A stone tower with a staircase leading up to it.

Search Guest Houses in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Middletown guest houses

A bedroom with a bed, a dresser, a closet with a mirror, and a framed picture on the wall.

1. INDULGE - FRESH FLOWERS, MANY AMENITIES

INDULGE - FRESH FLOWERS, MANY AMENITIES
Middletown
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay in rural Maryland and have all you need. Awesome place!"
United States
Thomas C.
The price is ￥18,040
￥32,591 total
includes taxes & fees
Nov 17 - Nov 18
INDULGE - FRESH FLOWERS, MANY AMENITIES
A brick fireplace with two built-in shelves and a mantel, flanked by wooden chairs.

2. Inn at Springfield Manor

Inn at Springfield Manor
3.0 star property
Thurmont
8.6 out of 10, Excellent, (65 reviews)
"LOVELY place, lovely people"
United States
Thomas
The price is ￥31,374
￥33,256 total
includes taxes & fees
Oct 26 - Oct 27
Inn at Springfield Manor
A two-story white building with a porch, a sign reading "Harper's Guest House," and a flag.

3. The Bluebird Suite at Harpers Ferry Guest House

The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (75 reviews)
"Room was perfect for our 2 night stay"
United States
Diane J.
The price is ￥23,138
￥36,262 total
includes taxes & fees
Nov 1 - Nov 2
The Bluebird Suite at Harpers Ferry Guest House
A two-story white building with a porch, a sign reading "Harper's Guest House," and a flag.

4. The Goldfinch Suite at Harpers Ferry Guest House

The Goldfinch Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (65 reviews)
"Very much enjoyed our stay and recommend it."
United States
Robert A.
The price is ￥23,138
￥36,262 total
includes taxes & fees
Nov 1 - Nov 2
The Goldfinch Suite at Harpers Ferry Guest House
A spacious living room with a high ceiling, built-in bench seating, a coffee table, and large windows offering a view of the outdoors.

5. Riverview Suite at La Soledad

Riverview Suite at La Soledad
Harpers Ferry
9.8 out of 10, Exceptional, (15 reviews)
"Check in/ check out was seamless, nicest place to pick in harper's ferry!"
United States
Brendan P.
The price is ￥45,179
￥65,181 total
includes taxes & fees
Oct 29 - Oct 30
Riverview Suite at La Soledad
An electric vehicle charging station mounted on a house wall with a QR code and a charging cable.

6. The Cardinal Suite at Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (30 reviews)
"Everything was exceptional, very quiet and good location. We really appreciated the EV charging!"
United States
Sue K.
The price is ￥24,989
￥38,670 total
includes taxes & fees
Nov 2 - Nov 3
The Cardinal Suite at Harpers Ferry Guest House
A cozy living room with a grey sofa, a coffee table, and a wooden door leading to another room.

7. 2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (23 reviews)
"The homey, comfortable atmosphere and the location are stand-outs of this charming, B&B. Great hosts!"
United States
Jason
The price is ￥24,989
￥39,548 total
includes taxes & fees
Nov 4 - Nov 5
2-Room Chickadee Suite @ Harpers Ferry Guest House
A modern kitchen with a large window, built-in appliances, and a black door with a wreath.

8. Romantic Barn Loft | Wine Country & Weddings

Romantic Barn Loft | Wine Country & Weddings
Paeonian Springs
The price is ￥27,782
￥45,530 total
includes taxes & fees
Oct 27 - Oct 28
Romantic Barn Loft | Wine Country & Weddings
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

8/10 Good
"A good value."
James 2-night trip
Posted 2 hours ago
Hampton Inn & Suites Frederick-Fort Detrick

Find out more about Middletown

Middletown Guest Houses information

Number of reviews
256
Accommodation
9 Guest Houses
Lowest Price
￥32,591
Highest Price
￥65,181