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

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

1. SpringHill Suites by Marriott Frederick

Frederick

Elizabeth

3.000.721 ₫

3.330.800 ₫ total

includes taxes & fees

1 Nov - 2 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 restaurant with a counter, seating area, and various food and drink stations.

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

2. Best Western Historic Frederick

Frederick

JoAnn

2.089.391 ₫

2.319.225 ₫ total

includes taxes & fees

20 Nov - 21 Nov

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

3. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Gary

2.834.014 ₫

3.145.756 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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.

4. Comfort Inn Red Horse Frederick

Frederick

Jim

1.848.902 ₫

2.052.282 ₫ 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 laundry area with a stack of white towels, a Tide detergent box, and a framed picture on the wall.

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.

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

Frederick

Kevin

2.253.771 ₫

2.501.686 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

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

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.

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

Knoxville

Sharon

2.662.138 ₫

2.954.973 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

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

7. Hilton Garden Inn Frederick

Frederick

rosita

3.053.705 ₫

3.389.612 ₫ total

includes taxes & fees

22 Nov - 23 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 Fairfield by Marriott Inn & Suites building with a modern architectural design, featuring a prominent entrance and multiple floors.

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

8. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Susan

2.535.493 ₫

2.839.751 ₫ 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 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.

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

9. Days Inn by Wyndham Frederick

Frederick

Brandon

1.676.117 ₫

1.860.490 ₫ total

includes taxes & fees

25 Oct - 26 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 hallway with a tiled floor, framed pictures on the walls, and tables with chairs.

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

10. Motel 6 Frederick, MD - Fort Detrick

Frederick

Chris

1.808.701 ₫

2.007.658 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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 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.

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

11. Courtyard by Marriott Frederick

Frederick

Elizabeth

3.163.550 ₫

3.511.541 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 grocery store with shelves stocked with snacks and beverages.

12. Fairfield Inn & Suites by Marriott Frederick

Frederick

Linda

2.943.859 ₫

3.267.684 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A pool area with red chairs and a person swimming.

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

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.

13. Home2 Suites by Hilton Frederick

Frederick

Joseph

3.493.087 ₫

3.877.327 ₫ total

includes taxes & fees

23 Nov - 24 Nov

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.

14. Comfort Inn Frederick - Ballenger Creek

Frederick

Charles

2.279.617 ₫

2.530.375 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

A lobby with a central chandelier, a reception desk, and a patterned carpet.

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

15. Hampton Inn Frederick

Frederick

Channa

3.385.859 ₫

3.758.304 ₫ 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 living room with a sofa, armchair, coffee table, and a lamp.

A modern living room with a sofa, a coffee table, a lamp, and a chair.

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

16. WoodSpring Suites Frederick I-70

Frederick

Alexis

2.300.294 ₫

2.553.327 ₫ total

includes taxes & fees

22 Nov - 23 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.

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

17. TownePlace Suites by Marriott Frederick

Frederick

Donna

3.595.954 ₫

3.991.509 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

18. Homewood Suites by Hilton Frederick

Frederick

Markesha

3.712.778 ₫

4.121.183 ₫ total

includes taxes & fees

23 Nov - 24 Nov

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

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

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.

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

19. Hollerstown Hill Bed and Breakfast

Frederick

Will

5.786.144 ₫

6.133.256 ₫ total

includes taxes & fees

23 Nov - 24 Nov

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

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 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

5.328.396 ₫

6.632.300 ₫ total

includes taxes & fees

29 Oct - 30 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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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

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Comfortable and clean room in a convenient location. The room was large, quiet and had nice amenities and convenient outlets."

Hilton Garden Inn Frederick

10/10 Excellent

"Very helpful in every way, the only complaint I have is with the thermostat it would change from heat to ac automatically"

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent

"Very friendly staff and the breakfast was pretty good too. Very clean."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Very clean close to harpers ferry"

Red Roof Inn Leesburg, VA

8/10 Good

"Everything was perfectly adequate. Nothing was remarkable in any way. The best praise I can give is that the bathroom door was solid with a lock that worked, unlike the more premium hotel chain that has translucent barn style sliding doors, with no way to fasten them shut."

Hotel Burg

8/10 Good

"tiny tiny room with no closet- not sure what the “resort fee” was for- but it was in town and by a trail so that was nice. Was definitely not worth what we paid- but they get you with convenience i guess… very clean room."

More cheap stays in Middletown

Motel 6 Frederick, MD - Fort Detrick

999 West Patrick Street Frederick MD

1.808.701 ₫

2.007.658 ₫ total

29 Oct - 30 Oct

includes taxes & fees

6.8/10 (1,001 reviews)

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

2.089.391 ₫

2.319.225 ₫ total

20 Nov - 21 Nov

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

2.279.617 ₫

2.530.375 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.6/10 Excellent! (1,002 reviews)

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

2.337.771 ₫

2.618.304 ₫ total

29 Oct - 30 Oct

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Hampton Inn & Suites Frederick-Fort Detrick

1565 Opossumtown Pike Frederick MD

2.834.014 ₫

3.145.756 ₫ total

1 Nov - 2 Nov

includes taxes & fees

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

3.000.721 ₫

3.330.800 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (956 reviews)

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 1.608.021 ₫

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. Comfort Inn Red Horse Frederick

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

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

7. Hilton Garden Inn Frederick

8. Fairfield Inn & Suites by Marriott Hagerstown

9. Days Inn by Wyndham Frederick

10. Motel 6 Frederick, MD - Fort Detrick

11. Courtyard by Marriott Frederick

12. Fairfield Inn & Suites by Marriott Frederick

13. Home2 Suites by Hilton Frederick

14. Comfort Inn Frederick - Ballenger Creek

15. Hampton Inn Frederick

16. WoodSpring Suites Frederick I-70

17. TownePlace Suites by Marriott Frederick

18. Homewood Suites by Hilton Frederick

19. Hollerstown Hill Bed and Breakfast

20. Visitation Hotel Frederick, a Tribute Portfolio Hotel

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

Country Inn & Suites by Radisson, Hagerstown, MD

Hilton Garden Inn Frederick

Fairfield Inn & Suites by Marriott Hagerstown

Clarion Inn Harpers Ferry - Charles Town

Red Roof Inn Leesburg, VA

Hotel Burg

More cheap stays in Middletown

Motel 6 Frederick, MD - Fort Detrick

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Quality Inn Harpers Ferry - Charles Town

Hampton Inn & Suites Frederick-Fort Detrick

SpringHill Suites by Marriott Frederick

Hotels in Middletown with star rating

Frequently asked questions

Explore a world of travel with Expedia

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