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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Greenwood vacation homes

A room with a bed, bedside table, lamp, and a dining table set for two.

1. Rockwell Ridge | Chestnut Suite with Lux Bathroom

Rockwell Ridge | Chestnut Suite with Lux Bathroom
Afton
10.0 out of 10, Exceptional, (1 review)
"This property was spotlessly clean, carefully and well furnished, with clear instructions about everything. The location was peaceful and quiet, and we were treated to seeing a doe and young fawn not long after arriving. With no traffic or other noise, we had a restful stay.The host's communications were welcoming and comprehensive.While off the main roads, it is still convenient to attractions and amenities in Waynesboro. This is a perfect place to unwind; with several more rooms on the...
United States
Peter & Stephanie R.
The price is ￥11,283
￥32,227 total
includes taxes & fees
Nov 3 - Nov 4
Rockwell Ridge | Chestnut Suite with Lux Bathroom
A house with a white exterior, a window with a hanging plant, and a garden with hydrangea flowers.

2. 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, (25 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is ￥17,777
￥29,635 total
includes taxes & fees
Oct 21 - Oct 22
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
A room with a brown leather sofa, a wooden bench, and a window with curtains.

3. Rockwell Ridge | Inn with Afton Mountain Views

Rockwell Ridge | Inn with Afton Mountain Views
Afton
The price is ￥11,681
￥58,676 total
includes taxes & fees
Nov 3 - Nov 4
Rockwell Ridge | Inn with Afton Mountain Views
A two-story house with a covered patio, a small deck, and a staircase leading to the upper level.

4. Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.8 out of 10, Exceptional, (26 reviews)
"This is a beautiful, peaceful and quiet spot for retreating! Loved sharing this spot with our family!"
United States
Phyllis A.
Secluded 20+ Acre Retreat Near Brew & Wine Trails
A hot tub with a control panel, surrounded by a backyard with trees and a house in the background.

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

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (64 reviews)
"Love this home!! Great backyard, lovely decor and super cozy. Easy access to surrounding attractions."
United States
Kathleen
The price is ￥18,488
￥32,538 total
includes taxes & fees
Oct 20 - Oct 21
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
A small, dark blue building with a wooden door and windows, a sign above the door, and a small porch area.

6. Rockwell Ridge | Dogwood Suite with Clawfoot Tub

Rockwell Ridge | Dogwood Suite with Clawfoot Tub
Afton
The price is ￥10,884
￥31,779 total
includes taxes & fees
Nov 3 - Nov 4
Rockwell Ridge | Dogwood Suite with Clawfoot Tub
A dining area with a round table, four chairs, a chandelier, and a patterned rug.

7. Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
9.8 out of 10, Exceptional, (34 reviews)
"Fantastic stay. Happy to return next time."
United States
Sam B.
Rosé All Day: Wine Country Getaway! Walk to Dining
Property grounds

8. Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
Afton
10.0 out of 10, Exceptional, (1 review)
"The property is beautiful. The host somehow outshines that. The communications tool needs to come up to their level. If your need to relax and recharge, this is a perfect space."
United States
Shannon P.
The price is ￥36,029
￥43,897 total
includes taxes & fees
Oct 26 - Oct 27
Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
A modern kitchen with white cabinets, a central island with stools, stainless steel appliances, and pendant lighting.

9. Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is ￥32,726
￥54,498 total
includes taxes & fees
Oct 19 - Oct 20
Afton Farmhouse
A swimming pool with a shark float.

10. 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, (9 reviews)
"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 ￥24,368
￥80,764 total
includes taxes & fees
Oct 19 - Oct 20
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
A bedroom with a bed, a desk, a chair, a ceiling fan, and large windows with curtains.

11. Rockwell Ridge | Private Retreat w/ Mountain Views

Rockwell Ridge | Private Retreat w/ Mountain Views
Afton
The price is ￥36,749
￥134,639 total
includes taxes & fees
Nov 15 - Nov 16
Rockwell Ridge | Private Retreat w/ Mountain Views
A cozy living room with wooden paneling, a fireplace, a grey sofa, and a round coffee table.

12. Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (29 reviews)
"Conveniently ;located and very easy to access. Very comfortable house and relaxing atmosphere."
United States
Traci S.
The price is ￥29,183
￥73,917 total
includes taxes & fees
Nov 17 - Nov 18
Afton Farmhouse - Mountain Views off Route 151
A dining area with a wooden table and chairs, a blackboard with coffee-related drawings, and a coffee machine.

13. The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.2 out of 10, Wonderful, (12 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The price is ￥21,810
￥57,515 total
includes taxes & fees
Oct 19 - Oct 20
The Hawksbill Haus (w/ hot tub)
A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

14. 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, (21 reviews)
"Great property, the kids enjoyed the games, hot tub, and creek. Highly recommend!"
United States
Amber
The price is ￥29,866
￥74,684 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
A two-story house with a covered porch, stone pathway, and outdoor seating area.

15. Blue Ridge Beau, Lost In The View

Blue Ridge Beau, Lost In The View
Afton
10.0 out of 10, Exceptional, (8 reviews)
"Awesome place, beautiful views, and really nice touches throughout the house. Would definitely stay again!"
United States
Michael V.
The price is ￥47,453
￥96,216 total
includes taxes & fees
Nov 17 - Nov 18
Blue Ridge Beau, Lost In The View
A spacious kitchen with a large island, dark cabinetry, and a stone pendant light.

16. Mountain Mama- Amazing Views! + Hot Tub!

Mountain Mama- Amazing Views! + Hot Tub!
Afton
9.8 out of 10, Exceptional, (30 reviews)
"Terrific home. Incredibly spacious and well laid out for comfort and privacy!"
United States
Maura F.
The price is ￥39,679
￥89,988 total
includes taxes & fees
Oct 19 - Oct 20
Mountain Mama- Amazing Views! + Hot Tub!
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

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

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (9 reviews)
"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "
United States
Katie K.
The price is ￥19,636
￥55,413 total
includes taxes & fees
Oct 19 - Oct 20
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
A stone staircase leading to a wooden house with a door and a poster on the wall.

18. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (74 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is ￥13,084
￥18,081 total
includes taxes & fees
Oct 19 - Oct 20
The Firefly Springhouse
A hot tub with a view of a forest and mountains through a window.

19. Fox Hill

Fox Hill
2.0 star property
Afton
The price is ￥42,823
￥79,145 total
includes taxes & fees
Nov 3 - Nov 4
Fox Hill
Property grounds

20. Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia
Afton
9.0 out of 10, Wonderful, (4 reviews)
"Gail was a very welcoming and communicative host. My friend and I stayed in the Earth Room and loved experiencing the amenities on the farm. We were visiting Shenandoah National Park and only had a short drive to the park entrance. I would highly recommend this spot for anyone wanting a quiet getaway,"
United States
Becah P.
The price is ￥36,029
￥43,897 total
includes taxes & fees
Oct 30 - Oct 31
Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia
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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Top Greenwood Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Very accommodating staff and breakfast was Excellent."
Joseph 1-night trip
Posted less than an hour ago
English Inn of Charlottesville

Find out more about Greenwood

Greenwood Vacation Homes information

Number of reviews
284
Accommodation
571 Vacation Homes
Lowest Price
￥18,081
Highest Price
￥134,639