filters

Search results; Over 1,000 homes in Middletown

Photo 1 of 29
Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms, 3 beds, 1 private bathroom
14–19 Oct
,
4.93 out of 5 average rating, 335 reviews
Photo 1 of 29
Top guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Nov
4.91 out of 5 average rating, 331 reviews
Photo 1 of 29
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
Photo 1 of 29
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, 36 reviews
Photo 1 of 6
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
Photo 1 of 28
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
Photo 1 of 12
Home in Middletown
Downtown Middletown Lodge
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.75 out of 5 average rating, 4 reviews
Photo 1 of 29
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
Photo 1 of 22
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
Photo 1 of 29
Guest favourite
Guest suite in Middletown
Cozy Farmhouse Guest Suite w/ Private Deck
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 44 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Cabin in Middletown
Serene Log House Nestled Among the Battlefields
1 bedroom, 3 beds, 1 bathroom
12–17 Oct
4.73 out of 5 average rating, 205 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Home in Frederick
Blue Goose Saloon Private Residence
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.92 out of 5 average rating, 101 reviews
Photo 1 of 29
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
Photo 1 of 29
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