We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sperryville Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Bedrooms
Any
Bathrooms
Any
Suitability
Show more
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
50 rentals in Sperryville.
Sort by:
Tripadvisor Sort
Serenity and Adventure on Historic Blue Ridge Farm, holiday rental in Sperryville

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Serenity and Adventure on Historic Blue Ridge Farm, holiday rental in Sperryville

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Modern Sperryville Apartment with a View, holiday rental in Sperryville

Modern Sperryville Apartment with a View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Adorable Rose Cottage in Village of Sperryville, holiday rental in Sperryville

Adorable Rose Cottage in Village of Sperryville

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Etlan A-frame With  Front View Of Old Rag Mountain., holiday rental in Sperryville

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

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
River's Edge Shenandoah Riverfront Cabin, holiday rental in Sperryville

River's Edge Shenandoah Riverfront Cabin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Garfield Guest House - Hawksbill Suite, holiday rental in Sperryville

Garfield Guest House - Hawksbill Suite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rippling River Cabin: Nature's Paradise On The Shenandoah River, holiday rental in Sperryville

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Old Rag View Horse Farm with Log Lodge and Treehouse, holiday rental in Sperryville

Old Rag View Horse Farm with Log Lodge and Treehouse

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat, holiday rental in Sperryville

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

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Sperryville rentals sent straight to your email!
Romantic Cottage with Hot Tub on Spectacular Rural Estate, holiday rental in Sperryville

Romantic Cottage with Hot Tub on Spectacular Rural Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
10-Person House on Spectacular Rural Estate w/ Hot Tub, holiday rental in Sperryville

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

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
18-Person House with Pool on Spectacular Rural Estate w/ Hot & Pool, holiday rental in Sperryville

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

6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
8-Person House on Spectacular Rural Estate w/ Hot Tub, holiday rental in Sperryville

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Walnut Lane - unobstructed views of Skyline Drive, holiday rental in Sperryville

Walnut Lane - unobstructed views of Skyline Drive

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Lazy Bear Lodge VA :), holiday rental in Sperryville

Lazy Bear Lodge VA :)

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
LeFay Cottage at Little Washington, holiday rental in Sperryville

LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Breathtaking Views and modern amenities on the side of the mountain!, holiday rental in Sperryville

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Surrounded by majestic trees Hilltop is located in the Piedmont of Virginia., holiday rental in Sperryville

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
14-Person House with Pool on Spectacular Rural Estate, holiday rental in Sperryville

14-Person House with Pool on Spectacular Rural Estate

7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Amazing Grace  only minutes to town and local attractions, holiday rental in Sperryville

Amazing Grace only minutes to town and local attractions

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Garfield Guest House - Hawksbill Suite, holiday rental in Sperryville

Garfield Guest House - Hawksbill Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cottage Getaway for Two with Private Hot Tub, holiday rental in Sperryville

Cottage Getaway for Two with Private Hot Tub

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Modern Cabin on Old Rag -- Dog-Friendly!, holiday rental in Sperryville

Modern Cabin on Old Rag -- Dog-Friendly!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Experience Charming LeFay Cottage at Little Washington, holiday rental in Sperryville

Experience Charming LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER, holiday rental in Sperryville

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

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New studio conveniently located in town of Luray., holiday rental in Sperryville

New studio conveniently located in town of Luray.

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Perfect for large families 5 bedroom home in the Shenandoah Valley, holiday rental in Sperryville

Perfect for large families 5 bedroom home in the Shenandoah Valley

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Views, Views, Views, Hot Tub, Log Fires, Swimming Pool, holiday rental in Sperryville

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

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
HB1 at Spring Haven Farm, holiday rental in Sperryville

HB1 at Spring Haven Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Unique Converted Horsebarn, holiday rental in Sperryville

Unique Converted Horsebarn

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
AMAZING Mountain Views, holiday rental in Sperryville

AMAZING Mountain Views

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
A Above The River Cabin - Hot Tub - River Access - Canoe/Kayaks Provided, holiday rental in Sperryville

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
12-PERSON HOUSE on Spectacular Estate with enclosed courtyard and Hot Tub, holiday rental in Sperryville

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

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
K-9 Heaven, Dog run  Free, holiday rental in Sperryville

K-9 Heaven, Dog run Free

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Garfield Guest House - Stonyman Suite, holiday rental in Sperryville

Garfield Guest House - Stonyman Suite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
SPEND CHRISTMAS OR NEW YEARS ON THE FARM...and we will provide a Christmas Tree!, holiday 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
More info
Vrbo.com logo
Check-in
Check-out
Modern 1850s Luray Farmhouse near Lake Arrowhead, holiday rental in Sperryville

Modern 1850s Luray Farmhouse near Lake Arrowhead

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Amazing Grace Getaway, holiday rental in Sperryville

Amazing Grace Getaway

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Old Wagon Ridge-Relax in the mountains!, holiday rental in Sperryville

Old Wagon Ridge-Relax in the mountains!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Manor House, Spring Haven Farm, holiday rental in Sperryville

Manor House, Spring Haven Farm

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Entire Colonial House next to The Inn., holiday rental in Sperryville

Entire Colonial House next to The Inn.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond, holiday rental in Sperryville

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

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Half of Colonial House with full kitchen  next to The Inn., holiday rental in Sperryville

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

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Hilltop Hideaway - Located in wine country on 25 private acres, holiday rental in Sperryville

Hilltop Hideaway - Located in wine country on 25 private acres

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Perfect for Wedding, Retreat, Workshop or Family Reunion, holiday rental in Sperryville

Perfect for Wedding, Retreat, Workshop or Family Reunion

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
House is close to Luray Caverns & Shenandoah Park, holiday rental in Sperryville

House is close to Luray Caverns & Shenandoah Park

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
River Front Shenandoah Sweethearts-TWO Homes-Firepit-15mins Caverns, holiday rental in Sperryville

River Front Shenandoah Sweethearts-TWO Homes-Firepit-15mins Caverns

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
River Front Shenandoah Sweetheart-The Cottage, holiday rental in Sperryville

River Front Shenandoah Sweetheart-The Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
River Front Shenandoah Sweetheart-The Cabin, holiday rental in Sperryville

River Front Shenandoah Sweetheart-The Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Sperryville