Winchester Vacation Rentals

Welcome to Winchester. Scroll down this page to find your favorite travel destination in Winchester and browse our extensve inventory of accommodations in Winchester. Leisure travelers planning their family vacations can get offers directly from owners of Winchester vacation homes or houses in Winchester. Sometimes these single rental units are referred to as Winchester cabins or Winchester villas. Other popular lodging options include vacation rentals in Winchester, Winchester apartments and condos in Winchester. For business travelers we offer several convenient hotels in Winchester or small boutique hotels in Winchester area, many with the ability to book online. If you are planning a romantic getaway in Winchester, we highy recommend our unique inventory of bed and breakfasts in Winchester. B&Bs can also referred as small country inns in Winchester.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at we make it easy for travelers to find best Winchester vacation rentals using our free inquiry service or Winchester lodging locator service. Save time searching for Winchester rental vacations and Winchester accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Winchester vacation home rentals owners as well as from Winchester resorts, Winchester cabin rentals, and Winchester vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Virginia area. Our engine will match your specific inquiry criteria with each Winchester vacation rental listing, Winchester vacation house or Winchester villa in our Winchester rental vacations inventory. Finding Winchester vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Winchester accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Winchester lodging in Virginia.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Winchester. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Winchester. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Winchester Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

ID: 64648
Winchester Travelodge - Hotel in Winchester
1 Bedrooms
The travelodge winchester is located at the intersection of i-81, us-50, 522 and 17. The travelodge winchester is an award winning property with comfortable hotel type atmosphere with major renovation ...Read Full Description
ID: 64648
103 Bedrooms
Public park with tennis courts - jogging paths - childrens
playground miniature golf course and basketball courts
across the street. Golf courses nearby - near churches and
man ...Read Full Description
ID: 64648
Econo Lodge North - Hotel in Winchester
1 Bedrooms
Location. The econo lodge north is located in winchester, va. three miles from george washington's office museum three miles from the shenandoah valley discovery museum hotel features. complimentary h ...Read Full Description
ID: 64648
RED ROOF INN WINCHESTER - Hotel in Winchester
113 Bedrooms
Where hospitality begins and service never ends. The
winchester red roof inn features a free deluxe continental
breakfast, deluxe rooms with microwave/refrigerator units
and fr ...Read Full Description
ID: 64648
Days Inn Winchester Va - Hotel in Winchester
66 Bedrooms
The days inn winchester (va.) is located 42 miles from washington dulles international airport. Downtown winchester, appleland raceway park, winchester sport & entertainment and the old court hous ...Read Full Description
ID: 64648
Comfort Inn Winchester - Hotel in Winchester
20 Bedrooms
Location. The comfort inn winchester is located in winchester, va. less than one-half mile from stonewall industrial park within three miles of the stonewall jackson headquarters and george washington ...Read Full Description
ID: 64648
Wingate by Wyndham - Winchester - Hotel in Winchester
84 Bedrooms
The wingate by wyndham - winchester (va.), just off interstate 81 at exit 313, lies at the edge of the shenandoah valley, rich with civil war history. In winchester, travelers can visit general george ...Read Full Description
ID: 64648
With easy access from routes 81 and 7 we welcome you to the heart of historic winchester va. Begin your day with our hot complimentary breakfast or for the hurried business traveler take one of our on ...Read Full Description
ID: 64648
Sleep Inn & Suites - Hotel in Winchester
20 Bedrooms
Location. The sleep inn & suites is located in winchester, va. two miles from the patsy cline museum three miles from carpers valley golf course five miles from the george washington headquarters ...Read Full Description
ID: 64648
139 Bedrooms
- inn/chalet

year built - 1970 year remodeled - 2005
additional property description -
 stay at this winchester, virginia hotel offering a host
 of convenient ...Read Full Description
ID: 64648
Americas Best Value Inn - Hotel in Winchester
37 Bedrooms
The americas best value inn of winchester, va is the
secret of shenandoah valley. We offer 4 tastefully
decorated landscaped acres, a 1500 sq. ft. entertainment
and apple terra ...Read Full Description
ID: 64648
SHONEYS INN WINCHESTER - Hotel in Winchester
98 Bedrooms
- inn/chalet

year built - 1986 year remodeled - 1998
additional property description -
 if you are traveling on business or just for fun we
 will make time for ...Read Full Description
ID: 64648
85 Bedrooms
The fairfield inn and suites by marriott in winchester virginia is nestled in the heart of the shenandoah valley. Only 55 miles west of washington dc . there are many exciting attractions to be visite ...Read Full Description
ID: 64648
Super 8 Winchester Va - Hotel in Winchester
1 Bedrooms
This super 8 motel stands off interstate 81, exit 313, close to restaurants, apple blossom mall and civil war sites. The area comes alive in may for the shenandoah apple blossom festival and again in ...Read Full Description
ID: 64648
The George Washington Hotel - A Wyndham Historic H - Hotel in Winchester
1 Bedrooms
Location. The george washington hotel is located in winchester, va. adjacent to winchester historic district one block from loudoun street pedestrian mall two blocks from shenandoah valley discovery m ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

*Traveling Dates:

Flexible Dates
1+ (10)
3+ (10)
6+ (10)
11+ (10)

(vacation rentals only)
1 (4)
4+ (13)

Lodging Types:
Hotels (18)

High Speed Internet (4)
Air Conditioning (2)
Cable/Satellite TV (1)

Special Features:
Children Welcome (18)
Smoking Permitted (18)
Pet friendly (18)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Stephens City (1)
Inwood (1)
Strasburg (2)
Front Royal (4)

Max Budget per Night: