Book Holiday Homes in Middletown

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Featured Holiday Homes in Middletown

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Frederick
The price is NZ$436 per night from 27 Apr to 28 Apr
NZ$436
includes taxes & fees
27 Apr - 28 Apr
Stay at this vacation home in Frederick. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions National Museum of Civil War Medicine ...
*Luxury Condo In Downtown Frederick*
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

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

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park ...
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and patios. Popular attractions Harpers Ferry National Historical Park and John Brown ...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry
Book a stay at this ski vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Harpers Ferry National Historical Park ...
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and patios. Popular attractions Shannondale Springs Wildlife Management ...
Modern Country House on the Shenandoah River
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

Frederick
The price is NZ$522 per night from 27 Apr to 28 Apr
NZ$522
includes taxes & fees
27 Apr - 28 Apr
Stay at this vacation home in Frederick. Enjoy a fitness center, patios, and cable/satellite TV service. Popular attractions National Museum of Civil War Medicine ...
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
*In The Heart Of Antietam*

*In The Heart Of Antietam*

Sharpsburg
Stay at this vacation home in Sharpsburg. Enjoy free WiFi, a garden, and balconies or patios. Popular attractions Tolson's Chapel and Antietam Creek Vineyards ...
*In The Heart Of Antietam*
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg
The price is NZ$672 per night from 28 Apr to 29 Apr
NZ$672
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this family-friendly vacation home in Leesburg. Enjoy free WiFi, a garden, and patios. Popular attractions Rotary Park and Tally Ho Theatre are ...
Cottage on King | Charming Historic Leesburg Home
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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.

Middletown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middletown vacation homes are the perfect way for you to wing it.

Holiday houses in Middletown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middletown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middletown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middletown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middletown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Middletown Holiday Homes essential information

Accommodation
287 Holiday Homes
Lowest Price
NZ$146
Highest Price
NZ$672
Popular accommodation
*Luxury Condo In Downtown Frederick*, Walk to Harpers Ferry! Dog-friendly. Beautiful Views., Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Modern Country House on the Shenandoah River , RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT., *In The Heart Of Antietam* , Cottage on King | Charming Historic Leesburg Home

Top trending hotels in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown
Stay at this cabin in Middletown. Enjoy free WiFi, a garden, and patios. Popular attractions Maryland National Golf Club and Orchid Cellar Winery are located ...
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Serene Log Cabin Nestled Among the Battlefields

Serene Log Cabin Nestled Among the Battlefields

Middletown
Stay at this cabin in Middletown. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Orchid Cellar Winery and Washington Monument State ...
Serene Log Cabin Nestled Among the Battlefields
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is NZ$146 per night from 30 Apr to 1 May
NZ$146
includes taxes & fees
30 Apr - 1 May
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Frederick, MD
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Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 27 Apr to 28 Apr
NZ$204
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Frederick
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See all available properties in Middletown
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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.

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^Subject to availability and chosen travel dates.