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Search results; Over 1,000 homes in Middletown

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Top guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 private bathrooms
8–13 Nov
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4.91 out of 5 average rating, 331 reviews
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Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
8–13 Dec
4.97 out of 5 average rating, 91 reviews
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Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 35 reviews
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Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms, 3 beds, 1 bathroom
14–19 Oct
4.93 out of 5 average rating, 335 reviews
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Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 327 reviews
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Top guest favourite
Home in Middletown
Mountain Church Cottage
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 156 reviews
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Guest favourite
Guest suite in Middletown
Cozy Farmhouse Guest Suite w/ Private Deck
1 bedroom, 3 beds, 1 bathroom
5–10 Oct
4.93 out of 5 average rating, 44 reviews
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Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
25–30 Oct
4.7 out of 5 average rating, 224 reviews
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Home in Middletown
Downtown Middletown Lodge
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Farm stay in Middletown
The Milk House at Hereford Grove Farm
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 80 reviews
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Guest favourite
Cabin in Middletown
Charming vintage cabin in the ❤️ of Middletown.
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
4.9 out of 5 average rating, 466 reviews
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Guest favourite
Place to stay in Middletown
Vintage Mobile Home and Storage Workshop
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.87 out of 5 average rating, 69 reviews
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Home in Middletown
Updated Farmhouse < 2 Mi to Historic Middletown!
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Oct
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Farm stay in Middletown
The Farm House at Hereford Grove Farm
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Oct
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Farm stay in Middletown
Fox Haven Organic Farm's Spring House
5 bedrooms, 14 beds, 2.5 bathrooms
4–9 Oct
4.91 out of 5 average rating, 370 reviews
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Cabin in Middletown
Serene Log House Nestled Among the Battlefields
1 bedroom, 3 beds, 1 bathroom
19–24 Oct
4.73 out of 5 average rating, 205 reviews
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Top guest favourite
Home in Frederick
Catoctin mountain getaway home
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Frederick
Amazing view of the Middletown Valley
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.91 out of 5 average rating, 116 reviews
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Guest favourite
Home in Frederick
Spacious Private cozy apartment near mountains
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.85 out of 5 average rating, 148 reviews