
Condo vacation rentals in Winchester
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Top-rated condo rentals in Winchester
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester condo rentals
Weekly condo rentals

Crawberry Basement Retreat

Cozy Urban Flat—Walk to Shops, Dining & More

Memory Lane

Upscale Walkup Apartment

Cozy King Bed Suite With A Kitchen & ClawfootTub

Condo at Bryce Resort

Perfect Location Old town / walk to the metro

Lovely 3 Bed Room Condo with Free Parking
Pet-friendly condo rentals

Whitetail Resort Ski-in/Ski-out slope side condo.

Private 2/2 full baths very bright basement home

Bike,Hike,Relax in Lux! at Bryce Resort

Mountain View's, pet friendly, walk to Lake Laura

Cozy, renovated Ski & Hiking Getaway - Whitetail

Woodland Haven in Bryce Resort

Ski/MTB/Golf Condo (#134) - Vaulted ceilings!

7 Day Vacation in Massanutten Resort, VA
Condo rentals with a pool

Shenandoah Villas - Massananutten - 1BR - Unit 14B

The Music Room at Ski Whitetail!

Eagle Trace Condo at Massanutten 1br/1ba hottub

Luxury 2BR 2BA w Hot Tub bath at Massanutten

Regal getaway at Massanutten Resort JMU

Regal Vistas at Massanutten

The Summit at Massanutten 2br suite, Saturday chec

Slope-side Studio Condo
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- Luray Caverns
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