filters

Search results; 216 homes in Winchester

Photo 1 of 25
Guest favourite
Cabin in Winchester
Cave Hill Cabin
2 bedrooms, 2 beds, 2.5 private bathrooms
11–16 Oct
,
4.88 out of 5 average rating, 8 reviews
Photo 1 of 6
Top guest favourite
Rooms in Winchester
Shady Grace Equine B&B
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 54 reviews
Photo 1 of 29
Top guest favourite
Home in Winchester
Welcome to Dancing Deer Acres!
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 68 reviews
Photo 1 of 29
Guest favourite
Home in Sardinia
Bradford Paradise
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.97 out of 5 average rating, 38 reviews
Photo 1 of 29
Home in Sardinia
Private 20 Acres|Pets| Hot Tub + Sauna Sleeps 11
4 bedrooms, 8 beds, 3 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 244 reviews
Photo 1 of 29
Superhost
Home in Winchester
Quiet Farm Escape | Fishing, Nature & Views
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
New place to stay
Photo 1 of 11
Top guest favourite
Cabin in Seaman
Amish-built cabin on pond/amazing view!
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.98 out of 5 average rating, 103 reviews
Photo 1 of 29
Top guest favourite
Cabin in West Union
"Clover" 1830s Cabin on Hills Fork Farm
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.99 out of 5 average rating, 68 reviews
Photo 1 of 26
Superhost
Cabin in West Union
Griffis Game Hunting and Getaway
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 53 reviews
Photo 1 of 29
Guest favourite
Home in West Union
Finding Grace
1 bedroom, 1 queen bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 13 reviews
Photo 1 of 13
Top guest favourite
Farm stay in Hillsboro
A relaxing farmhouse getaway in the country.
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 93 reviews
Photo 1 of 29
Cabin in West Union
Hidden Hills Cabin & Barn Farm Retreat
1 bed, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Sardinia
30 Acre Retreat: Pond, Hot Tub, Disc Golf & More!
5 bedrooms, 8 beds, 3 bathrooms
4–9 Nov
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
Guest favourite
Home in Dover
Kenyatucky! For your stay or event!
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.88 out of 5 average rating, 26 reviews
Photo 1 of 17
Guest favourite
Cottage in West Union
Lucky Hooks
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 87 reviews
Photo 1 of 29
Top guest favourite
Cabin in Peebles
Indian Crossing Cabin
3 bedrooms, 4 beds, 1 bathroom
30 Sept – 5 Oct
4.99 out of 5 average rating, 113 reviews
Photo 1 of 8
Top guest favourite
Cabin in Seaman
Cozy, Amish-built cabin/amazing sunset view!
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 69 reviews
Photo 1 of 29
Top guest favourite
Home in Peebles
Peaceful 8 Bedroom 5 Bath w/patio bar-grill
8 bedrooms, 12 beds, 5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 65 reviews
Photo 1 of 29
Top guest favourite
Cabin in Peebles
Meadow View Cabin
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 54 reviews