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Middletown Vacation Rentals

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Check prices for these dates

Tonight
Jun 20 - Jun 21
Tomorrow
Jun 21 - Jun 22
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (103)
"Cozy cabin, wonderful hosts, great location near the AT. Probably the most thoughtful host we’ve had, they’ve thought of everything from breakfast treats and extra linens, even dog treats."
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (96)
"Adorable log cabin stay. We enjoyed the quiet neighborhood and cute town with beautiful old homes! It was a nice 3 day respite "
The price is ￥16,004
￥34,083 total
includes taxes & fees
Jun 30 - Jul 1
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Serene Log Cabin Nestled Among the Battlefields
Exterior detail

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very Good, (27)
"The cabin was very nice"
Serene Log Cabin Nestled Among the Battlefields
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Microwave

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

10.0 out of 10, Exceptional, (2)
"Small basement apartment had all we needed and wanted. Wonderful location. "
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (121)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (24)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is ￥22,551
￥42,105 total
includes taxes & fees
Jun 22 - Jun 23
Charming Cabin in the Woods with River Access
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

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

10.0 out of 10, Exceptional, (122)
"My husband and I thoroughly enjoyed staying in Harper's Ferry. It is a beautiful historic town with many sights to see. This house made it very convenient to have quick access to everything. It was especially useful for time management. We were able to complete our full itinerary that we had planned in advance."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Outdoor dining

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

8.8 out of 10, Excellent, (18)
"We had a great time "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Secluded Cabin a Stone's Throw From the A.T.!
Fridge, microwave, oven, stovetop

Secluded Cabin a Stone's Throw From the A.T.!

9.8 out of 10, Exceptional, (23)
"We had an amazing time staying in this beautiful home. Communication and pre-trip information was outstanding, and the house was exactly as described. We didn’t even need to leave the property, we had everything we needed right there. Loved seeing a wild turkey and a baby deer with its mama, and the view from the kitchen and dining area was so serene. We would definitely stay here again!"
The price is ￥14,549
￥57,300 total
includes taxes & fees
Jun 26 - Jun 27
Secluded Cabin a Stone's Throw From the A.T.!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Miscellaneous

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

9.8 out of 10, Exceptional, (105)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (52)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is ￥18,413
￥43,429 total
includes taxes & fees
Jun 23 - Jun 24
Cottage on King | Charming Historic Leesburg Home
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Exterior

Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

10.0 out of 10, Exceptional, (13)
"great location. quaint property. really neat inside. had a friendly cat to visit outside. within walking distance of a few neat restaurants "
The price is ￥11,785
￥23,287 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Best location! The Pullman Apt @ historic 1799 Inn
Property grounds

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (33)
"We had such a great time in Harper’s Ferry and at the 1799 Inn. A perfect location to hang out in the town and hike. "
The price is ￥22,114
￥36,304 total
includes taxes & fees
Jun 24 - Jun 25
Best location! The Pullman Apt @ historic 1799 Inn
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

9.4 out of 10, Exceptional, (109)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is ￥17,823
￥41,966 total
includes taxes & fees
Jun 30 - Jul 1
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
10.0 out of 10, Exceptional, (13)
"What a lovely, cozy, clean property! The location was in the heart of Harper’s Ferry. Everything advertised was exactly as described, even nicer, inside and out! Cathy, our property manager was communicative and helpful. We will be back!!"
The price is ￥26,916
￥48,127 total
includes taxes & fees
Jun 23 - Jun 24
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Minutes to Downtown Harpers Ferry, Hot Tub
Miscellaneous

Minutes to Downtown Harpers Ferry, Hot Tub

9.6 out of 10, Exceptional, (17)
"Great location and unit"
The price is ￥47,517
￥73,209 total
includes taxes & fees
Jun 25 - Jun 26
Minutes to Downtown Harpers Ferry, Hot Tub
Beautiful, Spacious Historic Victorian Near Ski Liberty
Exterior

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (57)
"We loved our stay! We felt so comfortable! Our property manager was excellent. The house was amazing! We love old houses and it had everything we needed. "
Beautiful, Spacious Historic Victorian Near Ski Liberty
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
“The Train Depot” 2nd oldest in the US
Exterior

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (80)
"Great location in downtown Frederick. Cozy and comfortable accommodation with great historic vibes and modern amenities. We would definitely stay here again. "
“The Train Depot” 2nd oldest in the US
Birch Cabin at Hunting Creek Hideaway
1 bedroom, bed sheets

Birch Cabin at Hunting Creek Hideaway

9.4 out of 10, Exceptional, (3)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is ￥16,004
￥23,904 total
includes taxes & fees
Jun 22 - Jun 23
Birch Cabin at Hunting Creek Hideaway
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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Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, we offer vacation rentals near well known points of interest in Middletown, or you can select a secluded option if you're looking for relaxation. Middletown is known for its golf courses and riverfront. Make sure you have time to check out the entertainment choices while you're in the area.

What's the top vacation rental in Middletown?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This vacation home rental near Middletown is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the private yard in this rental home to help you unwind.

How many vacation rentals will I find in Middletown?

Expedia has 4 vacation rentals for your stay in Middletown.

What can I see and do in Middletown?

While exploring the area, visit family-friendly sights like Catoctin Wildlife Preserve and Zoo, or get outside and enjoy nature at Baker Park. Other places in town to visit include Maryland National Golf Club and South Mountain State Park.

What are vacation rentals like in Middletown?

Vacation rentals are private accommodations you can book for a couple days or more in Middletown. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.