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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 56 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.
Sperryville River House - Sperryville, VA
9.9 24 reviews

Sperryville River House

apartment, Sperryville
The Sperryville River House, a newly updated cottage, sits near Sperryville's Main Street, offering easy access to Shenandoah National Park and Skyline Drive.
This four-bedroom, one-bathroom house comfortably sleeps six guests and features a riverside setting, outdoor fire pit, and proximity to local shops, restaurants, and wineries.
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.

Best Sperryville, VA vacation rentals with air conditioning

37-acre Farm Retreat: Views/creek/fire Pit/old Rag - Sperryville, VA
9.9 59 reviews

37-acre Farm Retreat: Views/creek/fire Pit/old Rag

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.
Peaceful Near Trailheads, Hot Tub, *Boundary W/snp - Sperryville, VA
10 82 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.
Walk To Old Rag | Hot Tub | Mountain Farmhouse - Sperryville, VA
9.9 109 reviews

Walk To Old Rag | Hot Tub | Mountain Farmhouse

apartment, 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.
2 Bedroom 4 Person House With Private Hot Tub On Rural Estate - Sperryville, VA
10 4 reviews

2 Bedroom 4 Person House With Private Hot Tub On Rural Estate

apartment, Sperryville
This Sperryville vacation home is situated on a 500-acre compound in Castleton, Virginia, near Shenandoah National Park and the Blue Ridge Mountains, offering proximity to attractions like the Spilman Homestead and the First Washington of All Monument.
The 1,080-square-foot house features two bedrooms, two bathrooms, sleeps four guests, and includes access to a geothermally-heated indoor pool and hot tub (fee applies), a five-mile paved footpath, and a working animal farm with emus, goats, pigs, donkeys, and a zonkey.

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.

Walk To White Oak Canyon Hiking - Sperryville, VA
9.1 384 reviews

Walk To White Oak Canyon Hiking

cabin, Stanley
This cabin is located just one mile from Old Rag Mountain, offering easy access to hiking trails and scenic views, and within a 12-mile radius of several wineries. The cabin has received excellent ratings for its location, cleanliness, and overall experience.
The cabin has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen, a comfortable living area with free WiFi and a DVD player, and outdoor amenities like a garden, a terrace, and parking.
Hideaway Tiny Cabin, Hot Tub, View, Firepit - Sperryville, VA
9.5 2 reviews

Hideaway Tiny Cabin, Hot Tub, View, Firepit

cabin, Luray
This Rileyville secluded cabin offers a peaceful escape, located approximately 12 miles from Luray Caverns and 30 miles from Endless Caverns.
This 420 square foot vacation home accommodates up to 5 guests with 1 bedroom, 1 bathroom, a fully equipped kitchen, air conditioning, a private terrace, and a hot tub, with complimentary WiFi and private parking provided.
Orchard W/creek, Fish Pond, Private Trails & More - Sperryville, VA
No reviews

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

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 View Hot Tub Firepit Bbq Private Pets - Sperryville, VA
10 1 review

Amazing View Hot Tub Firepit Bbq Private Pets

house, Luray
This Rileyville vacation home, near Luray Caverns (12 miles), Pinnacles Viewpoint (23 miles), and Endless Caverns (30 miles), offers convenient access to popular Shenandoah Valley attractions.
This 1100-square-foot house features one bedroom, two bathrooms, accommodates seven guests, and includes a private hot tub, fire pit, BBQ grill, fully equipped kitchen, and free Wi-Fi.

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.

A Buck's View - Sperryville, VA
9.8 85 reviews

A Buck's View

cabin, Luray
This Luray cabin, near Shenandoah National Park and Skyline Drive, offers easy access to numerous hiking trails and is less than two hours from Washington, D.C.
The three-bedroom, two-bathroom house sleeps six, features a full kitchen with dishwasher, a Jacuzzi, high-speed Starlink WiFi, a gas fireplace, and an outdoor firepit; guests can enjoy nearby Luray Caverns and Shenandoah Valley wineries.
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.
Secluded Mtn Cabin, Hot Tub, Fire Pit, Stargazing, Surrounded By National Park! - Sperryville, VA
10 39 reviews

Secluded Mtn Cabin, Hot Tub, Fire Pit, Stargazing, Surrounded By National Park!

apartment, Luray
This Luray mountain getaway, near Rileyville, Virginia, offers a secluded 4-acre setting adjoining Shenandoah National Park, a short drive from Luray Caverns, Skyline Drive, and Shenandoah River State Park.
This 1,550-square-foot lodge boasts three bedrooms, two bathrooms, a loft, and sleeps five, featuring a hot tub, fire pit, fully equipped kitchen, Starlink internet, and an EV charger.
Walk To Old Rag | Hot Tub | Dog-friendly Farmhouse - Sperryville, VA
10 27 reviews

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

apartment, 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

A-frame Cabin · Loft, Soaring Windows, Hot Tub - Sperryville, VA
9.7 306 reviews

A-frame Cabin · Loft, Soaring Windows, Hot Tub

cabin, Luray
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
Lookout Cabin In The Mountains, Amazing Views! - Sperryville, VA
9.8 43 reviews

Lookout Cabin In The Mountains, Amazing Views!

cabin, Luray
Cozy Retreat Near Old Rag - Sperryville, VA
9.8 48 reviews

Cozy Retreat Near Old Rag

cottage, 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.

10 Person House With Private Hot Tub On Spectacular Rural Estate - Sperryville, VA
9.8 72 reviews

10 Person House With Private Hot Tub On Spectacular Rural Estate

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.

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
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
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
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

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
12 Person House On Spectacular Estate With Hot Tub - Sperryville, VA
9.9 471 reviews

12 Person House On Spectacular Estate With Hot Tub

apartment, Sperryville
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

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.

Hot Tub | Mountain Views | Pet Friendly | Free Suv - Sperryville, VA
10 492 reviews

Hot Tub | Mountain Views | Pet Friendly | Free Suv

cabin, Luray
Antler Ridge - Surrounded By Nature & Wildlife! - Sperryville, VA
10 4 reviews

Antler Ridge - Surrounded By Nature & Wildlife!

apartment, Luray
The Estate At Piedmont Farm - Sperryville, VA
10 3 reviews

The Estate At Piedmont Farm

apartment, Sperryville
Ridgeview Cabin Views Hot Tub Fireplace Bbq Pets - Sperryville, VA
10 1 review

Ridgeview Cabin Views Hot Tub Fireplace Bbq Pets

cabin, Luray
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