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Luxury Houses for Rent in Middletown, NY

25 rentals

157 White Bridge Rd - Photo 1 of 1

15h ago

Luxury house for rent in Middletown

157 White Bridge Rd, Middletown, NY 10940

Luxury | In-unit laundry | High ceilings

1 bed

1 bath

$2,400

House for rent

Top amenities
High Ceilings
In-Unit Laundry
4 Fortune Rd W ##4g - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

4 Fortune Rd W ##4g, Middletown, NY 10941

Luxury | On-site laundry | Assigned parking

1 bed

1 bath

$2,000

House for rent

Top amenities
Air Conditioning
On-Site Laundry
6 Bart Bull Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Middletown, NY

6 Bart Bull Rd, Middletown, NY 10941

Luxury | In-unit laundry | Outdoor space

1 bed

1.5 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
19 Bloomingburg Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

House (Detached) - Middletown, NY

19 Bloomingburg Rd, Middletown, NY 10940

Luxury | Storage | Garage parking

1 bed

1 bath

$1,950

House for rent

201 Golf Links Rd - Photo 1 of 1

2d ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Colonial - Middletown, NY

201 Golf Links Rd, Middletown, NY 10940

Luxury | Walk-in closets | Swimming pool

4 beds

2.5 baths

$4,900

House for rent

Top amenities
Garage Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
334 Fair Oaks Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Ranch - Middletown, NY

334 Fair Oaks Rd, Middletown, NY 10940

Luxury | Outdoor space | Storage

2 beds

1 bath

$2,650

$2,425

Price drop

House for rent

Nearby rental good for eco-living

$3,950

Newburgh

Nearby rental good for pet owners

$2,900

Warwick

20 Scott Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Colonial - Middletown, NY

20 Scott Dr, Middletown, NY 10941

Luxury | Swimming pool | In-unit laundry

5 beds

2.5 baths

$4,000

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
20 Tammy Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

20 Tammy Dr, Middletown, NY 10941

Luxury | Outdoor space | Storage

3 beds

2.5 baths

$3,200

House for rent

Top amenities
Hardwood Floor
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82 Sprague Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Colonial - Middletown, NY

82 Sprague Ave, Middletown, NY 10940

Luxury | Assigned parking

2 beds

2 baths

$2,000

House for rent

Find sweet deals near Middletown

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

$2,300

Walden

$3,000

Westtown

$2,000

Middletown

$2,800

Middletown

Listings within 10 miles
57 Hubbard Rd - Photo 1 of 1

15h ago

Luxury house for rent in Bloomingburg

57 Hubbard Rd, Bloomingburg, NY 12721

Luxury | Walk-in closets | In-unit laundry

3 beds

1.5 baths

$3,300

House for rent

Top amenities
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Storage
139 Grand St - Photo 1 of 1

2d ago

Luxury house for rent in Goshen

SINGLE_FAMILY - Other - Goshen, NY

139 Grand St, Goshen, NY 10924

Luxury | Walk-in closets | In-unit laundry

3 beds

1.5 baths

$3,200

House for rent

Top amenities
Dishwasher
In-Unit Laundry
6 Evergreen Ln #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Bloomingburg

Spacious 5-Bedroom Home in Bloomingburg, NY

6 Evergreen Ln #NA, Bloomingburg, NY 12721

Luxury | Balcony | Deck

5 beds

3 baths

$2,800

House for rent

Available Jan 27

Top amenities
Hardwood Floor
Advertisement
98 Bender Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Westtown

98 Bender Rd, Westtown, NY 10998

Luxury | On-site laundry | Storage

3 beds

2.5 baths

$3,850

House for rent

Top amenities
Hardwood Floor
On-Site Laundry
2126 State Route 17k - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

2126 State Route 17k, Montgomery, NY 12549

Luxury | On-site laundry | Outdoor space

2 beds

1 bath

$2,200

$2,100

Price drop

House for rent

Top amenities
On-Site Laundry
Listings within 20 miles
3 Fredrick Dr - Photo 1 of 1

15h ago

Luxury house for rent in Monroe

3 Fredrick Dr, Monroe, NY 10950

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$3,400

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Storage
196 Oakland Valley Rd - Photo 1 of 1

3d ago

Luxury house for rent in Cuddebackville

SINGLE_FAMILY - Colonial - Cuddebackville, NY

196 Oakland Valley Rd, Cuddebackville, NY 12729

Luxury | In-unit laundry | On-site laundry

4 beds

3 baths

$3,050

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
4 Ayr Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

SINGLE_FAMILY - Colonial - Chester, NY

4 Ayr Rd, Chester, NY 10918

Luxury | Garage parking | Dishwasher

6 beds

4.5 baths

$4,300

House for rent

524 Saracino Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Maybrook

SINGLE_FAMILY - Maybrook, NY

524 Saracino Dr, Maybrook, NY 12543

Luxury | In-unit laundry | Outdoor space

3 beds

1.5 baths

$2,600

House for rent

Top amenities
In-Unit Laundry
42 Maple St - Photo 1 of 1

5d+ ago

Luxury house for rent in Walden

SINGLE_FAMILY - Colonial - Walden, NY

42 Maple St, Walden, NY 12586

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$2,300

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
146 Rt-284 - Photo 1 of 1

5d+ ago

Luxury house for rent in Westtown

SINGLE_FAMILY - Victorian - Westtown, NY

146 Rt-284, Westtown, NY 10998

Luxury | In-unit laundry

3 beds

2 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
Advertisement
60 W Jeanibo Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Bungalow - Monroe, NY

60 W Jeanibo Rd, Monroe, NY 10950

Luxury | In-unit laundry | Dishwasher

3 beds

1 bath

$2,895

House for rent

Top amenities
In-Unit Laundry
241 N Main St - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Colonial - Monroe, NY

241 N Main St, Monroe, NY 10950

Luxury | Walk-in closets | Swimming pool

3 beds

1.5 baths

$3,600

$3,400

Price drop

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
On-Site Laundry
304 Tower Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Maybrook

SINGLE_FAMILY - Maybrook, NY

304 Tower Ave, Maybrook, NY 12543

Luxury | Outdoor space | Storage

2 beds

1 bath

$2,200

House for rent

40 Felter Hill Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Ranch - Monroe, NY

40 Felter Hill Rd, Monroe, NY 10950

Luxury | In-unit laundry | Storage

3 beds

1.5 baths

$4,000

$3,800

Price drop

House for rent

Top amenities
Garage Parking
In-Unit Laundry
66 Murray Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

SINGLE_FAMILY - Ranch - Chester, NY

66 Murray Dr, Chester, NY 10918

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$5,300

House for rent

Top amenities
Dishwasher
Fireplace
Furnished
Hardwood Floor
High Ceilings
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Middletown > Middletown Luxury Houses For Rent
Updated: May 6, 2026

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Discover luxury Middletown, NY houses for rent

🌇Available luxury house rentals25 houses
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🍽With dishwasher
🚗With garage parking
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