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 444 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, (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 AED 547
AED 1,411 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 AED 1,396
AED 2,217 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 AED 1,836
AED 3,770 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 AED 1,102
AED 2,731 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

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!

New Luxury Modern Farmhouse, Downtown C'Ville

9.8 out of 10, Exceptional, (19)
"Our family enjoyed a lovely stay over Thanksgiving weekend. The home was spacious, comfortable and clean. The fireplace was a welcome feature to come back to after a cold hike and a day of exploring the area. The home was conveniently located to shops and restaurants. We would definitely come back. "
New Luxury Modern Farmhouse, Downtown C'Ville

Bright and spacious townhouse.

9.8 out of 10, Exceptional, (48)
"Never had stayed in VRBO that was also someone’s home so appreciated the detail regarding that as it set expectations. "
Bright and spacious townhouse.

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

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (148)
"Super convenient for walking to campus and to downtown mall and to lots of good restaurants. Great to have a parking space. Loved the decor! Two comfy bedrooms upstairs and living area with small kitchen provided all we needed. We would happily stay again."
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia

10.0 out of 10, Exceptional, (86)
"What a great home for cooking together and playing games/cards in the adjoining family room with the fire going! Lots of comfortable sleeping rooms and plenty of bathrooms for a large group. We would definitely stay here again!"
Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia

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

Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind

10.0 out of 10, Exceptional, (1)
Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind

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 AED 873
AED 2,052 total
includes taxes & fees
22 Jan - 23 January 2025
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

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

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is AED 386
AED 891 total
includes taxes & fees
5 Jan - 6 January 2025
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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 AED 547
AED 1,411 total
includes taxes & fees
13 Jan - 14 January 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging

10.0 out of 10, Exceptional, (192)
"Everything about the property was planned and built with top quality. It was easy to communicate with Terry who was very friendly. We have never stayed at a property with such access to privacy yet many on-site activities. We loved it. Well worth the drive!"
Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging
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.