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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Middletown

Property grounds
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown
10.0 out of 10, Exceptional, (127)
"Great location. Very quick responses to texts. Susan checked in every day."
United States
Diane M.
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

Middletown
9.6 out of 10, Exceptional, (104)
"Very cute cottage, filled with rustic charm. Convenient to hiking in Catoctin and restaurants in Frederick. AC worked great on a hot weekend! No door on the bathroom, just a curtain, FYI!"
United States
Cate O.
The price is HK$583
HK$1,491 total
includes taxes & fees
16 Nov - 17 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Dining
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

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 HK$804
HK$2,183 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ 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 HK$342
HK$852 total
includes taxes & fees
1 Dec - 2 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
1 bedroom, iron/ironing board, free WiFi, bed sheets
Wild And Wonderful Silos

Wild And Wonderful Silos

Harpers Ferry
9.6 out of 10, Exceptional, (8)
"Very nice place. Staying in a silo was a unique experience. It snowed while we were there and it was beautiful. We would definitely stay again. There is a lot to see and do in Harper's Ferry and the surrounding area."
United States
Teresa B.
The price is HK$1,364
HK$2,330 total
includes taxes & fees
18 Nov - 19 Nov
Wild And Wonderful Silos
Fridge, microwave, oven, stovetop
Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Fairfield
10.0 out of 10, Exceptional, (311)
"Very clean and was perfect location for our golf weekend ! Thanks again … "
United States
jim h.
Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!
Outdoor spa tub
Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
9.6 out of 10, Exceptional, (65)
"I recommend this house for the Harpers Ferry location. Four spacious bedrooms, three bathrooms, hot tub, and games."
United States
joshua s.
The price is HK$777
HK$3,164 total
includes taxes & fees
20 Nov - 21 Nov
Terra Alta - Incredible River Views and Hot Tub!
Terrace/patio
RIVERKEEPER INN, Waterfront Property on the Potomac River

RIVERKEEPER INN, Waterfront Property on the Potomac River

Harper's Ferry
9.4 out of 10, Exceptional, (130)
"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."
United States
Eric L.
RIVERKEEPER INN, Waterfront Property on the Potomac River
Microwave
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Harpers Ferry
9.4 out of 10, Exceptional, (19)
"Good location for visiting historic town. Freshly remodeled. Comfortable for couple or family with child."
United States
chad
The price is HK$874
HK$1,450 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
3 bedrooms, free WiFi, bed sheets
Lakefront Log Cabin w/ Dreamy Waterfront Patio!

Lakefront Log Cabin w/ Dreamy Waterfront Patio!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (11)
"Exactly what we expected from the listing. Nice, clean, well appointed cabin on the lake with comfortable beds. Easy check-in and check-out procedures and good communication with management. "
United States
Kimberly J.
The price is HK$777
HK$2,568 total
includes taxes & fees
1 Dec - 2 Dec
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Fridge, microwave, oven, stovetop
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Harpers Ferry
7.6 out of 10, Good, (26)
"Basement was musty. Washer & dryer full of linens. Not enough linens supplied for number in our party. A microwave would be a great addition. Stove handle is broken. Bathroom sink didn’t drain properly. Hot water stinky. Grass needs cut, though I understand it had been raining. Beds were uncomfortable, though living room was. "
United States
Barbara
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Interior
Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville
9.4 out of 10, Exceptional, (87)
"The room was very clean, easy to find, great view. Over all , we throughly enjoyed our stay"
United States
Shawn
The price is HK$1,554
HK$2,595 total
includes taxes & fees
17 Nov - 18 Nov
Antietam Creek - Quiet 2 Bedroom Cabin
Fridge, microwave, oven, stovetop
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

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

Harpers Ferry
9.4 out of 10, Exceptional, (27)
"We had a great stay and the house was perfect for a quick getaway weekend for our family. Close to wineries and explored Harper’s Ferry. Communication with the host Tony was great. We would stay here again!"
United States
Samantha W.
The price is HK$1,469
HK$2,572 total
includes taxes & fees
18 Nov - 19 Nov
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Exterior
Blue Ridge Getaway - Sunset Views, A.T. Access

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

Harpers Ferry
10.0 out of 10, Exceptional, (60)
"The house and property were very nice. Everything was as described. We enjoyed our stay."
United States
Sara S.
The price is HK$777
HK$2,870 total
includes taxes & fees
20 Nov - 21 Nov
Blue Ridge Getaway - Sunset Views, A.T. Access
Terrace/patio
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

Leesburg
10.0 out of 10, Exceptional, (19)
"The location of the house was perfect for our needs. We enjoyed their hot tub and fire pit. The king size bed, sheets and comforter were very comfortable. We only stayed 3 nights and it was a fair price for 4 adults and 2 kids. "
United States
Donna G.
The price is HK$1,259
HK$2,967 total
includes taxes & fees
18 Nov - 19 Nov
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

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

Harpers Ferry
9.2 out of 10, Wonderful, (61)
"We had a get-together with our bridal party folks from out of town, and this was a great place to relax and play games. Cute decor, nice amenities. "
United States
Ashley Lynn C.
The price is HK$1,256
HK$2,231 total
includes taxes & fees
19 Nov - 20 Nov
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Fridge, microwave, oven, stovetop
The River House

The River House

Charles Town
10.0 out of 10, Exceptional, (9)
"Excellent experience. Super clean house. Excellent location right on the river! Would definitely rent again!!"
United States
Casey W.
The price is HK$1,028
HK$2,449 total
includes taxes & fees
17 Nov - 18 Nov
The River House
8 bedrooms, desk, travel cot, free WiFi
Luxury Getaway on The Potomac

Luxury Getaway on The Potomac

Martinsburg
9.8 out of 10, Exceptional, (20)
"Our family really enjoyed staying at Riverbend. The home was clean, spacious and very comfortable for our large group. The house had great amenities including the well-stocked kitchen with 2 dishwashers, the bedrooms with great beds and bedding, the large living areas upstairs and downstairs and the laundry room with 2 washers and dryers. We also enjoyed the large dining room table that seated all of us comfortably. There were plenty of areas for eveyone to gather or spread out. Our...
United States
joyce m.
Luxury Getaway on The Potomac
Terrace/patio
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

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

Harpers Ferry
9.8 out of 10, Exceptional, (132)
"Nice quaint cottage, perfect for our visit to the area. "
United States
Diane C.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Exterior
Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access

Shepherdstown
9.6 out of 10, Exceptional, (38)
"Loved the cabin and seclusion. Would come back for sure. "
United States
Mark S.
The price is HK$971
HK$1,980 total
includes taxes & fees
19 Nov - 20 Nov
Charming Cabin in the Woods with 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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Top Middletown Hotel Reviews

Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

10/10 Excellent
"Nice room that was clean and inviting!"
Steven 1-night trip
Posted 15 hours ago
Tru By Hilton Martinsburg

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:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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?

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.: This holiday home rental outside of Middletown is located on a river, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Middletown?

Expedia has 5 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 South Mountain State Park and Maryland National Golf Club.

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.