Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Winchester TN US
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Show map
Search results; Over 1,000 places in Winchester
Over 1,000 places in Winchester
Prices include all fees
P
rices include all fees
P
r
ices include all fees
Pr
i
ces include all fees
Pri
c
es include all fees
Pric
e
s include all fees
Price
s
include all fees
Prices
include all fees
Prices
i
nclude all fees
Prices i
n
clude all fees
Prices in
c
lude all fees
Prices inc
l
ude all fees
Prices incl
u
de all fees
Prices inclu
d
e all fees
Prices includ
e
all fees
Prices include
all fees
Prices include
a
ll fees
Prices include a
l
l fees
Prices include al
l
fees
Prices include all
fees
Prices include all
f
ees
Prices include all f
e
es
Prices include all fe
e
s
Prices include all fee
s
Prices include all fees
Explore more homes
Guest favorite
Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
1 queen bed
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ2,006
Show price breakdown
ﺩ.ﺇ2,006 for 5 nights
for 5 nights
4.91 out of 5 average rating, 102 reviews
4.91 (102)
Guest favorite
Guest favorite
Townhouse in Winchester
Brewhouse renovated row house steps from downtown
3 beds
3 beds
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ4,132
Show price breakdown
ﺩ.ﺇ4,132 for 5 nights
for 5 nights
4.94 out of 5 average rating, 82 reviews
4.94 (82)
Guest favorite
Guest favorite
Apartment in Winchester
Downtowner
Free cancellation
Free cancellation
Jun 22 – 27
Jun 22 – 27
ﺩ.ﺇ2,691
Show price breakdown
ﺩ.ﺇ2,691 for 5 nights
for 5 nights
4.97 out of 5 average rating, 277 reviews
4.97 (277)
Top guest favorite
Guest favorite
109
Reviews
4.98
Stars
Rating
2
Years hosting
Room in Winchester
Stay with Holly
Stay with Holly
Winchester Private Room
Jun 15 – 20
Jun 15 – 20
ﺩ.ﺇ1,184
Show price breakdown
ﺩ.ﺇ1,184 for 5 nights
for 5 nights
4.98 out of 5 average rating, 109 reviews
4.98 (109)
Guest favorite
Guest favorite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
Free cancellation
Jun 21 – 26
Jun 21 – 26
ﺩ.ﺇ2,772
Show price breakdown
ﺩ.ﺇ2,772 for 5 nights
for 5 nights
4.93 out of 5 average rating, 241 reviews
4.93 (241)
Guest favorite
Guest favorite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
Free cancellation
Free cancellation
Jun 15 – 20
Jun 15 – 20
ﺩ.ﺇ5,101
Show price breakdown
ﺩ.ﺇ5,101 for 5 nights
for 5 nights
4.95 out of 5 average rating, 188 reviews
4.95 (188)
Top guest favorite
Guest favorite
Apartment in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
2 beds
2 beds
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ3,357
Show price breakdown
ﺩ.ﺇ3,357 for 5 nights
for 5 nights
4.98 out of 5 average rating, 105 reviews
4.98 (105)
Top guest favorite
Guest favorite
Apartment in Winchester
Historic Wisteria House on Old Town Walking Mall
Free cancellation
Free cancellation
Jun 23 – 28
Jun 23 – 28
ﺩ.ﺇ3,293
Show price breakdown
ﺩ.ﺇ3,293 for 5 nights
for 5 nights
4.98 out of 5 average rating, 100 reviews
4.98 (100)
Superhost
Superhost
3
Reviews
4.33
Stars
Rating
4
Years hosting
Room in Winchester
Stay with J Armando
Stay with J Armando
Airport
,
·
Airport
Private Room in Winchester VA
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ1,098
Show price breakdown
ﺩ.ﺇ1,098 for 5 nights
for 5 nights
4.33 out of 5 average rating, 3 reviews
4.33 (3)
Top guest favorite
Guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
Free cancellation
Free cancellation
Jun 21 – 26
Jun 21 – 26
ﺩ.ﺇ3,357
Show price breakdown
ﺩ.ﺇ3,357 for 5 nights
for 5 nights
5.0 out of 5 average rating, 204 reviews
5.0 (204)
Room in Stephens City
Stay with Racquel
Stay with Racquel
Comfy 2BR | Work, Relax, Explore
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ1,756
Show price breakdown
ﺩ.ﺇ1,756 for 5 nights
for 5 nights
New place to stay
New
Top guest favorite
Guest favorite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
Free cancellation
Free cancellation
Jun 15 – 20
Jun 15 – 20
ﺩ.ﺇ3,354
Show price breakdown
ﺩ.ﺇ3,354 for 5 nights
for 5 nights
4.97 out of 5 average rating, 196 reviews
4.97 (196)
Guest favorite
Guest favorite
23
Reviews
4.87
Stars
Rating
2
Years hosting
Room in Stephens City
Stay with Clara
Stay with Clara
Twin Room in Quiet Neighborhood
Jun 8 – 13
Jun 8 – 13
ﺩ.ﺇ969
Show price breakdown
ﺩ.ﺇ969 for 5 nights
for 5 nights
4.87 out of 5 average rating, 23 reviews
4.87 (23)
Top guest favorite
Guest favorite
Home in Winchester
Downtown Chic Condo w/parking
Free cancellation
Free cancellation
Jun 27 – Jul 2
Jun 27 – Jul 2
ﺩ.ﺇ3,793
Show price breakdown
ﺩ.ﺇ3,793 for 5 nights
for 5 nights
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favorite
Guest favorite
183
Reviews
4.77
Stars
Rating
3
Years hosting
Room in Winchester
Stay with Pepper
Stay with Pepper
Customer care
,
·
Customer care
Cheerful one bedroom available.
Aug 16 – 21
Aug 16 – 21
ﺩ.ﺇ990
Show price breakdown
ﺩ.ﺇ990 for 5 nights
for 5 nights
4.77 out of 5 average rating, 183 reviews
4.77 (183)
Top guest favorite
Guest favorite
Home in Winchester
Cabin in Historic Old Town Winchester
Free cancellation
Free cancellation
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ3,143
Show price breakdown
ﺩ.ﺇ3,143 for 5 nights
for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Guest favorite
Guest favorite
Cottage in Front Royal
Riverfront Paradise | Hot Tub | Sauna | FirePit
3 king beds
3 king beds
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ7,139
Show price breakdown
ﺩ.ﺇ7,139 for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favorite
Guest favorite
Apartment in Winchester
Peaceful Family Retreat in the Heart of Winchester
Free cancellation
Free cancellation
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ2,002
Show price breakdown
ﺩ.ﺇ2,002 for 5 nights
for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
1
2
3
4
…
15