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Luxury Houses for Rent in Middletown, NY

25 rentals available

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
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

54 Madison Ave - Photo 1 of 1
New construction

9h ago

Luxury house for rent in Middletown

54 Madison Ave, Middletown, NY 10940

Luxury | Garage parking | Dishwasher

4 beds

3 baths

$3,500

House for rent

950 Route 17m - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Cape Cod - Middletown, NY

950 Route 17m, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

3 beds

1 bath

$3,000

House for rent

Top amenities
Assigned Parking
Dishwasher
Fireplace
In-Unit Laundry
Storage
13 Talcott Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Split Level - Middletown, NY

13 Talcott Pl, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

3 beds

2.5 baths

$2,950

House for rent

Top amenities
Garage Parking
In-Unit Laundry
341 Highland Ave Ext - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Split Level - Middletown, NY

341 Highland Ave Ext, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

5 beds

2 baths

$3,000

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$3,950

Newburgh

Nearby rental good for pet owners

$1,000

Smallwood

60 Sarah Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

SINGLE_FAMILY - Middletown, NY

60 Sarah Ln, Middletown, NY 10941

Luxury | In-unit laundry | Carpet

3 beds

1.5 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
14 Smith St - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

14 Smith St, Middletown, NY 10940

Luxury | Outdoor space

3 beds

2 baths

$3,600

$3,400

Price drop

House for rent

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47 Police Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Goshen

SINGLE_FAMILY - Colonial - Goshen, NY

47 Police Dr, Goshen, NY 10924

Luxury | Walk-in closets | Swimming pool

5 beds

2.5 baths

$4,800

House for rent

Top amenities
Dishwasher
In-Unit Laundry
63 Broad St - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Colonial - Middletown, NY

63 Broad St, Middletown, NY 10940

Luxury | Garage parking | Dishwasher

3 beds

1 bath

$2,600

House for rent

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Find sweet deals near Middletown

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

$1,495

Bloomingburg

$3,000

Middletown

$2,100

Walden

$2,999

Monroe

Listings within 10 miles
4370 Route 94 - Photo 1 of 1

4d ago

Luxury house for rent in Goshen

4370 Route 94, Goshen, NY 10924

Luxury | Walk-in closets | Fitness center

3 beds

3 baths

$3,500

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
55 Burlingham Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Bloomingburg

SINGLE_FAMILY - Cottage - Bloomingburg, NY

55 Burlingham Rd, Bloomingburg, NY 12721

Luxury | In-unit laundry

2 beds

1 bath

$1,495

House for rent

Top amenities
In-Unit Laundry
4 Dodd Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Otisville

SINGLE_FAMILY - Ranch - Otisville, NY

4 Dodd Ln, Otisville, NY 10963

Luxury | Outdoor space | Hardwood floor

3 beds

1.5 baths

$2,400

House for rent

207 S Plank Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Westtown

SINGLE_FAMILY - Other - Westtown, NY

207 S Plank Rd, Westtown, NY 10998

Luxury | In-unit laundry | Dishwasher

3 beds

1.5 baths

$3,800

House for rent

Top amenities
In-Unit Laundry
30 Shore Blvd - Photo 1 of 1

5d+ ago

Luxury house for rent in Slate Hill

SINGLE_FAMILY - Ranch - Slate Hill, NY

30 Shore Blvd, Slate Hill, NY 10973

Luxury | In-unit laundry | On-site laundry

4 beds

2 baths

$2,950

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
130 Whitlock Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Otisville

SINGLE_FAMILY - Ranch - Otisville, NY

130 Whitlock Rd, Otisville, NY 10963

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$2,300

House for rent

Top amenities
In-Unit Laundry
3 Indiana Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Goshen

SINGLE_FAMILY - Other - Goshen, NY

3 Indiana Rd, Goshen, NY 10924

Luxury | In-unit laundry | Storage

3 beds

2 baths

$3,000

House for rent

Top amenities
High Ceilings
In-Unit Laundry
166 Burnt Corners Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Cape Cod - Middletown, NY

166 Burnt Corners Rd, Middletown, NY 10940

Luxury | Swimming pool | Outdoor space

4 beds

3 baths

$3,450

House for rent

Top amenities
Hardwood Floor
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800 South Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Wurtsboro

SINGLE_FAMILY - Ranch - Wurtsboro, NY

800 South Rd, Wurtsboro, NY 12790

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$3,250

House for rent

Top amenities
Dishwasher
Fireplace
In-Unit Laundry
157 White Bridge Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Ranch - Middletown, NY

157 White Bridge Rd, Middletown, NY 10940

Luxury | In-unit laundry | High ceilings

2 beds

1 bath

$2,300

House for rent

Top amenities
High Ceilings
In-Unit Laundry
Listings within 20 miles
4 Wright Rd - Photo 1 of 1

2d ago

Luxury house for rent in Chester

4 Wright Rd, Chester, NY 10918

Luxury

3 beds

2.5 baths

$3,795

House for rent

1084 State Route 17k - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

SINGLE_FAMILY - Ranch - Montgomery, NY

1084 State Route 17k, Montgomery, NY 12549

Luxury | Outdoor space | Garage parking

2 beds

1 bath

$2,500

House for rent

145 W Main St - Photo 1 of 1

5d+ ago

Luxury house for rent in Walden

SINGLE_FAMILY - Other - Walden, NY

145 W Main St, Walden, NY 12586

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,950

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
Storage
120 Orchard St - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Cape Cod - Monroe, NY

120 Orchard St, Monroe, NY 10950

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$3,000

House for rent

Top amenities
Fireplace
Garage Parking
Hardwood Floor
In-Unit Laundry
116 Orchard St - Photo 1 of 1

5d+ ago

Luxury house for rent in Walden

SINGLE_FAMILY - Other - Walden, NY

116 Orchard St, Walden, NY 12586

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,700

House for rent

Top amenities
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Middletown > Middletown Luxury Houses For Rent
Updated: June 22, 2026

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Discover houses for rent in Middletown, NY

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
🍽With dishwasher
🚗With garage parking
🍃With outdoor space
🏠With photos