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Find Cabins in Middletown for Rent from CA $90

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Check prices for these dates

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Middletown Cabin Rentals

Our top choices for Middletown cabin rentals

Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (31)
"Very nice rest time…"
The price is CA $225
CA $413 total
includes taxes & fees
Aug 28 - Aug 29
Charming Cabin in the Woods with River Access
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

❤️ 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 $92
CA $186 total
includes taxes & fees
Sep 1 - Sep 2
❤️ Secluded 1940s Romantic Tiny House on the River
Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort
Exterior

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
Historic Boonsboro Vacation Rental w/ Grill
Exterior

Historic Boonsboro Vacation Rental w/ Grill

9.2 out of 10, Wonderful, (17)
"It was perfect. Near my son’s school at Shepherd University and close to all the historic sites of Harper’s Ferry and Antietam."
Historic Boonsboro Vacation Rental w/ Grill
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Exterior

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 $90
CA $249 total
includes taxes & fees
Aug 20 - Aug 21
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (112)
"Best place to get away from all the city CHAOS in Washington, DC!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

9.8 out of 10, Exceptional, (60)
"Lovely views, lots to do in the area."
The price is CA $174
CA $553 total
includes taxes & fees
Aug 27 - Aug 28
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Antietam Look Out - Incredible Sunset Views!
Exterior

Antietam Look Out - Incredible Sunset Views!

9.8 out of 10, Exceptional, (27)
"We had a great time at this lovely cabin. We found it easily and it was in a great location to explore Shepherdstown and Harper's Ferry. The rooms are comfortable and the view spectacular!"
The price is CA $161
CA $521 total
includes taxes & fees
Aug 27 - Aug 28
Antietam Look Out - Incredible Sunset Views!
Wingspan Cabin Summar
Exterior

Wingspan Cabin Summar

10.0 out of 10, Exceptional, (3)
"Beautiful property and the house was very well maintained!"
Wingspan Cabin Summar
Blue Ridge Getaway - Sunset Views, A.T. Access
Exterior

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 $138
CA $501 total
includes taxes & fees
Sep 2 - Sep 3
Blue Ridge Getaway - Sunset Views, A.T. Access
Birch Cabin at Hunting Creek Hideaway
Property grounds

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 $118
CA $191 total
includes taxes & fees
Sep 1 - Sep 2
Birch Cabin at Hunting Creek Hideaway
Secluded Cabin a Stone's Throw From the A.T.!
Exterior

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

9.8 out of 10, Exceptional, (30)
"We were charmed by the house and pleased with all the amenities. We would definitely stay there again. "
The price is CA $138
CA $546 total
includes taxes & fees
Aug 21 - Aug 22
Secluded Cabin a Stone's Throw From the A.T.!
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
Exterior detail

Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub

10.0 out of 10, Exceptional, (41)
"The cabin was exactly as described, very clean, in a quiet neighborhood, and had everything we needed. It's centrally located, which allowed us to take a few adventures. We enjoyed our stay and would definitely recommend. Thank you, Jasmine."
The price is CA $324
CA $667 total
includes taxes & fees
Aug 28 - Aug 29
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
3-bedroom cabin in a wooded setting just 17 minutes from Gettysburg
Exterior

3-bedroom cabin in a wooded setting just 17 minutes from Gettysburg

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."
3-bedroom cabin in a wooded setting just 17 minutes from Gettysburg
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Exterior

Lakefront Log Cabin w/ Dreamy Waterfront Patio!

2.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful property. Nice views of the lake."
The price is CA $140
CA $447 total
includes taxes & fees
Sep 4 - Sep 5
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Mountain Cabin in the Woods, Near Wineries & More!
Exterior

Mountain Cabin in the Woods, Near Wineries & More!

8.6 out of 10, Excellent, (17)
"Lovely for short getaway with adult family. Games, hot tub, roomy with great bathrooms and little extras. "
Mountain Cabin in the Woods, Near Wineries & More!
Historic "BREECHES POCKET" Civil W Era Log House /No rentals after DEC. 31 2025
Exterior

Historic "BREECHES POCKET" Civil W Era Log House /No rentals after DEC. 31 2025

10.0 out of 10, Exceptional, (171)
"We all had a wonderful time and the stay was amazing. Thank you for opening your home for us."
Historic "BREECHES POCKET" Civil W Era Log House /No rentals after DEC. 31 2025
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Exterior

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

9.4 out of 10, Exceptional, (59)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
The price is CA $314
CA $505 total
includes taxes & fees
Sep 3 - Sep 4
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Property grounds

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

9.8 out of 10, Exceptional, (83)
"Everything worked as expected, good experience"
The price is CA $188
CA $383 total
includes taxes & fees
Sep 6 - Sep 7
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Hillside Hideaway in Lowertown Harpers Ferry
Exterior

Hillside Hideaway in Lowertown Harpers Ferry

10.0 out of 10, Exceptional, (17)
"We had a nice stay. The house was clean and conveniently located. "
The price is CA $414
CA $667 total
includes taxes & fees
Aug 24 - Aug 25
Hillside Hideaway in Lowertown Harpers Ferry
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

Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

10/10 Excellent
"Friendly staff, clean, bathroom just needs updating. "
Darlene 1-night trip
Posted 2 days ago
Hilton Garden Inn Frederick