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Middletown Vacation Rentals

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Vacation Rentals in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (95)
"Such a unique cabin to enjoy! It was just what we were looking for a relaxing weekend. We will definitely be going back in the spring/summer!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

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

9.6 out of 10, Exceptional, (93)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is CA $117
CA $284 total
includes taxes & fees
May 7 - May 8
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

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

9.8 out of 10, Exceptional, (98)
"This was a perfect clean comfortable place to stay while exploring the Harper's Ferry area. Hosts Scott and Margie are friendly and welcoming"
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (19)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is CA $214
CA $399 total
includes taxes & fees
May 11 - May 12
Charming Cabin in the Woods with River Access

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (118)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (64)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is CA $221
CA $485 total
includes taxes & fees
May 27 - May 28
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

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

10.0 out of 10, Exceptional, (116)
"Great communication with host. Cosy house, well equipped kitchen in a great location."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (7)
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (53)
"Very nice place and area. We had a really nice stay. Would highly recommend to stay at the tiny house."
The price is CA $102
CA $198 total
includes taxes & fees
May 19 - May 20
❤️ Secluded 1940s Romantic Tiny House on the River

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

9.8 out of 10, Exceptional, (28)
"The apartment is perfectly located by the trail and coffee shop and a cute restaurant! "
The price is CA $110
CA $219 total
includes taxes & fees
May 12 - May 13
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

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

10.0 out of 10, Exceptional, (46)
"Great property, so much space! And probably cleaner than any place I've stayed. Harpers Ferry is divi a cute little town and we enjoyed"
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (39)
"Great stay! "
The price is CA $193
CA $396 total
includes taxes & fees
May 6 - May 7
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (36)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
The price is CA $145
CA $246 total
includes taxes & fees
May 6 - May 7
The Carriage House at Carrot Top Cottage

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (32)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River

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

9.2 out of 10, Wonderful, (13)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (79)
"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 CA $276
CA $444 total
includes taxes & fees
May 11 - May 12
Antietam Creek - Quiet 2 Bedroom Cabin

*In The Heart Of Antietam*

9.4 out of 10, Exceptional, (84)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

Waterfront property in Harpers Ferry - Private River Access

9.8 out of 10, Exceptional, (25)
"Had a good time staying at this house. Nice yard right on the river."
Waterfront property in Harpers Ferry - Private River Access
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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Other types of properties in Middletown you may be interested in

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

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (95)
"Such a unique cabin to enjoy! It was just what we were looking for a relaxing weekend. We will definitely be going back in the spring/summer!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1000)
"Great place"
The price is CA $114
CA $127 total
includes taxes & fees
May 18 - May 19
Country Inn & Suites by Radisson, Frederick, MD
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.

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?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This vacation home rental near Middletown offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.