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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Greenwood holiday homes

Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (67 reviews)
"Such a great little place! Quick drive to town, but far enough for a quiet night. Room had everything we needed (and then some) for a short stay, and all the animals were the sweetest added bonus. Would absolutely stay here again if we’re ever back in the area."
United States
Rebekah
The price is £88
includes taxes & fees
13 Jul - 14 Jul
The Firefly Springhouse
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is £209
includes taxes & fees
13 Jul - 14 Jul
Tucked Inn: Lower Unit
Outdoor spa tub

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, (58 reviews)
"The hot tub was excellent! Such a cute, cozy, and accommodating weekend!"
United States
Sally A.
The price is £169
includes taxes & fees
26 Jul - 27 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Exterior detail

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, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is £142
includes taxes & fees
20 Jul - 21 Jul
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Fridge, microwave, oven, stovetop

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, (85 reviews)
"The place is perfect!"
United States
Nicolle A.
The price is £232
includes taxes & fees
19 Jul - 20 Jul
Secluded cabin on a horse farm, bordered by the North River
Interior

Charming Updated 3 Bedroom Home Near Downtown

Charming Updated 3 Bedroom Home Near Downtown
Martha Jefferson
9.8 out of 10, Exceptional, (80 reviews)
The price is £327
includes taxes & fees
13 Jul - 14 Jul
Charming Updated 3 Bedroom Home Near Downtown
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (37 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
The price is £313
includes taxes & fees
13 Jul - 14 Jul
Hillside Haven: Modern Retreat, Mountain Views
Fridge, microwave, oven, stovetop

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (32 reviews)
"A quiet and clean stopping place out in the country very close to one of the southern entrances to Shenandoah National Park. Would definitely stay again if in the area."
United States
Timothy
The price is £123
includes taxes & fees
20 Jul - 21 Jul
RiverFront Country Home with Blue Mountain Views
Interior

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, (28 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
The price is £301
includes taxes & fees
15 Jul - 16 Jul
Rosé All Day: Wine Country Getaway! Walk to Dining
Beach towels

House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (74 reviews)
"Great location"
United States
Kim B.
The price is £246
includes taxes & fees
13 Jul - 14 Jul
House / hot tub/pet friendly
Outdoor dining

Historic Beauty and Walkable to Everywhere

Historic Beauty and Walkable to Everywhere
Belmont
10.0 out of 10, Exceptional, (65 reviews)
"The place was as pictured and described, very clean, and in a convenient location. We had a great stay."
United States
Alex G.
The price is £295
includes taxes & fees
16 Jul - 17 Jul
Historic Beauty and Walkable to Everywhere
Interior

Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is £205
includes taxes & fees
13 Jul - 14 Jul
Afton Farmhouse
Smart TV, books, stereo

Honey House—beautiful modern loft near UVA, Monticello and downtown

Honey House—beautiful modern loft near UVA, Monticello and downtown
Charlottesville
10.0 out of 10, Exceptional, (58 reviews)
"Great location and comfortable accommodations. Can’t wait to return! "
United States
Karen W.
Honey House—beautiful modern loft near UVA, Monticello and downtown
TV, fireplace, offices

The Branch at Afton Mountain Retreat

The Branch at Afton Mountain Retreat
Afton
10.0 out of 10, Exceptional, (37 reviews)
"We loved our 2 night stay at this absolutely perfect property ! The place was decorated so tastefully and was immaculate and clean. Beds were super comfortable and bathrooms were modern and updated. The shower had great water pressure and we especially enjoyed having our morning coffee on the lovely screened in porch. Perfect location for wineries and breweries and a short drive to Charlottesville/UVA. We will definitely return and highly recommend! "
United States
Denise M.
The price is £307
includes taxes & fees
13 Jul - 14 Jul
The Branch at Afton Mountain Retreat
Interior

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
The price is £203
includes taxes & fees
13 Jul - 14 Jul
Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
Smart TV, fireplace, ping pong, books

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay in Wintergreen! The location was great and the view was incredible. The house was spotless and we loved that there was a full kitchen. We recommend to others! "
United States
Laura J.
The price is £442
includes taxes & fees
15 Jul - 16 Jul
4 BR cabin mins to trails & breweries pets welcome
Fridge, microwave, oven, stovetop

The Bungalow at Afton Mountain Retreat

The Bungalow at Afton Mountain Retreat
Afton
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful property! Well stocked, comfortable home close to wineries. Perfect for our group!"
United States
Eileen M.
The price is £332
includes taxes & fees
13 Jul - 14 Jul
The Bungalow at Afton Mountain Retreat
Property grounds

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 reviews)
"Great little spot, close to main road, near many of the 151 breweries. "
United States
Jeff K.
The price is £361
includes taxes & fees
15 Jul - 16 Jul
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Interior

Hill Street House walk to UVA Stadium/Fry's Spring

Hill Street House walk to UVA Stadium/Fry's Spring
Fry's Spring
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay. "
United States
Christopher L.
The price is £253
includes taxes & fees
19 Jul - 20 Jul
Hill Street House walk to UVA Stadium/Fry's Spring
Interior

Mountain Mama- Amazing Views! + Hot Tub!

Mountain Mama- Amazing Views! + Hot Tub!
Afton
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful house with beautiful views. "
United States
Jayson K.
The price is £419
includes taxes & fees
13 Jul - 14 Jul
Mountain Mama- Amazing Views! + Hot Tub!
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

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

8/10 Good
"Well the stay was good but the sliding glass doors in the balcony rooms are very hard to open the screws will fall out of the handles so that makes it even harder to open. But other than that it was good the staff was good"
Christy 1-night trip
Posted 7 hours ago
Holiday Inn Staunton Conference Center by IHG

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews
747
Accommodation
572 Holiday Homes
Lowest Price
£88
Highest Price
£442