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Search results; 925 homes in Middletown

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Guest favourite
Tiny home in Middletown
Blue Door Cottage
1 bedroom, 1 bed, 1 private bathroom
5–10 Sept
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4.87 out of 5 average rating, 117 reviews
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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, 217 reviews
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Guest favourite
Home in Middletown
Historic Beauty in downtown Middletown
3 bedrooms, 4 queen beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 54 reviews
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Top guest favourite
Guest house in Middletown
Love Shack
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 350 reviews
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Top guest favourite
Home in Middletown
Tangerine Cottage
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 144 reviews
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Guest favourite
Room in Middletown
Suite and Dog-Yard in Creekside Cabin
1 queen bed, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 213 reviews
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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, 67 reviews
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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
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Guest favourite
Cottage in Middletown
Adorable Cottage - Walking distance to downtown
1 queen bed, 1 bathroom
1–6 Sept
4.87 out of 5 average rating, 45 reviews
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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
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Superhost
Farm stay in Middletown
Mountain Escape · Pool · Near Harbin & Calistoga
5 bedrooms, 7 beds, 3 bathrooms
5–10 Oct
4.9 out of 5 average rating, 21 reviews
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Villa in Middletown
Wine Country Mansion Gated Estate Sleeps 18 Pool
7 bedrooms, 13 beds, 5.5 bathrooms
13–18 Sept
4.43 out of 5 average rating, 7 reviews
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Superhost
Place to stay in Middletown
Cool & Compact Studio for Single Person
1 bedroom, 1 single bed, 1 bathroom
1–6 Sept
4.85 out of 5 average rating, 158 reviews
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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
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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
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Superhost
Home in Calistoga
Calistoga Retreat | Family Friendly + Private Pool
4 bedrooms, 9 beds, 3 bathrooms
7–12 Sept
New place to stay
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Guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.87 out of 5 average rating, 149 reviews
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Superhost
Home in Hidden Valley Lake
Hidden Valley Gem
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.79 out of 5 average rating, 66 reviews
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Superhost
Home in Cobb
Mountain Nest | Cozy Cobb Getaway | Pet friendly
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 36 reviews