A stone tower with a staircase leading up to it.

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Middletown vacation homes

Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (152 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is AED 588
AED 1,176 total
includes taxes & fees
27 Aug - 28 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown
A park with a pond, a bridge, and a church in the background.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (132 reviews)
The price is AED 448
AED 1,078 total
includes taxes & fees
5 Aug - 6 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Coffee/tea maker, fridge, microwave, oven

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (69 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AED 569
AED 1,156 total
includes taxes & fees
27 Aug - 28 Aug
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Outdoor dining

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
9.8 out of 10, Exceptional, (49 reviews)
"Great location--easy walk to downtown Frederick. Comfortable beds, pleasant spaces and light."
United States
Alan S.
The price is AED 489
AED 1,067 total
includes taxes & fees
30 Jul - 31 Jul
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Property grounds

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (47 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
The price is AED 386
AED 1,063 total
includes taxes & fees
2 Aug - 3 Aug
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Dining

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is AED 575
AED 1,252 total
includes taxes & fees
25 Aug - 26 Aug
Luxury Condo In Downtown Frederick
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.8 out of 10, Exceptional, (208 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is AED 533
AED 642 total
includes taxes & fees
30 Jul - 31 Jul
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Microwave, oven, stovetop, dishwasher

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is AED 1,010
AED 1,670 total
includes taxes & fees
27 Aug - 28 Aug
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Coffee/tea maker, fridge, microwave, oven

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (19 reviews)
"Everything was excellent "
United States
Ronald G.
The price is AED 859
AED 1,822 total
includes taxes & fees
8 Aug - 9 Aug
Newly constructed 6 bedroom home
Exterior

New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (11 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is AED 1,031
AED 2,028 total
includes taxes & fees
6 Aug - 7 Aug
New townhouse
Smart TV, fireplace, DVD player, books

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
9.6 out of 10, Exceptional, (109 reviews)
The price is AED 438
AED 1,469 total
includes taxes & fees
2 Aug - 3 Aug
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Terrace/patio

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet
Knoxville
10.0 out of 10, Exceptional, (25 reviews)
"Easy to get in, instructions and expectations were clear, amenities were as expected, and the home was beautiful. "
United States
Katherine Z.
The price is AED 1,071
AED 2,490 total
includes taxes & fees
27 Aug - 28 Aug
4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet
Outdoor dining

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.8 out of 10, Exceptional, (9 reviews)
"A wonderfully equipped home in a lovely location. Everything you could ever need was on hand. "
United States
alison m.
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Outdoor spa tub

Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV

Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Harpers Ferry
9.6 out of 10, Exceptional, (18 reviews)
"The house was clean and accommodating. It was truly right next door to the river riders establishment. The hot tub was AMAZING! Wish I had more time to enjoy it. We would definitely rent it again "
United States
Lynette M.
The price is AED 423
AED 1,468 total
includes taxes & fees
10 Aug - 11 Aug
Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Interior

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.4 out of 10, Very Good, (63 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is AED 757
AED 1,675 total
includes taxes & fees
2 Aug - 3 Aug
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Terrace/patio

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
9.8 out of 10, Exceptional, (42 reviews)
"Great place to stay for the weekend."
United States
Bea G.
The price is AED 657
AED 1,421 total
includes taxes & fees
24 Aug - 25 Aug
Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Smart TV, video games

Nice and modern decor, 4BR 3BA, remodeled

Nice and modern decor, 4BR 3BA, remodeled
Hagerstown
9.8 out of 10, Exceptional, (30 reviews)
"Amazing house!Spotless and comfortable!Great location "
United States
Joe P.
The price is AED 655
AED 1,571 total
includes taxes & fees
3 Aug - 4 Aug
Nice and modern decor, 4BR 3BA, remodeled
Interior

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.6 out of 10, Exceptional, (5 reviews)
"Check-in was super easy. Communication with the owners was quick and easy. There was one hiccup that came up and were very quick to resolve. The house itself is a great historic home. They have done a great job modernizing it. My only feedback would be to have more supplies in the kitchen to accommodate preparing foods like knives, cutting boards, trays, etc. But otherwise, very happy with our stay and the beautiful property, and it being dog friendly!"
United States
Rachel W.
The price is AED 444
AED 1,604 total
includes taxes & fees
2 Aug - 3 Aug
Rural & Historic Detour Escape w/ Horses On-Site!
Terrace/patio

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (54 reviews)
"We appreciated the excellent communication with our host, spotless accommodations, bright lighting, well-appointed kitchen—and the provided coffee. "
United States
Cara B.
The price is AED 584
AED 1,334 total
includes taxes & fees
2 Aug - 3 Aug
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
2 bedrooms, travel crib, WiFi, bed sheets

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (17 reviews)
"Great spot"
China
Clara
The price is AED 661
AED 1,134 total
includes taxes & fees
30 Jul - 31 Jul
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
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

Motel 6 Frederick, MD - Fort Detrick

Motel 6 Frederick, MD - Fort Detrick

8/10 Good
"This is a no-frills affordable motel. The rooms are adequate. You get a bed, a desk and a TV stand. Their Wi-Fi/Internet is sketchy but works most of the time. I didn’t need to use the furniture, but my furniture had some broken handles. The bathroom was clean, but it’s very old and shows some wear and tear. All but one of the staff were quite delightful and helpful. I only ran into one front desk, staff person who was rude, curt, and all around just a big prune. But I can overlook that because the rest of the front desk staff were extremely friendly and helpful. Would I stay here again? Probably not but this was all I could afford and my dog got to stay for free."
Sherolyn 3-night trip
Posted 5 hours ago
Motel 6 Frederick, MD - Fort Detrick