Vacation Rentals in Middletown, NY

Luminous Studio: Vibrant Living Experience

No reviews

·
Middletown
·
1 br
·
Sleeps 2
·
Free Parking · Kitchen · Wifi ·
From
$129/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Wonderful Getaway in Middletown

No reviews

·
Middletown
·
3 br
·
Sleeps 6
·
Balcony · Assigned Parking · Carpet ·
From
$162/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Assigned Parking
Carpet
Fireplace
Oven
Free Parking
Dishwasher
Wifi
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
La Quinta Inn & Suites by Wyndham Middletown
8.8

Very good

·
Middletown
·
1 br
·
Sleeps 4
·
Hot Tub · On Site Laundry · Pool ·
From
$141/night
Check availability
Property
Hotel · 1 Bed
Amenities
Hot Tub
On Site Laundry
Pool
Free Parking
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Workspace
Middletown Rental with Spacious Back Deck!

No reviews

·
Middletown
·
4 br
·
Sleeps 8
·
Oven · Free Parking · Dishwasher ·
From
$231/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Oven
Free Parking
Dishwasher
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Hudson Lodge - Port Jervis, Hudson River
7

Very good

·
Middletown
·
2 br
·
Sleeps 4
·
Deck · Balcony · Carpet ·
From
$266/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Carpet
Fireplace
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Other spaces
Deck, Balcony, Kitchen
Beautiful Log Cabin Style House
10

Excellent

·
Middletown
·
3 br
·
Sleeps 12
·
Hardwood Floor · Outdoor Space · Smoking Allowed ·
From
$299/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Hardwood Floor
Smoking Allowed
Pool
Fireplace
In Unit Laundry
Oven
Dishwasher
Wifi
Other spaces
Kitchen
Cozy 3 Bedroom Home near Legoland and Shopping
8.7

Very good

·
Middletown
·
3 br
·
Sleeps 6
·
Mountains · Ski In Ski Out · In Unit Laundry ·
From
$175/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Mountains
Ski In Ski Out
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Bright - Cozy Apartment 2 mins to Downtown & More
8.7

Very good

·
Middletown
·
1 br
·
Sleeps 4
·
Fitness Center · In Unit Laundry · Workspace ·
From
$129/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
In Unit Laundry
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen

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This tiny house w/ in door and outdoor Fire Place is 15 min. from Lego Land
10

Excellent

·
Middletown
·
2 br
·
Sleeps 4
·
Fitness Center · Fireplace · In Unit Laundry ·
From
$112/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Fitness Center
Fireplace
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Tru By Hilton Middletown
7.8

Very good

·
Middletown
·
1 br
·
Sleeps 4
·
Assigned Parking · Outdoor Space · Smoking Allowed ·
From
$81/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Smoking Allowed
On Site Laundry
Free Parking
Wifi
Air Conditioning
Furnished
Fitness Center
Other spaces
Workspace
Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel
8.6

Very good

·
Middletown
·
Studio
·
Sleeps 6
·
Assigned Parking · Outdoor Space · Carpet ·
From
$83/night
Check availability
Property
Hotel · Studio
Amenities
Assigned Parking
Carpet
Smoking Allowed
On Site Laundry
Pool
Free Parking
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Residence Inn Middletown Goshen
9.1

Excellent

·
Middletown
·
1 br
·
Sleeps 5
·
Assigned Parking · Outdoor Space · Carpet ·
From
$95/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Carpet
On Site Laundry
Pool
Fireplace
Free Parking
Dishwasher
Wifi
Other spaces
Workspace, Kitchen
Courtyard by Marriott Middletown Goshen
7.9

Very good

·
Middletown
·
1 br
·
Sleeps 5
·
Hot Tub · On Site Laundry · Pool ·
From
$114/night
Check availability
Property
Hotel · 1 Bed
Amenities
Hot Tub
On Site Laundry
Pool
Free Parking
Wifi
Air Conditioning
Furnished
Fitness Center
Other spaces
Workspace
Microtel Inn & Suites by Wyndham Middletown
6.6

Good

·
Middletown
·
1 br
·
Sleeps 10
·
On Site Laundry · Workspace · Free Parking ·
From
$76/night
Check availability
Property
Hotel · 1 Bed
Amenities
On Site Laundry
Free Parking
Wifi
Air Conditioning
Furnished
Elevator
Business Center
Residents Lounge
Other spaces
Workspace
Home2 Suites by Hilton Middletown
8.4

Very good

·
Middletown
·
1 br
·
Sleeps 6
·
Outdoor Space · Smoking Allowed · On Site Laundry ·
From
$110/night
Check availability
Property
Hotel · 1 Bed
Amenities
Smoking Allowed
On Site Laundry
Pool
Fireplace
Free Parking
Dishwasher
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Sleep Inn & Suites Middletown - Goshen
7.9

Very good

·
Middletown
·
1 br
·
Sleeps 4
·
Carpet · Smoking Allowed · On Site Laundry ·
From
$91/night
Check availability
Property
Hotel · 1 Bed
Amenities
Carpet
Smoking Allowed
On Site Laundry
Pool
Free Parking
Wifi
Air Conditioning
Furnished
Other spaces
Workspace
Elegant Town Home Middletown suburb close to city

No reviews

·
Middletown
·
3 br
·
Sleeps 7
·
Hot Tub · Smoking Allowed · In Unit Laundry ·
From
$350/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Hot Tub
Smoking Allowed
In Unit Laundry
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Luxury home with private golf course and Tennis course is more then home

No reviews

·
Middletown
·
3 br
·
Sleeps 8
·
Balcony · Smoking Allowed · In Unit Laundry ·
From
$300/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Smoking Allowed
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Garage Parking
Other spaces
Balcony, Kitchen
CHARMING BOHO-STYLE COTTAGE IN MIDDLETOWN NY

No reviews

·
Middletown
·
3 br
·
Sleeps 9
·
Fireplace · In Unit Laundry · Kitchen ·
From
$413/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fireplace
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Madison Lodge - Port Jervis, Hudson River
10

Excellent

·
Middletown
·
4 br
·
Sleeps 8
·
Deck · On Site Laundry · In Unit Laundry ·
From
$365/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Deck, Kitchen
Beautiful Farm House, 30 acres private estate with pool
9.5

Excellent

·
Middletown
·
6 br
·
Sleeps 14
·
Pool · Fireplace · In Unit Laundry ·
From
$687/night
Check availability
Property
House · 6 Beds · 3 baths
Amenities
Pool
Fireplace
In Unit Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY
9

Excellent

·
Middletown
·
6 br
·
Sleeps 10
·
Pool · Fireplace · In Unit Laundry ·
From
$1,150/night
Check availability
Property
House · 6 Beds · 9 baths
Amenities
Pool
Fireplace
In Unit Laundry
Dishwasher
Wifi
Air Conditioning
Furnished
Garage Parking
Other spaces
Kitchen
Woodsie - best glamping experience Middletown ny

No reviews

·
Middletown
·
1 br
·
Sleeps 5
·
Smoking Allowed · Furnished · Outdoor Space ·
From
$189/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Smoking Allowed
Furnished
Showing 1 - 23 of 23 results
Home > New-york Vacation Rentals > Middletown Vacation Rentals
Updated: March 21, 2023

Learn about vacation rentals in

Middletown

Explore 24 vacation rentals near Middletown, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Middletown, you can see photos of Middletown vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Middletown vacation rentals in specific areas. Whether you’re looking for a Middletown staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Middletown is $76 per night and the highest price is $1,150 per night.
4 of the vacation rentals near Middletown are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $129 per night. There are currently 3 vacation units under this price. 10 of the vacation rentals near Middletown are houses. The average bathroom count for a vacation house near Middletown is 3. The average price for vacation houses near Middletown is $383 per night. There are 8 vacation homes under this price. The most common amenities for vacation rentals near Middletown are: furnished, air conditioning, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

10 available

2 bed rentals

3 available

3 bed rentals

6 available

4+ bed rentals

4 available

Getting around Middletown

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest in Middletown

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

0/10
Few or no shops within walking distance

Cafes

0/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Middletown, NY FAQ

How many vacation rentals in Middletown are available?

There are currently 24 vacation rentals in Middletown available. Our vacation rentals in Middletown include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Middletown?

Yes, right now there are 13 pet friendly vacation rentals in Middletown. A pet friendly vacation rental in Middletown means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Middletown with a pool?

Yes there are vacation rentals with a pool available in Middletown, NY. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Middletown with internet access?

As of March 21, 2023, there are vacation rentals with internet access available in Middletown, New York. Check out more enjoyable destinations on Vacations by Zumper.

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