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Middletown Holiday Rentals

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Check prices for these dates

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Holiday 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, (104)
"When we arrived we had to double check to make sure we were in the correct location…way more than expected… lots of space and privacy, real cabin from the 1800s, fully furnished and owners provided snacks and drinks, we had never been to Maryland before…Truly unique experience we will go back hopefully for a little longer "
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 HK$706
HK$1,664 total
includes taxes & fees
1 Jul - 2 Jul
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
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (25)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is HK$1,279
HK$2,367 total
includes taxes & fees
20 Jul - 21 Jul
Charming Cabin in the Woods with River Access
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
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (80)
"We stayed one night and didn’t do anything besides sleep since we arrived late and left early. The kitchen was well equipped , though we didn’t cook. Very peaceful with a nice view of the creek. It would be really lovely in the summer. "
The price is HK$1,570
HK$2,513 total
includes taxes & fees
28 Jul - 29 Jul
Antietam Creek - Quiet 2 Bedroom Cabin
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)
"Great location to hiking trails and Harper’s Ferry National Park, shops, and restaurants. Charming, cozy house with a great sense of history, complete with wonky angles and creaky floorboards. Gas fireplace is a nice bonus."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
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 HK$1,002
HK$2,353 total
includes taxes & fees
1 Jul - 2 Jul
Cottage on King | Charming Historic Leesburg Home
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
Kalia’s Mountain Momma Getaway
Dining tables

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (7)
"Location was nice"
The price is HK$856
HK$1,388 total
includes taxes & fees
2 Jul - 3 Jul
Kalia’s Mountain Momma Getaway
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, (24)
"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 HK$785
HK$3,058 total
includes taxes & fees
7 Jul - 8 Jul
Secluded Cabin a Stone's Throw From the A.T.!
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
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, (109)
"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!
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 HK$3,056
HK$4,580 total
includes taxes & fees
6 Jul - 7 Jul
Minutes to Downtown Harpers Ferry, Hot Tub
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 HK$636
HK$1,256 total
includes taxes & fees
30 Jun - 1 Jul
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 HK$1,193
HK$1,900 total
includes taxes & fees
27 Jul - 28 Jul
Best location! The Pullman Apt @ historic 1799 Inn
“The Train Depot” 2nd oldest in the US
Exterior

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (81)
"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
Beautiful, Spacious Historic Victorian Near Ski Liberty
Exterior

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (58)
"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
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 HK$746
HK$1,165 total
includes taxes & fees
9 Jul - 10 Jul
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 holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Middletown has to offer?

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

How many holiday rentals will I find in Middletown?

Expedia has 4 holiday 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 holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.