Photo by Karyn Leary

Search Vacation Homes in Greenwood

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 448 Vacation Homes in Greenwood 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, (291)
"Amazing little getaway, private, quiet and everything you need right there. "
The price is AED 547
AED 1,411 total
includes taxes & fees
12 Feb - 13 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

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

10.0 out of 10, Exceptional, (44)
"What a great inviting space!We loved the setup and proximity to the slopes.We will be back for sure!!!"
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

10.0 out of 10, Exceptional, (62)
"The house is perfect and only 10 minutes from the slopes."
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

Wintergreen Resort Post & Beam Home Beauty

9.6 out of 10, Exceptional, (15)
"Our pre-Thanksgiving in the mountains could not have been more perfect. This home was lovely, comfortable, and well-appointed in every way. We had a one-year-old plus 3 couples and loved that we all had privacy, separate bathrooms, and a cozy family space. I highly recommend this home for your next mountain getaway!"
Wintergreen Resort Post & Beam Home Beauty

Hilltop Escape At Wintergreen

2.0 star property
8.8 out of 10, Excellent, (3)
"This is not a 5-bedroom home. This is a 4-bedroom home with a less than double bed futon in the main living space with no door or separation; this was a problem for our family. The home overall is very nice with comfortable beds and pleasant gathering space. "
Hilltop Escape At Wintergreen

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (39)
"A clean and charming stay a short walk from downtown. Really enjoyed our stay."
The price is AED 364
AED 819 total
includes taxes & fees
3 Feb - 4 Feb
Historic Beauty and Walkable to Everywhere

Boutique Room steps from Downtown Mall | Rose Jean - Room #3

10.0 out of 10, Exceptional, (10)
"We enjoyed our stay, highly recommend the place. Close to main street and the mall area. "
The price is AED 386
AED 731 total
includes taxes & fees
3 Mar - 4 Mar
Boutique Room steps from Downtown Mall | Rose Jean - Room #3

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

9.4 out of 10, Exceptional, (80)
"We had a great time. House was lovely and had everything we needed. The living area was spacious and accommodated large family gatherings for dinner and relaxing. The young adults liked the proximity to the slopes for snowboarding. We would definitely stay again. "
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (46)
"We had a lovely time in Charlottesville- this property was well maintained and was located close to the downtown area. I would stay here again!"
The price is AED 826
AED 1,730 total
includes taxes & fees
2 Feb - 3 Feb
Charming Updated 3 Bedroom Home Near Downtown

The Navel Nalle: Downtown Bungalow, Patio, Parking

10.0 out of 10, Exceptional, (4)
"We loved our stay. House was perfecf for our group of two families staying together. Beds were very comfortable, everything was extremely clean and organized and the host was great and very helpful. Easy walk to the Corner and to the Downtown Mall. We loved sitting on the back screened porch and the kids loved the fun basement. We would absolutely stay here again. Thanks for such a great experience. "
The price is AED 771
AED 1,825 total
includes taxes & fees
2 Feb - 3 Feb
The Navel Nalle: Downtown Bungalow, Patio, Parking

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

9.8 out of 10, Exceptional, (172)
"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!

Cooler in the mountains, with hot tub.

9.8 out of 10, Exceptional, (65)
"House was perfect for a weekend of skiing. You’re able to walk to the resort from the house which was a huge plus since it was a packed weekend. Overall great stay! "
Cooler in the mountains, with hot tub.

Red White & WTG: Game Room + Hot Tub

The price is AED 1,429
AED 3,434 total
includes taxes & fees
3 Feb - 4 Feb
Red White & WTG: Game Room + Hot Tub

Cheerful 3 bedroom home with indoor fireplace

9.8 out of 10, Exceptional, (7)
"The place was perfect for us and my daughter and husband. We were able to bring our dogs and the home was cozy and clean. The lack of WiFi was a bit disappointing but we knew that from the start. Great host with good communication!!"
Cheerful 3 bedroom home with indoor fireplace

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

8.0 out of 10, Very Good, (1)
"The property was gorgeous and just as described. The views were absolutely beautiful. The hot tub didn’t looked to have been serviced recently but really the only negative was the stairs. The stairs from the driveway to the front door had tons of leaves daily, a leaf blower would have been great. The lighting at the top of the stairs didn’t work at all, it is very dangerous at night. Overall it was a great property and ideal for peak fall foliage week! "
4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

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!!!

Secluded winter getaway, Nelson 151, MTN views!

10.0 out of 10, Exceptional, (12)
"Great stay. I only wish the 2 days of rain had been snow!"
Secluded winter getaway, Nelson 151, MTN views!

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

10.0 out of 10, Exceptional, (55)
"This was the prefect house for the holiday. Plenty of space for our family yet very cozy. The temps were cold and we had the fire place going every night. The views from the main room and master suite were breathtaking. The owners were very responsive and communicative. Highly recommend this home to anyone wanting a mountain getaway to Wintergreen resort!"
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

White Rock Cabin

10.0 out of 10, Exceptional, (199)
"Above and beyond on everything highly recommend staying here"
White Rock Cabin

Cozy Craftsman: Newly Renovated/Downtown Staunton

9.8 out of 10, Exceptional, (13)
"Great communication with host. Spotless. Well done renovation with modern amenities. "
The price is AED 511
AED 1,248 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Craftsman: Newly Renovated/Downtown Staunton
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.
Don't see what you're looking for?
See all available properties in Greenwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Greenwood

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

9.0 out of 10, Wonderful, (262)
"Fantastic views of the resort and the Blue Ridge mts. Easy to get in out of the condo with gear and only a 10 min walk or 2 min drive to Mountain Inn. I would recommend this property for any season you are planning a visit to Wintergreen. "
The price is AED 386
AED 866 total
includes taxes & fees
2 Mar - 3 Mar
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (11)
"The cabin was very nicely set up, clean, and comfortable. The property manager was in constant contact with me to make sure I had everything I needed. I would highly recommend this place to anyone looking for a quiet relaxing escape. "
The price is AED 667
AED 969 total
includes taxes & fees
3 Feb - 4 Feb
Love Ridge Mountain Lodging

Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (11)
"Wife and I were looking for a place away from the hustle that comes with NOVA normally, and especially the weekend of the inauguration. I must say we found the absolute best spot. Nelson county has always been a favorite spot for us to go to, but most of the time we have made day trips. I absolutely love being able to post up for a weekend in a quiet setting and being able to relax. Even the pup enjoys the quiet and are keen to relax next to the stoves. Most places just leave it up to you to...
Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table
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.