Vacation Rentals in Middletown, MD

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Middletown, MD

Book a vacation rental in Middletown that has the highest visitor rating. Here are 6 of the best vacation rentals in Middletown.
Price drop
Equestrian farmhouse bring your own horses for trail rides. Private field&run in
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Smoking Allowed · Furnished · Oven ·
From
$428/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Smoking Allowed
Furnished
Oven
Air Conditioning
Fireplace
Other spaces
Kitchen
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
10

Excellent

·
Middletown
·
1 br
·
Sleeps 2
·
Oven · Air Conditioning · Assigned Parking ·
From
$125/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Assigned Parking
Storage
Wifi
In Unit Laundry
Furnished
Fireplace
Other spaces
Kitchen, Workspace
Price drop
Charming "Cream of the Crop" Cape ~❤️of Middletown
10

Excellent

·
Middletown
·
2 br
·
Sleeps 6
·
Wifi · Hardwood Floor · Oven ·
From
$149/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Wifi
Hardwood Floor
Oven
Fireplace
On Site Laundry
Air Conditioning
Dishwasher
Assigned Parking
Other spaces
Workspace, Kitchen
Woodsy Lair in Historic Middletown Valley
10

Excellent

·
Middletown
·
1 br
·
Sleeps 4
·
Fireplace · Furnished · Kitchen ·
From
$69/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
The Poplar Place at the foot of South Mountain!
10

Excellent

·
Middletown
·
2 br
·
Sleeps 6
·
Outdoor Space · Oven · Central Heat ·
From
$178/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Oven
Central Heat
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
INDULGE - FRESH FLOWERS, MANY AMENITIES
10

Excellent

·
Middletown
·
2 br
·
Sleeps 4
·
Kitchen · Wifi · Furnished ·
From
$100/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Wifi
Furnished
On Site Laundry
Ceiling Fan
In Unit Laundry
Oven
Air Conditioning
Dishwasher
Other spaces
Kitchen
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Updated: October 3, 2023