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Search results; Over 1,000 homes in Middletown

Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 bedroom, 1 bed, 1 private bathroom
12–17 Jul
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4.98 out of 5 average rating, 318 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
Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 bathrooms
26–31 Jul
4.9 out of 5 average rating, 320 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, 217 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
8–13 Nov
4.97 out of 5 average rating, 90 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, 145 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, 329 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
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
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
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
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
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
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, 71 reviews
Guest favourite
Townhouse in Frederick
Positive vibes on Market St
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 159 reviews
Top guest favourite
Home in Frederick
More Luxury = Gym + Entertainment + Best Location
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Aug
4.95 out of 5 average rating, 205 reviews
Guest favourite
Home in Frederick
Amazing view of the Middletown Valley
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.9 out of 5 average rating, 115 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
Home in Frederick
Fully Renovated 5 BR Home Near Gambrill State Park
5 bedrooms, 5 beds, 2 bathrooms
24–29 Jul
4.85 out of 5 average rating, 68 reviews