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Sperryville Vacation Rentals

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50 rentals in Sperryville.
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Serenity and Adventure on Historic Blue Ridge Farm, vacation rental in Sperryville

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Serenity and Adventure on Historic Blue Ridge Farm, vacation rental in Sperryville

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Modern Sperryville Apartment with a View, vacation rental in Sperryville

Modern Sperryville Apartment with a View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable Rose Cottage in Village of Sperryville, vacation rental in Sperryville

Adorable Rose Cottage in Village of Sperryville

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Etlan A-frame With  Front View Of Old Rag Mountain., vacation rental in Sperryville

Etlan A-frame With Front View Of Old Rag Mountain.

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Garfield Guest House - Hawksbill Suite, vacation rental in Sperryville

Garfield Guest House - Hawksbill Suite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Rippling River Cabin: Nature's Paradise On The Shenandoah River, vacation rental in Sperryville

Rippling River Cabin: Nature's Paradise On The Shenandoah River

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Old Rag View Horse Farm with Log Lodge and Treehouse, vacation rental in Sperryville

Old Rag View Horse Farm with Log Lodge and Treehouse

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat, vacation rental in Sperryville

Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Romantic Cottage with Hot Tub on Spectacular Rural Estate, vacation rental in Sperryville

Romantic Cottage with Hot Tub on Spectacular Rural Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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10-Person House on Spectacular Rural Estate w/ Hot Tub, vacation rental in Sperryville

10-Person House on Spectacular Rural Estate w/ Hot Tub

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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18-Person House with Pool on Spectacular Rural Estate w/ Hot & Pool, vacation rental in Sperryville

18-Person House with Pool on Spectacular Rural Estate w/ Hot & Pool

6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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8-Person House on Spectacular Rural Estate w/ Hot Tub, vacation rental in Sperryville

8-Person House on Spectacular Rural Estate w/ Hot Tub

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lazy Bear Lodge VA :), vacation rental in Sperryville

Lazy Bear Lodge VA :)

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Views and modern amenities on the side of the mountain!, vacation rental in Sperryville

Breathtaking Views and modern amenities on the side of the mountain!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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LeFay Cottage at Little Washington, vacation rental in Sperryville

LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Surrounded by majestic trees Hilltop is located in the Piedmont of Virginia., vacation rental in Sperryville

Surrounded by majestic trees Hilltop is located in the Piedmont of Virginia.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walnut Lane - unobstructed views of Skyline Drive, vacation rental in Sperryville

Walnut Lane - unobstructed views of Skyline Drive

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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14-Person House with Pool on Spectacular Rural Estate, vacation rental in Sperryville

14-Person House with Pool on Spectacular Rural Estate

7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Amazing Grace  only minutes to town and local attractions, vacation rental in Sperryville

Amazing Grace only minutes to town and local attractions

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Garfield Guest House - Hawksbill Suite, vacation rental in Sperryville

Garfield Guest House - Hawksbill Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cottage Getaway for Two with Private Hot Tub, vacation rental in Sperryville

Cottage Getaway for Two with Private Hot Tub

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Cabin on Old Rag -- Dog-Friendly!, vacation rental in Sperryville

Modern Cabin on Old Rag -- Dog-Friendly!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Experience Charming LeFay Cottage at Little Washington, vacation rental in Sperryville

Experience Charming LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER, vacation rental in Sperryville

Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Perfect for large families 5 bedroom home in the Shenandoah Valley, vacation rental in Sperryville

Perfect for large families 5 bedroom home in the Shenandoah Valley

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Views, Views, Views, Hot Tub, Log Fires, Swimming Pool, vacation rental in Sperryville

Views, Views, Views, Hot Tub, Log Fires, Swimming Pool

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Unique Converted Horsebarn, vacation rental in Sperryville

Unique Converted Horsebarn

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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AMAZING Mountain Views, vacation rental in Sperryville

AMAZING Mountain Views

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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HB1 at Spring Haven Farm, vacation rental in Sperryville

HB1 at Spring Haven Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Above The River Cabin - Hot Tub - River Access - Canoe/Kayaks Provided, vacation rental in Sperryville

A Above The River Cabin - Hot Tub - River Access - Canoe/Kayaks Provided

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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K-9 Heaven, Dog run  Free, vacation rental in Sperryville

K-9 Heaven, Dog run Free

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Garfield Guest House - Stonyman Suite, vacation rental in Sperryville

Garfield Guest House - Stonyman Suite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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SPEND CHRISTMAS OR NEW YEARS ON THE FARM...and we will provide a Christmas Tree!, vacation rental in Sperryville

SPEND CHRISTMAS OR NEW YEARS ON THE FARM...and we will provide a Christmas Tree!

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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12-PERSON HOUSE on Spectacular Estate with enclosed courtyard and Hot Tub, vacation rental in Sperryville

12-PERSON HOUSE on Spectacular Estate with enclosed courtyard and Hot Tub

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Modern 1850s Luray Farmhouse near Lake Arrowhead, vacation rental in Sperryville

Modern 1850s Luray Farmhouse near Lake Arrowhead

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Grace Getaway, vacation rental in Sperryville

Amazing Grace Getaway

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Manor House, Spring Haven Farm, vacation rental in Sperryville

Manor House, Spring Haven Farm

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Entire Colonial House next to The Inn., vacation rental in Sperryville

Entire Colonial House next to The Inn.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond, vacation rental in Sperryville

Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Half of Colonial House with full kitchen  next to The Inn., vacation rental in Sperryville

Half of Colonial House with full kitchen next to The Inn.

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hilltop Hideaway - Located in wine country on 25 private acres, vacation rental in Sperryville

Hilltop Hideaway - Located in wine country on 25 private acres

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Perfect for Wedding, Retreat, Workshop or Family Reunion, vacation rental in Sperryville

Perfect for Wedding, Retreat, Workshop or Family Reunion

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Bear Pad- Gorgeous Views!, vacation rental in Sperryville

Bear Pad- Gorgeous Views!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Above the Valley, vacation rental in Sperryville

Above the Valley

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Charm-Enjoy the views from the Pool!, vacation rental in Sperryville

Mountain Charm-Enjoy the views from the Pool!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Escape- Panorama Views from the Deck, vacation rental in Sperryville

Mountain Escape- Panorama Views from the Deck

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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House is close to Luray Caverns & Shenandoah Park, vacation rental in Sperryville

House is close to Luray Caverns & Shenandoah Park

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Waterfront Rileyville Studio w/ Private Deck!, vacation rental in Sperryville

NEW! Waterfront Rileyville Studio w/ Private Deck!

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Mountain Memories, vacation rental in Sperryville

Mountain Memories

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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