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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.

The Barn Loft At Cardinal Springs Farm - Sperryville, VA
10 56 reviews
Sperryville, VA
10/15 – 10/19
$514/nighttotal: $2056 (4 )

The Barn Loft At Cardinal Springs Farm

1 2
gîte , Sperryville
The Barn Loft is a charming vacation rental located just outside of Sperryville, Virginia, nestled on 130 acres of beautiful countryside with forests, pastures, and ponds. The property has received consistently excellent ratings for its cleanliness, location, and overall guest experience.
The Barn Loft is a spacious two-bedroom, one-bathroom vacation home that comfortably sleeps four guests. This unique property offers a modern kitchen with stainless steel appliances and a cozy wood-burning stove, a large deck with stunning mountain views, and a pet-friendly environment for well-behaved dogs.
The Estate At Piedmont Farm *Pool & Pickleball* - Sperryville, VA
10 17 reviews
Sperryville, VA
10/15 – 10/19
$2083/nighttotal: $8332 (4 )

The Estate At Piedmont Farm *Pool & Pickleball*

1 2
apartment , Sperryville
This historic farm is located in the serene foothills of the Shenandoah Mountains, just a short drive from Sperryville and popular attractions like Old Rag Mountain and The Inn at Little Washington. The property offers easy access to the Thornton Gap Entrance to Skyline Drive, making it an ideal base for exploring the area.
The five-bedroom farmhouse, with its French addition, comfortably accommodates up to 10 guests. The property includes a private pond, a swimming pool with a waterslide, a gourmet kitchen, and a library for relaxation, ensuring a memorable stay for families and groups alike.
The Estate At Piedmont Farm - Sperryville, VA
10 3 reviews
Sperryville, VA
10/15 – 10/19
$2611/nighttotal: $10444 (4 )

The Estate At Piedmont Farm

5 2
apartment , Sperryville
This historic Virginia manor, a 400-acre working farm with 10 acres of fenced land and a 1-acre pond, is located in the Shenandoah Mountains near Sperryville, offering a secluded mountain escape 14 minutes from Old Rag lower lot and 25 minutes to the Thornton Gap Entrance to Skyline Drive.
This family-friendly estate offers luxurious five-bedroom accommodations for up to 10 guests, featuring suites with steam showers, soaking tubs with pond views, a chef's kitchen with a Viking professional range, and on-site leisure amenities including a library, bar, and game closet, with seasonal canoe and kayak use available on the pond.

Best Sperryville, VA vacation rentals with parking

Lefay Cottage At Little Washington - Sperryville, VA
9.9 118 reviews
Sperryville, VA
10/15 – 10/19
$600/nighttotal: $2400 (4 )

Lefay Cottage At Little Washington

3 2
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.
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.
The Estate At Piedmont Farm - Sperryville, VA
10 3 reviews
Sperryville, VA
10/15 – 10/19
$2611/nighttotal: $10444 (4 )

The Estate At Piedmont Farm

5 2
apartment , Sperryville
This historic Virginia manor, a 400-acre working farm with 10 acres of fenced land and a 1-acre pond, is located in the Shenandoah Mountains near Sperryville, offering a secluded mountain escape 14 minutes from Old Rag lower lot and 25 minutes to the Thornton Gap Entrance to Skyline Drive.
This family-friendly estate offers luxurious five-bedroom accommodations for up to 10 guests, featuring suites with steam showers, soaking tubs with pond views, a chef's kitchen with a Viking professional range, and on-site leisure amenities including a library, bar, and game closet, with seasonal canoe and kayak use available on the pond.
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.

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
10/15 – 10/19
$788/nighttotal: $3152 (4 )

Walk To Old Rag | Hot Tub | Mountain Farmhouse

4 2
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.
The Estate At Piedmont Farm - Sperryville, VA
10 3 reviews
Sperryville, VA
10/15 – 10/19
$2611/nighttotal: $10444 (4 )

The Estate At Piedmont Farm

5 2
apartment , Sperryville
This historic Virginia manor, a 400-acre working farm with 10 acres of fenced land and a 1-acre pond, is located in the Shenandoah Mountains near Sperryville, offering a secluded mountain escape 14 minutes from Old Rag lower lot and 25 minutes to the Thornton Gap Entrance to Skyline Drive.
This family-friendly estate offers luxurious five-bedroom accommodations for up to 10 guests, featuring suites with steam showers, soaking tubs with pond views, a chef's kitchen with a Viking professional range, and on-site leisure amenities including a library, bar, and game closet, with seasonal canoe and kayak use available on the pond.
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.
Lefay Cottage At Little Washington - Sperryville, VA
9.9 118 reviews
Sperryville, VA
10/15 – 10/19
$600/nighttotal: $2400 (4 )

Lefay Cottage At Little Washington

3 2
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.

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.

Idyllic Mountain Home --Dog Friendly/great Views! - Sperryville, VA
9.7 86 reviews
Sperryville, VA
10/15 – 10/19
$385/nighttotal: $1540 (4 )

Idyllic Mountain Home --Dog Friendly/great Views!

1 2
cabin , Washington
This charming log cabin is located in Rappahannock County, Virginia, just a short drive from the village of Washington and Shenandoah National Park. The cabin boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
This cozy retreat features two bedrooms and two bathrooms, comfortably accommodating up to four guests. You’ll enjoy a well-equipped kitchen, a spacious garden, and access to hiking trails, perfect for exploring the picturesque surroundings.
Charming Farmhouse Near Inn At Little Washington - Sperryville, VA
10 9 reviews
Sperryville, VA
10/15 – 10/19
$375/nighttotal: $1500 (4 )

Charming Farmhouse Near Inn At Little Washington

1 2
gîte , Washington
This Washington state rental home, perfect for groups up to 10, boasts three bedrooms, two bathrooms, and a fully equipped kitchen with modern appliances including an induction stove with air fryer and Moccamaster coffee maker; its precise location within Washington is unspecified, but proximity to wineries and breweries suggests a location in a wine-growing region.
This pet-friendly house offers a 30-night minimum stay, features a cozy fireplace, stunning views, new mattresses, and air conditioning, making it ideal for culinary enthusiasts exploring Washington's food and drink scene.
The Craig Claiborne House - Sperryville, VA
Sperryville, VA
10/15 – 10/19
$5918/nighttotal: $23672 (4 )

The Craig Claiborne House

1 2
apartment , Washington
The Claiborne House, a private residence at The Inn at Little Washington in Washington, Virginia, offers secluded luxury a short drive from the town center and its historical sites.
This 3,600-square-foot home features two king bedrooms with private baths, a chef's kitchen, a media room, and a library, accommodating up to seven guests and providing access to Inn amenities.
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