Shenandoah National Park view of Old Rag Mountain from near Skyline Drive. Old Rag Mountain is a 3,284 feet mountain near Sperryville in Madison County, Virginia. A popular hike to the summit.

Holiday Homes in Sperryville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Sperryville holiday homes

Fridge, microwave, oven, stovetop

Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (92 reviews)
"This is a very charming property and walkable to lots of cute shopping and the River Walk. We had a little hiccup at check in and it was taken care of so promptly!"
United States
Nicky T.
The price is €232
includes taxes & fees
24 Jun - 25 Jun
Historical home, walkable to many restaurants and shops.
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay! The house is cozy and just perfect for a private get away. The hosts were very communicative and wonderful, we will be back! "
United States
Virginia A.
The price is €196
includes taxes & fees
25 Jun - 26 Jun
Mountain View Bungalow in Front Royal
Property grounds

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 10, Wonderful, (17 reviews)
The price is €199
includes taxes & fees
22 Jun - 23 Jun
Peaceful Retreat on Creekside
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.6 out of 10, Exceptional, (13 reviews)
"So amazing "
United States
Krystin F.
The price is €207
includes taxes & fees
23 Jun - 24 Jun
Shenandoah Valley Yurt
Interior

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is €185
includes taxes & fees
7 Jul - 8 Jul
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Property grounds

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (45 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is €269
includes taxes & fees
23 Jun - 24 Jun
Newly renovated Farm cottage with Mountain views
Exterior

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (48 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is €298
includes taxes & fees
23 Jun - 24 Jun
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Exterior

Luray farmhouse on the river

Luray farmhouse on the river
Luray
9.4 out of 10, Exceptional, (53 reviews)
"It was a beautiful place, relaxing, great for a group to cook, sit on a porch, next to the deep water of The Shenandoah River. Great beds, kitchen was easy for several people cooking at the same time"
United States
David S.
The price is €343
includes taxes & fees
23 Jun - 24 Jun
Luray farmhouse on the river
Fridge, microwave, oven, stovetop

Greek Spa • Private Acreage • Stonefire pizza oven

Greek Spa • Private Acreage • Stonefire pizza oven
Front Royal
Greek Spa • Private Acreage • Stonefire pizza oven
Outdoor spa tub

Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets
Page County
Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets
Fridge, microwave, oven, stovetop

Luxury Mountain Home - Shenandoah - Private Retreat

Luxury Mountain Home - Shenandoah - Private Retreat
Luray
9.8 out of 10, Exceptional, (6 reviews)
"They thought of every detail you could think of. Truly amazing little home in the mountains. Loved it !! "
United States
JR R.
The price is €327
includes taxes & fees
22 Jun - 23 Jun
Luxury Mountain Home - Shenandoah - Private Retreat
Interior

Bear Ridge Cabin-Views & Hot tub

Bear Ridge Cabin-Views & Hot tub
Page County
Bear Ridge Cabin-Views & Hot tub
Fireplace, DVD player

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (16 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is €311
includes taxes & fees
23 Jun - 24 Jun
Clouds Mountain Cabin
Outdoor spa tub

Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat

Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat
Rileyville
10.0 out of 10, Exceptional, (12 reviews)
"We had a great time. Quite and away from the hussle and bussle of the city. Enjoyed the views around."
United States
ItsMeBuknoy
The price is €313
includes taxes & fees
22 Jun - 23 Jun
Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat
Outdoor spa tub

Luray Escape . Hot Tub . 15 Min to Skyline Drive

Luray Escape . Hot Tub . 15 Min to Skyline Drive
Luray
9.4 out of 10, Exceptional, (13 reviews)
"Such a cute place and just perfect!"
United States
Anonymous traveller
Luray Escape . Hot Tub . 15 Min to Skyline Drive
Exterior

Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly

Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly
Stanley
The price is €244
includes taxes & fees
22 Jun - 23 Jun
Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (17 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is €229
includes taxes & fees
29 Jun - 30 Jun
Historic Madison Eagle Inn
Fridge, microwave, oven, stovetop

Bend of Brothers’ | Riverfront Cottage Shenandoah

Bend of Brothers’ | Riverfront Cottage Shenandoah
Front Royal
Bend of Brothers’ | Riverfront Cottage Shenandoah
TV, offices

Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is €282
includes taxes & fees
22 Jun - 23 Jun
Mountain home w/ hot tub & sunroom
Pool

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Luray
10.0 out of 10, Exceptional, (20 reviews)
"Excellent location for visiting Luray and Shenandoah Nat’l Park. Clean and comfortable. "
United States
Michele P.
~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sperryville Hotel Reviews

Hillside

Hillside

10/10 Excellent
"The price is what initially caught our attention, especially for this area, and while it’s not typically the type of lodging we choose, we were pleasantly surprised. The staff was incredibly friendly and welcoming, the views were beautiful, and the room was exceptionally clean. Although the building is older, it is very well maintained and full of character. Its location is also a huge plus—just five minutes from the caverns. Overall, it exceeded our expectations, and we would absolutely stay here again. 10/10!"
DAN 1-night trip
Posted less than an hour ago
Hillside

Find out more about Sperryville

Sperryville Holiday Homes information

Number of reviews
388
Accommodation
341 Holiday Homes
Lowest Price
€185
Highest Price
€343