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Find vacation rentals that suit your style
Our top choices for Middletown condo rentals
1. Modern Condo Right off Market Street
Modern Condo Right off Market StreetDowntown Frederick
9.2 out of 10, Wonderful, (107 reviews)
9.2/10
Wonderful
(107 reviews)
"Great location"
"Great location"
John
$306 nightly
The price is $325
$325 total
Nov 10 - Nov 11
Total with taxes and fees
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.
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.
Learn more about Middletown
Nestled in the scenic Middletown Valley, this historic town offers charming Main Street shops and the annual Middletown Heritage Festival each September. Outdoor enthusiasts can explore nearby South Mountain State Park's hiking trails or visit local wineries for tastings with spectacular valley views.
Top reviews in Middletown
SpringHill Suites by Marriott Frederick
SpringHill Suites by Marriott FrederickFrederick
10/10 Excellent
This hotel & it's staff was excellent, I loved that it was close enough to a hwy & very centralized for sight seeing
This hotel & it's staff was excellent, I loved that it was close enough to a hwy & very centralized for sight seeing
Anonymous traveler
Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort DetrickFrederick
10/10 Excellent
It was very quite on our floor. The breakfast service was limited as we expected, but the staff was very solicitious and courteous. Also the maids were great, although we were asked to call the front desk to request any room request. All in all, we had an excellent stay!
It was very quite on our floor. The breakfast service was limited as we expected, but the staff was very solicitious and courteous. Also the maids were great, although we were asked to call the front desk to request any room request. All in all, we had an excellent stay!
Anonymous traveler
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHGKnoxville
10/10 Excellent
From check in to check out, everything was great! Especially the service! The staff was nice and friendly! I would highly recommend this place!
From check in to check out, everything was great! Especially the service! The staff was nice and friendly! I would highly recommend this place!
Johnna
Fairfield Inn & Suites by Marriott Hagerstown
Fairfield Inn & Suites by Marriott HagerstownHagerstown
10/10 Excellent
Staff super helpful. Gym was nice. Breakfast goid bed was comfortable
Staff super helpful. Gym was nice. Breakfast goid bed was comfortable
Claire
Best Western Historic Frederick
Best Western Historic FrederickFrederick
10/10 Excellent
Safety and being clean. Breakfast good.
Safety and being clean. Breakfast good.
Carlton
TownePlace Suites by Marriott Frederick
TownePlace Suites by Marriott FrederickFrederick
10/10 Excellent
Great hotel, staff and GM Amanda is the best!
Great hotel, staff and GM Amanda is the best!
Mikael
Tru By Hilton Hagerstown
Tru By Hilton HagerstownHagerstown
10/10 Excellent
Very comfy beds
Very comfy beds
Rebecca
Fairfield Inn & Suites by Marriott Frederick
Fairfield Inn & Suites by Marriott FrederickFrederick
10/10 Excellent
Went for a family event. Check in was smooth.
Only issue was the elevator being out of service. Not a big deal for us but I could see it being an issue for others
Went for a family event. Check in was smooth.
Only issue was the elevator being out of service. Not a big deal for us but I could see it being an issue for others
Kristen
Homewood Suites by Hilton Frederick
Homewood Suites by Hilton FrederickFrederick
10/10 Excellent
We felt like we had the whole place to ourselves. There was not anyone in the pool or fitness areas. The suite was so spacious.
The only complaint we had was the pool was freezing. Even our grandchildren got to cold to enjoy the pool. We had picked it so they would have an indoor pool to get in.
We felt like we had the whole place to ourselves. There was not anyone in the pool or fitness areas. The suite was so spacious.
The only complaint we had was the pool was freezing. Even our grandchildren got to cold to enjoy the pool. We had picked it so they would have an indoor pool to get in.
Cathy
Antietam Overlook Farm
Antietam Overlook FarmKeedysville
10/10 Excellent
Wonderful friendly people, charming rooms, spectacular views both in the day, at sunset (straight on view over the valley) and at night (black sky, tons of stars). HUGE tasty breakfast, complementary chardonnay, just so pleasant and relaxing in every way.
Wonderful friendly people, charming rooms, spectacular views both in the day, at sunset (straight on view over the valley) and at night (black sky, tons of stars). HUGE tasty breakfast, complementary chardonnay, just so pleasant and relaxing in every way.
Anonymous traveler
Home2 Suites by Hilton Frederick
Home2 Suites by Hilton FrederickFrederick
10/10 Excellent
We had a great stay at this hotel. We were excited to have the pool open as well as self-serve breakfast with modifications. My only complaint would be that the front desk staff we mediocre. There was not a friendly warmth that I've had at many other hotels. I needed towels and I was asked to come pick them up at the front desk. (assuming they were short staffed.) A separate time I asked and they said they would bring them to the room. No one ever came.
Other than that we had a great...
We had a great stay at this hotel. We were excited to have the pool open as well as self-serve breakfast with modifications. My only complaint would be that the front desk staff we mediocre. There was not a friendly warmth that I've had at many other hotels. I needed towels and I was asked to come pick them up at the front desk. (assuming they were short staffed.) A separate time I asked and they said they would bring them to the room. No one ever came.
Other than that we had a great...
Zachary
Home2 Suites BY Hilton Hagerstown
Home2 Suites BY Hilton HagerstownHagerstown
10/10 Excellent
Is a nice, clean hotel. The fridge also had a freezer which is great for keeping ice packs frozen! Many amenities. Slept very well! Breakfast was good. The staff at breakfast were very nice and friendly- especially the lady with light-up Christmas antlers on her head!! Would definitely stay again. The only negative was the $50 per fee, which I believe would’ve been for each day.
Is a nice, clean hotel. The fridge also had a freezer which is great for keeping ice packs frozen! Many amenities. Slept very well! Breakfast was good. The staff at breakfast were very nice and friendly- especially the lady with light-up Christmas antlers on her head!! Would definitely stay again. The only negative was the $50 per fee, which I believe would’ve been for each day.
Michael
Courtyard by Marriott Frederick
Courtyard by Marriott FrederickFrederick
10/10 Excellent
The pool and hot tub look like it haven’t been cleaned since the place opened. It turned us off completely from swimming. Everything else though very nice
The pool and hot tub look like it haven’t been cleaned since the place opened. It turned us off completely from swimming. Everything else though very nice
Shamia
Comfort Inn Frederick - Ballenger Creek
Comfort Inn Frederick - Ballenger CreekFrederick
10/10 Excellent
Easy access, nearby dining options.
Easy access, nearby dining options.
Steven
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MDFrederick
10/10 Excellent
Restaurants nearby.
Restaurants nearby.
Clyde
Hollerstown Hill Bed and Breakfast
Hollerstown Hill Bed and BreakfastFrederick
10/10 Excellent
Phil and Betty are wonderful hosts. The house is charming with antique decor and all the modern conveniences. The room was comfortable and quiet, and breakfast was delicious
Phil and Betty are wonderful hosts. The house is charming with antique decor and all the modern conveniences. The room was comfortable and quiet, and breakfast was delicious
Yvette
Home2 Suites by Hilton Charles Town
Home2 Suites by Hilton Charles TownCharles Town
10/10 Excellent
Quiet, clean rooms and friendly staff. Several amenities within walking distance to include a grocery store, pharmacy and various restaurants. Several other restaurants within a short driving distance.
Quiet, clean rooms and friendly staff. Several amenities within walking distance to include a grocery store, pharmacy and various restaurants. Several other restaurants within a short driving distance.
Tommy
Hampton Inn Hagerstown-I-81
Hampton Inn Hagerstown-I-81Hagerstown
10/10 Excellent
This hotel was very clean. I reviewed a lot of hotels in the area. It took me awhile to find one with good reviews. I was very happy with this hotel. They had a good breakfast as well. Friendly staff.
This hotel was very clean. I reviewed a lot of hotels in the area. It took me awhile to find one with good reviews. I was very happy with this hotel. They had a good breakfast as well. Friendly staff.
Anonymous traveler
Residence Inn by Marriott Frederick
Residence Inn by Marriott FrederickFrederick
10/10 Excellent
This was a clean and convenient hotel with a full kitchen, stocked with plenty of the necessities to extend your stay. The bed was comfortable and so was the sofa. Breakfast was very good and we had no complaints. 🙂
This was a clean and convenient hotel with a full kitchen, stocked with plenty of the necessities to extend your stay. The bed was comfortable and so was the sofa. Breakfast was very good and we had no complaints. 🙂
Josephine
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What is there to do in Middletown near my condo?
Once you've unpacked your things and settled in, venture out and explore the amazing things Middletown has for you to experience. Maryland National Golf Club is a popular attraction to add to your to-do list.