
Sperryville Holiday Rentals
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Our top choices for Sperryville holiday rentals

1. The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
2. The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
3. "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
4. Mint Cottage at Little Washington - a modern, spacious retreat with a view
Mint Cottage at Little Washington - a modern, spacious retreat with a view
5. "Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
6. Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
7. Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
8. Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
10. Reel It In Cabin
Reel It In Cabin
11. Stepping Stone Cabin
Stepping Stone Cabin
12. Historical home, walkable to many restaurants and shops.
Historical home, walkable to many restaurants and shops.
13. 1959 TOPLEY Retreat offers Serenity/Tranquility + Pets - Fenced Area/ FREE WIFI
1959 TOPLEY Retreat offers Serenity/Tranquility + Pets - Fenced Area/ FREE WIFI
14. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
15. Lovely, clean and walkable in the town of Luray.
Lovely, clean and walkable in the town of Luray.
16. Roadhaven1830
Roadhaven1830
17. "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
18. Walk to Old Rag | Hot Tub | Mountain Farmhouse
Walk to Old Rag | Hot Tub | Mountain Farmhouse
19. Shenandoah Valley Yurt
Shenandoah Valley Yurt
20. Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.
Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.Find holiday rentals that suit your style
Top Sperryville Hotel Reviews

Comfort Inn Woodstock Shenandoah
Find out more about Sperryville
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sperryville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Sperryville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sperryville. Seeing all the best attractions is bound to make you fall in love with Sperryville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sperryville short-term rentals, that won’t be hard to do.




































































