
Holiday Homes in Middletown
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Our top choices for Middletown holiday homes

1. Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of MiddletownMiddletown
10.0 out of 10, Exceptional, (162 reviews)
The price is AU$384
includes taxes & fees
15 Nov - 16 Nov

2. Cozy Downtown Cabin - Family Friendly
Cozy Downtown Cabin - Family FriendlyMiddletown
10.0 out of 10, Exceptional, (3 reviews)
The price is AU$321
includes taxes & fees
25 Nov - 26 Nov

3. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MDJefferson
10.0 out of 10, Exceptional, (75 reviews)
The price is AU$376
includes taxes & fees
15 Nov - 16 Nov

4. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.Downtown Frederick
9.2 out of 10, Wonderful, (149 reviews)
The price is AU$373
includes taxes & fees
14 Dec - 15 Dec

5. Luxury Condo In Downtown Frederick
Luxury Condo In Downtown FrederickDowntown Frederick
9.2 out of 10, Wonderful, (102 reviews)
The price is AU$491
includes taxes & fees
9 Dec - 10 Dec

6. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Historic Cottage Retreat-IG Hot Tub-Brick Fire PitBoonsboro
9.8 out of 10, Exceptional, (19 reviews)
The price is AU$459
includes taxes & fees
15 Nov - 16 Nov

7. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, ACRohrersville
10.0 out of 10, Exceptional, (22 reviews)
The price is AU$622
includes taxes & fees
23 Nov - 24 Nov

8. Dog-Friendly | Hiking| Tubing near Harpers Ferry
Dog-Friendly | Hiking| Tubing near Harpers FerryBrunswick
2.0 out of 10, (1 review)
The price is AU$327
includes taxes & fees
17 Nov - 18 Nov

9. New townhouse
New townhouseFrederick
9.6 out of 10, Exceptional, (13 reviews)
The price is AU$575
includes taxes & fees
16 Nov - 17 Nov

10. Newly constructed 6 bedroom home
Newly constructed 6 bedroom homeFrederick
10.0 out of 10, Exceptional, (22 reviews)
The price is AU$686
includes taxes & fees
23 Nov - 24 Nov

11. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers FerryKnoxville
10.0 out of 10, Exceptional, (37 reviews)
The price is AU$717
includes taxes & fees
16 Nov - 17 Nov

12. Walk to Stores: Home in Historic Shepherdstown!
Walk to Stores: Home in Historic Shepherdstown!Shepherdstown
9.4 out of 10, Exceptional, (6 reviews)
The price is AU$529
includes taxes & fees
19 Nov - 20 Nov

14. Rural & Historic Detour Escape w/ Horses On-Site!
Rural & Historic Detour Escape w/ Horses On-Site!Detour
9.0 out of 10, Wonderful, (8 reviews)
The price is AU$601
includes taxes & fees
8 Dec - 9 Dec

15. Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Hidden Creekside retreat near 5 national parks, including Harpers FerryMartinsburg
10.0 out of 10, Exceptional, (14 reviews)
The price is AU$381
includes taxes & fees
15 Nov - 16 Nov

16. Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Camp Patowmack - Riverfront, Hot Tub, and Sauna!Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)

17. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Custom Train-Themed Lodge on 7 Private Acres with Walking TrailsMartinsburg
9.8 out of 10, Exceptional, (25 reviews)
The price is AU$370
includes taxes & fees
18 Nov - 19 Nov

18. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.Highfield-Cascade
10.0 out of 10, Exceptional, (11 reviews)
The price is AU$366
includes taxes & fees
24 Nov - 25 Nov

19. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, WineryHarpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
The price is AU$498
includes taxes & fees
22 Nov - 23 Nov

20. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly RiverfrontSharpsburg
8.2 out of 10, Very good, (66 reviews)
The price is AU$604
includes taxes & fees
16 Nov - 17 Nov
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

Quality Inn Harpers Ferry - Charles Town
8/10 Good
Find out more about Middletown
Middletown Holiday Homes information
Number of reviews | 740 |
|---|---|
Accommodation | 285 Holiday Homes |
Lowest Price | AU$321 |
Highest Price | AU$717 |


































































