Middletown Vacation Rentals

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Vacation Rentals in Middletown

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

Bolivar WV

$244 nightly

$271 total

May 3 - May 4

Total with taxes and fees

With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at Charles Town Races.

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

Frederick MD

$290 nightly

$307 total

May 17 - May 18

Total with taxes and fees

A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and 4 minutes by foot from The Delaplaine Arts Center.

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry WV

$385 nightly

$429 total

Apr 28 - Apr 29

Total with taxes and fees

With a stay at this vacation home in Harpers Ferry, you'll be in the mountains, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Great for Groups! Luxe + Private Myersville Estate

Myersville MD

With a stay at this vacation home in Myersville, you'll be within a 15-minute drive of South Mountain State Park and Washington Monument State Park.

Spacious Riverview Escape: Just Half Mile to Harpers Ferry National Park Center

Harpers Ferry WV

When you stay at this vacation home in Harpers Ferry, you'll be on a river, a 4-minute drive from Harpers Ferry National Historical Park and 9 minutes from Hollywood Casino at Charles Town Races.

Luxury Condo In Downtown Frederick

Frederick MD

$301 nightly

$319 total

May 25 - May 26

Total with taxes and fees

A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and 5 minutes by foot from Weinberg Center for the Arts.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

Harpers Ferry WV

$436 nightly

$485 total

May 28 - May 29

Total with taxes and fees

With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Virginius Island.

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV

$362 nightly

$403 total

May 11 - May 12

Total with taxes and fees

With a stay at this vacation home in Charles Town, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Modern Country House on the Shenandoah River

Charles Town WV

When you stay at this vacation home in Charles Town, you'll be on the waterfront and steps from Shenandoah River.

The Penny Postcard Historic House

Harpers Ferry WV

Located in Harpers Ferry, this vacation home is in a rural location, within a 15-minute walk of Bolivar Community Park and Vivo Day Spa.

The McCoy House at the Harpers Ferry/Civil War Battlefields KOA

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute drive from Harpers Ferry National Historical Park and 9 minutes from Hollywood Casino at Charles Town Races.

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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.