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Short Term Rentals in Middletown, NY

16 rentals

247 Strawridge Road - Photo 1 of 1

2d ago

Our team has verified this company

Verified

247 Strawridge Road, Wallkill, NY 12589

Short term | In-unit laundry | Furnished

4 beds

2 baths

$7,559

$6,623

Price drop

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Swimming Pool
TV
Wi-Fi
138 Wickham Avenue - Photo 1 of 1

2d ago

Our team has verified this company

Verified

138 Wickham Avenue, Middletown, NY 10940

Short term | In-unit laundry | Furnished

Studio

1 bath

$2,121

Apartment for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
TV
Wi-Fi
45 Conklingtown Road - Photo 1 of 1

2d ago

Our team has verified this company

Verified

45 Conklingtown Road, Chester, NY 10918

Short term | In-unit laundry | Furnished

7 beds

5 baths

$6,915

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Oven
Swimming Pool
TV
Wi-Fi
17m Monroe Street - Photo 1 of 1

2d ago

Our team has verified this company

Verified

17m Monroe Street, Monroe, NY 10950

Short term | In-unit laundry | Furnished

4 beds

2 baths

$8,401

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Microwave
TV
Wi-Fi
97 Browns Road - Photo 1 of 1

4d ago

Short Term house for rent in Walden

97 Browns Road, Walden, NY 12586

Short term | In-unit laundry | Air conditioning

4 beds

3 baths

$4,000

House for rent

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Microwave
Oven
34 Franklin Street #1 - Photo 1 of 1

5d+ ago

Short Term house for rent in Port Jervis

Large Private room (Independent living) ILF)

34 Franklin Street #1, Port Jervis, NY 12771

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,250

House for rent

Available Jan 1

Top amenities
Hardwood Floor
In-Unit Laundry
Microwave
On-Site Laundry

Nearby rental good for eco-living

$2,500

Port Jervis

Nearby rental good for pet owners

$8,401

Monroe

948 Craigville Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Chester

948 Craigville Rd, Chester, NY 10918

Short term | Air conditioning | Hardwood floor

3 beds

3 baths

$4,250

House for rent

0 Woodcock Mtn Dr #LOWER - Photo 1 of 1

5d+ ago

Short Term condo for rent in Washingtonville

Furnished 1 Bedroom with Utilities included

0 Woodcock Mtn Dr #LOWER, Washingtonville, NY 10992

Short term | Furnished | Dishwasher

1 bed

1 bath

$1,850

Condo for rent

Available Nov 15

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16 Fitzgerald Ct - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Monroe

16 Fitzgerald Ct, Monroe, NY 10950

Short term | In-unit laundry | Furnished

3 beds

1 bath

$2,800

House for rent

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
Microwave
On-Site Laundry
89 N Montgomery St - Photo 1 of 1

5d+ ago

Short Term house for rent in Walden

89 N Montgomery St, Walden, NY 12586

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,000

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
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Find sweet deals near Middletown

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,985

Montgomery

$1,250

Port Jervis

$2,800

Monroe

57 Capron St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Walden

57 Capron St, Walden, NY 12586

Short term | Air conditioning | Assigned parking

3 beds

1 bath

$1,950

Apartment for rent

718 River Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Montgomery

718 River Rd, Montgomery, NY 12549

Short term | In-unit laundry | Furnished

2 beds

2 baths

$3,500

House for rent

Top amenities
Air Conditioning
Fireplace
Furnished
Hardwood Floor
In-Unit Laundry
Oven
140 Pancake Hollow Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Highland

140 Pancake Hollow Rd, Highland, NY 12528

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,750

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
On-Site Laundry
Oven
44 Orange Ave - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Walden

44 Orange Ave, Walden, NY 12586

Short term | Air conditioning | Carpet

1 bed

1 bath

$1,100

Apartment for rent

141 Ward St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Montgomery

141 Ward St, Montgomery, NY 12549

Short term | In-unit laundry | Air conditioning

2 beds

1 bath

$1,985

Apartment for rent

Top amenities
In-Unit Laundry
Showing 1 - 16 of 16 results

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Home > Apartments in Middletown > Middletown Short term rentals
Updated: December 8, 2025

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2 bedrooms for rent in Middletown, NY29 rentals

29 rentals

Pet friendly apartments in Middletown, NY9 rentals

9 rentals

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Looking for short term apartments in Middletown, NY near you?

🔑Available apartment rentals16
💰Best rent deal44 Orange Ave
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