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

Search Vacation Rentals near the Old Town in Sperryville, VA

These vacation rentals in the downtown area of Sperryville, VA offer unbeatable walking access to vibrant local life, dining, and culture.

Revel Farm: A Magical Country Getaway - Sperryville, VA
10 27 reviews

Revel Farm: A Magical Country Getaway

apartment, Sperryville
This apartment is located in Sperryville, Virginia, just a short drive from the charming town center and surrounded by beautiful rolling hills with stunning views of the Blue Ridge Mountains. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The spacious 2-bedroom apartment can accommodate up to 4 guests and offers a wide range of amenities, including a private gym with a sauna, a swimming pool, a fire pit, and a dedicated barn with stables and an outdoor riding ring. Guests can enjoy hiking, exploring the surrounding nature, and relaxing in the peaceful country setting.
The Barn Loft At Cardinal Springs Farm - Sperryville, VA
10 57 reviews

The Barn Loft At Cardinal Springs Farm

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 Farmhouse At Cardinal Springs Farm - Sperryville, VA
9.9 64 reviews

The Farmhouse At Cardinal Springs Farm

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.
Sommerhus @ Skyline Drive  Modern Scandi Cabin - Sperryville, VA
10 4 reviews

Sommerhus @ Skyline Drive Modern Scandi Cabin

apartment, Sperryville
This modern Nordic-inspired dwelling, a 2-bedroom, 2-bathroom condo, is situated on 6 private acres near historic Washington, Virginia, and Sperryville, offering seclusion just 8 miles from Shenandoah National Park's Thornton Gap entrance.
This pet-friendly, family-friendly apartment accommodates up to 4 guests and features a full kitchen with a dishwasher, air conditioning, a garden, a spacious deck, and an outdoor fire pit, with Sperryville's restaurants, shops, galleries, wineries, and breweries a 10-15 minute drive away.

Best Sperryville, VA vacation rentals with air conditioning

River Front
Mountain Views
 (Old Rag,  Snp) - Sperryville, VA
9.9 37 reviews

River Front Mountain Views (Old Rag, Snp)

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.
Cardinal Hill Cabin Near Shenandoah - Sperryville, VA
9.9 29 reviews

Cardinal Hill Cabin Near Shenandoah

apartment, Sperryville
This Sperryville, Virginia cabin rental boasts a secluded 20-acre setting near the Hazel River, providing easy access to Shenandoah National Park's Hazel River Trail and White Oak Canyon, and a short drive to Sperryville's town square.
The three-bedroom, two-and-a-half-bathroom house sleeps six, features a fully equipped kitchen with microwave, air conditioning, Wi-Fi, and offers an expansive deck, fire pit, and outdoor pavilion for relaxing; nearby attractions include numerous Virginia wineries and Luray Caverns.
Shenandoah Np 3br Modern Retreat | Mins To Caverns - Sperryville, VA
9.6 182 reviews

Shenandoah Np 3br Modern Retreat | Mins To Caverns

apartment, Luray
This stylish, modern home is located in Shenandoah National Park, just a 12-minute drive from Luray's center and 15 minutes from the Luray Caverns. This property has excellent ratings for location, cleanliness, and user experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the peaceful woodland setting with amenities like a fully equipped kitchen, a firepit, and access to a creek, all while staying connected with free Wi-Fi and cable TV.
Cozy Cottage Located At Our Winery At The Base Of Old Rag  And Shenandoah Park. - Sperryville, VA
9.8 6 reviews

Cozy Cottage Located At Our Winery At The Base Of Old Rag And Shenandoah Park.

cottage, Sperryville
This Sperryville cottage, near Sharp Rock Vineyards and within 6 miles of DuCard Vineyards and Blue Quartz Winery, provides easy access to Shenandoah National Park and Copper Fox Distillery.
This 1000-square-foot house features two bedrooms, one bathroom, sleeps four, and includes air conditioning, Wi-Fi, and a shower with hairdryer.

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.

Popular destinations

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.

Dlt Cabins, Llc - Holler Hideaway Cozy House Sleeps 4 On 10 Minutes From Snp - Sperryville, VA
10 21 reviews

Dlt Cabins, Llc - Holler Hideaway Cozy House Sleeps 4 On 10 Minutes From Snp

apartment, Luray
Holler Hideaway is a secluded cabin located in the woods of Luray, Virginia, just ten minutes from Shenandoah National Park and a short drive from Luray Caverns. The cabin offers a tranquil escape from the hustle and bustle of everyday life, with over 300 feet of creek frontage on 27 wooded acres.
The cozy cabin sleeps up to four guests in two bedrooms and one bathroom. Holler Hideaway provides modern amenities such as high-speed internet, air conditioning, and a wood-burning stove, as well as outdoor relaxation areas including two porches, a creekside seating area, and a barbecue grill.
Lefay Cottage At Little Washington - Sperryville, VA
9.9 118 reviews

Lefay Cottage At Little Washington

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.
Lookout Cabin - Sperryville, VA
No reviews

Lookout Cabin

cabin, Luray
Lookout Cabin in Rileyville, a 600 sq ft dwelling, is located 12 miles from Luray Caverns and 20 miles from Crosby Stadium.
This pet-friendly cabin accommodates up to 7 guests with 1 bedroom and 2 bathrooms, offering a full kitchen, air conditioning, a jacuzzi, a balcony, and complimentary Wi-Fi and parking.
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway - Sperryville, VA
9.4 164 reviews

Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

cabin, Luray
This 2-bedroom cabin in Rileyville, Virginia, is situated just a short drive from Luray's popular attractions, including the Luray Caverns and the Garden Maze.
The 1,700-square-foot cabin offers a peaceful riverfront setting, a hot tub with mountain views, a spacious deck with a barbecue grill, a seasonal swimming pool, and a wood-burning stove, perfect for families seeking a relaxing getaway in the Shenandoah Valley.

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.

Peaceful Near Trailheads, Hot Tub, *Boundary W/snp - Sperryville, VA
10 84 reviews

Peaceful Near Trailheads, Hot Tub, *Boundary W/snp

apartment, Sperryville
This Sperryville ranch house is located just a short walk from the Broad Hollow/Pine Hill Gap hike in Shenandoah National Park, offering a peaceful getaway near Sperryville's wineries, breweries, and shops. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The house has four bedrooms and three bathrooms, accommodating up to six guests. Enjoy a variety of amenities including a fully equipped kitchen, a hot tub, a fire pit, a ping pong table, a fitness center, and access to a garden, all while being just a short drive from Shenandoah National Park.
Comfortable House Close To White Oak Canyon & Old Rag Trails - Sperryville, VA
9.6 37 reviews

Comfortable House Close To White Oak Canyon & Old Rag Trails

apartment, Stanley
This Stanley, Virginia riverfront home is located two miles from Old Rag Mountain and within nine miles of DuCard Vineyards and Blue Quartz Winery, offering easy access to hiking and wine tasting.
This 2300-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, jacuzzi, and on-site garden with barbecue grills.
Ridgeview Cabin Views Hot Tub Fireplace Bbq Pets - Sperryville, VA
10 1 review

Ridgeview Cabin Views Hot Tub Fireplace Bbq Pets

cabin, Luray
Ridgeview Cabin, a pet-friendly vacation home in Rileyville, Virginia, is conveniently located 12 miles from Luray Caverns, 20 miles from Crosby Stadium, and offers easy access to other Shenandoah Valley attractions.
This 750-square-foot one-bedroom rental boasts a private balcony, a fully equipped kitchen, a jacuzzi, and can comfortably accommodate up to seven guests.
Incredible Old Rag And Shenandoah Panoramas From This Lovely, Peaceful Retreat - Sperryville, VA
10 154 reviews

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

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.

Best Sperryville, VA vacation rentals with parking

Private Retreat Near Shenandoah National Park - Sperryville, VA
10 7 reviews

Private Retreat Near Shenandoah National Park

gîte, Sperryville
The Estate At Piedmont Farm *Hot Tub & Pickleball* - Sperryville, VA
10 21 reviews

The Estate At Piedmont Farm *Hot Tub & Pickleball*

apartment, Sperryville
Sleeps 4 W/screened Porch On Rural Estate - Sperryville, VA
9.8 299 reviews

Sleeps 4 W/screened Porch On Rural Estate

apartment, Sperryville
The Historic Poorhouse @ Cardinal Springs Farm - Sperryville, VA
9.9 83 reviews

The Historic Poorhouse @ Cardinal Springs Farm

gîte, Sperryville

Our Favorite 5-Star Vacation Rentals in Sperryville, VA

Elevate your travel experience with a luxury rental in Sperryville, VA, where high-end design meets a prime location.

Tranquil Cardinal Hill Cabin- Perfect For Relaxation & Exploration. Pet Friendly - Sperryville, VA
10 15 reviews

Tranquil Cardinal Hill Cabin- Perfect For Relaxation & Exploration. Pet Friendly

apartment, Sperryville

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.

Closest Cabin To Old Rag & Steps To White Oak Canyon; Pond W/ Private Creek - Sperryville, VA
10 12 reviews

Closest Cabin To Old Rag & Steps To White Oak Canyon; Pond W/ Private Creek

cabin, Stanley
6-person House With Private Hot Tub And Screen Porch - Sperryville, VA
10 5 reviews

6-person House With Private Hot Tub And Screen Porch

apartment, Sperryville
Fox Den Cabin--secluded Mountain Getaway Near Shenandoah National Park - Sperryville, VA
9.6 170 reviews

Fox Den Cabin--secluded Mountain Getaway Near Shenandoah National Park

cabin, Luray
Hideaway Tiny Cabin, Hot Tub, View, Firepit - Sperryville, VA
9.5 2 reviews

Hideaway Tiny Cabin, Hot Tub, View, Firepit

cabin, Luray

Search Vacation Rentals with Swimming Pool in Sperryville, VA

Choose a vacation rental in Sperryville, VA with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Heritage House - 13m To Shenandoah Np, Pool, Hot Tub, Mountain Views, Ev - Sperryville, VA
No reviews

Heritage House - 13m To Shenandoah Np, Pool, Hot Tub, Mountain Views, Ev

apartment, Luray

Explore Vacation Rentals with Jacuzzi in Sperryville, VA

Unwind after a day of urban exploration with a private hot tub at your own vacation rental in Sperryville, VA.

The Mill House - Peaceful Farmhouse Retreat With Hot Tub, Fire Pit, & Fast Wi-fi - Sperryville, VA
10 15 reviews

The Mill House - Peaceful Farmhouse Retreat With Hot Tub, Fire Pit, & Fast Wi-fi

apartment, Sperryville
Sleepy Hollow 5br Cabin - National Park 7 Min, Hot Tub, Fire Pit, Sleeps 12 - Sperryville, VA
9.0 27 reviews

Sleepy Hollow 5br Cabin - National Park 7 Min, Hot Tub, Fire Pit, Sleeps 12

cabin, Luray
Walk To Old Rag | Hot Tub | Mountain Farmhouse - Sperryville, VA
9.9 109 reviews

Walk To Old Rag | Hot Tub | Mountain Farmhouse

apartment, Sperryville
Million Dollar Views. Peaceful Solitude. Rustic Cabin.  90 Minutes From Dc. - Sperryville, VA
9.8 8 reviews

Million Dollar Views. Peaceful Solitude. Rustic Cabin. 90 Minutes From Dc.

cabin, Luray
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