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Compare 76 Cottages in Middletown with updated reviews, rates, and availability.

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (34)
"My girlfriend and I will definitely be coming back to this spot when we visit Harpers Ferry again. Frederick MD is also just 20 mins away for more food options. "
The price is SAR 394
SAR 668 total
includes taxes & fees
1 Apr - 2 Apr
The Carriage House at Carrot Top Cottage

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (35)
"The house is adorable inside and out! Pulling up to the house you just know that you are in for a treat! The decor is absolutely perfect. The home is very comfortable and has all that you need for a exceptional stay...and then some. Walking the streets and admiring the beautiful old homes is so relaxing! This Is Our New " Happy Place!""
Carrot Top Cottage surrounded by National Park

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (34)
"The house is very well preserved classical duplex home on a road with plenty of parking with easy walking access to Market street just a couple blocks away. Its ideal for our type of stay when we want to check out the city."
The price is SAR 446
SAR 962 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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

10.0 out of 10, Exceptional, (3)
"Clean, everything you need is there. Peaceful."
The price is SAR 281
SAR 605 total
includes taxes & fees
1 Apr - 2 Apr
Bring Your Own Boat - Meticulously restored house 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 923
SAR 2,393 total
includes taxes & fees
6 Apr - 7 Apr
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

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 1,415 total
includes taxes & fees
3 Apr - 4 Apr
Cottage w/ Hot Tub and 100-Mile Valley Views!

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 1,782 total
includes taxes & fees
7 Apr - 8 Apr
Royal Heritage Home @ Historic Leesburg

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 1,345 total
includes taxes & fees
8 Apr - 9 Apr
Lake View Retreat - Cottage Near a Peaceful Lake!

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 694
SAR 1,221 total
includes taxes & fees
3 Apr - 4 Apr
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

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

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (19)
"This property was everything we hoped for in a weekend getaway home! So clean, beautifully decorated, and decked out with everything we wanted and more. We will definitely be booking with Mountain Mama again. "
The price is SAR 375
SAR 1,274 total
includes taxes & fees
3 Apr - 4 Apr
Woodsy Retreat with a Hot Tub and Seasonal Views!

Laurel Cottage in the heart of Harpers Ferry

Laurel Cottage in the heart of Harpers Ferry

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 1,612 total
includes taxes & fees
1 Apr - 2 Apr
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Firehouse Cottage | Walk to all of downtown HF

The price is SAR 488
SAR 842 total
includes taxes & fees
1 Apr - 2 Apr
Firehouse Cottage | Walk to all of downtown HF

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (117)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

10.0 out of 10, Exceptional, (136)
"This was a great place to stay to getaway and have privacy. The Host was so kind and went out of her way when I was not feeling well. It was extremely clean and you can even use the pool and spa. I would highly recommend staying there and it can accommodate more than just 2 people. We would definitely stay there again! Karen Meck"
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

Peaceful Lakefront Cottage with Mountain Views!

10.0 out of 10, Exceptional, (24)
"Wintertime visit. Very peaceful. "
The price is SAR 443
SAR 1,461 total
includes taxes & fees
2 Apr - 3 Apr
Peaceful Lakefront Cottage with Mountain 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!

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!
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, (91)
"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, (89)
"The cabin was cozy, quiet, and we felt right at home! It had a cute rustic vibe and was very peaceful, despite being in a neighborhood. Easy access to Main Street Middletown with some great restaurants and sights. The cabin had everything we needed for our stay, including kitchen supplies, extra blankets, and brochures of local activities. We would stay again!"
The price is SAR 281
SAR 724 total
includes taxes & fees
1 Apr - 2 Apr
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, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is SAR 559
SAR 1,173 total
includes taxes & fees
14 Apr - 15 Apr
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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