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Search Holiday Rentals in Middletown

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Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Top Holiday Rentals in Middletown

House (1 Bedroom)
Hike & Fish: Outdoor Retreat Near Trails
Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
The price is ₹16,092
₹26,908 total
includes taxes & fees
23 Oct - 24 Oct
Hike & Fish: Outdoor Retreat Near Trails
Apartment | 6 bedrooms
2 Lake Cabins Pool+hottub Game Room 23acs
2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
The price is ₹15,169
₹60,702 total
includes taxes & fees
6 Nov - 7 Nov
2 Lake Cabins Pool+hottub Game Room 23acs
Apartment (0 Bedroom) | Interior
Close to Trails: Studio w/ Water Views
Close to Trails: Studio w/ Water Views
3.0 star property
The price is ₹11,871
₹20,642 total
includes taxes & fees
23 Oct - 24 Oct
Close to Trails: Studio w/ Water Views
Apartment | 6 bedrooms
2 Lake Cabins Pool Hottub Game Room 23acs
2 Lake Cabins Pool Hottub Game Room 23acs
2.0 star property
2 Lake Cabins Pool Hottub Game Room 23acs
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.
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Top Middletown Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"The staff at Hampton this am 10-19-2025 was absolutely wonderful. All the trolley carts were gone and a wonderful young lady offered to help carry my bags to my car. The waite staff also offered a quick breakfast to my daughter and myself before we left very early this am. The staff that you have working at this hotel have always been very cordial and make life less stressful. It is greatly appreciated. Thank You"
sandra 2-night trip
Posted 2 days ago
Hampton Inn Harriman Woodbury

Find out more about Middletown

Holiday Rentals in Middletown

Search for holiday rentals in Middletown on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals in Middletown close to Orange County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Middletown. Make sure you have time to check out the churches and architecture during your trip.

How many holiday rentals are there in Middletown?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Highland Lake and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. While in the area, you can also visit popular places such as LEGOLAND® New York and Woodbury Common Premium Outlets.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.