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Middletown Vacation Rentals

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Vacation Rentals in Middletown

Our top choices for Middletown vacation rentals

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (113)
"Best place to get away from all the city CHAOS in Washington, DC!"
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, (101)
"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."
The price is CA $118
CA $285 total
includes taxes & fees
Aug 25 - Aug 26
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (125)
"We had a fabulous time here! This was a great location. Not only was it close to historic sites, downtown Harper’s Ferry, but we also thoroughly enjoyed the river (as did our dog!). While this is a back unit to the host's home, they were were hospitable, friendly, made an effort to give us privacy and allowed us full use of all the amenities. We were concerned about privacy, but had no issues and would absolutely recommend this place. It was also a great neighborhood for our dog to walk/run...
RIVERKEEPER INN, Waterfront Property on the Potomac River

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

10.0 out of 10, Exceptional, (128)
"Place was nice and clean. Location was good. We enjoyed the quiet. Had a blast!"
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

❤️ Secluded 1940s Romantic Tiny House on the River

9.8 out of 10, Exceptional, (60)
"We truly loved this location and definitely will be back!"
The price is CA $93
CA $188 total
includes taxes & fees
Sep 1 - Sep 2
❤️ Secluded 1940s Romantic Tiny House on the River

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

10.0 out of 10, Exceptional, (62)
"Location and house was just as described. Would highly recommend staying here if your looking for a location close to Harper's Ferry."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (31)
"Very nice rest time…"
The price is CA $226
CA $415 total
includes taxes & fees
Aug 28 - Aug 29
Charming Cabin in the Woods with River Access

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is CA $257
CA $454 total
includes taxes & fees
Aug 25 - Aug 26
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

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

9.0 out of 10, Wonderful, (7)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Birch Cabin at Hunting Creek Hideaway

9.6 out of 10, Exceptional, (7)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is CA $119
CA $192 total
includes taxes & fees
Aug 25 - Aug 26
Birch Cabin at Hunting Creek Hideaway

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (15)
"This is an amazing place to stay its not far away from alot of things but gives you the sense of being in the middle of no where. "
Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

Blue Ridge Getaway - Sunset Views, A.T. Access

10.0 out of 10, Exceptional, (55)
"My girlfriend and I had a wonderful weekend escaping the hustle and bustle of the city. The view was spectacular and the property was perfect!"
The price is CA $139
CA $504 total
includes taxes & fees
Sep 4 - Sep 5
Blue Ridge Getaway - Sunset Views, A.T. Access

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is CA $210
CA $444 total
includes taxes & fees
Sep 9 - Sep 10
Cottage on King | Charming Historic Leesburg Home

Fall is right around the corner! Plan your mountain getaway now!

10.0 out of 10, Exceptional, (304)
"Our favorite spot in the Gettysburg area. The house is peaceful and comfortable, fully stocked and very well maintained. We've stay several times and have never been disappointed. The owners are very responsive, always an enjoyable stay."
Fall is right around the corner! Plan your mountain getaway now!

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (57)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is CA $139
CA $559 total
includes taxes & fees
Aug 28 - Aug 29
Terra Alta - Incredible River Views and Hot Tub!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River

Silo Tiny House Cabin

9.2 out of 10, Wonderful, (5)
"Heated mattress was the best. Thank you! "
The price is CA $243
CA $412 total
includes taxes & fees
Aug 25 - Aug 26
Silo Tiny House Cabin

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

9.8 out of 10, Exceptional, (119)
"Very nice home with river access. Close to all area attractions."
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (140)
"Wonderful house for a great weekend away"
The price is CA $269
CA $555 total
includes taxes & fees
Sep 8 - Sep 9
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (21)
"The property is well maintained. The surroundings are peaceful. It was conveniently located near the casino and winery we visited. The house only has one TV; but that gave us more time to make new memories. "
The price is CA $139
CA $611 total
includes taxes & fees
Sep 4 - Sep 5
The Oculus - Huge Cabin with a Hot Tub!
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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Top Middletown Hotel Reviews

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 South Mountain State Park and Maryland National Golf Club.

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.