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

Antoine

Rp1.918.482

Rp2.129.515 total

includes taxes & fees

8 Nov - 9 Nov

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 hotel restaurant with a counter, seating area, and various food and drink stations.

2. Best Western Historic Frederick

Frederick

JoAnn

Rp1.386.466

Rp1.538.977 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

3. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Gary

Rp1.964.160

Rp2.180.218 total

includes taxes & fees

1 Nov - 2 Nov

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

A vending machine area with Coca-Cola and Dasani water bottles, a small refrigerator, and a snack shelf.

Two people swimming in a pool with colorful swim rings.

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

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

Knoxville

Cynthia

Rp1.773.387

Rp1.968.459 total

includes taxes & fees

11 Nov - 12 Nov

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

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

A modern bathroom with a bathtub, a vanity with a mirror, and a bedside table with a lamp and phone.

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

5. Comfort Inn Red Horse Frederick

Frederick

Rp1.308.186

Rp1.452.086 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern office space with a desk, chair, television, microwave, and artwork on the wall.

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

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

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

Frederick

Cheryl

Rp1.509.708

Rp1.675.775 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

7. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Susan

Rp1.757.265

Rp1.968.137 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A spacious lobby with a green sofa, a fireplace, and large potted plants.

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

8. Hilton Garden Inn Frederick

Frederick

rosita

Rp2.268.681

Rp2.518.236 total

includes taxes & fees

1 Nov - 2 Nov

A pool area with red chairs and a person swimming.

A modern lounge area with a sofa, colorful chairs, and tables, featuring a large window with a city view.

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.

9. Home2 Suites by Hilton Frederick

Frederick

Joseph

Rp2.420.942

Rp2.687.246 total

includes taxes & fees

1 Nov - 2 Nov

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 modern restaurant with round tables and yellow chairs, a bar area, and a TV displaying a menu.

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

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

10. Courtyard by Marriott Frederick

Frederick

Elizabeth

Rp2.192.551

Rp2.433.732 total

includes taxes & fees

18 Oct - 19 Oct

A spacious room with large windows, a patterned carpet, and a high ceiling with recessed lighting.

A vending area with Coca-Cola and Pepsi machines, tables, and chairs in a brightly lit room with yellow walls.

A reception area with a wooden reception desk, a clock, a sign about room updates, and a potted plant.

A hotel room with two beds, a desk, a chair, a microwave, and a door.

11. Motel 6 Frederick, MD - Fort Detrick

Frederick

Branden

Rp1.253.550

Rp1.391.441 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A reception area with a coffee machine, a refrigerator, and a trash bin. There are framed pictures on the wall and a potted plant.

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

12. Days Inn by Wyndham Frederick

Frederick

Brandon

Rp1.225.249

Rp1.360.026 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

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

13. Fairfield Inn & Suites by Marriott Frederick

Frederick

Linda

Rp2.192.551

Rp2.433.732 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk with a telephone, a television, and a window with blinds.

A compact kitchenette with a microwave, sink, and a small dining area with a table and chairs.

A laundry facility with multiple washing machines and dryers, a sign with laundry instructions, and a door to the right.

A gym with cardio machines, weightlifting equipment, and a water dispenser.

14. WoodSpring Suites Frederick I-70

Frederick

Alexis

Rp1.683.822

Rp1.869.042 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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 seating areas, a fireplace, and a reception desk.

15. Comfort Inn Frederick - Ballenger Creek

Frederick

Damali

Rp1.579.927

Rp1.753.719 total

includes taxes & fees

8 Nov - 9 Nov

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.

16. Homewood Suites by Hilton Frederick

Frederick

Markesha

Rp2.573.202

Rp2.856.254 total

includes taxes & fees

1 Nov - 2 Nov

A bar area with a central counter, multiple screens, and red chairs.

An outdoor patio with wicker furniture, red cushions, and a stone fire pit.

A Hampton Inn hotel with a distinctive red-roofed building and a blue structure with a white balcony.

A menu with sections for Draft Beer, Bottled Beer, Signature Drinks, White Wine, and Red Wine.

17. Hampton Inn Frederick

Frederick

Channa

Rp2.344.812

Rp2.602.742 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A modern hotel room with a large window, built-in shelves, a coffee station, a seating area, and a vertical garden wall.

18. TownePlace Suites by Marriott Frederick

Frederick

tory

Rp2.492.236

Rp2.766.381 total

includes taxes & fees

22 Oct - 23 Oct

A two-story house with a porch and a staircase leading to the front door.

A room with a pool table, a dining table with chairs, and a chessboard.

A cozy living room with floral wallpaper, a fireplace, and vintage furniture.

A dining room with a round table set for six, surrounded by wooden chairs. There is a chandelier above the table, and a wooden cabinet with glass doors to the right.

19. Hollerstown Hill Bed and Breakfast

Frederick

Will

Rp4.010.183

Rp4.250.755 total

includes taxes & fees

14 Oct - 15 Oct

A spacious hotel lobby with a bar area, seating arrangements, and a staircase.

A multi-story hotel with a central entrance, a bell tower, and a brick facade.

A bar area with a white counter, black bar stools, and a stained glass window with a painting above.

A hotel room with two beds, a desk with a chair, and a large window with black frames.

20. Visitation Hotel Frederick, a Tribute Portfolio Hotel

Downtown Frederick

Lorraine

Rp4.334.946

Rp5.308.877 total

includes taxes & fees

25 Oct - 26 Oct

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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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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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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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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

Best Western Historic Frederick

10/10 Excellent

"Overall a nice place with a great staff. I had a late checkout and the room was a little noisy in the morning (I could hear the cleaning staff and the room next to mine getting ready to leave) but it wasn’t too bad."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Be sure the pool is open"

Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent

"Best place in Frederick. Wonderful"

Tru By Hilton Martinsburg

10/10 Excellent

"Very nice place."

Red Roof Inn Leesburg, VA

8/10 Good

"N/A"

SpringHill Suites by Marriott Frederick

10/10 Excellent

"Clean and king suite was great!"

More cheap stays in Middletown

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

Rp1.386.466

Rp1.538.977 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,016 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

Rp1.476.389

Rp1.653.557 total

8 Nov - 9 Nov

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

Rp1.579.927

Rp1.753.719 total

8 Nov - 9 Nov

includes taxes & fees

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

Rp1.572.761

Rp1.761.492 total

26 Oct - 27 Oct

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

Rp1.698.869

Rp1.953.700 total

1 Nov - 2 Nov

includes taxes & fees

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

Hampton Inn & Suites Frederick-Fort Detrick

1565 Opossumtown Pike Frederick MD

Rp1.964.160

Rp2.180.218 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Frequently asked questions

What's the best place for a stay in Middletown?

Quality Inn Harpers Ferry - Charles Town, located 13.7 mi (22 km) from the heart of Middletown, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Best Western Historic Frederick and Fairfield Inn & Suites by Marriott Hagerstown. See all available top hotels, or vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes, you'll find most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

What are some accommodation options with pools in Middletown?

Best Western Historic Frederick: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Fairfield Inn & Suites by Marriott Hagerstown and Country Inn & Suites by Radisson, Hagerstown, MD are two additional hotels that offer an on-site pool. View all hotels with pools in Middletown.

How is it to stay in Middletown?

Visitors can enjoy all that Middletown has to offer, including the golf courses, riverfront and entertainment choices. Tourists to the city can also enjoy its walkable location. In Middletown, there are 13 hotels and other accommodation options to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Favourite places to visit include South Mountain State Park, Maryland National Golf Club and Gambrill State Park. A couple of additional sights to add to your itinerary are Washington Monument State Park and Orchid Cellar Winery. Take a look at what more there is to see and do in Expedia's Middletown guide.

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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Find hotels in Middletown, MD from Rp1.114.368

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. Best Western Historic Frederick

3. Hampton Inn & Suites Frederick-Fort Detrick

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

5. Comfort Inn Red Horse Frederick

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

7. Fairfield Inn & Suites by Marriott Hagerstown

8. Hilton Garden Inn Frederick

9. Home2 Suites by Hilton Frederick

10. Courtyard by Marriott Frederick

11. Motel 6 Frederick, MD - Fort Detrick

12. Days Inn by Wyndham Frederick

13. Fairfield Inn & Suites by Marriott Frederick

14. WoodSpring Suites Frederick I-70

15. Comfort Inn Frederick - Ballenger Creek

16. Homewood Suites by Hilton Frederick

17. Hampton Inn Frederick

18. TownePlace Suites by Marriott Frederick

19. Hollerstown Hill Bed and Breakfast

20. Visitation Hotel Frederick, a Tribute Portfolio Hotel

Stay near popular Middletown attractions

Maryland National Golf Club

Orchid Cellar Winery

Willow Oaks Craft Cider and Wine

Learn more about Middletown

Top Middletown Hotel Reviews

Best Western Historic Frederick

Clarion Inn Harpers Ferry - Charles Town

Hampton Inn & Suites Frederick-Fort Detrick

Tru By Hilton Martinsburg

Red Roof Inn Leesburg, VA

SpringHill Suites by Marriott Frederick

More cheap stays in Middletown

Best Western Historic Frederick

Comfort Suites Hagerstown Southeast

Comfort Inn Frederick - Ballenger Creek

Quality Inn Harpers Ferry - Charles Town

Best Western Leesburg Hotel & Conference Center

Hampton Inn & Suites Frederick-Fort Detrick

Frequently asked questions

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