Middletown Vacation Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Middletown holiday rentals

7 bedrooms

Holiday Home in Cornwall

NEW 5 Trinity Pl Cornwall NY 12518
2.0 star property
The price is RM2,030
RM4,666 total
includes taxes & fees
19 Jan - 20 Jan
NEW 5 Trinity Pl Cornwall NY 12518
1 bedroom

Apartment in Monroe

Cozy Modern Studio Near Lake Porch Fire Pit
2.0 star property
The price is RM314
RM874 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Modern Studio Near Lake Porch Fire Pit
1 bedroom

Apartment in Monroe

Bright Studio Retreat w Deck Nature Views
2.0 star property
The price is RM483
RM1,201 total
includes taxes & fees
20 Jan - 21 Jan
Bright Studio Retreat w Deck Nature Views
Room

Apartment in Monroe

Rustic Lakefront Studio w Deck Workspace
2.0 star property
The price is RM314
RM874 total
includes taxes & fees
18 Jan - 19 Jan
Rustic Lakefront Studio w Deck Workspace
1 bedroom

Holiday Home in Monroe

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
The price is RM314
RM874 total
includes taxes & fees
18 Jan - 19 Jan
Hidden Lakefront Gem on a Gated Countryside Escape
1 bedroom

Apartment in Monroe

Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
The price is RM314
RM874 total
includes taxes & fees
18 Jan - 19 Jan
Natural Getaway at Orchard Farm Lakeside Retreat
6 bedrooms

Aparthotel in Highland Lake

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
The price is RM632
RM3,733 total
includes taxes & fees
26 Jan - 27 Jan
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

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

10/10 Excellent
"Courteous staff"
zoraida 1-night trip
Posted 1 day ago
Super 8 by Wyndham Middletown

Find out more about 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. 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.