Vacation Rentals in Middletown, MD

Serene Log Cabin Nestled Among the Battlefields
7.5

Very good

·
Middletown
·
2 br
·
Sleeps 5
·
Balcony · Mountains · Fireplace ·
From
$135/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Mountains
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen
Charming "Cream of the Crop" Cape ~❤️of Middletown
9.8

Excellent

·
Middletown
·
2 br
·
Sleeps 6
·
Hardwood Floor · Walk In Closets · On Site Laundry ·
From
$135/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Hardwood Floor
Walk In Closets
On Site Laundry
Assigned Parking
Dishwasher
Fireplace
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.9

Excellent

·
Middletown
·
1 br
·
Sleeps 2
·
Assigned Parking · Outdoor Space · Workspace ·
From
$99/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Storage
Other spaces
Workspace, Kitchen
INDULGE - FRESH FLOWERS, MANY AMENITIES
9.9

Excellent

·
Middletown
·
2 br
·
Sleeps 4
·
Ceiling Fan · On Site Laundry · Dishwasher ·
From
$100/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Ceiling Fan
On Site Laundry
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
The Poplar Place at the foot of South Mountain!
8.9

Very good

·
Middletown
·
2 br
·
Sleeps 6
·
Central Heat · Dishwasher · Oven ·
From
$142/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Central Heat
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
“The Rambler” in Beautiful Middletown, MD
9.3

Excellent

·
Middletown
·
5 br
·
Sleeps 8
·
In Unit Laundry · Air Conditioning · Furnished ·
From
$210/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
In Unit Laundry
Air Conditioning
Furnished
Wifi
Countryside Cabin with Mountain Views near Surreybrooke Gardens
9.9

Excellent

·
Middletown
·
1 br
·
Sleeps 2
·
Fitness Center · Balcony · Mountains ·
From
$109/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Mountains
Dishwasher
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
Woodsy Lair in Historic Middletown Valley
6

Good

·
Middletown
·
1 br
·
Sleeps 4
·
Fireplace · Kitchen · Air Conditioning ·
From
$86/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen

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Boutique Space at Marble Ridge

No reviews

·
Frederick
·
3 br
·
Sleeps 6
·
Workspace · Dishwasher · Fireplace ·
From
$175/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Dishwasher
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Workspace, Kitchen
A view of the Middletown Valley Like No Other
9.7

Excellent

·
Frederick
·
3 br
·
Sleeps 6
·
Fireplace · Oven · Kitchen ·
From
$295/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Accessible 1 bedroom apartment near downtown Frederick

No reviews

·
Ballenger Creek Center
·
1 br
·
Sleeps 2
·
On Site Laundry · Assigned Parking · Workspace ·
From
$125/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Assigned Parking
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Workspace, Kitchen
Spacious, Elegant 2BR apartment near Frederick

No reviews

·
Frederick
·
2 br
·
Sleeps 6
·
Pool · Dishwasher · Oven ·
From
$257/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Pool
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Other spaces
Kitchen
Pet Friendly Getaway w/Disney+ Mins To DT Sleeps 5

No reviews

·
Old Farm
·
2 br
·
Sleeps 5
·
Free Parking · Fitness Center · On Site Laundry ·
From
$300/night
Check availability
Property
Condo · 2 Beds
Amenities
Free Parking
Fitness Center
On Site Laundry
Assigned Parking
Dishwasher
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Home away from home with stunning mountain views
10

Excellent

·
District 23 Ballenger
·
1 br
·
Sleeps 4
·
Pool · Mountains · Dishwasher ·
From
$238/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Mountains
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Beautiful townhouse

No reviews

·
Taskers Chance
·
1 br
·
Sleeps 2
·
Oven · Kitchen · Air Conditioning ·
From
$80/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Lovely, cozy one bedroom apartment near Frederick

No reviews

·
Frederick
·
1 br
·
Sleeps 4
·
Pool · Dishwasher · Oven ·
From
$273/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Other spaces
Kitchen

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Luxury Corporate Apartment fully furnished
10

Excellent

·
Frederick
·
1 br
·
Sleeps 3
·
Balcony · Dishwasher · Oven ·
From
$188/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Fitness Center
Other spaces
Balcony, Kitchen
Resort Style Condo
2

Poor

·
District 23 Ballenger
·
2 br
·
Sleeps 4
·
Pool · Hardwood Floor · Balcony ·
From
$199/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Pool
Hardwood Floor
Mountains
Dishwasher
Fireplace
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
Harmony Lodge nestled in wooded tranquility

No reviews

·
Myersville
·
2 br
·
Sleeps 5
·
Pool · Private Pool · Ski In Ski Out ·
From
$167/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Pool
Private Pool
Ski In Ski Out
Fitness Center
Mountains
Air Conditioning
Furnished
In Unit Laundry
Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
10

Excellent

·
District 6 Boonsboro
·
2 br
·
Sleeps 5
·
Dishwasher · Fireplace · Oven ·
From
$190/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Dishwasher
Fireplace
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
1886 Historic Farmhouse Cottage
10

Excellent

·
Jefferson
·
2 br
·
Sleeps 6
·
Hardwood Floor · On Site Laundry · Balcony ·
From
$207/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Hardwood Floor
On Site Laundry
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen
Cozy Pine Tree Nest
9

Excellent

·
Frederick
·
1 br
·
Sleeps 2
·
Smoking Allowed · Lake · Waterfront ·
From
$89/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Lake
Waterfront
Air Conditioning
Furnished
In Unit Laundry
Wifi
Garage Parking
Other spaces
Balcony, Workspace, Kitchen
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
10

Excellent

·
Jefferson
·
3 br
·
Sleeps 6
·
Ski In Ski Out · Ev Charging · Hardwood Floor ·
From
$135/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Ev Charging
Hardwood Floor
On Site Laundry
Dishwasher
Fireplace
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Luxury Apartment ten minutes from Frederick
10

Excellent

·
Frederick
·
3 br
·
Sleeps 6
·
Pool · Dishwasher · Oven ·
From
$283/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Pool
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Wheelchair Accessible
Other spaces
Kitchen
Home > Maryland Vacation Rentals > Middletown Vacation Rentals
Updated: March 20, 2023

Learn about vacation rentals in

Middletown

Explore 8 vacation rentals near Middletown, Maryland. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Middletown, you can see photos of Middletown vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Middletown vacation rentals in specific areas. Whether you’re looking for a Middletown staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Middletown is $86 per night and the highest price is $210 per night.
3 of the vacation rentals near Middletown are houses. The average bathroom count for a vacation house near Middletown is 2. The average price for vacation houses near Middletown is $162 per night. There are 2 vacation homes under this price. The most common amenities for vacation rentals near Middletown are: furnished, air conditioning, and in-unit laundry. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

3 available

2 bed rentals

4 available

4+ bed rentals

1 available

Getting around Middletown

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest in Middletown

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

0/10
Few or no shops within walking distance

Cafes

0/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Middletown, MD FAQ

How many vacation rentals in Middletown are available?

There are currently 8 vacation rentals in Middletown available. Our vacation rentals in Middletown include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Middletown?

Yes, right now there are 5 pet friendly vacation rentals in Middletown. A pet friendly vacation rental in Middletown means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Middletown with a pool?

No there are no vacation rentals with a pool available in Middletown, MD. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Middletown with internet access?

As of March 20, 2023, there are vacation rentals with internet access available in Middletown, Maryland. Check out more enjoyable destinations on Vacations by Zumper.

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