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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Middletown cottages

Interior

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is €374
includes taxes & fees
12 Jun - 13 Jun
Rural & Historic Detour Escape w/ Horses On-site!
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is €268
includes taxes & fees
21 Jun - 22 Jun
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (13 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 €167
includes taxes & fees
15 Jun - 16 Jun
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
Lake View Retreat - Cottage Near a Peaceful Lake!
Outdoor spa tub

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, (23 reviews)
"Great view, very secluded"
United States
Matt s.
The price is €341
includes taxes & fees
1 Jul - 2 Jul
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

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 €283
includes taxes & fees
11 Jun - 12 Jun
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor dining

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)
"The host was prompt with answering any inquiries. The house was well stocked. Great area to visit."
United States
Ellen B.
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The Carriage House at Carrot Top Cottage
Terrace/patio

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (20 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is €365
includes taxes & fees
8 Jul - 9 Jul
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (35 reviews)
"The house is lovely and clean, and has a great view of the lake. We reserved during the winter and couldn’t use the lake but would love to return in warmer weather to be able to use more of the outdoors. "
United States
Cathy W.
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (40 reviews)
"Awesome spot, truly walking distance to all the cool little downtown stuff. Host was kind and there wasn't almost any check out procedure! "
United States
Charles K.
The price is €445
includes taxes & fees
18 Jun - 19 Jun
Royal Heritage Home @ Historic Leesburg
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"Great house and location! "
United States
Johanna S.
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
House (5 Bedrooms) | Front of property

Great for Groups! Luxe + Private Myersville Estate

Great for Groups! Luxe + Private Myersville Estate
3.0 star property
Myersville
The price is €2,575
includes taxes & fees
26 Jun - 27 Jun
Great for Groups! Luxe + Private Myersville Estate
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

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"We have family in Hagerstown and this was a great place for us to stay. Hotel felt fresh and was comfortable and quiet."
Molly L 3-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Hagerstown

Find out more about Middletown

Middletown Cottages information

Number of reviews
322
Accommodation
84 Cottages
Lowest Price
€167
Highest Price
€2,575

Frequently asked questions

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How can I find cheap cottages in Middletown?
With Expedia's helpful filter tool, booking cheap cottages in Middletown is a cinch. To find stays that are friendly on the wallet, narrow your search by star rating, amenities and budget.
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 travellers alike.