Holiday houses in Sperryville

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Top-rated holiday rentals in Sperryville

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Guest favourite

Tiny home in Reva

4.95 out of 5 average rating, 293 reviews

K-9 Heaven Dogs Run Free

K-9 Heaven ... Get away from the City. Enjoy clean open spaces. Spend time with the horses.They love peppermints. Don't leave your K-9 family at home, It's there vacation too. 100% off leash 20 min away Old Rag Mountain , White Oak Falls and downtown Culpeper. There are so many trails for a wonderful hiking experience. We are with in 10 min of nearby winerys, breweries We are off leash for dogs . Never leave the farm as we have Doordash to bring you whatever you desire, Wine, food anything.

Guest favourite

Farm stay in Sperryville

4.98 out of 5 average rating, 121 reviews

The Roost at Upper Nonesuch

New for fall: Pickleball Court!. Located in the foothills of the Blue Ridge Mountains, Upper Nonesuch is the perfect place to get away and relax. Enjoy the serene view of the valley and rolling hills from the large screened-in porch and bedroom, the walking trails, the spring-fed pond on the adjacent farm. Take a short drive and enjoy hiking Old Rag and White Oak Canyon Falls. Explore Sperryville and Culpeper, the many orchards, wineries, breweries, all the Shenandoah Valley has to offer.

Guest favourite

Guesthouse in Syria

4.95 out of 5 average rating, 333 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Guest favourite

Home in Sperryville

4.98 out of 5 average rating, 240 reviews

Mountaintop Retreat

A 1958 ranch home with spectacular views, great landscaping, a terrific patio and grill, close to multiple Shenandoah National Park hiking trails, wineries, antique shops and famous restaurants. Private, secluded, ideal for 2 to six people comfortably, but will sleep 8 if needed. Nearby, Quievremont Winery Central Coffee Roasters The Inn at Little Washington The Corner Store with Rapp Pizza Before and After Dark Horse Tavern Three Blacksmiths Off the Grid Blue Door Inn 4-6 wineries

Guest favourite

Guest suite in Culpeper

4.98 out of 5 average rating, 253 reviews

Spacious property-deluxe amenities; hot tub & more

Enjoy the beauty of nature in our beautiful private 2 room suite. Located in Culpeper County Virginia, you are minutes away from world class dining, wineries, great breweries while only 20 minutes from Shenandoah National Park. Retreat to the deck for an evening soak in the hot tub after a day of exploring the area. This space provides a queen bed, plenty of sitting space, full private bathroom, walk in closet, 50 inch smart TV, WIFI, mini fridge, ice maker, microwave, and coffee maker.

Guest favourite

Yurt in Etlan

4.95 out of 5 average rating, 194 reviews

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

Guest favourite

Guest suite in Brandy Station

4.99 out of 5 average rating, 135 reviews

Studio apartment at historic Glenmore

Studio apartment with separate entry at historic Glenmore in scenic Brandy Station, VA. Beautiful farm location with newly renovated space featuring a kitchenette with refrigerator, microwave, coffeemaker and toaster. Bedroom/living area with queen bed and twin sofa bed. TV with dish and unlimited internet. Full bath with shower. We cannot accommodate children under the age of four because the space has an open wooden staircase that cannot be blocked off.

Guest favourite

Guesthouse in Boston

4.98 out of 5 average rating, 149 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Guest favourite

Farm stay in Warrenton

4.98 out of 5 average rating, 529 reviews

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this private cottage. Watch for deer, turkeys and maybe even a bear in the field from the sun room, or take a hike around the homestead. Centered in Fauquier's wine country it is ideal for the weekend escape, and day trips West to the mountains, East to DC or points south. Perfect for those extra reunion family members, wedding guest accommodations, or the "Hafeway overnighter" traveling North or South.

Guest favourite

Home in Culpeper

4.95 out of 5 average rating, 353 reviews

Charming Restored Farmhouse Minutes from Culpeper

This spacious farmhouse, built in 1898, has been tastefully restored to accommodate modern living without sacrificing the charm of history. It is bright and airy, with open, spacious rooms and some smaller rooms for fun or quiet times. The house has a calming feel, with all the comforts of home. The farmhouse is a celebration of the richness of all things Virginia; its history, its vineyards, its fox hunts and the alluring charm of Old Virginia.

Guest favourite

Guesthouse in Sperryville

4.96 out of 5 average rating, 360 reviews

River Side Tourist Room and Bath Loft-5 min to SNP

Nestled in the foothills of the Blue Ridge Mountains, two miles outside Shenandoah National Park and just off main street in Sperryville, our cozy efficiency apartment is close to a variety of attractions including first class dining and nearby hiking trails. The unit is fully furnished with a full bath, full kitchen, off street parking, and private deck and entrance. We are just a short drive to the park or a short walk to downtown Sperryville.

Guest favourite

Cottage in Sperryville

4.96 out of 5 average rating, 364 reviews

The River Cottage: Main Street Sperryville, VA

A Quaint private building, originally built as a Blacksmith Shop. Conestoga wagons were made behind this building near the Thornton River.; now guest will enjoy a recently renovated and spacious one room 'suite' right off of Main Street. Queen bed with plush bedding. Private bathroom with shower. Kitchenette with hotplate, smoothie maker, coffee maker, and microwave. Private deck that overlooks the Thornton River. Outdoor shower.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Sperryville holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Sperryville's top sights

Headmasters Pub23 locals recommend

Rappahannock Pizza Kitchen (RPK)41 locals recommend

Before & After24 locals recommend

Burgers N Things3 locals recommend

Copper Fox Distillery49 locals recommend

Thornton River Grille19 locals recommend

Other great holiday rentals in Sperryville

Guest favourite

Place to stay in Bentonville

4.98 out of 5 average rating, 391 reviews

John Pope Cabin Browntown Va. We now have Starlink

Guest favourite

Guest suite in Rappahannock County

5.0 out of 5 average rating, 152 reviews

Mountaintop Get-Away in Little Washington

Guest favourite

Cottage in Etlan

4.98 out of 5 average rating, 160 reviews

Amy's Place

Guest favourite

Tiny home in Linville

4.99 out of 5 average rating, 608 reviews

The spring house at Thistle Hollow

Guest favourite

Home in Washington

4.98 out of 5 average rating, 206 reviews

Wash/across INN Completely Private 0.5House 2 bedr

Superhost

Cabin in Sperryville

4.9 out of 5 average rating, 31 reviews

Rustic Chic Cabin Retreat on Piedmont Farm

Guest favourite

Guesthouse in Flint Hill

4.97 out of 5 average rating, 94 reviews

Summer kitchen guesthouse at Caledonia Farm 1812

Guest favourite

Apartment in Sperryville

5.0 out of 5 average rating, 62 reviews

The Engham Apartment at Before & After

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Quick stats about accommodation in Sperryville

Total rentals
10 properties
Local attractions
Headmasters Pub, Rappahannock Pizza Kitchen (RPK) and Before & After
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Total number of reviews
1.4K reviews
Nightly prices starting at
$272 AUD before taxes and fees

Holiday houses in Sperryville

Top-rated holiday rentals in Sperryville

Tiny home in Reva

Farm stay in Sperryville

Guesthouse in Syria

Home in Sperryville

Guest suite in Culpeper

Yurt in Etlan

Guest suite in Brandy Station

Guesthouse in Boston

Farm stay in Warrenton

Home in Culpeper

Guesthouse in Sperryville

Cottage in Sperryville

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Sperryville holiday rentals

Stay near Sperryville's top sights

Other great holiday rentals in Sperryville

Place to stay in Bentonville

Guest suite in Rappahannock County

Cottage in Etlan

Tiny home in Linville

Home in Washington

Cabin in Sperryville

Guesthouse in Flint Hill

Apartment in Sperryville

Quick stats about accommodation in Sperryville

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Total number of reviews

Nightly prices starting at

Destinations to explore