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Guest favourite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
3 beds
4–9 May
$1,814 SGD for 5 nights
for 5 nights
4.95 out of 5 average rating, 184 reviews
Top guest favourite
Flat in Winchester
Downtowner
Free cancellation
11–16 May
$957 SGD for 5 nights
for 5 nights
4.97 out of 5 average rating, 273 reviews
Guest favourite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
22–27 May
$326 SGD for 5 nights
for 5 nights
4.78 out of 5 average rating, 176 reviews
Flat in Winchester
Two Bdrm. Flat w/ Patio Terrace
Free cancellation
15–20 Jun
$1,080 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
Free cancellation
17–22 May
$1,393 SGD for 5 nights
for 5 nights
4.98 out of 5 average rating, 102 reviews
Superhost
Loft in Winchester
Immerse yourself in Old Town Winchester (Apt #4)
Free cancellation
11–16 May
$567 SGD for 5 nights
for 5 nights
4.72 out of 5 average rating, 647 reviews
Guest favourite
Flat in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
4–9 May
$713 SGD for 5 nights
for 5 nights
4.91 out of 5 average rating, 98 reviews
Guest favourite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
21–26 Jun
$983 SGD for 5 nights
for 5 nights
4.93 out of 5 average rating, 236 reviews
Top guest favourite
Room in Winchester
Stay with Holly
Winchester Private Room
10–15 May
$421 SGD for 5 nights
for 5 nights
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Winchester
Historic Wisteria House on Old Town Walking Mall
Free cancellation
9–14 Jun
$1,178 SGD for 5 nights
for 5 nights
4.98 out of 5 average rating, 99 reviews
Guest favourite
Guest suite in Winchester
Safe, cozy oasis with private living & bath.
2 beds
4–9 May
$666 SGD for 5 nights
for 5 nights
4.81 out of 5 average rating, 331 reviews
Top guest favourite
Flat in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bed
6–11 May
$614 SGD for 5 nights
for 5 nights
4.97 out of 5 average rating, 67 reviews
Guest favourite
Flat in Winchester
Scarborough Fair walk to downtown two story apt
6 beds
4–9 May
$1,845 SGD for 5 nights
for 5 nights
4.91 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Winchester
Old Town Loft In Highly Desirable Area Downtown
Free cancellation
31 May – 5 Jun
$1,194 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 202 reviews
Guest favourite
Flat in Winchester
WonderClock House steps from Handley Library
3 beds
4–9 May
$1,845 SGD for 5 nights
for 5 nights
4.77 out of 5 average rating, 162 reviews
Top guest favourite
Flat in Winchester
Merriman Meadow
1 queen bed
5–10 May
$1,072 SGD for 5 nights
for 5 nights
4.99 out of 5 average rating, 73 reviews
Superhost
Flat in Winchester
Downtown 1920's Gas Station with Hot Tub
1 queen bed
4–9 May
$1,055 SGD for 5 nights
for 5 nights
4.91 out of 5 average rating, 343 reviews
Top guest favourite
Room in Winchester
Stay with GaryJoy! fun! respect!,
We Welcome You to Winchester! Best reviews!
6–11 May
$667 SGD for 5 nights
for 5 nights
4.92 out of 5 average rating, 213 reviews