Middletown Holiday Rentals

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Our top choices for Middletown holiday rentals

10.0 out of 10, Exceptional, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is AU$431
includes taxes & fees
22 Mar - 23 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown
9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is AU$249
includes taxes & fees
4 Mar - 5 Mar
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
3.0 star property
The price is AU$606
includes taxes & fees
4 Mar - 5 Mar
Rural & Historic Detour Escape w/ Horses On-site!
10.0 out of 10, Exceptional, (64 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is AU$366
includes taxes & fees
4 Mar - 5 Mar
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
9.8 out of 10, Exceptional, (50 reviews)
"Everything was perfect. The property is very cute and comfortable and the host was wonderful!"
United States
Carey K.
The price is AU$804
includes taxes & fees
4 Mar - 5 Mar
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
10.0 out of 10, Exceptional, (16 reviews)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
The price is AU$651
includes taxes & fees
4 Mar - 5 Mar
Exclusive Wooded Chalet w Magnificent River Views
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is AU$465
includes taxes & fees
4 Mar - 5 Mar
Antietam Creek - Quiet 2 Bedroom Cabin
10.0 out of 10, Exceptional, (33 reviews)
"We keep coming back to this rental. It’s a great location, the apartment is cozy and it’s always easy to book and use."
United States
Don H.
The price is AU$367
includes taxes & fees
4 Mar - 5 Mar
Historic & Cozy ~ Near Antietam Battle & WhiteTail
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is AU$215
includes taxes & fees
9 Mar - 10 Mar
Birch Cabin at Hunting Creek Hideaway
10.0 out of 10, Exceptional, (19 reviews)
"The house is in a perfect spot to explore downtown Harpers Ferry! So much history within walking distance and so many beautiful homes. "
United States
Anonymous traveller
The price is AU$615
includes taxes & fees
8 Mar - 9 Mar
Hillside Hideaway in Lowertown Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"Juanita & Zeus were such a pleasure and very accommodating. The suite was clean, the property beautiful and watching the sunset over the mountain in the hot tub was amazing. "
United States
Tammy D.
The price is AU$326
includes taxes & fees
4 Mar - 5 Mar
Beautiful, Secluded & Private on 50-acre Estate

Apartment in Frederick

Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is AU$259
includes taxes & fees
4 Mar - 5 Mar
Pet-friendly, heart of downtown
4.0 star property
The price is AU$697
includes taxes & fees
4 Mar - 5 Mar
2 Mi to Dtwn Frederick: Updated Townhome
9.8 out of 10, Exceptional, (72 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is AU$150
includes taxes & fees
9 Mar - 10 Mar
❤️ Secluded 1940s Romantic Tiny House on the River
9.8 out of 10, Exceptional, (67 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is AU$515
includes taxes & fees
5 Mar - 6 Mar
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is AU$551
includes taxes & fees
4 Mar - 5 Mar
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
10.0 out of 10, Exceptional, (42 reviews)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Holiday Home in Frederick

Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (14 reviews)
"Quiet and convenient stay in very comfortable house. Host was on top of every question and very helpful, answered questions immediately. Many thanks for a lovely stay."
United States
Janine S.
The price is AU$641
includes taxes & fees
8 Mar - 9 Mar
Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (7 reviews)
"The hosts were easy to work with. The house was need and clean! Great experience!"
United States
Chad S.
The price is AU$585
includes taxes & fees
9 Mar - 10 Mar
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
10.0 out of 10, Exceptional, (17 reviews)
"Perfect for us as we visited family."
United States
Felicia H.
The price is AU$269
includes taxes & fees
4 Mar - 5 Mar
Galloping Getaway on the rolling hills of GemStone Stable
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

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, 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 favourite 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 depend 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 AU$150 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Middletown offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Middletown?

Expedia has 6 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 Maryland National Golf Club and Gambrill State Park.

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.