filters

Search results; 161 homes in Winchester

Photo 1 of 27
Guest favourite
Flat in Winchester
Sugar Shack, a retro studio apartment
1 bedroom, 1 bed, 1 private bathroom
6–11 Oct
,
4.89 out of 5 average rating, 54 reviews
Photo 1 of 22
Guest favourite
Loft in Winchester
The Bike Flat
2 bedrooms, 5 beds, 1 bathroom
15–20 Nov
4.93 out of 5 average rating, 187 reviews
Photo 1 of 18
Home in Winchester
Charming Country Retreat
4 bedrooms, 5 beds, 1 bathroom
19–24 Sept
Photo 1 of 20
Flat in Winchester
The Primrose inside historic commercial bldg
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 75 reviews
Photo 1 of 16
Top guest favourite
Cabin in Winchester
Container Home GREAT Countryside Views COZY Stay
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 200 reviews
Photo 1 of 29
Home in Alsey
Douglas Street Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.75 out of 5 average rating, 16 reviews
Photo 1 of 29
Guest favourite
Home in Pittsfield
Florence Guest House
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.84 out of 5 average rating, 257 reviews
Photo 1 of 24
Top guest favourite
Cabin in Jacksonville
Audrey's Abode
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 786 reviews
Photo 1 of 21
Guest favourite
Home in White Hall
The Humble Hideaway
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 114 reviews
Photo 1 of 17
Guest favourite
Guest suite in Pittsfield
Florence Guest House--Loft Unit
1 bedroom, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.81 out of 5 average rating, 140 reviews
Photo 1 of 14
Top guest favourite
Cabin in Jacksonville
Bunkhouse Seventy-Four
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 415 reviews
Photo 1 of 14
Top guest favourite
Home in White Hall
Cozy-Rose-Cottage
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.91 out of 5 average rating, 93 reviews
Photo 1 of 15
Guest favourite
Hotel in Jacksonville
Charming downtown hotel above wine bar - Room 2
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.88 out of 5 average rating, 104 reviews
Photo 1 of 22
Top guest favourite
Home in Griggsville
Arrowhead Farmhouse, Spacious home, scenic views
3 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 102 reviews
Photo 1 of 29
Top guest favourite
Home in Meredosia
The Fricke Farm
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Dec
4.98 out of 5 average rating, 61 reviews
Photo 1 of 29
Guest favourite
Cottage in Pearl
Beautiful Secluded Home With a breathtaking view
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.96 out of 5 average rating, 98 reviews
Photo 1 of 18
Guest favourite
Home in Roodhouse
Cozy Corner Bungalow
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.9 out of 5 average rating, 42 reviews
Photo 1 of 13
Home in Pittsfield
Newly remodeled home
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 57 reviews
Photo 1 of 29
Top guest favourite
Townhouse in Murrayville
Peace on the Prairie — Quiet Nature Retreat
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 361 reviews