A lake surrounded by autumn-colored trees reflecting on the water.

Middletown Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Middletown holiday rentals

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (19 reviews)
"It was a great place "
United States
Jose
The price is HK$589
HK$1,243 total
includes taxes & fees
13 Oct - 14 Oct
Cottage Suites
A modern bedroom with a four-poster bed, a sofa, and a small side table.

2. The Columbus Hotel - The Balcony Suite - 52-201

The Columbus Hotel - The Balcony Suite - 52-201
Middletown
The price is HK$1,036
HK$1,997 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Balcony Suite - 52-201
A hallway with a black door labeled '207', a fire alarm, and a laundry room with two washing machines.

3. The Columbus Hotel - The Gold Suite - 89-207

The Columbus Hotel - The Gold Suite - 89-207
Middletown
The price is HK$808
HK$1,704 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Gold Suite - 89-207
A modern hotel room with a large bed, a desk, a chair, a TV, and a wardrobe.

4. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is HK$1,099
HK$2,184 total
includes taxes & fees
15 Oct - 16 Oct
The Columbus Hotel - The Courtyard Suite - 89-303
A hallway with a staircase, a laundry room with two washing machines, and a fire alarm on the wall.

5. The Columbus Hotel - The Tailored Studio - 89-302

The Columbus Hotel - The Tailored Studio - 89-302
Middletown
The price is HK$1,036
HK$2,051 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Tailored Studio - 89-302
A hallway with a door labeled '302' and a keypad lock.

6. The Columbus Hotel - The Reimagined Suite - 52-304

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is HK$761
HK$1,642 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Reimagined Suite - 52-304
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

7. The Columbus Hotel - The Upper Studio - 52-402

The Columbus Hotel - The Upper Studio - 52-402
Middletown
The price is HK$887
HK$1,811 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Upper Studio - 52-402
A staircase with a fire alarm and a row of lockers.

8. The Columbus Hotel - The Market Suite - 52-202

The Columbus Hotel - The Market Suite - 52-202
Middletown
The price is HK$918
HK$1,873 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Market Suite - 52-202
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

9. The Columbus Hotel - The Weekender Suite - 52-204

The Columbus Hotel - The Weekender Suite - 52-204
Middletown
The price is HK$840
HK$1,749 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Weekender Suite - 52-204
Room

10. The Columbus Hotel - Four-Poster Suite - 52-203

The Columbus Hotel - Four-Poster Suite - 52-203
Middletown
The price is HK$769
HK$1,660 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - Four-Poster Suite - 52-203
A modern hotel room with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view of the adjacent dining area.

11. The Columbus Hotel - The Sunny Studio - 52-302

The Columbus Hotel - The Sunny Studio - 52-302
Middletown
The price is HK$887
HK$1,811 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Sunny Studio - 52-302
Interior

12. The Columbus Hotel - The Canopy Studio - 52-301

The Columbus Hotel - The Canopy Studio - 52-301
Middletown
The price is HK$840
HK$1,749 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Canopy Studio - 52-301
A kitchen with a refrigerator, microwave, and dark cabinets.

13. The Columbus Hotel - The Residence Studio - 89-206

The Columbus Hotel - The Residence Studio - 89-206
Middletown
The price is HK$714
HK$1,589 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Residence Studio - 89-206
A hotel room with a bed, a desk, a chair, a TV, and a window with a view of a bridge.

14. The Columbus Hotel - The Revival Suite - 89-304

The Columbus Hotel - The Revival Suite - 89-304
Middletown
The price is HK$824
HK$1,731 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Revival Suite - 89-304
A two-story building with a garage and a small attached structure.

15. The Columbus Hotel - The Sunrise Suite - 89-306

The Columbus Hotel - The Sunrise Suite - 89-306
Middletown
The Columbus Hotel - The Sunrise Suite - 89-306
A bedroom with a bed, a desk, a chair, a window with a view, and a wall-mounted TV.

16. The Columbus Hotel - The District Studio - 89-204

The Columbus Hotel - The District Studio - 89-204
Middletown
The price is HK$863
HK$1,775 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The District Studio - 89-204
A hotel room with a large bed, a chair, bedside tables, and a mirror.

17. The Columbus Hotel - The Downtown Studio - 89-202

The Columbus Hotel - The Downtown Studio - 89-202
Middletown
The price is HK$847
HK$1,758 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Downtown Studio - 89-202
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

18. The Columbus Hotel - The City Suite - 89-201

The Columbus Hotel - The City Suite - 89-201
Middletown
The price is HK$808
HK$1,696 total
includes taxes & fees
7 Oct - 8 Oct
The Columbus Hotel - The City Suite - 89-201
A compact kitchen with a built-in microwave, a coffee maker, and a stainless steel sink.

19. The Columbus Hotel - The Galley Studio - 89-203

The Columbus Hotel - The Galley Studio - 89-203
Middletown
The price is HK$769
HK$1,660 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Galley Studio - 89-203
A hotel room with a large bed, two bedside tables, a wall-mounted air conditioning unit, and a floor lamp.

20. The Columbus Hotel - The Scholar Suite - 89-307

The Columbus Hotel - The Scholar Suite - 89-307
Middletown
The price is HK$848
HK$1,855 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Scholar Suite - 89-307
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

8/10 Good
"The amenity fees were very high, and didn’t include much. I only had coffee, and don’t understand why they called it “complimentary” since it was part of the “amenities”."
Francine 2-night trip
Posted 15 hours ago
The Thayer Hotel at West Point

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! 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.

What are some of the best holiday rentals that Middletown has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Middletown is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Middletown?

With 11 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. Orange County Fair Speedway and Orange County Fairgrounds are other places to visit while you're in town.

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.