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Search results; Over 1,000 homes in Middletown

Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 private bathrooms
26–31 Jul
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4.9 out of 5 average rating, 320 reviews
Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 316 reviews
Top guest favourite
Home in Middletown
Mountain Church Cottage
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Jul
4.95 out of 5 average rating, 144 reviews
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
25–30 Jul
4.7 out of 5 average rating, 216 reviews
Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 32 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, 35 reviews
Home in Middletown
Updated Farmhouse < 2 Mi to Historic Middletown!
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
27 Oct – 1 Nov
4.97 out of 5 average rating, 90 reviews
Guest favourite
Place to stay in Middletown
Vintage Mobile Home and Storage Workshop
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
4.87 out of 5 average rating, 67 reviews
Top guest favourite
Farm stay in Middletown
The Milk House at Hereford Grove Farm
1 bedroom, 1 king bed, 1 bathroom
17–22 Jul
4.96 out of 5 average rating, 70 reviews
Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 328 reviews
Guest favourite
Cabin in Middletown
Charming vintage cabin in the ❤️ of Middletown.
1 bedroom, 1 queen bed, 1 bathroom
5–10 Aug
4.9 out of 5 average rating, 466 reviews
Top guest favourite
Farm stay in Middletown
Getaway on the Catoctin
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Farm stay in Middletown
Fox Haven Organic Farm's Spring House
5 bedrooms, 14 beds, 2.5 bathrooms
12–17 Jul
4.91 out of 5 average rating, 364 reviews
Home in Middletown
Secluded Farmhouse Retreat-Woods & Private Trails
3 bedrooms, 9 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Frederick
Spacious Carriage Home Suite in Frederick MD
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 152 reviews
Superhost
Flat in Middletown
Woodsy Lair in Historic Middletown Valley!
2 beds, 1 bathroom
10–15 Jul
4.66 out of 5 average rating, 61 reviews
Cabin in Middletown
Serene Log House Nestled Among the Battlefields
1 bedroom, 3 beds, 1 bathroom
21–26 Sept
4.73 out of 5 average rating, 204 reviews