Holiday homes & B&B in Winchester

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B&B and Vacation Rentals
B&B and Vacation Rentals
B&B and Vacation Rentals
Choose the right place for you

FACILITIES

  • Non Smoking Only
  • Pets Allowed
  • Wi-Fi

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Winchester

We have selected the best vacation rentals in Winchester. Save money with Bluepillow by comparing the best deals from major travel websites in Winchester

  • Modern Winchester House with Front Porch and Yard

    • 6 Guests · 3Bedrooms
    Set in Winchester, 1.7 km from Glen Burnie Historic House and Gardens and 7 km from Alamo Drafthouse Cinema - Winchester, Modern Winchester House with Front Porch and Yard offers free WiFi. ...
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  • Executive Suites

    • 3 Guests · 1Bedroom
    7.8 Very Good (34)
    Executive Suites is located in Winchester, 3.2 km from Alamo Drafthouse Cinema - Winchester, 5.9 km from Glen Burnie Historic House and Gardens, and 20 km from Cedar Creek and Belle Grove National Historical ...
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  • Cozy 2 bedroom apartment 2 miles from historic Winchester.

    • 4 Guests · 2Bedrooms
    9.2 Exceptional (15)
    Located in Winchester, this apartment is in the city center. Abram's Delight and Bright Box Theater are cultural highlights, and some of the area's landmarks include George Washington's Office and Patsy ...
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  • Lofts for weekly rentals! 2 miles from historic downtown.

    • 2 Guests · 2Bedrooms
    This apartment is located in Winchester. Jim Barnett Park and State Arboretum of Virginia reflect the area's natural beauty and area attractions include Shenandoah Valley Discovery Museum and Appleland ...
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  • Yellow Submarine trendy basement apt w/courtyard

    • 4 Guests · 2Bedrooms
    Located in Winchester, this apartment is in the city center. Winchester Little Theater and Bright Box Theater are cultural highlights, and some of the area's activities can be experienced at Rock Harbor ...
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Save on Bed & Breakfast in Winchester

Are you looking for an accommodation in Winchester and do you want to save money? Choose from 2 Bed & Breakfasts in Winchester

  • Days Inn by Wyndham Winchester

    • Hotel
    6.6 Pleasant (618)
    Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ...
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  • Sleep Inn & Suites

    • Hotel
    8.3 Fabulous (2656)
    The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. ...
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Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

  • Farmstays in Winchester
    Farmstays in Winchester
  • Hotels in Winchester
    Hotels in Winchester

The best places to stay in Winchester

Book an apartment in Winchester and choose the right accommodation for your needs

  • The George Washington Hotel, A Wyndham Grand Hotel

    • Hotel
    9.2 Exceptional (3410)
    The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from Shenandoah Valley Discovery Museum. This ...
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  • SpringHill Suites by Marriott Winchester

    • Hotel
    9.2 Exceptional (766)
    Located in Winchester, SpringHill Suites by Marriott Winchester is connected to a shopping center, within a 10-minute drive of Shenandoah Valley Discovery Museum and Patsy Cline Historic House. This hotel ...
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  • Hampton Inn Winchester-University/Mall Area

    • Hotel
    9 Exceptional (1820)
    With a stay at Hampton Inn Winchester-University/Mall Area, you'll be centrally located in Winchester, steps from Shenandoah University and within a 5-minute walk of Jim Barnett Park. This hotel is 0.4 ...
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  • TownePlace Suites by Marriott Winchester

    • Hotel
    8.7 Fabulous (1013)
    With a stay at TownePlace Suites by Marriott Winchester in Winchester, you'll be within a 5-minute drive of Nalls Farm Market and Mt Hebron Cemetery. This hotel is 2.2 mi (3.5 km) from Handley Regional ...
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  • Quality Inn

    • Hotel
    8.6 Fabulous (2108)
    Quality Inn is located in Winchester. Stonewall Jackson's Headquarters and George Washington's Office are local landmarks, and some of the area's activities can be experienced at Rock Harbor Golf Course ...
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  • TRU By Hilton Winchester

    • Hotel
    8.8 Fabulous (816)
    TRU By Hilton Winchester is located in Winchester. Old Court House Civil War Museum and Bright Box Theater are cultural highlights, and some of the area's activities can be experienced at Rock Harbor Golf ...
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Nearby cities

Sterling
New Market
Annandale