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Search results; 965 homes in Middletown

Top guest favourite
Home in Middletown
Historic Beauty in downtown Middletown
3 bedrooms, 4 queen beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Middletown
Garden house with gas fireplace
1 king bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 218 reviews
Top guest favourite
Guest house in Middletown
Love Shack
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.92 out of 5 average rating, 351 reviews
Top guest favourite
Home in Middletown
Tangerine Cottage
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 145 reviews
Guest favourite
Tiny home in Middletown
Blue Door Cottage
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 118 reviews
Top guest favourite
Room in Middletown
Suite and Dog-Yard in Creekside Cabin
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 217 reviews
Guest favourite
Home in Middletown
Sunrises & Stargazing -Group Mountain Retreat
5 bedrooms, 5 beds, 3.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 69 reviews
Villa in Middletown
Wine Country Mansion Gated Estate Sleeps 18 Pool
7 bedrooms, 13 beds, 5.5 bathrooms
13–18 Sept
4.55 out of 5 average rating, 11 reviews
Top guest favourite
Home in Middletown
Casa Loco
4 bedrooms, 4 beds, 2.5 bathrooms
30 Sept – 5 Oct
4.98 out of 5 average rating, 61 reviews
Guest favourite
Guest house in Middletown
Well House
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Dec
4.92 out of 5 average rating, 230 reviews
Guest favourite
Farm stay in Middletown
Mountain Escape · Pool · Near Harbin & Calistoga
5 bedrooms, 7 beds, 3 bathrooms
12–17 Oct
4.91 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Middletown
Adorable Cottage - Walking distance to downtown
1 queen bed, 1 bathroom
14–19 Sept
4.87 out of 5 average rating, 45 reviews
Guest house in Middletown
29 West B
1 bedroom, 1 bed, 1 bathroom
11–16 Sept
4.86 out of 5 average rating, 50 reviews
Guest favourite
Guest house in Middletown
Countryside Cottage
2 bedrooms, 3 beds, 1 bathroom
30 Nov – 5 Dec
4.88 out of 5 average rating, 188 reviews
Guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
4.87 out of 5 average rating, 150 reviews
Guest favourite
Home in Cobb
Mountain Nest | Cozy Cobb Getaway | Pet friendly
3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 37 reviews
Home in Middletown
The Glass House Garden Retreat
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
New place to stay
Home in Cobb
Cobb Mountain Chalet Main House
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.84 out of 5 average rating, 103 reviews