Find Vacation Rentals in Middletown

We have 132 properties to choose from
Middletown
Anytime
Guests

Popular Middletown Vacation Rentals

Find the perfect Middletown vacation rental

House Middletown
$420 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$193 per night
House ∙ 6 guests ∙ 3 bedrooms
4.2
"Very good" (5 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$209 per night
House ∙ 4 guests ∙ 2 bedrooms
3.5
"Good" (8 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
Resort Middletown
$118 per night
Resort ∙ 6 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
Apartment Middletown
$177 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.3
"Very good" (8 ratings)
Middletown, Wallkill, New York, United States
Details
Vrbo
Details
Details
House Middletown
$328 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Middletown, Wallkill, New York, United States
Details
Expedia
Details
Details
House Middletown
$152 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
"Very good" (3 ratings)
Middletown, Wallkill, New York, United States
Details
Expedia
Details
Details
House Middletown
$303 per night
House ∙ 8 guests ∙ 3 bedrooms
Middletown, Wallkill, New York, United States
Details
Expedia
Details
Details
Apartment Middletown
$130 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.4
"Very good" (6 ratings)
Middletown, Wallkill, New York, United States
Details
Expedia
Details
Details
View more

Vacation rentals and apartments with air conditioning

Cottage Aircondition Middletown
$162 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Middletown, Wallkill, New York, United States
Aircondition
Details
Expedia
Details
Details
Motel Aircondition Middletown
$80 per night
Motel ∙ 5 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Aircondition
Details
HomeToGo
Details
Details
Motel Aircondition Middletown
$100 per night
Motel ∙ 4 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Aircondition
Details
HomeToGo
Details
Details
View more

Recommended Rentals With Pools

Motel Pool Middletown
$112 per night
Motel ∙ 2 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Pool
Details
HomeToGo
Details
Details
Motel Pool Middletown
$87 per night
Motel ∙ 4 guests ∙ 1 bedroom
Middletown, Wallkill, New York, United States
Pool
Details
HomeToGo
Details
Details
View more

Vacation Homes With Terraces

House Balcony/Patio Middletown
$724 per night
House ∙ 14 guests ∙ 6 bedrooms
4.8
"Excellent" (22 ratings)
Middletown, Wallkill, New York, United States
Balcony/Patio
Details
Vrbo
Details
Details
House Balcony/Patio Middletown
$1,008 per night
House ∙ 10 guests ∙ 6 bedrooms
4.5
"Outstanding" (4 ratings)
Middletown, Wallkill, New York, United States
Balcony/Patio
Details
Expedia
Details
Details
View more

Frequently Asked Questions

How much does it cost to stay in Middletown?

Usually, a stay in Middletown starts at $74 per night.

Can I book a vacation rental in Middletown?

On tripping.com, you will find 132 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

image-tag