Holiday Homes in Middletown

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Our top choices for Middletown holiday homes

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (143 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is €211
includes taxes & fees
5 Apr - 6 Apr
Charming "Cream of the Crop" Cape ~❤️of Middletown

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (81 reviews)
"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...
United States
Lynne
The price is €203
includes taxes & fees
6 Apr - 7 Apr
*Luxury Condo In Downtown Frederick*

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (124 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
The price is €243
includes taxes & fees
6 Apr - 7 Apr
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

New townhouse

New townhouse
Frederick
9.4 out of 10, Exceptional, (9 reviews)
"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"
United States
Traci U.
The price is €315
includes taxes & fees
3 Apr - 4 Apr
New townhouse

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"Loved this home. Host was excellent with A communication. Beautiful setting adjacent to Antietam Battlefield. "
United States
Cbragaw B.
The price is €241
includes taxes & fees
13 Apr - 14 Apr
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (61 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is €263
includes taxes & fees
5 Apr - 6 Apr
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (40 reviews)
"Everything was very clean and tidy, and very bright. The beds were extremely comfortable. Location was perfect and we really enjoyed having the backyard with a hot tub and a fire pit very relaxing."
United States
Donna C.
The price is €237
includes taxes & fees
6 Apr - 7 Apr
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is €213
includes taxes & fees
6 Apr - 7 Apr
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay. The place has perfect and the location was close to everything downtown. The host was great. Will definitely stay there again."
United States
Patrick H.
The price is €224
includes taxes & fees
2 Apr - 3 Apr
Chic, pets, walk to downtown

The C&O Adventure Retreat on Taylor's Landing

The C&O Adventure Retreat on Taylor's Landing
Sharpsburg
8.2 out of 10, Very good, (60 reviews)
"Great location, spacious living area, plenty of linens, and excellent fire pit! "
United States
Maria Elena S.
The price is €249
includes taxes & fees
7 Apr - 8 Apr
The C&O Adventure Retreat on Taylor's Landing

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"Stayed at this beautiful home for a friends wedding. The beds were so comfy! I would def stay here if I’m in the area again. Thanks so much for having us "
United States
Jalessa R.
The price is €401
includes taxes & fees
5 Apr - 6 Apr
Newly constructed 6 bedroom home

Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
The price is €364
includes taxes & fees
2 Apr - 3 Apr
Rural & Historic Detour Escape w/ Horses On-Site!

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is €363
includes taxes & fees
9 Apr - 10 Apr
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful views "
United States
Darryl L.
The price is €402
includes taxes & fees
9 Apr - 10 Apr
Exclusive Wooded Chalet w Magnificent River Views

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!
Charles Town
9.6 out of 10, Exceptional, (67 reviews)
"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."
United States
Paul M.
The price is €345
includes taxes & fees
16 Apr - 17 Apr
Terra Alta - Incredible River Views and Hot Tub!

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is €284
includes taxes & fees
14 Apr - 15 Apr
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is €338
includes taxes & fees
7 Apr - 8 Apr
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Harpers Ferry Mountain Escape w/ Patio & Fireplace

Harpers Ferry Mountain Escape w/ Patio & Fireplace
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"This place is a great little getaway near lower town Harper’s Ferry. It’s clean, spacious and the owners have given so much thought to amenities - from the s’mores station and hot cocoa on arrival to the mini JBL speaker for enjoying the awesome patio/outdoor space. There was also a natural spring nearby that was busy every time we passed if you’re into to bottling fresh spring water. "
United States
Vyotta H.
The price is €323
includes taxes & fees
13 Apr - 14 Apr
Harpers Ferry Mountain Escape w/ Patio & Fireplace

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
The price is €330
includes taxes & fees
7 Apr - 8 Apr
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

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Middletown Holiday Homes information

Number of reviews
629
Accommodation
259 Holiday Homes
Lowest Price
€203
Highest Price
€402