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Cheap Monthly Vacation Rentals in Winchester, VA: Top Deals

8.2 (37 reviews)
Relax Inn Front Royal
Hotel · 2 Guests · 1 Bedroom
$64 /night
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5.8 (155 reviews)
Red Roof Inn Martinsburg
Motel · 2 Guests · 1 Bedroom
$70 /night
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Red Roof Inn Winchester, VA
Motel · 2 Guests · 1 Bedroom
$62 /night
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8.7 (190 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$78 /night
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9.6 (17 reviews)
Serenity Apt in DT Charles Town near Harpers Ferry
Apartment · 2 Guests · 1 Bedroom
$83 /night*
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6.8 (165 reviews)
Quality Suites Martinsburg
Hotel · 2 Guests · 1 Bedroom
$70 /night
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8.6 (291 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$101 /night
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9.3 (239 reviews)
Comfort Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$100 /night
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9.0 (175 reviews)
Holiday Inn Martinsburg, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$106 /night
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8.4 (218 reviews)
The Inn at Charles Town / Hollywood Casino
Hotel · 2 Guests · 1 Bedroom
$92 /night
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6.0 (6 reviews)
Travelodge by Wyndham Charles Town - Harpers Ferry
Hotel · 2 Guests · 1 Bedroom
$63 /night
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8.8 (416 reviews)
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$89 /night
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9.6 (84 reviews)
The Getaway that's Just Far Enough
Holiday home · 2 Guests · 1 Bedroom
$95 /night*
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9.2 (320 reviews)
Wayside Inn
Hotel · 2 Guests · 1 Bedroom
$85 /night
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9.4 (21 reviews)
The Sunshine APT in DT Charles Town near Harpers Ferry
Holiday home · 2 Guests · 1 Bedroom
$82 /night*
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Super 8 by Wyndham Winchester VA
Hotel · 2 Guests · 1 Bedroom
$60 /night
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5.6 (217 reviews)
Super 8 by Wyndham Martinsburg
Motel · 2 Guests · 1 Bedroom
$50 /night
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Sleep Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$76 /night
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10 (16 reviews)
The Knolls
Motel · 2 Guests · 1 Bedroom
$100 /night
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Country Inn & Suites by Radisson, Winchester, VA
Hotel · 2 Guests · 1 Bedroom
$92 /night
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Similar Inspirational Vacation Rental Destinations

Monthly Apartment Rentals in Winchester, VA

5.0 (30 reviews)
2nd Floor, Efficiency, Private Entrance
Apartment · 2 Guests · 1 Bedroom
$85 /night*
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How Does The Vacation Home Rental Price Look Like in Winchester, VA?
Vacation House & Cabin Rental Price Information in Winchester, VA
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The graph shows the percentages of vacation homes in each price bucket. Winchester has the largest percentage (22.34%) of homes in $150 - $200 price range.
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How Many Rental Accommodations Are Pets Friendly in Winchester, VA?
Percentage of Pet Friendly Rental Properties in Winchester, VA
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43.23% of vacation homes in Winchester are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Is Winchester, VA a convenient place to live?
Convenience of Living in Winchester, VA
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Winchester, VA is a great location for people looking for monthly rentals. The surrounding area has a low crime rate, and there are plenty of public transportation options such as buses, trains, and subways within a few miles of the city. There are also many amenities located nearby, such as grocery stores, pharmacies, restaurants, and other essential amenities that can be reached by walking or a short drive. Business centers and workplaces such as conference centers and co-working spaces are also close by. Healthcare facilities such as hospitals, clinics, and pharmacies are all easily accessible.

  • The Martinsburg Station: 2.9 miles away
  • Safeway Grocery Store: 0.8 miles away
  • Valley Health Urgent Care: 1.7 miles away
  • Old Town Commons: 1.3 miles away
Where Should We Visit in Winchester, VA Area?
Destinations To Visit During the Month in Winchester, VA
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Monthly Hotel Rentals in Winchester, VA

Rodeway Inn & Suites
Hotel
$68 /night
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4.6 (379 reviews)
Hampton Inn and Suites Charles Town
Hotel
$156 /night
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4.6 (177 reviews)
Hampton Inn Martinsburg South Inwood
Hotel
$114.01 /night
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Monthly House Rentals in Winchester, VA

5.0 (60 reviews)
Cozy Lakeside Homestead
House · 6 Guests · 2 Bedrooms
$210 /night*
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4.8 (108 reviews)
Ledge House Bed & Breakfast
House
$145 /night
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River House Near Harpers Ferry!
House
$999 /night
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Monthly Rentals with Kitchen in Winchester, VA

4.0 (2 reviews)
Room In Central Historic Downtown - Appalachian
Guest House · 2 Guests · 1 Bedroom
$145 /night*
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Cozy Cabin Hidden Away on a Lake!
Cabin
$148 /night
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4.7 (96 reviews)
TownePlace Suites by Marriott Front Royal
Hotel
$170 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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