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 modern hotel with a prominent sign reading "Springhill Suites by Marriott." It features a multi-story structure with a flat roof and a well-lit entrance.

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

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

1. SpringHill Suites by Marriott Frederick

Frederick

Antoine

Rp1.917.090

Rp2.127.971 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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

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.

2. Best Western Historic Frederick

Frederick

JoAnn

Rp1.385.460

Rp1.537.860 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 hotel bathroom with a large mirror, a sink, and a toilet.

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

3. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Gary

Rp1.962.735

Rp2.178.635 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.

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

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

Rp1.807.900

Rp2.006.769 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

5. Comfort Inn Red Horse Frederick

Frederick

STEVE

Rp1.307.237

Rp1.451.032 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 Country Inn & Suites hotel with a modern design, a central tower, and a well-maintained lawn.

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.

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

Frederick

Cheryl

Rp1.508.612

Rp1.674.559 total

includes taxes & fees

8 Nov - 9 Nov

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 modern living room with a fireplace, wooden ceiling, and a flat-screen TV.

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

7. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Susan

Rp1.755.990

Rp1.966.708 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.

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

A Hilton Garden Inn Frederick building entrance with a sign, a lawn, and a tree.

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.

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.

9. Home2 Suites by Hilton Frederick

Frederick

Joseph

Rp2.419.185

Rp2.685.295 total

includes taxes & fees

8 Nov - 9 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 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.

10. Courtyard by Marriott Frederick

Frederick

Elizabeth

Rp2.190.960

Rp2.431.966 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

11. Days Inn by Wyndham Frederick

Frederick

Brandon

Rp1.417.680

Rp1.573.625 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

A hallway with a tiled floor, framed pictures on the walls, and tables with chairs.

12. Motel 6 Frederick, MD - Fort Detrick

Frederick

Branden

Rp1.252.641

Rp1.390.432 total

includes taxes & fees

21 Oct - 22 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 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.

13. Fairfield Inn & Suites by Marriott Frederick

Frederick

Linda

Rp2.190.960

Rp2.431.966 total

includes taxes & fees

9 Nov - 10 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 multi-story building with a symmetrical facade, featuring a central entrance with a triangular pediment, multiple windows with shutters, and a brick lower section.

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

14. WoodSpring Suites Frederick I-70

Frederick

Alexis

Rp1.682.600

Rp1.867.686 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

Rp1.578.780

Rp1.752.446 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

An indoor swimming pool with clear glass walls, lounge chairs, and a lifeguard station.

16. Homewood Suites by Hilton Frederick

Frederick

Markesha

Rp2.571.335

Rp2.854.181 total

includes taxes & fees

10 Nov - 11 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

Rp2.343.110

Rp2.600.851 total

includes taxes & fees

8 Nov - 9 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.

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

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

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

18. TownePlace Suites by Marriott Frederick

Frederick

tory

Rp2.490.427

Rp2.764.375 total

includes taxes & fees

12 Nov - 13 Nov

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 wooden staircase with a railing, a coat rack with hats, and a floral wallpaper interior.

19. Hollerstown Hill Bed and Breakfast

Frederick

Will

Rp4.007.273

Rp4.247.670 total

includes taxes & fees

20 Oct - 21 Oct

A modern living room with a sofa, coffee table, and dining area.

A modern living room with a fireplace, comfortable seating, and large windows.

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

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

20. Visitation Hotel Frederick, a Tribute Portfolio Hotel

Downtown Frederick

Lorraine

Rp4.331.800

Rp5.305.023 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

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent

"Recently renovated. Convenient location. Friendly staff. Good breakfast."

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

Rp1.385.460

Rp1.537.860 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,001 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

Rp1.475.318

Rp1.652.356 total

8 Nov - 9 Nov

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

Rp1.578.780

Rp1.752.446 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

8.8/10 Excellent! (1,011 reviews)

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

Rp1.697.636

Rp1.952.282 total

18 Oct - 19 Oct

includes taxes & fees

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

Hampton Inn & Suites Frederick-Fort Detrick

1565 Opossumtown Pike Frederick MD

Rp1.962.735

Rp2.178.635 total

1 Nov - 2 Nov

includes taxes & fees

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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Book Hotels in Middletown on Expedia.com

Find hotels in Middletown, MD from Rp1.113.658

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. Days Inn by Wyndham Frederick

12. Motel 6 Frederick, MD - Fort Detrick

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

Quality Inn Harpers Ferry - Charles Town

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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