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Search results; 144 homes in Winchester

Top guest favourite

Cabin in Winchester

Container Home GREAT Countryside Views COZY Stay

1 bedroom, 1 bed, 1 private bathroom

19–24 Jul

$725 SGD for 5 nights

,

4.96 out of 5 average rating, 191 reviews

Guest favourite

Loft in Winchester

The Bike Flat

2 bedrooms, 5 beds, 1 bathroom

22–27 Jul

$773 SGD for 5 nights

4.92 out of 5 average rating, 176 reviews

Home in Winchester

Charming Country Retreat

4 bedrooms, 5 beds, 1 bathroom

16–21 Jul

New home discount

New place to stay

Guest favourite

Flat in Winchester

Sugar Shack, a retro studio apartment

1 bedroom, 1 queen bed, 1 bathroom

20–25 Jul

$824 SGD for 5 nights

4.89 out of 5 average rating, 54 reviews

Flat in Winchester

The Primrose inside historic commercial bldg

2 bedrooms, 3 beds, 1 bathroom

3–8 Aug

$878 SGD for 5 nights

4.96 out of 5 average rating, 73 reviews

Top guest favourite

Cabin in Jacksonville

Bunkhouse Seventy-Four

1 bedroom, 1 queen bed, 1 bathroom

7–12 Aug

$680 SGD for 5 nights

4.98 out of 5 average rating, 404 reviews

Guest favourite

Home in Pittsfield

Florence Guest House

3 bedrooms, 5 beds, 2 bathrooms

15–20 Jul

$518 SGD for 5 nights

4.84 out of 5 average rating, 256 reviews

Top guest favourite

Cabin in Jacksonville

Audrey's Abode

2 bedrooms, 4 beds, 1 bathroom

4–9 Oct

$985 SGD for 5 nights

4.97 out of 5 average rating, 777 reviews

Home in Alsey

Douglas Street Retreat

4 bedrooms, 5 beds, 2.5 bathrooms

21–26 Jul

$1,030 SGD for 5 nights

4.77 out of 5 average rating, 13 reviews

Guest favourite

Home in White Hall

Cozy-Rose-Cottage

2 bedrooms, 3 beds, 1 bathroom

14–19 Jul

$847 SGD for 5 nights

4.92 out of 5 average rating, 87 reviews

Guest favourite

Home in White Hall

The Humble Hideaway

3 bedrooms, 3 beds, 2 bathrooms

9–14 Aug

$855 SGD for 5 nights

4.91 out of 5 average rating, 103 reviews

Guest favourite

Guest suite in Pittsfield

Florence Guest House--Loft Unit

1 bedroom, 3 beds, 1 bathroom

14–19 Jul

$486 SGD for 5 nights

4.82 out of 5 average rating, 139 reviews

Guest favourite

Home in Roodhouse

Cozy Corner Bungalow

2 bedrooms, 4 beds, 1 bathroom

20–25 Jul

$847 SGD for 5 nights

4.92 out of 5 average rating, 39 reviews

Guest favourite

Hotel in Jacksonville

Charming downtown hotel above wine bar - Room 3

1 bedroom, 1 bed, 1 bathroom

18–23 Jul

$1,036 SGD for 5 nights

4.94 out of 5 average rating, 106 reviews

Flat in Jacksonville

Baker & Birch

2 bedrooms, 3 beds, 1 bathroom

14–19 Jul

$1,457 SGD for 5 nights

New place to stay

Flat in Carrollton

Farmhouse Loft

2 bedrooms, 3 beds, 1 bathroom

2–7 Aug

$648 SGD for 5 nights

4.85 out of 5 average rating, 190 reviews

Guest favourite

Loft in Pittsfield

Historic Loft on Adams

1 bedroom, 1 bed, 1 bathroom

19–24 Jul

$586 SGD for 5 nights

4.9 out of 5 average rating, 94 reviews

Guest favourite

Cottage in Pearl

Beautiful Secluded Home With a breathtaking view

3 bedrooms, 5 beds, 2 bathrooms

14–19 Jul

$1,404 SGD for 5 nights

4.96 out of 5 average rating, 96 reviews

Guest favourite

Home in Jacksonville

Rees Residential

2 bedrooms, 3 beds, 1 bathroom

16–21 Jul

$1,496 SGD for 5 nights

4.85 out of 5 average rating, 46 reviews