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

Compare 451 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, (283)
"We came to stay in this area to attend my best friend's wedding. There were around 100 guests at the wedding and everyone had rented a home in the area. Our location was perfect! We were near other guests, the venue, and several breweries. There were several activities planed at the resort as well. We were able to spend one day in Charlottesville as well but it was around a 50 minute drive. We really enjoyed the view and trails around the home. There are several balconies to relax on but we...
The price is SAR 560
SAR 1,443 total
includes taxes & fees
14 Nov - 15 Nov
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (62)
"Very comfortable well appointed house in an excellent location. The proximity of the AT and hikes we could walk to was greatly appreciated. The deck was wonderful…we utilized the gas fire pit every night. The trees blocked our view of mountains but we enjoyed listening to music and watching the squirrels. "
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Comfy 3-bedroom historic building completely renovated, convenient to everything
2.0 star property
10.0 out of 10, Exceptional, (1)
"Most importantly, Bob is a kind and welcoming host and his property is in a great location Charlottesville. The price is also unmatched, though there could be a few improvements to the guest space. The fridge contained old food, there was no hand soap in one bathroom, and there were no trash bags. Also, there are only two beds, not three (best of my knowledge). If the place becomes more suited to VRBO guest needs, it will become a top spot to stay. Very thankful for Bob's flexibility with coming...
The price is SAR 1,052
SAR 1,619 total
includes taxes & fees
15 Nov - 16 Nov
Comfy 3-bedroom historic building completely renovated, convenient to everything
RiverFront Country Home with Blue Mountain Views
9.8 out of 10, Exceptional, (23)
"Plenty of space for everyone. Grandchildren loved the playground and the big yard. "
RiverFront Country Home with Blue Mountain Views
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
10.0 out of 10, Exceptional, (45)
"We really enjoyed this house. Kids and friends loved to stay"
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
9.6 out of 10, Exceptional, (183)
"We had a fantastic day at this property! The house is great and easily includes enough room for two couples with two kids, so the two of us had plenty of room. We really enjoyed the hot tub and mountain views. We were really close to one of the ski slopes, so staying here if you are a skier would be ideal. And it was just a short 10 minute walk to the local market to get supplies. The owner reached out to make sure we had everything we needed. "
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
9.6 out of 10, Exceptional, (41)
"This house is perfectly suited for large families or groups. We fit several families comfortably. The kitchen is well equipped with the basics and the huge deck area was a welcome surprise!"
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
9.8 out of 10, Exceptional, (120)
"Conveniently located on Wintergreen resort, minutes away from the convenience store and easy drive to all the main local points of interest. The house was clean and comfortable and the views outside were simply spectacular. house "
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
10.0 out of 10, Exceptional, (49)
"Thank you for a wonderful time we loved your house and the views. Your property exceeded our expectations in every way. "
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
9.8 out of 10, Exceptional, (10)
"Everything we hoped for. Close to downtown mall. "
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi
2.0 star property
The price is SAR 789
SAR 1,353 total
includes taxes & fees
14 Nov - 15 Nov
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi
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 1,879
SAR 3,856 total
includes taxes & fees
18 Nov - 19 Nov
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
Restored Double Log Cabin on 400 Mountain Acres
10.0 out of 10, Exceptional, (225)
"Excellent place and we want to come back soon. If you like to relax, enjoy nature, get away from it all and sit in a rocker on the porch of an awesome cabin in the woods, this is the place for you. Rustic modern and wonderful."
Restored Double Log Cabin on 400 Mountain Acres
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (231)
"Everything was perfect... We hope to stay again!"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
House / hot tub/pet friendly
9.8 out of 10, Exceptional, (57)
"We absolutely loved our stay and can’t wait to return. The house was tucked away about 3 miles from Crabtree Falls. We enjoyed morning walks, lots of stars, an awesome hot tub and a clean and well-equipped house. The hosts were attentive and responded promptly to questions."
The price is SAR 695
SAR 1,207 total
includes taxes & fees
14 Nov - 15 Nov
House / hot tub/pet friendly
Secluded cabin on a horse farm, bordered by the North River
10.0 out of 10, Exceptional, (42)
"Family had a 1 night stay during our travels, as it was a great quiet spot. The horses and open land is beneficial to anyone needing a break. Will return. "
The price is SAR 564
SAR 1,185 total
includes taxes & fees
14 Nov - 15 Nov
Secluded cabin on a horse farm, bordered by the North River
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
9.8 out of 10, Exceptional, (35)
"Loved the walkability to Belmont and dowtown, and check in process was a breeze. Just right for our visit and would definately stay again."
The price is SAR 507
SAR 898 total
includes taxes & fees
20 Nov - 21 Nov
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Wintergreen Resort Getaway w/ Deck, Mountain View!
8.8 out of 10, Excellent, (5)
"We loved the place. Lots of room. The deck is awesome. "
Wintergreen Resort Getaway w/ Deck, Mountain View!
Wintergreen Resort Home w/ 2 Decks + Ski Access!
9.2 out of 10, Wonderful, (37)
"Reallly nice place, great location with beautiful views, walking, hiking. Bathrooms are very small, not a problem but don't be surprised. "
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Spacious + Serene Mtn Top Escape, 4 En Suites
10.0 out of 10, Exceptional, (28)
"Spent a week with an old friend visiting some vineyards and breweries. Went on a hot air balloon ride from Charlottesville, dined at the Farmhouse at Veritas and took a few hikes. Enjoyed it all. "
The price is SAR 698
SAR 1,860 total
includes taxes & fees
24 Nov - 25 Nov
Spacious + Serene Mtn Top Escape, 4 En Suites
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

Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (171)
"Staff very helpful. It is not a motel! More like renting a condo where you are on your own. "
The price is SAR 389
SAR 433 total
includes taxes & fees
17 Nov - 18 Nov
Valley Extended Suites
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (255)
"This is a great place with an incredible view. The unit is nicely appointed with quality dishware, glasses, towels etc. We had a small problem with the TV when we checked in and the owner drove 2-3 hours to deliver a new TV the next morning. You just cannot beat that kind of service. We had a few guests during our month-long stay and every one was very taken with the place. Highly recommend."
The price is SAR 526
SAR 1,038 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Lovely Wooded Cabin with Numerous Trails On-Site!
10.0 out of 10, Exceptional, (60)
"We needed a break from the 2024 election craziness and headed towards the foothills. Langley Cottage was perfect. Sitting on the porch, taking in the Fall foliage with a glass of wine was very relaxing. The Host, Barb was wonderful! She offered a fire log for the fireplace so the ambiance was a nice touch."
Lovely Wooded Cabin with Numerous Trails On-Site!
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.