The 10 best holiday rentals in Middletown, USA | Booking.com

Skip to main content

Holiday Rentals in Middletown

Find the holiday rentals that appeal to you the most

I'm travelling for work

The best holiday rentals in Middletown

Check out our pick of great holiday rentals in Middletown

ListMap

The Borland House Inn
Montgomery (Near Montgomery)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 98 reviews
From
US$206
1 night, 2 adults
Fox & Bear Lodge
Glenwood (Near Glenwood)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 77 reviews
From
US$300
1 night, 2 adults
1786 Farm Cottage Honeymoon Suite Renovated 2022
Chester (Near Chester)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews
Craftsman Hideaway at the 1841 Farmhouse
Chester (Near Chester)
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
Infinity MountView House
Sussex (Near Sussex)
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Cottage at Millpond Falls - A Romantic Escape
Warwick (Near Warwick)
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 12 reviews
Catskills Cottage with Lake View Book Now
Rock Hill (Near Rock Hill)
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 13 reviews

Research, refine and make plans for your whole trip

When to visit the United States

Events, prices, the weather – everything you need to know about the best time to visit the United States.

Holiday Rentals in the United States

Pack a bigger bag and see more of the country.

Holiday Rentals in Montgomery

Try another destination popular with our guests.

Holiday Rentals in Queensbury

Try another destination popular with our guests.

Holiday Rentals in New York

Discover another destination in the United States.

Holiday Rentals in Las Vegas

Discover another destination in the United States.

Holiday Rentals in New York State

Widen your search and check out the best holiday rentals in the surrounding area.

Holiday Rentals in Hudson Valley

Extend your search and explore the surrounding area.

Hotels near Newark Liberty International Airport

Perfect for a late arrival or early departure.