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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
2–7 Aug
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4.9 out of 5 average rating, 321 reviews
Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
28 Jul – 2 Aug
4.98 out of 5 average rating, 318 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, 36 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
Home in Middletown
Mountain Church Cottage
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
2–7 Nov
4.97 out of 5 average rating, 91 reviews
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
25–30 Jul
4.69 out of 5 average rating, 219 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, 330 reviews
Top guest favourite
Farm stay in Middletown
The Milk House at Hereford Grove Farm
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
4.94 out of 5 average rating, 72 reviews
Guest favourite
Place to stay in Middletown
Vintage Mobile Home and Storage Workshop
1 bedroom, 1 queen bed, 1 bathroom
21–26 Jul
4.87 out of 5 average rating, 67 reviews
Home in Middletown
Updated Farmhouse < 2 Mi to Historic Middletown!
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.88 out of 5 average rating, 8 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
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, 38 reviews
Superhost
Flat in Middletown
Woodsy Lair in Historic Middletown Valley!
2 beds, 1 bathroom
20–25 Jul
4.66 out of 5 average rating, 62 reviews
Top guest favourite
Farm stay in Middletown
The Farm House at Hereford Grove Farm
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Jul
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.98 out of 5 average rating, 310 reviews
Top guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds, 1.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 431 reviews
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 80 reviews
Superhost
Home in Myersville
Hillside Haven
3 bedrooms, 5 beds, 1.5 bathrooms
19–24 Jul
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