Holiday rentals in Sperryville

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Top-rated holiday rentals in Sperryville

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Tiny home in Reva

4.94 out of 5 average rating, 287 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.

15–22 Jun

£118 per night
Guest favourite

Farm stay in Sperryville

4.98 out of 5 average rating, 120 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.

3–10 May

£123 per night
Guest favourite

Guest house in Flint Hill

4.97 out of 5 average rating, 147 reviews

Three Meadows Farm, outdoor views, great location

As you approach the driveway on the private lane, you'll be welcomed by beautiful meadows and rolling hills. Set on 10 acres in a shaded, forest of mature trees it's comfortable year round. There are beautiful mountain views from several locations on the property. It's peaceful and quiet here most of the time. We're conveniently located just minutes from Flint Hill, not much farther to Washington VA, Sperryville and Front Royal. It's a two bedroom/one bathroom apartment above a detached garage.

14–21 Sept

£112 per night

Popular amenities for Sperryville holiday rentals

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

Tiny home in Linville

4.99 out of 5 average rating, 593 reviews

The spring house at Thistle Hollow

24 Jun – 1 Jul

£105 per night
Guest favourite

Home in Woodville

4.87 out of 5 average rating, 172 reviews

Walnut Run Farm - Private & Quiet - Sperryville

28 Jan – 4 Feb

£221 per night
Guest favourite

Guest suite in Flint Hill

4.96 out of 5 average rating, 163 reviews

Entire Guest Suite

26 Jul – 2 Aug

£118 per night
Guest favourite

Guest house in Elkton

4.99 out of 5 average rating, 155 reviews

Noná’s Nest

16–23 Oct

£81 per night
Guest favourite

Home in Brightwood

4.99 out of 5 average rating, 297 reviews

Hilltop Haven Luxury lodging in Wine country

11–18 Jan

£129 per night
Guest favourite

Cottage in Etlan

4.97 out of 5 average rating, 159 reviews

Amy's Place

6–13 Jun

£129 per night
Guest favourite

Place to stay in Bentonville

4.98 out of 5 average rating, 384 reviews

John Pope Cabin Browntown Va. We now have Starlink

18–25 Sept

£153 per night
Guest favourite

Cabin in Etlan

4.97 out of 5 average rating, 201 reviews

Modern Cabin | Old Rag in Shenandoah National Park

4–11 Dec

£231 per night
Guest favourite

Cottage in Woodstock

4.98 out of 5 average rating, 172 reviews

Cottage on Boxwood Lane

15–22 May

£79 per night
Guest favourite

Guest suite in Rappahannock County

5.0 out of 5 average rating, 151 reviews

Mountaintop Get-Away in Little Washington

17–24 Jun

£246 per night
Guest favourite

Guest house in Warrenton

4.98 out of 5 average rating, 247 reviews

The Alton Cottage -a luxury country retreat

29 May – 5 Jun

£122 per night
Guest favourite

Flat in Culpeper

4.98 out of 5 average rating, 146 reviews

TreeTop at Mt Run Lake (Private Guest Apartment)

2–9 Aug

£107 per night

Quick stats about holiday rentals in Sperryville

Total rentals

10 properties

Local attractions

Headmasters Pub, Rappahannock Pizza Kitchen (RPK) and Before & After

Popular amenities

Kitchen, Wifi and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

1.4K reviews

Nightly prices starting at

£143 before taxes and fees

Destinations to explore