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Search results; 952 homes in Middletown

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Guest favourite
Guest house in Middletown
Countryside Cottage
2 bedrooms, 3 beds, 1 private bathroom
30 Nov – 5 Dec
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4.88 out of 5 average rating, 188 reviews
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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, 221 reviews
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Top guest favourite
Guest house in Middletown
Love Shack
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 353 reviews
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Top guest favourite
Home in Middletown
Historic Beauty in downtown Middletown
3 bedrooms, 4 queen beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Middletown
Tangerine Cottage
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 148 reviews
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Top guest favourite
Room in Middletown
Suite and Dog-Yard in Creekside Cabin
1 queen bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 223 reviews
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Guest favourite
Tiny home in Middletown
Blue Door Cottage
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.87 out of 5 average rating, 118 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, 230 reviews
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Villa in Middletown
Wine Country Mansion Gated Estate Sleeps 18 Pool
7 bedrooms, 13 beds, 5.5 bathrooms
4–9 Oct
4.5 out of 5 average rating, 10 reviews
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Guest favourite
Cottage in Middletown
Adorable Cottage - Walking distance to downtown
1 queen bed, 1 bathroom
10–15 Oct
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
1–6 Oct
4.98 out of 5 average rating, 62 reviews
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Guest favourite
Home in Middletown
Sunrises & Stargazing -Group Mountain Retreat
5 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.91 out of 5 average rating, 70 reviews
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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
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Top guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
1 bedroom, 3 beds, 1 bathroom
1–6 Oct
4.87 out of 5 average rating, 152 reviews
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Guest house in Middletown
29 West B
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 50 reviews
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Guest favourite
Home in Cobb
Mountain Nest | Cozy Cobb Getaway | Pet friendly
3 bedrooms, 4 beds, 1.5 bathrooms
11–16 Oct
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Cabin in Cobb
Little Falling Water - Mid-Mod Masterpiece
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.99 out of 5 average rating, 109 reviews
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Home in Middletown
The Glass House Garden Retreat
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Oct
New place to stay
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Home in Kelseyville
Large beautiful country home on 8 private acres
3 bedrooms, 3 beds, 3 bathrooms
1–6 Oct
New place to stay