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Search results; Over 1,000 places in Middletown

Guest favourite
Room in Middletown
Stay with MaryHospitality,
Peaceful Farmette, Double Bedroom
21–26 Apr
4.97 out of 5 average rating, 157 reviews
Guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 beds
28 Apr – 3 May
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
6 beds
8–13 Jun
4.65 out of 5 average rating, 111 reviews
Guest favourite
Home in Middletown
Mountain Church Cottage
3 beds
31 May – 5 Jun
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Frederick
Spacious & Comfy Private Apartment
21–26 Apr
4.81 out of 5 average rating, 21 reviews
Guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 beds
21–26 Apr
4.97 out of 5 average rating, 145 reviews
Guest favourite
Room in Frederick
Stay with Kerri
Private BR/BA & Balcony Mtntop Manor 12 mins to DT
19–24 Apr
4.98 out of 5 average rating, 52 reviews
Home in Boonsboro
The Overlook~ Exquisite Views
4 beds
19–24 Apr
New place to stay
Guest favourite
Home in Jefferson
"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson
4 beds
21–26 Apr
4.91 out of 5 average rating, 179 reviews
Home in Frederick
Spacious & Charming Private Apt
1 queen bed
29 Apr – 4 May
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Frederick
Blue Goose Saloon Private Residence
1 king bed
19–24 Apr
4.89 out of 5 average rating, 71 reviews
Guest favourite
Place to stay in Frederick
Uptown AlleyCat Studio Apartment
1 queen bed
26–31 May
4.96 out of 5 average rating, 259 reviews
Guest favourite
Home in Frederick
Fully Renovated 6 BR Home Near Gambrill State Park
6 beds
22–27 Apr
4.95 out of 5 average rating, 38 reviews
Guest favourite
Home in Frederick
Amazing view of the Middletown Valley
3 beds
5–10 May
4.93 out of 5 average rating, 76 reviews
Guest favourite
Home in Jefferson
Firefly Hill Farmhouse
5 beds
21–26 Apr
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Jefferson
Historic Cottage in Wine Country
4 beds
21–26 Apr
5.0 out of 5 average rating, 160 reviews
Guest favourite
Home in Keedysville
Keedy’s Country Manor
5 beds
27 Apr – 2 May
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Adamstown
Wizard's Escape | Sleeps 15+ | Pool | Escape Room
12 beds
18–23 Aug
4.97 out of 5 average rating, 34 reviews