Photo by Doug Kerr

Search Guest Houses in Middletown

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 12 Guest Houses in Middletown with updated reviews, rates, and availability.

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub
Outdoor dining

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

10.0 out of 10, Exceptional, (4)
"My fiancé and I had a great weekend at robins nest! The cottage is so cute and so clean and we felt very comfortable there! We thoroughly enjoyed the cottage and the hut tub! We did some hiking at local trails and enjoyed dinner out both nights. The cottage is quiet and peaceful. We had a very relaxing weekend. The host is very responsive and helpful. "
The price is AED 485
AED 934 total
includes taxes & fees
15 Apr - 16 Apr
Historic Cottage Retreat-IG Cowboy Pool-Hot Tub
The Bluebird Suite at Harpers Ferry Guest House
1 bedroom, free WiFi, bed sheets

The Bluebird Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (47)
"This property is in an ideal location, very very clean, exactly as described Would definitely recommend and hopefully will book again our visit. "
The price is AED 577
AED 839 total
includes taxes & fees
7 Apr - 8 Apr
The Bluebird Suite at Harpers Ferry Guest House
INDULGE - FRESH FLOWERS, MANY AMENITIES
Exterior

INDULGE - FRESH FLOWERS, MANY AMENITIES

10.0 out of 10, Exceptional, (36)
"Third year visiting family in the area and I hope to be able to do it again!"
The price is AED 367
AED 545 total
includes taxes & fees
15 Apr - 16 Apr
INDULGE - FRESH FLOWERS, MANY AMENITIES
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails
2 bedrooms, desk, iron/ironing board, free WiFi

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

10.0 out of 10, Exceptional, (12)
"This is such a gem. House is perfectly set up for a family to have fun and comfy sleep. It’s beautiful. I love the train theme! Thank you ! "
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails
The Cardinal Suite at Harpers Ferry Guest House
Point of interest

The Cardinal Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (17)
"Perfect for a little weekend getaway. Super clean, comfy bed, large than expected bathroom, easy parking, fridge and basket with breakfast options. Only downside was no ice. "
The price is AED 657
AED 953 total
includes taxes & fees
6 Apr - 7 Apr
The Cardinal Suite at Harpers Ferry Guest House
The Goldfinch Suite at Harpers Ferry Guest House
Point of interest

The Goldfinch Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (37)
"Great location! Close to walk to restaurants, activities"
The price is AED 577
AED 851 total
includes taxes & fees
6 Apr - 7 Apr
The Goldfinch Suite at Harpers Ferry Guest House
The Chickadee Room at Harpers Ferry Guest House
Point of interest

The Chickadee Room at Harpers Ferry Guest House

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. "
The price is AED 452
AED 695 total
includes taxes & fees
6 Apr - 7 Apr
The Chickadee Room at Harpers Ferry Guest House
Riverview Suite at La Soledad
TV, fireplace

Riverview Suite at La Soledad

10.0 out of 10, Exceptional, (3)
"River Views Lavender Farm was an exceptional place to stay! Upon arrival we were greeted by 3 very happy and friendly dogs! The room was very comfortable and met all our needs. We opened up the windows and enjoyed listening to the sound of the river below and admiring the beauty all around. There was an issue with the internet connection not working, we were in communication with our host often and the issue was resolved in a timely manner. We enjoyed delicious meals at Cannonball Deli and...
The price is AED 1,036
AED 1,486 total
includes taxes & fees
4 Apr - 5 Apr
Riverview Suite at La Soledad
French Farm house /Apartment.
Fridge, microwave, oven, stovetop

French Farm house /Apartment.

8.0 out of 10, Very Good, (1)
"My friends and I had an excellent stay at this property, it was the perfect size for 3 adults and very quaint and private. I will say that the listing says that it is 8.8 miles from Leesburg VA (which is where my friends and I were visiting) but that is not entirely accurate- there IS a ferry you can take across that maybe makes that number true but if you are an out of towner and are planning on just driving GPS style it ACTUALLY takes about 25-30 minutes to drive into town. Wasn’t a deal...
French Farm house /Apartment.
Guest House at 1796 Historic Farm in Wine Country
Free WiFi, bed sheets

Guest House at 1796 Historic Farm in Wine Country

10.0 out of 10, Exceptional, (71)
"I love this property. I came for a return visit, so I knew what to expect. We enjoyed wine by the firepit each night. Thank you! The accommodations are quaint yet top notch. The host family is generous, communicative and accommodating and also respectful of the privacy that we wanted. I book well in advance to make sure I get the date I want to see the Fall colors--there is nowhere better to do this! Thank you!! "
Guest House at 1796 Historic Farm in Wine Country
Stone Leaf Farm Private Nature Retreat & Pool is Now Open (weather permitting).
Outdoor pool

Stone Leaf Farm Private Nature Retreat & Pool is Now Open (weather permitting).

9.6 out of 10, Exceptional, (40)
"We enjoyed our stay. The proximity to Frederick and Harper’s Ferry is very convenient. It’s lovely to site by the water fall and the pool was nice as well Owner has stocked the kitchen with lots of goodies and nice things in the bathroom as well There is a very musty order that hits you the minute you walk in. We considered only staying a night but we really wanted this must needed get away. I tried to reach out to Andrew after I left directly to let him know but there is a mushroom growing in...
Stone Leaf Farm Private Nature Retreat & Pool is Now Open (weather permitting).
M&M Suite Near Downtown Leesburg
Property grounds

M&M Suite Near Downtown Leesburg

M&M Suite Near Downtown Leesburg
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (92)
"When we arrived we had to double check to make sure we were in the correct location…way more than expected… lots of space and privacy, real cabin from the 1800s, fully furnished and owners provided snacks and drinks, we had never been to Maryland before…Truly unique experience we will go back hopefully for a little longer "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (89)
"The cabin was cozy, quiet, and we felt right at home! It had a cute rustic vibe and was very peaceful, despite being in a neighborhood. Easy access to Main Street Middletown with some great restaurants and sights. The cabin had everything we needed for our stay, including kitchen supplies, extra blankets, and brochures of local activities. We would stay again!"
The price is AED 312
AED 740 total
includes taxes & fees
7 Apr - 8 Apr
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is AED 533
AED 1,098 total
includes taxes & fees
10 Apr - 11 Apr
Charming "Cream of the Crop" Cape ~❤️of Middletown
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.