in Lovingston 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, (294)
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

10.0 out of 10, Exceptional, (288)
"The house was the perfect layout! Everything you needed was provided! Will definitely stay again!"
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (25)
"Our stay at this incredible mountain home in Wintergreen Resort was nothing short of spectacular! From the moment we arrived, we were blown away by the breathtaking views and the warm, welcoming atmosphere of the house. Every detail was thoughtfully designed to provide both comfort and luxury, making it the perfect setting for our long-overdue family reunion. With seven beautifully appointed bedrooms, each family had their own space while still enjoying the togetherness we were craving after a...
Insane Mountain Views - New Listing

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is SAR 671
SAR 1,558 total
includes taxes & fees
17 Mar - 18 Mar
Hillside Haven: Modern Retreat, Mountain Views

Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment

9.6 out of 10, Exceptional, (5)
"We stayed for two nights at this property - 6 adults, a 5 year old and an 18 mo old. We really enjoyed the stay. Beautiful house and property a close drive to many wineries and breweries. Crozet is about 15 minutes away if you need groceries, etc. The upstairs is fairly protected sound-wise from downstairs which was a nice touch if you have kids with you. One bedroom is downstairs and three are upstairs. My only minor quibbles were the lack of curtains in two bedrooms, and one of three cooking...
The price is SAR 1,497
SAR 3,369 total
includes taxes & fees
10 Mar - 11 Mar
Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (228)
"Property was beautiful, the views amazing. Feel likt the host thought of everything a family would need. Definitely comfortable and cozy. Super beautiful too. Would recommend and stay again there!! Thank you !"
Restored Double Log Cabin on 400 Mountain Acres

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (130)
"We enjoyed our stay. The kids loved being able to hit the slopes across the street. The house was well stocked and clean. Loved the mudroom and hot tub. Seating at the table and the living room was a little tight but cozy. The fireplace was great for drying our gear since there is no washer and dryer. Beautiful views. The only two things I would suggest is leaving ice melt/salt for the stairs. They got icy after it rained and were quiet slippery. Also an extra drying rack would have been great...
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (46)
"Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear."
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (34)
"Hosts were great getting everything set for a last minute trip before a big snow storm. Very clean property; looks exactly as described in photos. 2-3 min drive from the base of the mountain."
The price is SAR 709
SAR 1,849 total
includes taxes & fees
9 Mar - 10 Mar
Spacious + Serene Mtn Top Escape, 4 En Suites

Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

9.8 out of 10, Exceptional, (20)
"The house was nice and perfect for our group of three families with small children. Ideally, there would have been some basics in the house like oil and coffee filters. The garbage situation is a bit tricky as you have to take stuff to the dump yourself. Not a huge deal as the dump is on the way to wintergreen. But the dump is closed on Monday, which can present a problem if your check out is on Monday."
Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Afton escape centrally located on the brew trail

10.0 out of 10, Exceptional, (18)
"We stayed here for our 21st anniversary and it couldn’t have been a better place. Thanks for your hospitality!"
Afton escape centrally located on the brew trail

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

9.6 out of 10, Exceptional, (24)
"Couldn’t have been more pleased with our stay! Property was as advertised and our host was very gracious."
The price is SAR 488
SAR 814 total
includes taxes & fees
13 Mar - 14 Mar
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (13)
"We loved our stay! House was lovely and views were amazing. Very peaceful! We really enjoyed the fireplace since the weather was bad. It was close to wineries, distilleries and restaurants. Katie, our host, was so responsive from booking to departing. You get a Guide Book which is so helpful. We would definitely return. Loved it! "
Book for Spring! Nelson 151, MTN views!

4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (39)
"17 family members stayed for a long holiday weekend and this house was absolutely perfect! The open floor plan on the main floor offered something for everyone! The kitchen is spacious, has every amenity imaginable including two refrigerators. We used the two sided fireplace which kept us toasty and added to the ambiance. The guys loved having the pool table, and the comfy chairs by the window became the perfect spot to sip some wine and watch the snow fall. We loved the rustic mountain...
The newest and largest edition to the Wintergreen Retreat portfolio!

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is SAR 506
SAR 918 total
includes taxes & fees
7 Mar - 8 Mar
Cozy Country small two bedroom home.

4 BR cabin mins to trails & breweries pets welcome

9.8 out of 10, Exceptional, (21)
"Excellent location, clean, comfortable, would stay again!"
The price is SAR 923
SAR 2,502 total
includes taxes & fees
18 Mar - 19 Mar
4 BR cabin mins to trails & breweries pets welcome

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

9.8 out of 10, Exceptional, (173)
"Excellent stay overall. Weather kept us from enjoying the outside much but the cozy fireplace inside was super nice, especially with the supplied wood. Furniture was comfy and the smart TVs and streaming/cable was fabulous! "
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!

10.0 out of 10, Exceptional, (49)
"This house was in a great location for getting to the ski facility quickly. We appreciated the quick communication from the owners to find what was needed and fix issues we had. "
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
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 Lovingston

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (267)
"The date of my stay was Sun Feb 9 - Tues Feb 11, 2025. It was a great place to stay with beautiful views. Our stay was short. We were there for my son to participate in WASI- Wintergreen Alpine Special Invitational. Travel to the Mountain Inn for ski competition and celebration was easy. I really enjoyed having the full kitchen so we could make breakfast each day. The washer and dryer were helpful for keeping ski bibs clean and dry."
The price is SAR 394
SAR 884 total
includes taxes & fees
16 Mar - 17 Mar
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (174)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is SAR 389
SAR 433 total
includes taxes & fees
6 Apr - 7 Apr
Valley Extended Suites

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

9.6 out of 10, Exceptional, (294)
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.