Find Vacation Rentals in Middletown

We have 223 properties to choose from
Middletown
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Middletown
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Popular Middletown Vacation Rentals

Find the perfect Middletown vacation rental

Apartment Middletown
$221 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$133 per night
House ∙ 4 guests ∙ 2 bedrooms
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
Cabin Middletown
$189 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$103 per night
House ∙ 4 guests ∙ 3 bedrooms
4.9
Outstanding (35 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$483 per night
House ∙ 10 guests ∙ 5 bedrooms
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$783 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$332 per night
House ∙ 8 guests ∙ 3 bedrooms
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
Condo Middletown
$117 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (2 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
Condo Middletown
$124 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (5 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
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Apartments and vacation rentals with a kitchen

Condo  Middletown
$121 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (1 rating)
Middletown, Wallkill, New York, United States
Kitchen
Details
Vrbo
Details
Details
Condo  Middletown
$206 per night
Condo ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Kitchen
Details
Vrbo
Details
Details
Apartment  Middletown
$315 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Kitchen
Details
Vrbo
Details
Details
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Vacation rentals and apartments with air conditioning

House  Middletown
$385 per night
House ∙ 7 guests ∙ 3 bedrooms
Middletown, Wallkill, New York, United States
Air conditioning
Details
Vrbo
Details
Details
Apartment  Middletown
$187 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Air conditioning
Details
Vrbo
Details
Details
Apartment  Middletown
$145 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Air conditioning
Details
Vrbo
Details
Details
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Vacation rentals with Wi-Fi

Apartment  Middletown
$207 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Internet
Details
Vrbo
Details
Details
Apartment  Middletown
$157 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Internet
Details
Vrbo
Details
Details
Apartment  Middletown
$135 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Internet
Details
HomeToGo
Details
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Frequently Asked Questions

How much does it cost to stay in Middletown?

Usually, a stay in Middletown starts at $104 per night.

Can I book a vacation rental in Middletown?

On tripping.com, you will find 223 available vacation rental offers in Middletown.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Middletown

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Middletown offers 70 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Middletown start at an average price of $174 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 46 of Middletown’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 27 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 45 vacation home rentals. Traveling with your dog or cat? Choose from 20 pet-friendly rentals in Middletown that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Middletown where the top providers in that area are HomeAway, HRS Holidays, and Booking.com. There are 23 HomeAway rentals, 22 HRS Holidays short term rentals and 14 Booking.com vacation rentals.

Popular Day Trips Near Middletown

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