Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Apartment in Winchester
4.89 out of 5 average rating, 101 reviewsModern Twist in Old Town! Rock n' Roll FUN!
Basil is your personal, 2 bedroom, Uber-stylish apartment, located in downtown Winchester with private parking! New & sparkling clean, enjoy high end finishes & creative design! Enjoy hot showers in the marble bath, sink into the shearling-covered couch relaxing in front of the new 55' smart TV, catch up with work in your private office, then walk to a great happy hour & dinner downtown! End your day cozying up in one of the two queen size, memory foam canopy beds! Basil is your perfect Airbnb!
Aug. 21 – 28
Home in Winchester
4.97 out of 5 average rating, 163 reviewsCameron Charmer pristine w/double master suites
Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners have spared no expense to make this the kind of place where guests can come & forget about the rest of the world ! Incredible top of the line centralized dine in kitchen, wide open & inviting living areas, two master suites each with walk in closets & baths up lovely custom pine staircase. Come spoil yourself a bit at the Cameron Charmer, you are sure to enjoy your stay !
Jan. 2 – 9
Apartment in Winchester
5.0 out of 5 average rating, 134 reviewsOld Town Loft In Highly Desirable Area Downtown
Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.
Sep. 14 – 21
Vacation rentals for every style
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Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester
Cottage in Shepherdstown
4.96 out of 5 average rating, 176 reviewsThe GW Hollida Cottage of Shepherdstown
Sep. 6 – 13
Farm stay in Romney
4.98 out of 5 average rating, 281 reviewsPotomac Hills B&B on 15 Acre Farm with a View
Jun. 2 – 9
Guest suite in Summit Point
4.97 out of 5 average rating, 126 reviewsThe Big Room - Historic Schoolhouse
Mar. 9 – 16
Loft in Purcellville
4.99 out of 5 average rating, 284 reviews"When Pigs Fly" Airbnb Most Hospitable Host in VA
Nov. 22 – 29
Cabin in Augusta ( Capon Bridge)
4.96 out of 5 average rating, 129 reviewsNirvana, Mountain View
Dec. 30 – Jan. 6
Apartment in Winchester
4.96 out of 5 average rating, 45 reviewsNewly repurposed Historic Home in Winchester VA!
Aug. 14 – 21
Apartment in Winchester
4.97 out of 5 average rating, 75 reviewsHistoric Wisteria House on Old Town Walking Mall
Jun. 1 – 8
Cottage in Winchester
4.89 out of 5 average rating, 95 reviewsLockley Cottage at Historic Perry Farm
Sep. 14 – 21
Place to stay in Winchester
4.86 out of 5 average rating, 35 reviewsCrash Landing
Mar. 10 – 17
Townhouse in Winchester
4.92 out of 5 average rating, 36 reviewsBrewhouse renovated row house steps from downtown
Mar. 20 – 27
Guest suite in Winchester
4.92 out of 5 average rating, 51 reviewsRetro Vibe Studio
Jun. 5 – 12
Home in Winchester
4.91 out of 5 average rating, 23 reviewsMisty Meadow has quite setting in the country.
May 21 – 28
Quick stats about vacation rentals in Winchester
Total rentals | 90 properties |
---|---|
Wifi availability | 90 properties include access to wifi |
Rentals with dedicated workspaces | 60 properties have a dedicated workspace |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 30 properties are a good fit for families |
Total number of reviews | 5.7K reviews |
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