Photo by Karyn Leary

Search Vacation Homes in Greenwood

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Greenwood

Interior
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Waynesboro
10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is SAR 274
SAR 534 total
includes taxes & fees
11 Dec - 12 Dec
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Outdoor dining
Westerly Haven A: Walk to Scott Stadium!

Westerly Haven A: Walk to Scott Stadium!

2.0 star property
Jefferson Park Avenue
9.6 out of 10, Exceptional, (7)
"Perfect location. Close to all things UVA. Property was very clean and well appointed. Will be keeping info on hand as it may come in handy during my son's college years. Would highly recommend and definitely will stay again."
United States
Kristi F.
The price is SAR 469
SAR 1,201 total
includes taxes & fees
9 Dec - 10 Dec
Westerly Haven A: Walk to Scott Stadium!
Smart TV
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

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

Waynesboro
9.6 out of 10, Exceptional, (44)
"We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. "
United States
Virginia W.
The price is SAR 439
SAR 764 total
includes taxes & fees
9 Dec - 10 Dec
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Fridge, microwave, oven, stovetop
The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)

Waynesboro
9.6 out of 10, Exceptional, (9)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is SAR 401
SAR 1,211 total
includes taxes & fees
9 Dec - 10 Dec
The Hawksbill Haus (w/ hot tub)
Fridge, microwave, oven, stovetop
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

Hydraulic
9.0 out of 10, Wonderful, (7)
"Great location. Clean and wider place to stay"
United States
Wright A. N.
The price is SAR 375
SAR 1,300 total
includes taxes & fees
9 Dec - 10 Dec
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA
Exterior
The Firefly Springhouse

The Firefly Springhouse

Staunton
9.8 out of 10, Exceptional, (44)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is SAR 311
SAR 429 total
includes taxes & fees
9 Dec - 10 Dec
The Firefly Springhouse
Outdoor pool
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Waynesboro
10.0 out of 10, Exceptional, (8)
"Wonderful day we really enjoyed the pool and hot tub during our stay! This is centrally located and well furnished! The hosts were great with communication!"
United States
Cameron V.
The price is SAR 579
SAR 1,906 total
includes taxes & fees
10 Dec - 11 Dec
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Outdoor dining
Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views

Faber
10.0 out of 10, Exceptional, (32)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is SAR 672
SAR 1,585 total
includes taxes & fees
11 Dec - 12 Dec
Hillside Haven: Modern Retreat, Mountain Views
Outdoor dining
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Nellysford
10.0 out of 10, Exceptional, (5)
"A lovely little hideaway a stone's throw from the Blue Ridge. Clean, comfortable, and cozy. Very communicative and professional hosts. Highly recommended!"
United States
Tim G.
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Exterior detail
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Belmont
9.8 out of 10, Exceptional, (54)
"My family (4 adults) had a great time in Belmont. The location was perfect for a walk to "The Mall" and a short drive to campus for a game. The hosts were quick to respond and flexible with checking in. We would definitely stay here again."
United States
Kim E.
The price is SAR 470
SAR 858 total
includes taxes & fees
9 Dec - 10 Dec
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Fridge, microwave, oven, stovetop
Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown

Barracks Rugby
10.0 out of 10, Exceptional, (39)
"Great place to stay and well organized !"
United States
Joseph F.
The price is SAR 507
SAR 957 total
includes taxes & fees
9 Dec - 10 Dec
Rugby Road Residential -RRR- near UVa and downtown
Dining
Secluded cabin on a horse farm, bordered by the North River

Secluded cabin on a horse farm, bordered by the North River

GROTTOES
10.0 out of 10, Exceptional, (70)
"Great place to stay "
United States
William H.
The price is SAR 507
SAR 1,097 total
includes taxes & fees
9 Dec - 10 Dec
Secluded cabin on a horse farm, bordered by the North River
Fridge, microwave, oven, stovetop
Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm

Staunton
9.4 out of 10, Exceptional, (13)
"Really enjoyed our stay! Very clean and quaint little place. Would stay again. "
United States
JANIE M.
The price is SAR 409
SAR 942 total
includes taxes & fees
9 Dec - 10 Dec
Green on New - Central Location and Staunton Charm
Outdoor spa tub
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

Afton
10.0 out of 10, Exceptional, (20)
"Ashley is an awesome host. I love Creekside! This is my second stay there, and I loved it so much I booked an extra day. Best place to stay in Afton "
United States
Michael C.
The price is SAR 585
SAR 1,669 total
includes taxes & fees
9 Dec - 10 Dec
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Outdoor dining
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
Nellysford
The price is SAR 375
SAR 1,104 total
includes taxes & fees
17 Dec - 18 Dec
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Private kitchen
Historic Jefferson Estate across from Clifton Inn

Historic Jefferson Estate across from Clifton Inn

2.0 star property
Charlottesville
Historic Jefferson Estate across from Clifton Inn
Exterior
Little Yellow House: Walk to Downtown Staunton

Little Yellow House: Walk to Downtown Staunton

Staunton
10.0 out of 10, Exceptional, (6)
"I loved the location and the extra amenities !"
United States
Miriam
The price is SAR 372
SAR 1,064 total
includes taxes & fees
9 Dec - 10 Dec
Little Yellow House: Walk to Downtown Staunton
Outdoor spa tub
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is SAR 422
SAR 1,266 total
includes taxes & fees
11 Dec - 12 Dec
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Exterior detail
The Hunker Down: Cheerful 2 Bed and Pet Friendly

The Hunker Down: Cheerful 2 Bed and Pet Friendly

Staunton
9.0 out of 10, Wonderful, (13)
"We stayed here with our two kids (age 2 and 3) and would stay again! The apartment was incredibly clean with plenty of space and everything we needed. We sleep with white noise machines and had no issues with noise at all. Check in and parking was easy and the hosts were very responsive. "
United States
Michelle S.
The Hunker Down: Cheerful 2 Bed and Pet Friendly
Fridge, microwave, oven, stovetop
Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort
10.0 out of 10, Exceptional, (48)
"Amazing stay for nelson 151 trip for Birthday. Owners are amazing communication was easy and quick. Property is beautiful and very well maintained. We will be staying here again. "
United States
DANIEL H.
The price is SAR 438
SAR 1,503 total
includes taxes & fees
9 Dec - 10 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenwood Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Excellent breakfast, clean hotel,rooms..so cozy and comfortably. Reminded me of a mountain chalet with the snow outside and Christmas decorations and Christmas music playing. Will definitely stay again if in the atea. I highly recommend "
Marsha 1-night trip
Posted 2 days ago
English Inn of Charlottesville