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Search results; 931 homes in Middletown

Guest favourite
Tiny home in Middletown
Blue Door Cottage
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.87 out of 5 average rating, 117 reviews
Top 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
Top guest favourite
Cottage in Middletown
Garden house with gas fireplace
1 king bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 216 reviews
Top guest favourite
Home in Middletown
Tangerine Cottage
2 bedrooms, 2 beds, 1 bathroom
5–10 Sept
4.97 out of 5 average rating, 142 reviews
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, 212 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
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
Top guest favourite
Guest house in Middletown
Love Shack
1 bedroom, 1 queen bed, 1 bathroom
28 Feb – 5 Mar
4.92 out of 5 average rating, 349 reviews
Guest favourite
Farm stay in Middletown
The Ranch · Pool · Sleeps 11 · Near Harbin & Napa
5 bedrooms, 7 beds, 3 bathrooms
5–10 Oct
4.9 out of 5 average rating, 21 reviews
Villa in Middletown
Wine Country Mansion Gated Estate Sleeps 18 Pool
7 bedrooms, 13 beds, 5.5 bathrooms
13–18 Sept
4.33 out of 5 average rating, 6 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, 60 reviews
Guest favourite
Cabin in Cobb
Cozy vintage cabin with fireplace near hot spring
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 130 reviews
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
Top guest favourite
Home in Loch Lomond
Cozy Mountain Retreat | Peaceful with Scenic Views
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 155 reviews
Guest favourite
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, 35 reviews
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, 157 reviews
Top guest favourite
Cabin in Cobb
Little Falling Water - Mid-Mod Masterpiece
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 107 reviews
Home in Middletown
Pool & Deck: Wine Country Hideaway in Middletown!
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.5 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.86 out of 5 average rating, 148 reviews