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, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is €200
includes taxes & fees
16 Feb - 17 Feb
Charming "Cream of the Crop" Cape ~❤️of Middletown

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 €321
includes taxes & fees
15 Mar - 16 Mar
New townhouse

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (77 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 €222
includes taxes & fees
15 Feb - 16 Feb
*Luxury Condo In Downtown Frederick*

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (32 reviews)
"It was a very cute house "
United States
Donna B.
The price is €261
includes taxes & fees
16 Feb - 17 Feb
Leesburg Hideaway- King Bed + Private Backyard

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Myersville
9.4 out of 10, Exceptional, (111 reviews)
"Farm house was roomy and clean and had a lot of amenities to make our stay comfortable (shampoo, conditioner, lotion, tissues, paper towels, napkins, coffee, coffee filters, salt and pepper, various cooking utensils and pots and pans). The antiques throughout the house were impressive. Convenient place to stay."
United States
Mia S.
The price is €251
includes taxes & fees
17 Feb - 18 Feb
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Nice and modern decor, 4BR 3BA, remodeled

Nice and modern decor, 4BR 3BA, remodeled
Hagerstown
9.8 out of 10, Exceptional, (27 reviews)
"Easy, pleasant stay "
United States
Mike H.
Nice and modern decor, 4BR 3BA, remodeled

Cozy Peaceful Basement Cabin Vibes

Cozy Peaceful Basement Cabin Vibes
Ijamsville
10.0 out of 10, Exceptional, (5 reviews)
"Good trip."
United States
Jewell F.
The price is €278
includes taxes & fees
17 Feb - 18 Feb
Cozy Peaceful Basement Cabin Vibes

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

3-bedroom townhome in charming Hagerstown with AC, WiFi

3-bedroom townhome in charming Hagerstown with AC, WiFi
Hagerstown
7.6 out of 10, Good, (4 reviews)
"Clean and comfy. "
United States
Nicola S.
The price is €183
includes taxes & fees
16 Feb - 17 Feb
3-bedroom townhome in charming Hagerstown with AC, WiFi

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, (58 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is €197
includes taxes & fees
16 Feb - 17 Feb
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

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.
Chic, pets, walk to downtown

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (14 reviews)
"Quiet and convenient stay in very comfortable house. Host was on top of every question and very helpful, answered questions immediately. Many thanks for a lovely stay."
United States
Janine S.
The price is €387
includes taxes & fees
15 Mar - 16 Mar
Newly constructed 6 bedroom home

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (14 reviews)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
Exclusive Wooded Chalet w Magnificent River Views

Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub

Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub

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, (38 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 €233
includes taxes & fees
17 Mar - 18 Mar
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (45 reviews)
"Prime location for all things in Harpers Ferry!! "
United States
Annette K.
Enchanting Cottage, walk to Downtown Harpers Ferry

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (50 reviews)
"Everything was perfect. The property is very cute and comfortable and the host was wonderful!"
United States
Carey K.
The price is €524
includes taxes & fees
17 Mar - 18 Mar
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"My sisters and I loved the home as we grew up in a large old home. The place is lovely.The negatives are the shower in the tub and the back entrance into the house. Should be a step with a railing or enter through the front. The front porch is great.The other issue is someone should check the house after it’s cleaned.Overall we enjoyed the home and would rent it again "
United States
Chris C.
Historic Queen Anne Family Home w Modern Comforts

White House Inn - Historic Home in Harpers Ferry!

White House Inn - Historic Home in Harpers Ferry!
Harpers Ferry
10.0 out of 10, Exceptional, (40 reviews)
"Very clean and well appointed. Great for a large group. "
United States
Richard
White House Inn - Historic Home in Harpers Ferry!

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (16 reviews)
"Great spot"
China
Clara
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
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

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
728
Accommodation
259 Holiday Homes
Lowest Price
€183
Highest Price
€524