Middletown Vacation Rentals

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Our top choices for Middletown vacation rentals

9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
$170 nightly
The price is $180
Feb 25 - Feb 26
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
10.0 out of 10, Exceptional, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
$213 nightly
The price is $226
Feb 26 - Feb 27
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
9.8 out of 10, Exceptional, (71 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
$95 nightly
The price is $105
Mar 3 - Mar 4
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
9.8 out of 10, Exceptional, (34 reviews)
"The cabin was very easy to get to, and yet it felt like you were in the middle of nowhere. The view was excellent. The accommodations were top-notch. I recommend this place to anyone."
United States
Greg R.
$317 nightly
The price is $353
Feb 25 - Feb 26
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
$144 nightly
The price is $153
Feb 25 - Feb 26
Total with taxes and fees
Birch Cabin at Hunting Creek Hideaway

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
$172 nightly
The price is $183
Mar 3 - Mar 4
Total with taxes and fees
Pet-friendly, heart of downtown
9.8 out of 10, Exceptional, (67 reviews)
"Great stay! We would book again. "
United States
Sam F.
$359 nightly
The price is $399
Mar 1 - Mar 2
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
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.
$244 nightly
The price is $259
Mar 1 - Mar 2
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
9.2 out of 10, Wonderful, (31 reviews)
"Gorgeous cabin, incredibly clean and well stocked with everything needed. Hot tub was amazing and clean and huge. Greatful for the hosts promptness in communication.Thank you!"
United States
Samantha S.
$257 nightly
The price is $275
Feb 26 - Feb 27
Total with taxes and fees
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
9.8 out of 10, Exceptional, (95 reviews)
"Love it been coming here for a few years now "
United States
Kristina M.
$234 nightly
The price is $258
Mar 1 - Mar 2
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
$145 nightly
The price is $161
Feb 27 - Feb 28
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River

Apartment in Frederick

Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (28 reviews)
"Clean, great location, friendly owner"
United States
Christian M.
$181 nightly
The price is $192
Mar 2 - Mar 3
Total with taxes and fees
Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
$195 nightly
The price is $207
Mar 1 - Mar 2
Total with taxes and fees
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Vacation Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (77 reviews)
"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...
United States
Lynne
$245 nightly
The price is $260
Feb 25 - Feb 26
Total with taxes and fees
*Luxury Condo In Downtown Frederick*
9.8 out of 10, Exceptional, (60 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
$296 nightly
The price is $314
Mar 9 - Mar 10
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
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.
$310 nightly
The price is $329
Feb 25 - Feb 26
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
10.0 out of 10, Exceptional, (32 reviews)
"It was a very cute house "
United States
Donna B.
$265 nightly
The price is $305
Mar 1 - Mar 2
Total with taxes and fees
Leesburg Hideaway- King Bed + Private Backyard
9.8 out of 10, Exceptional, (31 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
$339 nightly
The price is $377
Feb 26 - Feb 27
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!

Cabin in Harpers Ferry

Cozy cabin w/hot tub & game room
9.0 out of 10, Wonderful, (64 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$277 nightly
The price is $289
Feb 26 - Feb 27
Total with taxes and fees
Cozy cabin w/hot tub & game room
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, great amenities, comfortable!"
United States
James
$453 nightly
The price is $504
Mar 3 - Mar 4
Total with taxes and fees
Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation 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 vacation.

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 vacation rental in Middletown?

Yes, we offer vacation rentals near well known points of interest in Middletown, or you can select a secluded option if you're looking for relaxation. 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's the top vacation rental in Middletown?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This vacation home near Middletown offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Middletown?

Expedia has 6 vacation 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 vacation rentals like in Middletown?

Vacation rentals are private accommodations you can book for a couple days or more in Middletown. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.