A stone tower with a staircase leading up to it.

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Our top choices for Middletown cottages

1. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is CA $177
CA $385 total
includes taxes & fees
Aug 12 - Aug 13
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

2. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (51 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is CA $174
CA $281 total
includes taxes & fees
Aug 31 - Sep 1
The Carriage House at Carrot Top Cottage

3. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is CA $139
CA $263 total
includes taxes & fees
Aug 7 - Aug 8
Bring Your Own Boat - Meticulously restored house on the Potomac River

4. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is CA $306
CA $523 total
includes taxes & fees
Aug 30 - Aug 31
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

5. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"This was a lovely rental in a breathtaking location. My whole family gasped at that view as we came over the hill and down the driveway! Could not have asked for a more picturesque front yard, and the sunsets from the hot tub were epic. The house was very clean, comfortable, and well appointed, with two generously sized bath tubs inside and comfy beds. Great game selection (although some of the contents were mixed into the wrong boxes), and we enjoyed the ping pong table too. Communication...
United States
Lauren P.
The price is CA $183
CA $592 total
includes taxes & fees
Aug 12 - Aug 13
Cottage w/ Hot Tub and 100-Mile Valley Views!

6. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is CA $229
CA $607 total
includes taxes & fees
Aug 2 - Aug 3
Rural & Historic Detour Escape w/ Horses On-site!

7. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is CA $142
CA $486 total
includes taxes & fees
Aug 18 - Aug 19
Woodsy Retreat with a Hot Tub and Seasonal Views!

8. Bear Mountain Cottage

Bear Mountain Cottage
Paeonian Springs
10.0 out of 10, Exceptional, (20 reviews)
"Had a very relaxing few days away in a wonderful cabin."
United States
Cindy L.
Bear Mountain Cottage

9. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is CA $316
CA $554 total
includes taxes & fees
Aug 3 - Aug 4
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

10. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (38 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is CA $265
CA $693 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful Lakefront Cottage with Mountain Views!

11. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Great house! The view was amazing. Having extra kayaks was great. If you plan to use the lake, plan for 10 per person per day, that was an added expense for a family of six! "
United States
Amy H.
The price is CA $395
CA $982 total
includes taxes & fees
Aug 4 - Aug 5
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
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

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Middletown Cottages information

Number of reviews
296
Accommodation
85 Cottages
Lowest Price
CA $263
Highest Price
CA $982

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What is there to do in Middletown near my cottage?
If you're ready to fill up your itinerary in Middletown, check out Maryland National Golf Club. It's a winner with locals and travelers alike.

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