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Sperryville, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Sperryville, VA

Choose the Right Family-Friendly Vacation Rentals in Sperryville, VA

These family-friendly vacation rentals in Sperryville, VA offer spacious layouts and easy access to top city attractions.

37-acre Mountain-view Farmhouse Near Sperryville - Sperryville, VA
9.9 58 reviews
Sperryville, VA
08/19 – 08/25
$518/nighttotal: $3108 (6 )

37-acre Mountain-view Farmhouse Near Sperryville

1 5
gîte , Sperryville
This Sperryville vacation rental is located just minutes from Little Washington, known for its renowned restaurant, The Inn at Little Washington, and is close to wineries and the Copper Fox distillery. It has received excellent ratings for location, cleanliness, and overall user experience.
The home comfortably sleeps 11 guests and offers a spacious and private setting on 37 acres of rolling land and open forest. Enjoy modern amenities, a fully equipped kitchen, a fitness center, and a garden with a creek, tire swing, and swing set for outdoor fun.
Incredible Old Rag And Shenandoah Panoramas From This Lovely, Peaceful Retreat - Sperryville, VA
10 148 reviews
Sperryville, VA
08/19 – 08/25
$481/nighttotal: $2886 (6 )

Incredible Old Rag And Shenandoah Panoramas From This Lovely, Peaceful Retreat

4 5
apartment , Sperryville
This Sperryville vacation rental is situated in the Etlan Valley at the foot of Old Rag Mountain, offering panoramic views of the surrounding countryside and easy access to Shenandoah National Park, Skyline Drive, and the town of Culpeper.
This 3,020 square foot home features three levels, a spacious deck, a well-equipped kitchen, and a capacity for eight guests, making it ideal for families or groups seeking a comfortable and relaxing getaway in the heart of Virginia's scenic countryside.
The Farmhouse At Cardinal Springs Farm - Sperryville, VA
9.9 62 reviews
Sperryville, VA
08/19 – 08/25
$641/nighttotal: $3846 (6 )

The Farmhouse At Cardinal Springs Farm

2 5
gîte , Sperryville
This charming gîte is located in the Blue Ridge Mountains of Virginia, just a short drive from Sperryville and close to Shenandoah National Park. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The gîte offers a variety of accommodation options, including a restored farmhouse, a barn loft, and a historic poorhouse, accommodating up to 7 guests. It features a large garden, a pond for swimming and fishing, and trails for exploring the surrounding woods. Guests can also enjoy interacting with farm animals and taking advantage of the on-site professional facilitation services.
Walk To Old Rag | Hot Tub | Dog-friendly Farmhouse - Sperryville, VA
10 23 reviews
Sperryville, VA
08/19 – 08/25
$550/nighttotal: $3300 (6 )

Walk To Old Rag | Hot Tub | Dog-friendly Farmhouse

4 5
farm , Sperryville
This Sperryville riverfront farmhouse rental, two miles from Sharp Rock Vineyards and within nine miles of DuCard and Blue Quartz Wineries, offers a tranquil farm stay near Sperryville, Virginia.
This four-bedroom, three-bathroom vacation home sleeps ten guests and features a kitchen with a dishwasher, air conditioning, a jacuzzi, a terrace, a private garden, parking, and Wi-Fi.

Best Sperryville, VA vacation rentals with parking

Lefay Cottage At Little Washington - Sperryville, VA
9.9 118 reviews
Sperryville, VA
08/19 – 08/25
$583/nighttotal: $3498 (6 )

Lefay Cottage At Little Washington

3 5
house , Washington
LeFay Cottage at Little Washington is located in Washington, Virginia, just a short drive from Pinnacles Viewpoint and Luray Caverns. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom, 2-bathroom home comfortably accommodates up to 6 guests and features a spacious 1910 square feet of living space. LeFay Cottage offers a fully equipped kitchen, a relaxing terrace, a private garden, and a spa, as well as convenient amenities like free parking, Wi-Fi, and access to nearby skiing and cycling.
Breathtaking Views Of Shenandoah National Park With Heated Pool And Hot Tub. - Sperryville, VA
Sperryville, VA
10/15 – 10/19
$931/nighttotal: $3724 (4 )

Breathtaking Views Of Shenandoah National Park With Heated Pool And Hot Tub.

4 2
apartment , Sperryville
This Sperryville rental offers a secluded 13-acre wooded property with Shenandoah National Park mountain views, located a short distance from River District Arts and Copper Fox Distillery.
This 4-bedroom, 3-bathroom vacation home accommodates up to 8 guests and features a hot tub with mountain views, a downstairs fun room with arcade games, and a chef's kitchen, making it ideal for remote working vacations with high-speed satellite internet.
Orchard W/creek, Fish Pond, Private Trails & More - Sperryville, VA
Sperryville, VA
08/19 – 08/25
$427/nighttotal: $2562 (6 )

Orchard W/creek, Fish Pond, Private Trails & More

3 5
apartment , Luray
This Rileyville cabin offers a secluded nature retreat on over 22 private acres, located 10-30 minutes from Shenandoah National Park, the Shenandoah River, Luray Caverns, and downtown Luray.
This 3-bedroom, 2-bathroom lodge spans 3080 square feet and accommodates up to 6 guests, featuring a fully stocked kitchen, a game room with ping-pong, decks, a fire pit, and seasonal pick-your-own fruit from nearly 200 fruit trees.
Amazing Grace Log Cabin Home With 3 Bedrooms,  Wifi And Ac In Breathtaking Luray - Sperryville, VA
10 63 reviews
Sperryville, VA
08/19 – 08/25
$423/nighttotal: $2538 (6 )

Amazing Grace Log Cabin Home With 3 Bedrooms, Wifi And Ac In Breathtaking Luray

3 5
cabin , Luray
This cabin is located in Luray, just a short drive from Shenandoah National Park and Luray Caverns, offering easy access to the area's natural beauty. It has received excellent ratings from previous guests, suggesting a comfortable and enjoyable stay.
The cabin comfortably sleeps up to 10 guests, with multiple bedrooms and bathrooms. It features modern amenities including a fully equipped kitchen, air conditioning, a fireplace, and multiple decks perfect for relaxing and enjoying the surrounding scenery.

Frequently Asked Questions about vacation rentals in Sperryville, VA

  • What are some interesting places to visit in or near Sperryville, VA?

    You can't miss the Shenandoah National Park, just a short drive from Sperryville. There are a lot of hiking trails and scenic overlooks. The Sky Meadows State Park is also nearby, and it's a great place to go for a picnic or to see some wildlife. If you're interested in history, you can check out the Rappahannock County Historical Society Museum.
  • What are the best Airbnb and vacation rentals in Sperryville, VA?

    Riverside Off Main Garden Apartment-5 Min To Snp, Walnut Run Farm and Lefay Cottage At Little Washington are the most popular Airbnb and vacation rentals in Sperryville, VA among travelers.

  • Which walking or cycling routes are the best in Sperryville, VA?

    The Appalachian Trail runs right through Sperryville, so you can hike or bike for miles on the trail. The Skyline Drive in Shenandoah National Park is also a great option for cycling, and there are several scenic byways in the area that are perfect for a leisurely bike ride. For a shorter walk, the Sperryville Greenway is a great option.
  • What are the most popular Airbnbs in Sperryville, VA?

  • What sports or outdoor activites can visitors enjoy in and around Sperryville, VA?

    Sperryville is a great place to go hiking, biking, fishing, kayaking, and horseback riding. You can also go rock climbing at the Shenandoah National Park. If you're looking for something a little more laid-back, you can go for a swim in the Rappahannock River or take a scenic drive through the Blue Ridge Mountains.
  • What are the best vacation rentals with a pool in Sperryville, VA?

    Mountaintop Hide-away In Little Washington and The Historic Poorhouse At Cardinal Springs are the best vacation rentals with a pool in Sperryville, VA.

  • What other towns or cities can be easily accessed from Sperryville, VA?

    Sperryville is located about an hour from Charlottesville, which is a great place to go for shopping, dining, and cultural attractions. You can also easily get to Washington, D.C., which is about a two-hour drive from Sperryville. If you're looking for a more rural experience, you can visit the nearby towns of Front Royal, Luray, and Warrenton.
  • What are the best rentals for families and kids in Sperryville, VA?

    The best rentals for families and kids in Sperryville, VA are Walnut Run Farm, Lefay Cottage At Little Washington and The Historic Poorhouse At Cardinal Springs.

  • What amenities are commonly available in vacation rentals in Sperryville, VA?

    Most vacation rentals in Sperryville will have basic amenities like a kitchen, bathroom, and bedrooms. Many will also have a fireplace, a porch or deck, and a washer and dryer. Some rentals might also have amenities like a hot tub, a swimming pool, or a game room.
  • What time of year is best to rent a vacation rental Sperryville, VA?

    The best time to visit Sperryville is during the spring or fall when the weather is mild and the leaves are changing colors. The summer is also a popular time to visit, but it can get hot and humid. You can find great deals on vacation rentals during the off-season, which is typically from November to March.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Sperryville, VA

Enjoy your own private terrace with city skyline views at these vacation rentals in Sperryville, VA.

Walk To Old Rag | Hot Tub | Mountain Farmhouse - Sperryville, VA
9.9 105 reviews
Sperryville, VA
08/19 – 08/25
$532/nighttotal: $3192 (6 )

Walk To Old Rag | Hot Tub | Mountain Farmhouse

4 5
farm , Sperryville
This family-friendly vacation home is located in Etlan, just 1.9 miles from Sharp Rock Vineyards and within a 15-minute drive of DuCard Vineyards and Blue Quartz Winery, making it a great choice for wine enthusiasts. The house has received excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom, 3-bathroom house spans 2600 square feet and comfortably accommodates up to 10 guests. Enjoy amenities like a private yard, a Jacuzzi, a tennis court, and a fully equipped kitchen, perfect for relaxing and entertaining.
Walnut Run Farm - Sperryville, VA
9.8 273 reviews
Sperryville, VA
10/15 – 10/19
$300/nighttotal: $1200 (4 )

Walnut Run Farm

2 2
house , Sperryville
Walnut Run Farm is located in Woodville, Virginia, just a short drive from popular attractions like Pinnacles Viewpoint, Luray Caverns, and Brandy Station Battlefield Park, offering a peaceful escape in the scenic countryside. This property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 2500 square foot vacation home has two bedrooms and can accommodate up to four guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a terrace, a garden, a tennis court, free Wi-Fi, private parking, and a barbecue grill for outdoor dining.
Family Friendly Farmhouse On Fenced 16 Acres With Trails - Sperryville, VA
10 10 reviews
Sperryville, VA
08/19 – 08/25
$509/nighttotal: $3054 (6 )

Family Friendly Farmhouse On Fenced 16 Acres With Trails

4 5
apartment , Luray
This Luray vacation home sits three miles from Shenandoah National Park and Yogi Bear's Jellystone Park, offering convenient access to outdoor recreation.
This 2,000-square-foot house features four bedrooms, three bathrooms, sleeps eight guests, and includes a swimming pool, tennis court, and fully equipped kitchen.
12-person House With Hot Tub On Spectacular Estate - Sperryville, VA
9.9 464 reviews
Sperryville, VA
08/19 – 08/25
$1200/nighttotal: $7200 (6 )

12-person House With Hot Tub On Spectacular Estate

6 5
apartment , Sperryville
Castleton Farms is a 500-acre property located at the foothills of the Blue Ridge Mountains, just outside Sperryville, Virginia, and a short drive from Shenandoah National Park. It has received excellent ratings for location, cleanliness, and overall user experience.
The spacious cottage offers a fully equipped kitchen, a large bathroom with a garden tub, and a romantic fireplace. Enjoy a five-mile paved footpath, fishing ponds, a working animal farm, an indoor pool and hot tub, and a variety of other amenities.

Top-Rated Pet-Friendly Vacation Rentals in Sperryville, VA

Discover dog-friendly vacation rentals in Sperryville, VA situated perfectly for city walks and nearby dog parks.

Stonewall Abbey Apartment - Sperryville, VA
10 194 reviews
Sperryville, VA
10/15 – 10/19
$337/nighttotal: $1348 (4 )

Stonewall Abbey Apartment

1 2
apartment , Sperryville
This contemporary apartment sits above Stonewall Abbey Wellness in Sperryville's downtown, offering easy access to hiking and biking trails, local breweries, and wineries. The studio receives excellent ratings for location, cleanliness, and user experience.
The studio features a loft bedroom and can accommodate up to four guests. You'll have access to a modern gym, yoga and fitness classes, a private outdoor eating area with a gas grill, and a fully equipped kitchen.
Tranquil Shenandoah Riverfront Cabin For Couples - Sperryville, VA
Sperryville, VA
08/19 – 08/25
$492/nighttotal: $2952 (6 )

Tranquil Shenandoah Riverfront Cabin For Couples

3 5
cabin , Woodstock
This Shenandoah Valley lodge is situated in Rileyville, Virginia, a 90-minute drive from Washington, D.C., and 15 minutes from Luray Caverns and Skyline Drive.
This 1,000-square-foot, three-bedroom, two-bathroom house sleeps eight, boasts a riverfront location with kayaks and canoes provided, and includes a fully equipped kitchen, hot tub, and smart home features.
Sleeps 4 W/screen Porch And Private Hot Tub - Sperryville, VA
9.8 290 reviews
Sperryville, VA
08/19 – 08/25
$442/nighttotal: $2652 (6 )

Sleeps 4 W/screen Porch And Private Hot Tub

3 5
apartment , Sperryville
Castleton Farms is a 500-acre estate located in the foothills of the Blue Ridge Mountains, just a short drive from Shenandoah National Park and the charming town of Sperryville. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The large home comfortably accommodates eight guests with four private bedrooms and bathrooms, a spacious living area, and a screened-in porch. Castleton Farms offers a unique blend of farm life, outdoor activities, and luxurious amenities, including a swimming pool, hot tub, tennis court, and a game room.
River Front
Mountain Views
 (Old Rag,  Snp) - Sperryville, VA
9.9 32 reviews
Sperryville, VA
10/15 – 10/19
$834/nighttotal: $3336 (4 )

River Front Mountain Views (Old Rag, Snp)

5 2
apartment , Sperryville
This 5-bedroom, 3-bathroom house is situated along a native brook trout stream near Sperryville, less than 5 minutes from the town center and less than 15 minutes from Little Washington. The house boasts a spacious living area with large windows, a well-equipped kitchen, fireplaces, a library with books and board games, a DVD collection, a portable player, and a CD collection, and a private garden, perfect for relaxing after a day of fly fishing or hiking in Shenandoah National Park.
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