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Search Cottages in Middletown

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Compare 61 Cottages in Middletown with updated reviews, rates, and availability.

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (32)
"In a town with relatively few accommodations, this house is a standout. A new kitchen and bathroom enhance the charm of the wood floors and original staircase. It's well-located too--just a few walkable blocks from downtown Frederick. The three of us each had our own bedroom and the layout was perfect. Ed was so responsive both before and during our stay. I highly recommend this property if you're looking to spend time in Frederick."
The price is SAR 473
SAR 1,010 total
includes taxes & fees
18 Feb - 19 Feb
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (33)
"Absolutely a great place and location. Our plans completely changed after getting 6” of snow and then a deep freeze, but we were comfortable and were able to prepare all our meals with the equipment and utensils provided. Communication was great, check in easy and no extravagant check out demands. Can’t wait to come back "
Carrot Top Cottage surrounded by National Park

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

10.0 out of 10, Exceptional, (1)
"We had a a great experience at this cabin getaway. The property was immaculate, cozy and well-equipped. The host was incredibly responsive and thoughtful. We can't wait to come back!"
The price is SAR 938
SAR 1,586 total
includes taxes & fees
18 Feb - 19 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (31)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
The price is SAR 368
SAR 639 total
includes taxes & fees
18 Feb - 19 Feb
The Carriage House at Carrot Top Cottage

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (9)
"What a lovely, cozy, clean property! The location was in the heart of Harper’s Ferry. Everything advertised was exactly as described, even nicer, inside and out! Cathy, our property manager was communicative and helpful. We will be back!!"
The price is SAR 619
SAR 1,133 total
includes taxes & fees
23 Feb - 24 Feb
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Royal Heritage Home @ Historic Leesburg

9.8 out of 10, Exceptional, (24)
"We stayed at this property during our annual visit to Leesburg. We enjoy the downtown area (easy to walk) and catching an Uber to the local vineyards! House was perfect for our group of 5. Majority of our time at the house was spent sleeping, but we all felt comfortable and had enough space. Three bathrooms were great! "
The price is SAR 791
SAR 1,751 total
includes taxes & fees
18 Feb - 19 Feb
Royal Heritage Home @ Historic Leesburg

Lovettsville Cottage in Heart of Wine Country

9.8 out of 10, Exceptional, (32)
"Perfect for the weekend getaway we were looking for! Beautiful guest home that was very clean and was well stocked with anything we might need. Only one issue was there were lots of stink bugs in the house but I imagine in the winter that would be more of a problem then in the warmer months. "
Lovettsville Cottage in Heart of Wine Country

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (116)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (16)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
The price is SAR 518
SAR 1,841 total
includes taxes & fees
20 Feb - 21 Feb
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (17)
"Beautiful location to relax and enjoy friends. This house was huge. Plenty of room for the 3 of us...could have been 8, lol. "
The price is SAR 375
SAR 1,335 total
includes taxes & fees
20 Feb - 21 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!

Peaceful Lakefront Cottage with Mountain Views!

10.0 out of 10, Exceptional, (23)
"Wintertime visit. Very peaceful. "
The price is SAR 484
SAR 1,532 total
includes taxes & fees
25 Feb - 26 Feb
Peaceful Lakefront Cottage with Mountain Views!

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (21)
"Wonderful property for a girls' getaway! The owners are very responsive to messages and communicated well with us. Clean, comfy beds, had everything we needed. The hot tub was a plus on a snowy weekend."
Cottage at Gray Fox- Many Attraction- Pet Friendly

Bear Mountain Cottage

10.0 out of 10, Exceptional, (8)
"This place is beautiful, the owners are awesome, we were allowed to come up a night early due to an incoming winter storm. The owners were so helpful, i cant say enough about them."
Bear Mountain Cottage

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

10.0 out of 10, Exceptional, (15)
"The view of this house is amazing! Absolutely beautiful!"
The price is SAR 375
SAR 1,423 total
includes taxes & fees
20 Feb - 21 Feb
Cottage w/ Hot Tub and 100-Mile Valley Views!

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

10.0 out of 10, Exceptional, (1)
"This treehouse was so dreamy and private! I hope we get to stay here again some time soon!"
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (17)
"We love it! everything was perfect 🤗 we definitely coming back ❤️"
The price is SAR 375
SAR 1,281 total
includes taxes & fees
18 Feb - 19 Feb
Woodsy Retreat with a Hot Tub and Seasonal Views!

Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!

10.0 out of 10, Exceptional, (3)
"Cozy remodeled property. Plenty of space for 9 adults and teens to celebrate Christmas. George is a great host. Highly recommend. "
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!

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

10.0 out of 10, Exceptional, (3)
"Very cozy house and I didn’t have to bring anything , the owners really supplied everything I needed and the dock was right there, looking to catch fish go left down the river and go early morning"
The price is SAR 281
SAR 605 total
includes taxes & fees
18 Feb - 19 Feb
Bring Your Own Boat - Meticulously restored house on the Potomac River

Lock Keepers Cottage on C&O Canal/Potomac River

10.0 out of 10, Exceptional, (48)
"We had a great time. Very comfortable like home. "
Lock Keepers Cottage on C&O Canal/Potomac River
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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Other property types in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (90)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (88)
"It is a very quaint property and sed has the rustic cabin feel, the location was not as intimate as we hoped as it is in a regular neighborhood with close primary with neighbors. "
The price is SAR 319
SAR 755 total
includes taxes & fees
18 Feb - 19 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (119)
"But the warmth of the home helped our stay."
The price is SAR 375
SAR 938 total
includes taxes & fees
18 Feb - 19 Feb
Charming "Cream of the Crop" Cape ~❤️of Middletown
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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