Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Middletown
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Middletown
Over 1,000 homes in Middletown
Top guest favourite
Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms
,
·
2 beds
,
·
2.5 private bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,023
£912
total
Show price breakdown
,
·
4.91 out of 5 average rating, 330 reviews
4.91 (330)
Top guest favourite
Guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
£406
total
Show price breakdown
£406 total
Free cancellation
4.98 out of 5 average rating, 324 reviews
4.98 (324)
Guest favourite
Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
£613
£543
total
Show price breakdown
Free cancellation
4.93 out of 5 average rating, 334 reviews
4.93 (334)
Top guest favourite
Guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
£930
£825
total
Show price breakdown
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Farm stay in Middletown
The Milk House at Hereford Grove Farm
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
£987
total
Show price breakdown
£987 total
4.95 out of 5 average rating, 78 reviews
4.95 (78)
Top guest favourite
Guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
9–14 Nov
9–14 Nov
£899
total
Show price breakdown
£899 total
Free cancellation
4.97 out of 5 average rating, 91 reviews
4.97 (91)
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Sept
11–16 Sept
£792
£701
total
Show price breakdown
Free cancellation
4.7 out of 5 average rating, 224 reviews
4.7 (224)
Top guest favourite
Guest favourite
Home in Middletown
Mountain Church Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
£744
total
Show price breakdown
£744 total
4.95 out of 5 average rating, 155 reviews
4.95 (155)
Top guest favourite
Guest favourite
Guest suite in Middletown
Cozy Farmhouse Guest Suite w/ Private Deck
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
£578
£511
total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Guest favourite
Guest favourite
Place to stay in Middletown
Vintage Mobile Home and Storage Workshop
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
£411
£367
total
Show price breakdown
4.87 out of 5 average rating, 69 reviews
4.87 (69)
Home in Middletown
Downtown Middletown Lodge
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
£890
total
Show price breakdown
£890 total
Free cancellation
4.67 out of 5 average rating, 3 reviews
4.67 (3)
Cabin in Middletown
Serene Log House Nestled Among the Battlefields
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
£655
total
Show price breakdown
£655 total
4.73 out of 5 average rating, 205 reviews
4.73 (205)
Guest favourite
Guest favourite
Home in Jefferson
Firefly Hill Farmhouse
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
£1,444
£1,292
total
Show price breakdown
4.95 out of 5 average rating, 61 reviews
4.95 (61)
Guest favourite
Guest favourite
Cabin in Middletown
Charming vintage cabin in the ❤️ of Middletown.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
£832
£740
total
Show price breakdown
4.9 out of 5 average rating, 466 reviews
4.9 (466)
Top guest favourite
Guest favourite
Farm stay in Middletown
Fox Haven Organic Farm's Spring House
5 bedrooms
5 bedrooms
,
·
14 beds
14 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,097
£972
total
Show price breakdown
4.91 out of 5 average rating, 369 reviews
4.91 (369)
Superhost
Superhost
Place to stay in Frederick
Guest House near downtown Frederick
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
£609
total
Show price breakdown
£609 total
4.88 out of 5 average rating, 49 reviews
4.88 (49)
Top guest favourite
Guest favourite
Farm stay in Middletown
The Farm House at Hereford Grove Farm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Oct
1–6 Oct
£1,571
total
Show price breakdown
£1,571 total
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Top guest favourite
Guest favourite
Guest house in Frederick
Boutique space at Marble Ridge
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
£880
total
Show price breakdown
£880 total
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Home in Middletown
Updated Farmhouse < 2 Mi to Historic Middletown!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
£1,171
£990
total
Show price breakdown
4.9 out of 5 average rating, 10 reviews
4.9 (10)
1
2
3
4
…
15