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Search results; Over 1,000 homes in Middletown

Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms, 3 beds, 1 private bathroom
21–26 Aug
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4.93 out of 5 average rating, 332 reviews
Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Aug
4.9 out of 5 average rating, 323 reviews
Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
5–10 Aug
4.98 out of 5 average rating, 319 reviews
Top guest favourite
Guest suite in Middletown
Cozy Farmhouse Guest Suite w/ Private Deck
1 bedroom, 3 beds, 1 bathroom
4–9 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Middletown
Mountain Church Cottage
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.95 out of 5 average rating, 149 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
9–14 Nov
4.97 out of 5 average rating, 91 reviews
Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 33 reviews
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
4.69 out of 5 average rating, 221 reviews
Top guest favourite
Farm stay in Middletown
The Milk House at Hereford Grove Farm
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 74 reviews
Guest favourite
Place to stay in Middletown
Vintage Mobile Home and Storage Workshop
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
4.87 out of 5 average rating, 68 reviews
Top guest favourite
Farm stay in Middletown
Getaway on the Catoctin
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Farm stay in Middletown
The Farm House at Hereford Grove Farm
3 bedrooms, 4 beds, 1.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 60 reviews
Home in Middletown
Updated Farmhouse < 2 Mi to Historic Middletown!
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 312 reviews
Superhost
Flat in Middletown
Woodsy Lair in Historic Middletown Valley!
2 beds, 1 bathroom
23–28 Aug
4.66 out of 5 average rating, 62 reviews
Top guest favourite
Farm stay in Middletown
Fox Haven Organic Farm's Spring House
5 bedrooms, 14 beds, 2.5 bathrooms
2–7 Aug
4.91 out of 5 average rating, 365 reviews
Home in Keedysville
Bufflehead Lodge
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Frederick
Luxury Cozy Guesthouse w/ Private Entry & Garage
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Frederick
Amazing view of the Middletown Valley
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.9 out of 5 average rating, 115 reviews