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Search results; 902 homes in Middletown

Top guest favourite
Guest house in Middletown
Countryside Cottage
2 bedrooms, 3 beds, 1 private bathroom
1–6 Oct
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4.88 out of 5 average rating, 188 reviews
Guest favourite
Home in Middletown
Emerald Lodge
4.93 out of 5 average rating, 158 reviews, 2 beds, 1 bathroom
7–12 Jul
Top guest favourite
Cottage in Middletown
Garden house with gas fireplace
4.98 out of 5 average rating, 205 reviews, 1 bed, 1 bathroom
8–13 Jul
Top guest favourite
Home in Middletown
Tangerine Cottage
4.97 out of 5 average rating, 134 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
Guest favourite
Home in Middletown
Historic Beauty in downtown Middletown
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Guest house in Middletown
Love Shack
4.92 out of 5 average rating, 346 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Guest favourite
Tiny home in Middletown
Blue Door Cottage
4.87 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Home in Middletown
Wedding in the wine country, chandeliers clad oak
New place to stay, 7 bedrooms, 13 beds, 5.5 bathrooms
5–10 Jul
Guest favourite
Guest house in Middletown
Well House
4.91 out of 5 average rating, 222 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Dec
Guest favourite
Home in Cobb
Mountain Nest | Cozy Cobb Getaway | Pet friendly
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Farm stay in Middletown
4 Rock Ranch - Mountain Escape
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 7 beds, 3 bathrooms
6–11 Oct
Top guest favourite
Home in Middletown
Sunrises & Stargazing -Group Mountain Retreat
4.97 out of 5 average rating, 62 reviews, 5 bedrooms, 5 beds, 3.5 bathrooms
12–17 Jul
Guest favourite
Place to stay in Middletown
Cool & Compact Studio for Single Person
4.87 out of 5 average rating, 152 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Home in Lower Lake
New Cozy Lower Lake Retreat!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
Guest favourite
Cabin in Middletown
Middletown Woodland Cabin
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Sept
Superhost
Home in Cobb
Cobb Mountain Chalet Main House
4.84 out of 5 average rating, 103 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Kelseyville
Incredible 3 BR Lake View in Wine Country
4.98 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
Superhost
Hotel in Cobb
Classic King with balcony
4.86 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
4.86 out of 5 average rating, 139 reviews, 1 bedroom, 3 beds, 1 bathroom
6–11 Jul