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Guest favorite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
Jul 15 – 20
R4,333 ZAR for 5 nights
4.77 out of 5 average rating, 188 reviews
Top guest favorite
Room in Winchester
Stay with Holly
Winchester Private Room
Jul 17 – 22
R5,840 ZAR for 5 nights
4.98 out of 5 average rating, 115 reviews
Top guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
1 queen bed
Jul 1 – 6
R14,860 ZAR for 5 nights
5.0 out of 5 average rating, 209 reviews
Guest favorite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
Jul 14 – 19
R13,846 ZAR for 5 nights
4.93 out of 5 average rating, 245 reviews
Guest favorite
Guest suite in Winchester
Safe, cozy oasis with private living & bath.
2 beds
Jul 6 – 11
R9,875 ZAR for 5 nights
4.81 out of 5 average rating, 339 reviews
Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
Free cancellation
Jul 4 – 9
R10,236 ZAR for 5 nights
4.91 out of 5 average rating, 104 reviews
Top guest favorite
Home in Winchester
Cabin in Historic Old Town Winchester
Free cancellation
Jul 7 – 12
R15,502 ZAR for 5 nights
4.95 out of 5 average rating, 41 reviews
Top guest favorite
Room in Stephens City
Stay with Clara
Room in Quiet Neighborhood
Jul 6 – 11
R4,991 ZAR for 5 nights
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
Free cancellation
Aug 3 – 8
R25,164 ZAR for 5 nights
4.95 out of 5 average rating, 191 reviews
Top guest favorite
Room in Winchester
Stay with GaryJoy! fun! respect!,
We Welcome You to Winchester! Best reviews!
Jul 1 – 6
R9,259 ZAR for 5 nights
4.92 out of 5 average rating, 216 reviews
Top guest favorite
Condo in Winchester
Historic District Downtown Winchester
1 king bed
Jul 1 – 6
R19,672 ZAR for 5 nights
4.99 out of 5 average rating, 82 reviews
Top guest favorite
Home in Winchester
Full basement with private entrance. Hot tub
Free cancellation
Jul 29 – Aug 3
R7,645 ZAR for 5 nights
4.97 out of 5 average rating, 233 reviews
Top guest favorite
Tiny home in Harpers Ferry
Enchanting PET FREE W/Amazing ViewHot Tub Overlook
Free cancellation
Aug 13 – 18
R9,344 ZAR for 5 nights
4.98 out of 5 average rating, 123 reviews
Superhost
Loft in Winchester
Immerse yourself in Old Town Winchester (Apt #4)
Free cancellation
Jul 31 – Aug 5
R8,516 ZAR for 5 nights
4.72 out of 5 average rating, 658 reviews
Top guest favorite
Room in Stephens City
Stay with Racquel
Comfy 1BR | Work, Relax, Explore
Jul 4 – 9
R6,509 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Room in Stephens City
Stay with Racquel
Comfy 2BR | Work, Relax, Explore
Jul 4 – 9
R7,926 ZAR for 5 nights
New place to stay
Top guest favorite
Apartment in Winchester
Peaceful Family Retreat in the Heart of Winchester
Free cancellation
Jul 7 – 12
R9,875 ZAR for 5 nights
5.0 out of 5 average rating, 47 reviews
Apartment in Winchester
Two Bdrm. Flat w/ Patio Terrace
Free cancellation
Aug 2 – 7
R15,927 ZAR for 5 nights
4.75 out of 5 average rating, 12 reviews