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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Holiday Rentals in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Property grounds

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (120)
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back! "
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, (104)
"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 HK$583
HK$1,493 total
includes taxes & fees
28 Sept - 29 Sept
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Microwave

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (14)
"Small basement apartment had all we needed and wanted. Wonderful location. "
The price is HK$770
HK$1,334 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
The Oculus - Huge Cabin with a Hot Tub!
Terrace/patio

The Oculus - Huge Cabin with a Hot Tub!

9.6 out of 10, Exceptional, (24)
"The place was big and very roomy and comfortable. Very clean .. very nice. "
The price is HK$778
HK$3,386 total
includes taxes & fees
9 Oct - 10 Oct
The Oculus - Huge Cabin with a Hot Tub!
RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (128)
"Beautiful location right on the Potomac River."
RIVERKEEPER INN, Waterfront Property on the Potomac River
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is HK$315
HK$823 total
includes taxes & fees
5 Oct - 6 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
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, (132)
"Wonderful stay in a historic home within walking distance of so much American history and so many trails. Would definitely stay here again."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"Cool even with no AC. Key is to open windows at night let the coolness in, Close windows and coverings during daytime. Fans on continuously to circulate the air… Chefs kiss!!"
The price is HK$1,556
HK$2,556 total
includes taxes & fees
28 Sept - 29 Sept
Antietam Creek - Quiet 2 Bedroom Cabin
Blue Ridge Getaway - Sunset Views, A.T. Access
Exterior

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

10.0 out of 10, Exceptional, (59)
"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 HK$778
HK$2,840 total
includes taxes & fees
1 Oct - 2 Oct
Blue Ridge Getaway - Sunset Views, A.T. Access
Secluded Cabin a Stone's Throw From the A.T.!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (33)
"We enjoyed the beautiful views and the house had everything we wanted."
The price is HK$778
HK$3,031 total
includes taxes & fees
2 Oct - 3 Oct
Secluded Cabin a Stone's Throw From the A.T.!
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Fridge, microwave, oven, stovetop

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (105)
"Great little farm house in a quaint little town "
The price is HK$1,237
HK$2,260 total
includes taxes & fees
13 Oct - 14 Oct
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome 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

8.4 out of 10, Very good, (24)
"This house"
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is HK$1,565
HK$2,542 total
includes taxes & fees
6 Oct - 7 Oct
Enchanting Cottage, walk to Downtown Harpers Ferry
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Dining

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (74)
"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "
The price is HK$805
HK$2,160 total
includes taxes & fees
1 Oct - 2 Oct
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (33)
"Very quiet and cozy property. Well maintained and nice location."
The price is HK$1,268
HK$2,329 total
includes taxes & fees
28 Sept - 29 Sept
Charming Cabin in the Woods with River Access
Luxury Getaway on The Potomac
8 bedrooms, desk, travel cot, free WiFi

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (17)
"We had 15 family members and friends staying there for 4 days. It was very comfortable and the kitchen is quite luxurious! Be aware that it's way out in the country, which was exactly what I wanted!Melissa was very responsive to our questions.Only issue we had was that the kitchen wasn't super clean (empty drawers had crumbs, microwave wasn't clean), but not bad enough to complain."
Luxury Getaway on The Potomac
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

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

10.0 out of 10, Exceptional, (146)
"Wonderful house for a great weekend away"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Wild And Wonderful Silos
1 bedroom, iron/ironing board, free WiFi, bed sheets

Wild And Wonderful Silos

9.6 out of 10, Exceptional, (7)
"Heated mattress was the best. Thank you! "
The price is HK$1,365
HK$2,308 total
includes taxes & fees
29 Sept - 30 Sept
Wild And Wonderful Silos
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
3 bedrooms, free WiFi, bed sheets

Lakefront Log Cabin w/ Dreamy Waterfront Patio!

2.0 star property
9.8 out of 10, Exceptional, (7)
"Beautiful property. Nice views of the lake."
The price is HK$778
HK$2,546 total
includes taxes & fees
29 Sept - 30 Sept
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Kalia’s Mountain Momma Getaway
Dining tables

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (11)
"Location was nice"
The price is HK$848
HK$1,376 total
includes taxes & fees
28 Sept - 29 Sept
Kalia’s Mountain Momma Getaway
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
"Very quiet"
Linda 1-night trip
Posted 2 days ago
Tru By Hilton Martinsburg

Find out more about Middletown

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 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.