filters

Search results; Over 1,000 homes in Winchester

Top guest favourite
Home in Winchester
Cozy Cottage
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
,
4.92 out of 5 average rating, 961 reviews
Guest favourite
Guest house in Winchester
Carriage House on the Park
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 229 reviews
Guest favourite
Loft in Winchester
Stylish Loft 2Bdrm Winchester ky near Lexington
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 102 reviews
Guest favourite
Loft in Winchester
Artist’s Loft 2Bdr Winchester ky near Lexington
2 bedrooms, 2 king beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Winchester
The Carriage Inn - 1-bdrm apt in historic downtown
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
4.93 out of 5 average rating, 122 reviews
Top guest favourite
Farm stay in Winchester
LenMar Farm Country Stay near Lexington KY
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 194 reviews
Guest favourite
Flat in Mount Sterling
Pawplex
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Farm stay in Winchester
*2Rm Farm Cottage*King Bed*5min DT Winchester
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 98 reviews
Superhost
Flat in Winchester
RiverView 1 - Enjoy the view.
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.8 out of 5 average rating, 69 reviews
Guest favourite
Cottage in Winchester
Life is Better On The River
2 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.88 out of 5 average rating, 136 reviews
Top guest favourite
Farm stay in Winchester
Family Farm Winchester/Lexington 20 min.*Game Room
4 bedrooms, 8 beds, 3 bathrooms
10–15 Sept
4.97 out of 5 average rating, 145 reviews
Home in Winchester
Timeless Southern Elegance!
4 bedrooms, 5 beds, 4 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Winchester
Right Angle Country*Remote*Hot Tub~NO Cleaning FEE
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.99 out of 5 average rating, 93 reviews
Top guest favourite
Home in Richmond
Near to EKU and just minutes from I-75
1 bedroom, 1 bed, 1 bathroom
23–28 Sept
4.97 out of 5 average rating, 191 reviews
Top guest favourite
Home in Clay City
Branch of Delight Getaway (The Front Porch)
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cabin in Winchester
Historic Cabin - Farm - Near RRG, Lex, local music
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 91 reviews
Top guest favourite
Guest suite in Lexington
A SuiteHart Stay In The Bluegrass
1 bedroom, 1 king bed, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 451 reviews
Top guest favourite
Home in Richmond
Silo Mill
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 59 reviews
Top guest favourite
Barn in Richmond
The Barn-dominium
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 236 reviews