Middletown Holiday Rentals from €128: Search Short-Term Rentals

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Holiday Rentals in Middletown

Cozy space with a dining area, kitchen, and seating area featuring a fireplace.

"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."

includes taxes & fees

7 Aug - 8 Aug

Stroll through a vibrant garden filled with a variety of flowering plants and trees, featuring a charming birdbath.

"Beautiful location with some of the most immaculately cared for grounds I’ve ever seen!"

Cozy cabin surrounded by a serene natural setting, featuring a stone fire pit and a wooden deck with a ladder.

"The cabin was very nice"

Relax on the deck overlooking the lake, where a hammock and barbecue grill await, surrounded by lush greenery.

"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."

Guests can enjoy a peaceful retreat in this cabin-style building, featuring a spacious porch and easy access to the surrounding woods.

"Very nice rest time…"

Stunning two-story building with a traditional facade, featuring a charming front porch with white railings and decorative details.

"Spectacular location. Charming and comfortable. The steps can be a challenge but are worth the effort."

Relax by the fire pit surrounded by lush greenery and enjoy a peaceful atmosphere.

"We truly loved this location and definitely will be back!"

includes taxes & fees

1 Sept - 2 Sept

Relax in this inviting outdoor seating area with sofas, armchairs, and a central table featuring a fire feature.

"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "

includes taxes & fees

11 Aug - 12 Aug

Compact kitchen equipped with a sink, microwave, toaster, coffee maker, and dishwasher.

includes taxes & fees

11 Aug - 12 Aug

Escape to a serene lakeside haven surrounded by nature, featuring a charming gazebo and tree stumps.

"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"

Relax in a cozy cabin-like space with a plush sectional sofa and smaller sofa arranged around a central coffee table.

"This is an amazing place to stay its not far away from alot of things but gives you the sense of being in the middle of no where. "

Modern kitchen with stove, refrigerator, and sink, featuring a central island with ample workspace.

"Our stay was great and really enjoyed the house. We had so much space to have our own time and then still be able to come together for meals and hanging in the hot tub. We now want to come back in the winter and go to the sledding hill right in front of the house! "

Stylish home with a gable roof and covered porch, featuring a wooden deck and small entrance.

"Very nice property with convenient location! Within walking distance of down town. "

includes taxes & fees

13 Aug - 14 Aug

Enjoy a serene view of the lush landscape from this porch with a glass table and two chairs.

"It was perfect. Near my son’s school at Shepherd University and close to all the historic sites of Harper’s Ferry and Antietam."

Explore historic architecture in a charming town with traditional buildings, a museum, and peaceful streets.

"Wonderful house for a great weekend away"

includes taxes & fees

10 Aug - 11 Aug

Stately home with a central entrance, surrounded by a well-maintained garden and mature trees.

"The stay was very nice. The school house was clean and well stocked. The community was quiet and close to both nearby national parks which was the reason for our visit. It was a perfect place to retire after a long day of history lessons and great food from the local taverns to a very comfortable bed! We would certainly stay there again."

"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"

includes taxes & fees

11 Aug - 12 Aug

Relax in this serene bedroom with a large bed, sliding glass door to an outdoor deck, and a ceiling fan above.

"We will be coming back to this hidden gem on the Potomac. The house is immaculate. Perfect spot for a family or a large group of friends. Even in early April, a few in our group used the docks to plunge in the river. Can’t wait to bring the family back. "

Enjoy a patio area with a table, chairs, and barbecue grill.

"We stayed here to visit family locally and loved it. The property had horses on site and a nice private patio to enjoy the views at the beginning and end of days. The owners while on site were accommodating and very friendly. Couldn’t say enough good things as the family and myself enjoyed our stay. "

includes taxes & fees

28 Aug - 29 Aug

Step onto the charming front porch, where a warm welcome awaits.

"Very clean, well appointed home, was a great place to stay for a few days while we explored the area. Nice outdoor space to relax and the board games and arcade game were fun for the kids. "

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Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"The hotel and it's location was excellent and convenient to gas stations and numerous dining options. "

Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as €128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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All accommodation types in Middletown

Cabin Rentals in Middletown

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay. Middletown is known for its golf courses and riverfront. Make sure you have time to check out the entertainment choices while you're in the area.

What are some of the best holiday rentals that Middletown has to offer?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Middletown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

How many holiday rentals will I find in Middletown?

Expedia has 4 holiday rentals for your stay in Middletown.

What can I see and do in Middletown?

While exploring the area, visit family-friendly sights like Catoctin Wildlife Preserve and Zoo, or get outside and enjoy nature at Baker Park. Other places in town to visit include South Mountain State Park and Maryland National Golf Club.

What are holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.

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Holiday Rentals in Middletown

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Holiday Rentals in Middletown

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

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Serene Log Cabin Nestled Among the Battlefields

RIVERKEEPER INN, Waterfront Property on the Potomac River

Charming Cabin in the Woods with River Access

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

❤️ Secluded 1940s Romantic Tiny House on the River

Cottage on King | Charming Historic Leesburg Home

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Modern Country House on the Shenandoah River

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Historic Boonsboro Vacation Rental w/ Grill

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Renovated WV Schoolhouse: History Buff’s Heaven!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Luxury Getaway on The Potomac

Galloping Getaway on the rolling hills of GemStone Stable

Hollow Hideaway is perfect for your holiday stay!

Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Hampton Inn Hagerstown

Hampton Inn & Suites Frederick-Fort Detrick

Hilton Garden Inn Frederick

Holiday Inn Express Charles Town by IHG

Country Inn & Suites by Radisson, Hagerstown, MD

Red Roof Inn Leesburg, VA

Comfort Inn Frederick - Ballenger Creek

Best Western Leesburg Hotel & Conference Center

Find out more about Middletown

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Frequently asked questions