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Oct 31 - Nov 2
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Nov 7 - Nov 9
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Nov 21 - Nov 23
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Dec 19 - Dec 21

Cottages in Middletown

Exterior
Bring Your Own Boat - Meticulously restored house on the Potomac River
Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (8)
"The property was charming, clean, and easy to access. It made my stay at Fort Fredrick State Park for the Market Fair very cost-effective, with clean, private accommodations to come home to at night. Well worth the price!"
United States
Jody A.
The price is ￥11,306
￥24,301 total
includes taxes & fees
Nov 1 - Nov 2
Bring Your Own Boat - Meticulously restored house on the Potomac River
House (3 Bedrooms) | Interior
6 Mi to Gambrill State Park: Family Gem w/ Patio!
6 Mi to Gambrill State Park: Family Gem w/ Patio!
3.0 star property
The price is ￥20,351
￥65,915 total
includes taxes & fees
Oct 26 - Oct 27
6 Mi to Gambrill State Park: Family Gem w/ Patio!
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (57)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
The price is ￥16,145
￥37,888 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Property grounds
Cottage w/ Hot Tub and 100-Mile Valley Views!
Cottage w/ Hot Tub and 100-Mile Valley Views!
10.0 out of 10, Exceptional, (19)
"Pretty cabin with a wonderful view, especially from the hot tub. We will return!"
United States
Holly C.
The price is ￥15,075
￥56,884 total
includes taxes & fees
Oct 28 - Oct 29
Cottage w/ Hot Tub and 100-Mile Valley Views!
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!
Lake View Retreat - Cottage Near a Peaceful Lake!
9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is ￥15,075
￥54,360 total
includes taxes & fees
Nov 6 - Nov 7
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds
Peaceful Lakefront Cottage with Mountain Views!
Peaceful Lakefront Cottage with Mountain Views!
9.8 out of 10, Exceptional, (29)
"Really enjoyed stay home was great "
United States
zachary b.
The price is ￥16,583
￥57,230 total
includes taxes & fees
Nov 6 - Nov 7
Peaceful Lakefront Cottage with Mountain Views!
Exterior
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
2.0 star property
9.8 out of 10, Exceptional, (19)
"Very nice property with convenient location! Within walking distance of down town. "
United States
Logan S.
The price is ￥24,874
￥45,845 total
includes taxes & fees
Nov 2 - Nov 3
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Terrace/patio
Woodsy Retreat with a Hot Tub and Seasonal Views!
Woodsy Retreat with a Hot Tub and Seasonal Views!
9.8 out of 10, Exceptional, (23)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
The price is ￥15,075
￥51,180 total
includes taxes & fees
Oct 30 - Oct 31
Woodsy Retreat with a Hot Tub and Seasonal Views!
1 bedroom, WiFi, bed sheets
The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (42)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is ￥14,774
￥25,682 total
includes taxes & fees
Nov 11 - Nov 12
The Carriage House at Carrot Top Cottage
Property grounds
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
9.8 out of 10, Exceptional, (6)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is ￥33,919
￥59,120 total
includes taxes & fees
Oct 23 - Oct 24
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior
The Creekside Cottage: Downtown | Pet-Friendly
The Creekside Cottage: Downtown | Pet-Friendly
10.0 out of 10, Exceptional, (2)
"pet friendly, perfect spot in relation to downtown,,,,very quaint loved it!!!!"
United States
BECKY H.
The price is ￥33,165
￥54,461 total
includes taxes & fees
Oct 23 - Oct 24
The Creekside Cottage: Downtown | Pet-Friendly
House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!
'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
The price is ￥180,900
￥278,838 total
includes taxes & fees
Oct 26 - Oct 27
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Fridge, microwave, oven, stovetop
Royal Heritage Home @ Historic Leesburg
Royal Heritage Home @ Historic Leesburg
9.8 out of 10, Exceptional, (37)
"Beautiful home, three full bathrooms were all updated and large. Very clean. Walking distance to great restaurants and shops. We had a great weekend!"
United States
Alexa F.
The price is ￥28,627
￥66,554 total
includes taxes & fees
Oct 23 - Oct 24
Royal Heritage Home @ Historic Leesburg
Outdoor dining
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
9.4 out of 10, Exceptional, (6)
"We really enjoyed our stay, the four bedrooms gave us lots of space. The hot tub was great and we enjoyed the balcony, too. Very close to lots of fun wineries and Harper’s Ferry. Quiet location on a road with other houses. I’d recommend bringing extra towels and a few wine glasses if you’re drinking nice wine. Lots of thoughtful touches — games, fireplace, spacious kitchen. It was great!"
United States
Renee P.
The price is ￥37,110
￥101,553 total
includes taxes & fees
Oct 30 - Oct 31
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Cottage (1 Bedroom) | Interior
Hike, Sip & Explore: Charming Waterford Cottage!
Hike, Sip & Explore: Charming Waterford Cottage!
3.0 star property
The price is ￥19,296
￥43,051 total
includes taxes & fees
Oct 30 - Oct 31
Hike, Sip & Explore: Charming Waterford Cottage!
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

Quality Inn

10/10 Excellent
"The location is good and the staff is extremely friendly."
Wesley 1-night trip
Posted 1 day ago
Quality Inn

Find out more about Middletown

Middletown Cottages information

Number of reviews
260
Accommodation
82 Cottages
Lowest Price
￥24,301
Highest Price
￥278,838

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 travelers alike.

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