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Search results; 892 homes in Middletown

Top guest favourite
Home in Middletown
Tangerine Cottage
2 bedrooms, 2 beds, 1 private bathroom
2–7 Oct
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4.97 out of 5 average rating, 144 reviews
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
13–18 Sept
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
17–22 Sept
4.92 out of 5 average rating, 351 reviews
Guest favourite
Tiny home in Middletown
Blue Door Cottage
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.87 out of 5 average rating, 117 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
Room in Middletown
Suite and Dog-Yard in Creekside Cabin
1 queen bed, 1 bathroom
15–20 Sept
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, 68 reviews
Villa in Middletown
Wine Country Mansion Gated Estate Sleeps 18 Pool
7 bedrooms, 13 beds, 5.5 bathrooms
13–18 Sept
4.56 out of 5 average rating, 9 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, 229 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 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, 22 reviews
Guest favourite
Cabin in Middletown
Middletown Woodland Cabin
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 15 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 house in Middletown
29 West B
1 bedroom, 1 bed, 1 bathroom
10–15 Sept
4.86 out of 5 average rating, 50 reviews
Guest favourite
Home in Cobb
Mountain Nest | Cozy Cobb Getaway | Pet friendly
3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Sept
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Hidden Valley Lake
Hidden Valley Gem
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.79 out of 5 average rating, 66 reviews
Guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
1 bedroom, 3 beds, 1 bathroom
10–15 Sept
4.87 out of 5 average rating, 150 reviews
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