Winchester Rentals By Owner

There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Winchester:

• 3 KING Master Suites ~Dog Friendly ~1 pm Ckout ~Firepit ~VIEWS ~Skyline Drive
• Fantasy Cottage: Private Pond, Waterfall, Hot Tub
• Rolling River Farm: Exquisite Riverfront Paradise
• Spacious Cabin on Cedar Creek, Shenandoah's hidden getaway!
• The Nest at Chester Gap
• Riverfront - Happy Peach on the Shenandoah
• Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
• Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains
• 6 Bedroom Farmhouse Owned by Bear Chase
• City Charmer near Historic OldTown Winchester.

There are many large, family-friendly vacation homes available in Winchester; however, here are the most popular family rentals listed on our site:

• Elegant Paris Manor w/Private Pool!
• Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
• Highmeadows Estate in the heart of Bluemont Virginia
• High Meadows Estate
• Family Retreat with Deck Near Appalachian Trail!
• Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything!
• Bedrooms 4, Bathrooms 2, Sleeps 10
• Historical Paris Cabin on Farm with Fire Pit!

Yes, there are 9 self-catering vacation homes in Winchester that have hot tubs, swimming pools, & other amenities.

There are more than 9 luxury villas and vacation homes in or near Winchester. Filter by price to compare find the most expensive places to stay on Mundovillas.

Yes, there are 9 pet friendly vacation homes and places to stays that are available in or near Winchester that you may consider.