Greenwood Holiday Homes from €115: Search Top House Rentals

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Our top choices for Greenwood holiday homes

A hotel room with a bed, a sofa, a TV, a desk, and a blue dresser.

1. Rockwell Ridge | Chestnut Suite with Lux Bathroom

Afton

"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...

Peter & Stephanie R.

includes taxes & fees

23 Nov - 24 Nov

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!

Waynesboro

Elisa G.

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a large window, stainless steel appliances, and wooden cabinetry.

3. Rockwell Ridge | Private Retreat w/ Mountain Views

Afton

A hot tub with a control panel, surrounded by a backyard with trees and a house in the background.

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

Waynesboro

Kathleen

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with white cabinets, a central island with stools, stainless steel appliances, and pendant lighting.

5. Afton Farmhouse

Afton

includes taxes & fees

9 Nov - 10 Nov

A room with a brown leather sofa, a wooden bench, and a window with curtains.

6. Rockwell Ridge | Inn with Afton Mountain Views

Afton

includes taxes & fees

3 Nov - 4 Nov

A small, dark blue building with a wooden door and windows, a sign above the door, and a small porch area.

7. Rockwell Ridge | Dogwood Suite with Clawfoot Tub

Afton

A bathtub filled with water and rose petals, surrounded by a forest.

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

Afton

Shannon P.

includes taxes & fees

26 Oct - 27 Oct

An outdoor dining area with wicker chairs, a table with plates and glasses, a fire pit, and a barbecue grill.

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

Afton

Phyllis A.

includes taxes & fees

26 Oct - 27 Oct

A lush garden with a variety of plants and trees, a well-maintained lawn, and a distant mountain range under a partly cloudy sky.

10. Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries

Afton

Catherine S.

includes taxes & fees

4 Nov - 5 Nov

A cozy living room with wooden paneling, a fireplace, a grey sofa, and a round coffee table.

11. Afton Farmhouse - Mountain Views off Route 151

Afton

Traci S.

A spacious kitchen with a central island, a dining area with a table and chairs, and a black leather sofa.

12. Blue Ridge Beau, Lost In The View

Afton

Michael V.

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)

Waynesboro

Rose P.

includes taxes & fees

9 Nov - 10 Nov

A spacious kitchen with a large island, dark cabinetry, and a stone pendant light.

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

Afton

Maura F.

A hot tub with a view of a forest and mountains through a window.

15. Fox Hill

Afton

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a table and chairs, surrounded by trees.

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

Nellysford

Katie K.

includes taxes & fees

25 Oct - 26 Oct

A modern building with a wooden deck, a sliding glass door entrance, and a small window.

17. Aftonshire Cottage - Heart of Afton's Wine Region

Afton

Joan R.

A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

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

Afton

Amber

includes taxes & fees

9 Nov - 10 Nov

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

Afton

"Quiet, Peaceful, absolutely beautiful setting. We stayed in Earth room. If you can envision days gone by where a family lived in one room and stories were told by the fire- this is a modern day version. We loved that all of us were together versus siloed in separate rooms. We also thoroughly enjoyed the gardens and trails around the property. There are many places to sit and connect with nature. "

Jessica P.

includes taxes & fees

25 Oct - 26 Oct

A stone staircase leading to a wooden house with a door and a poster on the wall.

20. The Firefly Springhouse

Staunton

David H

includes taxes & fees

19 Nov - 20 Nov

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Top Greenwood Hotel Reviews

English Inn of Charlottesville

8/10 Good

"Room was clean. Bed was comfortable. Mechanical worked fine. Room was quiet."

Sleep Inn Staunton

10/10 Excellent

"We were traveling with our two doodle dogs and they were quick to accommodate a ground level near the exit room for us. One suggestion is to put the full length mirror in a different location as one of our dogs noticed it and was on guard the entire night thinking there was an intruder in the room."

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews	265
Accommodation	571 Holiday Homes
Lowest Price	€115
Highest Price	€446

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwood holiday homes

1. Rockwell Ridge | Chestnut Suite with Lux Bathroom

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

3. Rockwell Ridge | Private Retreat w/ Mountain Views