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Search Vacation Homes in Middletown

Compare 228 Vacation Homes in Middletown with updated reviews, rates, and availability.

Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (56)
"Not much to say other than it was a great stay. Scott was super responsive for the few questions we had and everything was clean and comfortable."
The price is $145
$221 total
includes taxes & fees
Jun 2 - Jun 3
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Pool
Pool, Hot Tub, and Fun for all!
10.0 out of 10, Exceptional, (5)
"This was our second time traveling to the area and staying at this house. Great place to stay. House was clean, lots of room for multiple guests. Nice pool and hot tub in the yard. There’s also a nice covered outdoor patio with a TV for hanging out, outside. Owner is very responsive and good to deal with. I will definitely stay again when in the area."
The price is $349
$600 total
includes taxes & fees
May 28 - May 29
Pool, Hot Tub, and Fun for all!
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
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Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (100)
"Perfect location in historic Middletown. Our daughter stayed over night to be our driver to graduations. She recommends a circulating fan for the basement bedroom! Apparently, we, at the age of 83, kept the house a little too warm!"
The price is $145
$307 total
includes taxes & fees
Jun 2 - Jun 3
Charming "Cream of the Crop" Cape ~❤️of Middletown
Smart TV, fireplace, table tennis, books
Hot Tub, Poker Table, River Access & Kayaks and Wineries
10.0 out of 10, Exceptional, (5)
"It was great. Nice property, awesome location. Very private"
The price is $152
$410 total
includes taxes & fees
May 28 - May 29
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Exterior
Union Street Carriage Quarters
10.0 out of 10, Exceptional, (21)
"This was our third stay here in a short period of time as our house gets renovated. We just love its coziness & cleanliness. Great communication with owners. Highly recommend!"
Union Street Carriage Quarters
Private kitchen
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is $135
$287 total
includes taxes & fees
Jun 26 - Jun 27
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Smart TV
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (41)
"Very historic town great property walking distance to everything"
The price is $200
$356 total
includes taxes & fees
May 28 - May 29
*Luxury Condo In Downtown Frederick*
Property grounds
Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (14)
"We enjoyed our weekend in this very comfortable, well appointed home. We love a king size bed with quality sheets! The family room couch was great for lounging. We look forward to coming back!"
Hollow Hideaway is nestled between peaceful mountains and star filled skies
Fridge, microwave, stovetop, dishwasher
Townhome in Leesburg Historic District!
10.0 out of 10, Exceptional, (10)
"Stayed four nights while our house was listed for sale. Had everything we needed, clean and comfortable and a great location a stone’s throw from all the coffee shops, restaurants and boutiques of downtown Leesburg. Bonus was the flower and garden festival. Location was mostly quiet but some street noise during the day/evening only which is to be expected so not an issue at all. House is wonderfully historic with all modern amenities/new upgraded appliances!"
Townhome in Leesburg Historic District!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
The price is $356
$763 total
includes taxes & fees
Jun 13 - Jun 14
White House Inn - Historic Home in Harpers Ferry!
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (96)
"A perfect location in Frederick. The Carroll Creek Canal is right behind the house and is beautifull! Aaron gave us excellent recommendations as to where to visit and eat. The house is older but clean, tidy and comfortable. We did use the kitchen to cook and gave Aaron a few pointers to improve what he had for utensils. Overall, I would come back again. Thanks Aaron"
The price is $140
$314 total
includes taxes & fees
Jun 2 - Jun 3
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Smart TV
The Penny Postcard Historic House
10.0 out of 10, Exceptional, (8)
"This is a spacious, comfortable home. Walking distance to dining, wine and convenience store. A bit far to downtown Harpers Ferry, but doable. We brought our own grill for outdoor cooking. Amy was super responsive to all my questions prior to our trip. I'd recommend this location to friends and family if ever in the area."
The Penny Postcard Historic House
Fridge, microwave, stovetop, dishwasher
Farmhouse on River, 12 Miles to Liberty Mountain
9.6 out of 10, Exceptional, (35)
"We loved being all together and the house allowed for us to do that. Check in was easy. Location was great-nice off the main road but close to towns. Historic home so we expect the tiny door into the small room. We expect the themed rooms to compliment the hunter theme. Huge turkey was a turn off above the bed. We did not appreciate the dust all around, old beds, and stains on bedding. Kitchen pots and pans need updating. We ordered out food for most of our meals. Never heard back from with host...
Farmhouse on River, 12 Miles to Liberty Mountain
Property grounds
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
8.8 out of 10, Excellent, (3)
"Comfortable stay. Has everything you need and more. Great backyard with swing-set, fire pit. Incredible sunset views overlooking the Potomac. Close to Harper’s Ferry, AT, Antietam, Boonsboro, C&O, walking, hiking, etc…"
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
Interior
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (73)
"This is a very solid VRBO. Pros: - Location is excellent; right in the downtown Sharpsburg next to a yummy ice cream place. It's easy to drive to and from. - Parking was good. There's a public lot across the street (no overnight there) and street parking in front of the unit. - There's a good amount of space in this unit with three bedrooms, a living room, dinning room, and kitchen. - The wifi is blazing fast; I was getting over 300 mbps when running speed tests. - It was a comfortable stay....
*In The Heart Of Antietam*
Fridge, microwave, oven, stovetop
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (46)
"Great little place to stay in Frederick for a couple or small family. House was clean and up to date with good Wi-Fi and well set up kitchen. Best part was being able to walk into the center of town for shops and restaurants in 5 minutes! Highly recommended!!"
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
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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.

Other property types in Middletown

Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (61)
"Beautiful views from the wrap around porch. Comfortable inside including the bed. Lots of neat things to look at. Highly recommend!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (100)
"Perfect location in historic Middletown. Our daughter stayed over night to be our driver to graduations. She recommends a circulating fan for the basement bedroom! Apparently, we, at the age of 83, kept the house a little too warm!"
The price is $145
$307 total
includes taxes & fees
Jun 2 - Jun 3
Charming "Cream of the Crop" Cape ~❤️of Middletown
TV, fireplace
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (81)
"My wife LOVED it here. Yes it’s an old cabin But it was furnished wonderfully and very comfortable. We had a great stay and have already recommended this place to a few friends. Over all I give it an A and this one ranks up in the top 5 of our vrbo vacation rentals"
The price is $85
$202 total
includes taxes & fees
May 30 - May 31
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
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.

Middletown Vacation Homes information

Number of reviews
671
Accommodation
228 Vacation Homes
Lowest Price
Highest Price

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