A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

Search Cottages in Middletown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Middletown cottages

1. Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.0 out of 10, Wonderful, (18 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is AED 545
AED 752 total
includes taxes & fees
8 Nov - 9 Nov
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

2. Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (16 reviews)
"Unique and adorable little place on the river. Perfectly clean and comfortable. We would definitely book again!"
United States
Hailey
The price is AED 1,074
AED 1,449 total
includes taxes & fees
8 Nov - 9 Nov
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

3. Mountain View Cottage with Hot Tub and River Views

Mountain View Cottage with Hot Tub and River Views
Front Royal
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and certainly return. Our group was 2 couples and 2 children.Everyone had enough space to be comfortable. The view is beautiful so we enjoyed our time at the house. While in the area, we visited Skyline Caverns and the Shenandoah River. I did have a challenging time getting Door Dash to the house. After 30 minutes of seeing the driver in the neighborhood we got in the car to track down the driver. Her cell service was poor so we were unable to communicate. If I ordered...
United States
MaryBeth C.
The price is AED 900
AED 1,935 total
includes taxes & fees
8 Dec - 9 Dec
Mountain View Cottage with Hot Tub and River Views

4. Round House w Mountain View Hot Tub

Round House w Mountain View Hot Tub
Luray
10.0 out of 10, Exceptional, (1 review)
The price is AED 476
AED 1,068 total
includes taxes & fees
16 Nov - 17 Nov
Round House w Mountain View Hot Tub

5. Mountaintop Cottage | Private Hot Tub

Mountaintop Cottage | Private Hot Tub
Front Royal
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay, house was beautiful and clean. Coffee in the morning with the deer was awesome. Love the neighborhood cat Luna."
United States
Kevin D.
The price is AED 1,143
AED 2,130 total
includes taxes & fees
9 Nov - 10 Nov
Mountaintop Cottage | Private Hot Tub

6. Mountain View Cottage | Hot Tub & Game Room

Mountain View Cottage | Hot Tub & Game Room
Front Royal
9.8 out of 10, Exceptional, (17 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is AED 1,349
AED 2,365 total
includes taxes & fees
8 Nov - 9 Nov
Mountain View Cottage | Hot Tub & Game Room

7. Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
The price is AED 643
AED 1,207 total
includes taxes & fees
8 Nov - 9 Nov
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

8. Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA

Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Front Royal
Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Frequently asked questions

Why book your cottage in Middletown with Expedia?
Expedia has some wonderful cottages in Middletown, so start packing your bags for an unforgettable vacay on nature's doorstep. If you have a budget, choose how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a pool. We'll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap cottages in Middletown?
With Expedia's handy filter tool, comparing cheap cottages in Middletown is easy. To view properties that are friendly on the wallet, refine your search by star rating, budget and amenities.