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Oct 31 - Nov 2
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Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
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.
$145 nightly
The price is $161
Nov 1 - Nov 2
Total with taxes and fees
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
$413 nightly
The price is $437
Oct 26 - Oct 27
Total with taxes and fees
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.
$237 nightly
The price is $251
Oct 26 - Oct 27
Total with taxes and fees
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.
$339 nightly
The price is $377
Oct 28 - Oct 29
Total with taxes and fees
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.
$324 nightly
The price is $361
Nov 4 - Nov 5
Total with taxes and fees
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.
$341 nightly
The price is $380
Nov 6 - Nov 7
Total with taxes and fees
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.
$273 nightly
The price is $304
Nov 2 - Nov 3
Total with taxes and fees
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.
$305 nightly
The price is $340
Oct 30 - Oct 31
Total with taxes and fees
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)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
United States
Mike S.
$153 nightly
The price is $170
Nov 11 - Nov 12
Total with taxes and fees
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.
$344 nightly
The price is $392
Oct 23 - Oct 24
Total with taxes and fees
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.
$322 nightly
The price is $361
Oct 22 - Oct 23
Total with taxes and fees
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
$1,623 nightly
The price is $1,850
Oct 22 - Oct 23
Total with taxes and fees
'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, (36)
"The host Michael was very attentive and helpful. The house had all we needed and walking distance to shops and food. Would highly recommend staying here! "
United States
Dawn V.
$384 nightly
The price is $441
Oct 22 - Oct 23
Total with taxes and fees
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.
$607 nightly
The price is $676
Oct 22 - Oct 23
Total with taxes and fees
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
$251 nightly
The price is $286
Oct 30 - Oct 31
Total with taxes and fees
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

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"Great staff. Great location. Great restaurant "
bradley 1-night trip
Posted 2 days ago
Clarion Inn Harpers Ferry - Charles Town

Find out more about Middletown

Middletown Cottages information

Number of reviews
260
Accommodation
83 Cottages
Lowest Price
$161
Highest Price
$1,850

Frequently asked questions

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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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