Middletown Vacation Rentals

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Vacation Rentals in Middletown

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

Middletown
9.6 out of 10, Exceptional, (107)
"We loved it! As cute/sweet as described."
United States
Fran E.
The price is ¥10,949
¥29,014 total
includes taxes & fees
Nov 24 - Nov 25
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown
10.0 out of 10, Exceptional, (128)
"Great place to stay. Very quiet. Just wish there would have been a king size bed, otherwise loved it"
United States
Corinne R.
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
9.6 out of 10, Exceptional, (65)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
United States
Cherilyn M.
The price is ¥15,641
¥63,352 total
includes taxes & fees
Nov 30 - Dec 1
Terra Alta - Incredible River Views and Hot Tub!

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

Harpers Ferry
9.8 out of 10, Exceptional, (133)
"Although I never met my hostess, the cottage stay was easy to book and just as advertised. Fantastic views, well stocked kitchen, and a personal greeting on wet board. Gas fireplace was warm and cozy."
United States
Karen
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Luxury Getaway on The Potomac

Martinsburg
9.8 out of 10, Exceptional, (20)
"Our family thoroughly our stay at this beautiful well-equipped house. Our family agreed this was our favorite vacation house. Great location on the Potomac River made better with all the available water toys. My Great-Grand Children enjoyed the fishing and even caught a few. We were slightly disappointed that the dock shown in one picture wasn't there. It was destroyed in a recent storm. "
United States
Anonymous traveler
Luxury Getaway on The Potomac

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is ¥6,194
¥16,386 total
includes taxes & fees
Dec 1 - Dec 2
❤️ Secluded 1940s Romantic Tiny House on the River

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Harpers Ferry
9.4 out of 10, Exceptional, (20)
"Cute little place with a cabin feel, it had everything I needed and then some. The place was very clean, the bed was very comfortable, and the shower was clean and welcome after long hiking days. "
United States
Julie B.
The price is ¥21,115
¥33,797 total
includes taxes & fees
Dec 12 - Dec 13
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Charming Cabin in the Woods with River Access

Shepherdstown
9.6 out of 10, Exceptional, (39)
"My family enjoyed our stay at the cabin including having access to the river for morning coffee and playing board games in the evening after a day of tubing. The drive to the cabin was beautiful with lots of deer sightings. "
United States
Leana H.
The price is ¥19,551
¥39,678 total
includes taxes & fees
Dec 4 - Dec 5
Charming Cabin in the Woods with River Access

Silo Tiny House Cabin

Harpers Ferry
9.2 out of 10, Wonderful, (9)
"Very charming and spacious silo! Very quiet and comfortable. Highly recommend and would definitely stay again!"
United States
Lauren M.
The price is ¥27,450
¥46,560 total
includes taxes & fees
Nov 24 - Nov 25
Silo Tiny House Cabin

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

Harpers Ferry
10.0 out of 10, Exceptional, (79)
"Absolutely delightful!"
United States
John M.
The price is ¥20,333
¥48,906 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

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

Harpers Ferry
9.6 out of 10, Exceptional, (101)
"The house was beyond expectations."
United States
Eddie J.
The price is ¥19,567
¥64,569 total
includes taxes & fees
Dec 1 - Dec 2
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

RIVERKEEPER INN, Waterfront Property on the Potomac River

Harper's Ferry
9.4 out of 10, Exceptional, (131)
"Beautiful location right on the Potomac River."
United States
Diane
RIVERKEEPER INN, Waterfront Property on the Potomac River

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

Harpers Ferry
8.2 out of 10, Very Good, (29)
"Very nice. Loved the location. Arcade did not work and no propane for the fire pit but overall amazing."
United States
Terry K.
Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

The Oculus - Huge Cabin with a Hot Tub!

Harpers Ferry
9.6 out of 10, Exceptional, (25)
"Great stay "
United States
Seth W.
The price is ¥15,641
¥68,902 total
includes taxes & fees
Dec 3 - Dec 4
The Oculus - Huge Cabin with a Hot Tub!

The River House

Charles Town
10.0 out of 10, Exceptional, (9)
"Host communicated well. Great location right on the river. Family had a great time. "
United States
Geoff C.
The price is ¥22,242
¥51,190 total
includes taxes & fees
Dec 1 - Dec 2
The River House

Beautiful, Historic, Hiking, Biking and C&O Canal

Brunswick
10.0 out of 10, Exceptional, (21)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
United States
Alicia
The price is ¥16,423
¥29,180 total
includes taxes & fees
Nov 25 - Nov 26
Beautiful, Historic, Hiking, Biking and C&O Canal

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

Harpers Ferry
10.0 out of 10, Exceptional, (33)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is ¥15,641
¥58,782 total
includes taxes & fees
Nov 24 - Nov 25
Secluded Cabin a Stone's Throw From the A.T.!

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry
9.4 out of 10, Exceptional, (27)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
The price is ¥30,265
¥52,541 total
includes taxes & fees
Dec 1 - Dec 2
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville
9.4 out of 10, Exceptional, (87)
"I loved the trip to that cabin, one of the most wonderful things"
United States
Roberto R.
The price is ¥31,282
¥51,728 total
includes taxes & fees
Nov 24 - Nov 25
Antietam Creek - Quiet 2 Bedroom Cabin

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Harpers Ferry
9.2 out of 10, Wonderful, (62)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is ¥22,867
¥41,852 total
includes taxes & fees
Dec 1 - Dec 2
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
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

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

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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?

Terra Alta - Incredible River Views and Hot Tub!: 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. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Middletown?

Expedia has 5 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.