Middletown Holiday Rentals, Maryland: Private House Rentals

A stone tower with a staircase leading up to it.

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Our top choices for Middletown hotels

A rooftop terrace with outdoor seating, a fire pit, and a view of the sunset over a mountainous landscape.

A hotel room with two beds, a desk, a chair, a sofa, and a large mirror.

A modern hotel lobby with a central seating area, multiple tables, and a bar.

A bar area with multiple seating options, a television, and a variety of bottles on shelves.

1. SpringHill Suites by Marriott Frederick

Frederick

William

3.262.983 ₫

3.621.911 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a large bed, a flat-screen TV, a desk, and a red chair.

A gym with treadmills, elliptical machines, and a water dispenser.

A Country Inn & Suites hotel with a modern design, a central tower, and a well-maintained lawn.

A laundry area with a stack of white towels, a Tide detergent box, and a framed picture on the wall.

2. Country Inn & Suites by Radisson, Frederick, MD

Frederick

David

2.232.705 ₫

2.478.303 ₫ total

includes taxes & fees

17 Sept - 18 Sept

A Hampton Inn & Suites hotel with a modern facade, large columns, and a well-lit entrance.

A spacious hotel lobby with multiple seating areas, a bar, and large windows offering views of the outdoors.

A hotel bathroom with a large mirror, a sink, and a toilet.

A store interior with refrigerated treat cases, shelves stocked with snacks, and a section for personal items.

3. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

charles

3.103.877 ₫

3.445.304 ₫ total

includes taxes & fees

30 Aug - 31 Aug

An outdoor patio with a fire pit, seating, and a covered area.

A modern living room with a fireplace, a flat-screen TV, and a dining area with a large window.

A bar area with wooden bar stools, a counter with bottles, and a green cushioned seating area.

A Fairfield by Marriott Inn & Suites building with a modern architectural design, featuring a prominent entrance and multiple floors.

4. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Salina

2.843.047 ₫

3.184.213 ₫ total

includes taxes & fees

30 Aug - 31 Aug

An outdoor seating area with a fire feature, lounge chairs, and a modern building facade.

A modern living room with two flat-screen TVs on a wall, a wooden cabinet below, and a green cushioned chair.

A hotel dining area with multiple tables and chairs, a green booth seating area, and artwork on the walls.

A modern hotel room with a large flat-screen TV mounted on a wooden panel, a grey sofa, a white armchair, a small wooden coffee table, and a patterned carpet.

5. Fairfield Inn & Suites by Marriott Frederick

Frederick

Ruby

3.303.412 ₫

3.666.787 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A spacious lobby with a high ceiling, modern pendant lighting, and a reception desk with a stone accent wall.

A restaurant with multiple dining tables and chairs, a kitchen area, and a television screen.

An outdoor patio with wicker furniture, potted plants, and a building in the background.

6. Hilton Garden Inn Frederick

Frederick

Alfredo

2.759.060 ₫

3.062.557 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A Best Western hotel entrance at dusk with a covered parking area, outdoor seating, and well-maintained landscaping.

A hotel room with two beds, a desk, a television, and a window with patterned curtains.

A gym with various exercise machines, including treadmills and elliptical trainers, with a large mirror and a television mounted on the wall.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

7. Best Western Historic Frederick

Frederick

Barbara

1.996.393 ₫

2.215.997 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A hotel room with a large bed, a sitting area, a bathroom with a mirror, and a picture on the wall.

A hotel lobby with a reception desk, blue seating area, and a kitchenette.

A dining area with red upholstered chairs, a wooden table, and a kitchen area with a coffee station.

A hotel room with a kitchenette area featuring a coffee machine, a kettle, and a small refrigerator.

8. Comfort Inn Red Horse Frederick

Frederick

Christopher

1.986.742 ₫

2.205.284 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A Holiday Inn Express hotel with a modern design, featuring a stone facade, multiple windows, and a covered entrance.

A modern kitchen with a digital menu display, a fruit bowl, and a breakfast bar.

Two people swimming in a pool with colorful swim rings.

An outdoor patio area with wicker furniture, green umbrellas, and potted plants.

9. Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

Knoxville

Diana

2.973.462 ₫

3.300.544 ₫ total

includes taxes & fees

1 Sept - 2 Sept

A circular outdoor seating area with a fire pit, surrounded by chairs and tables, set on a brick patio with trees in the background.

A small, well-lit snack bar with refrigerated drinks and shelves stocked with snacks.

A hotel lobby with seating areas, tables, and a view of the outdoors.

An indoor swimming pool with clear lanes, green chairs, and large windows offering a view of the outdoors.

10. TownePlace Suites by Marriott Frederick

Frederick

Heather

3.628.928 ₫

4.028.110 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A hotel with a stone facade, a well-lit entrance, and a sign for Homewood Suites.

An outdoor patio with a pergola, stone walls, and outdoor furniture.

A modern lounge area with a curved sofa, patterned armchairs, and ottomans.

A hotel lobby with a reception desk, seating area, and a fireplace.

11. Homewood Suites by Hilton Frederick

Frederick

Jo-Anne

4.042.343 ₫

4.487.002 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A pool area with red chairs and a person swimming.

An outdoor patio with a fire feature, seating, and a covered area with string lights.

A restaurant with a long counter, red chairs, and a 'Good Morning' sign.

A snack and beverage section with a variety of snacks and drinks, including a display of green apples.

12. Home2 Suites by Hilton Frederick

Frederick

Joseph

3.614.582 ₫

4.012.185 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A patio area with a fire pit, outdoor seating, and a pergola with string lights.

A modern lobby with a blue sofa, round tables, and green chairs.

A snack and beverage section with shelves stocked with snacks, drinks, and a microwave.

A breakfast area with a sign that reads "HAPPY BREAKFAST STARTS HERE." It includes a bakery section, a coffee station, and various food items on the counter.

13. Hampton Inn Hagerstown

Hagerstown

Carrie

3.121.874 ₫

3.496.498 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A modern living room with a fireplace, wooden wall paneling, and a large clock.

A Country Inn & Suites hotel with a covered parking area and a car parked in front.

A person floating on a pink inflatable ring in a pool.

A modern lobby with a wooden wall, a clock, a reception desk, and seating areas.

14. Country Inn & Suites by Radisson, Hagerstown, MD

Hagerstown

Eric

2.587.173 ₫

2.897.633 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A hotel room with two beds, a desk, a chair, a bathroom, and a painting on the wall.

A self-service beverage station with a coffee machine, a Dole juice dispenser, and an Avalon water cooler.

A compact kitchen with white appliances, a small bar stool, and a view of the street through an open door.

A modern reception area with a counter, seating, a television, and a vending machine.

15. Days Inn by Wyndham Frederick

Frederick

Candice

2.018.824 ₫

2.240.894 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A circular outdoor seating area with a fire pit, surrounded by wicker chairs and tables, set against a backdrop of trees and a building wall.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A modern hotel lobby with a geometric patterned carpet, leather seating, and pendant lighting.

A Courtyard by Marriott hotel with a covered entrance, a flagpole, and a landscaped area.

16. Courtyard by Marriott Frederick

Frederick

Gayle

3.182.126 ₫

3.532.160 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A reception area with a blue door, a reception desk, and two armchairs.

A motel with a covered parking area, a small lobby, and a building with a flat roof.

A hotel room with two beds, a TV, a desk, and a wardrobe.

A white car parked in front of a Days Inn sign.

17. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Nathaniel

1.671.399 ₫

1.888.679 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A hotel room with two beds, a TV, a microwave, and a desk with a lamp.

A hotel lobby with two orange chairs, a desk with a telephone, a framed picture on the wall, and a window with a view of the street.

A hotel lobby with a stone fireplace, red and blue seating, a flat-screen TV, and a large window offering a city view.

A spacious dining area with multiple tables and chairs, a kitchen area with various appliances, and a clean, well-lit environment.

18. Comfort Inn Frederick - Ballenger Creek

Frederick

Marie

2.300.521 ₫

2.553.579 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A hotel with a large entrance, a sign reading "Springhill Suites by Marriott," and an American flag.

A modern hotel lobby with a curved seating area, a bar, and a dining space.

A hotel dining area with multiple tables and chairs, a fireplace, and a modern interior design.

A hotel room with two beds, a kitchenette with a microwave, sink, and refrigerator.

19. Springhill Suites by Marriott Hagerstown

Hagerstown

Darren

3.361.838 ₫

3.765.258 ₫ total

includes taxes & fees

6 Sept - 7 Sept

20. Tru By Hilton Hagerstown

Hagerstown

Heather

2.652.119 ₫

2.970.373 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Stay near popular Middletown attractions

Maryland National Golf Club

Designed by Arthur Hills, this par-71 course features dramatic elevation changes and views of the Catoctin Mountains. Enjoy the challenging fairways and relax at the full-service clubhouse after your round.

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Willow Oaks Craft Cider and Wine

Maryland's first certified organic farm offers barrel-aged craft ciders and port-style wines from its 35-acre orchard. Savour a tasting on the deck overlooking the apple trees while browsing local art in the gallery.

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Orchid Cellar Winery

9.0/10 (2 reviews)

Orchid Cellar crafts diverse meads in a hand-built log cabin tasting room with mountain views. Enjoy a flight on the wrap-around deck while watching resident bees and chickens or roasting s'mores by the fire pit.

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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.

See all hotels in Middletown

Top Middletown Hotel Reviews

Days Inn by Wyndham Frederick

8/10 Good

"Great, Quiet and Peaceful area."

Fairfield Inn & Suites by Marriott Hagerstown

8/10 Good

"Convenient"

Best Western Leesburg Hotel & Conference Center

8/10 Good

"We could hear people talking in the hallway and heard doors open and closing. Room was good but could use some upgrades. Breakfast was good. Location was convenient with a few dinner options."

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent

"Friendly staff and clean room!"

Tru By Hilton Martinsburg

10/10 Excellent

"Everything was wonderful. No complaints."

Best Western Historic Frederick

8/10 Good

"Everything is ok there was nothing that really stood out. We were only there one night was nice for the price"

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"Great place to stay. I would highly recomend"

Fairfield Inn & Suites by Marriott Frederick

10/10 Excellent

"We just did a quick overnight stay. Great location right off 270 and close to rt 70. Very clean with great breakfast. Cheerful lady helping in the breakfast room. Will plan staying again on our frequent trip from Ohio to DC area."

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"All was good, only issue was the front desk lady, she did not speak clear or speak up, it was like talking to your 15 year old kid who still mumbles. I had to keep having her repeat herself, about basic things, but I really couldn’t follow or understand her. The kick was she never spoke a bit louder or more clear, she kept repeating herself in the same monotone, low volume mumbles lol…..but everything else was good!"

More cheap stays in Middletown

The Plaza Inn & Suites

931 Dual Highway, Building A Hagerstown MD

1.643.228 ₫

1.840.416 ₫ total

30 Aug - 31 Aug

includes taxes & fees

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

1.996.393 ₫

2.215.997 ₫ total

3 Sept - 4 Sept

includes taxes & fees

8/10 Very good! (1,003 reviews)

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

2.300.521 ₫

2.553.579 ₫ total

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

2.433.805 ₫

2.725.861 ₫ total

27 Sept - 28 Sept

includes taxes & fees

8/10 Very good! (1,000 reviews)

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

2.551.700 ₫

2.857.904 ₫ total

7 Sept - 8 Sept

includes taxes & fees

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

3.262.983 ₫

3.621.911 ₫ total

7 Sept - 8 Sept

includes taxes & fees

Hotels in Middletown with star rating

Frequently asked questions

What's the seasonal weather in Middletown?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1252 mm.

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Book Hotels in Middletown on Expedia.com

Find hotels in Middletown, MD from 1.840.416 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middletown hotels

1. SpringHill Suites by Marriott Frederick

2. Country Inn & Suites by Radisson, Frederick, MD

3. Hampton Inn & Suites Frederick-Fort Detrick

4. Fairfield Inn & Suites by Marriott Hagerstown

5. Fairfield Inn & Suites by Marriott Frederick

6. Hilton Garden Inn Frederick

7. Best Western Historic Frederick

8. Comfort Inn Red Horse Frederick

9. Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

10. TownePlace Suites by Marriott Frederick

11. Homewood Suites by Hilton Frederick

12. Home2 Suites by Hilton Frederick

13. Hampton Inn Hagerstown

14. Country Inn & Suites by Radisson, Hagerstown, MD

15. Days Inn by Wyndham Frederick

16. Courtyard by Marriott Frederick

17. Days Inn by Wyndham Charles Town/Harpers Ferry

18. Comfort Inn Frederick - Ballenger Creek

19. Springhill Suites by Marriott Hagerstown

20. Tru By Hilton Hagerstown

Stay near popular Middletown attractions

Maryland National Golf Club

Willow Oaks Craft Cider and Wine

Orchid Cellar Winery

Learn more about Middletown

Top Middletown Hotel Reviews

Days Inn by Wyndham Frederick

Fairfield Inn & Suites by Marriott Hagerstown

Best Western Leesburg Hotel & Conference Center

Comfort Inn Frederick - Ballenger Creek

Tru By Hilton Martinsburg

Best Western Historic Frederick

Clarion Inn Harpers Ferry - Charles Town

Fairfield Inn & Suites by Marriott Frederick

Country Inn & Suites by Radisson, Frederick, MD

More cheap stays in Middletown

The Plaza Inn & Suites

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Comfort Suites Hagerstown Southeast

Quality Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Frederick

Hotels in Middletown with star rating

Frequently asked questions

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