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Luxury Houses for Rent in Middletown, NY

25 rentals

201 Golf Links Rd - Photo 1 of 1

5d+ 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 baths

$5,500

House for rent

Top amenities
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
36 Highland View Pl - Photo 1 of 1

8h ago

Luxury house for rent in Middletown

36 Highland View Pl, Middletown, NY 10940

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$3,650

House for rent

Top amenities
Fireplace
Garage Parking
Hardwood Floor
In-Unit Laundry
39 Crescent Pl - Photo 1 of 1

1d ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Other - Middletown, NY

39 Crescent Pl, Middletown, NY 10940

Luxury | Outdoor space | Hardwood floor

3 beds

1 bath

$2,500

House for rent

40 Sarah Ln - Photo 1 of 1

2d ago

Luxury house for rent in Middletown

For Rent – 40 Sarah Lane, Middletown, NY 10941

40 Sarah Ln, Middletown, NY 10941

Luxury | Outdoor space

3 beds

1 bath

$2,700

House for rent

Available Jan 30

5 N Aspen Rd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

SINGLE_FAMILY - Middletown, NY

5 N Aspen Rd, Middletown, NY 10940

Luxury | In-unit laundry | On-site laundry

3 beds

1 bath

$2,600

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
51 Jordan Ln - Photo 1 of 1

2d ago

Luxury townhouse for rent in Middletown

CONDOS - Middletown, NY

51 Jordan Ln, Middletown, NY 10940

Luxury | In-unit laundry | Hardwood floor

3 beds

2 baths

$2,500

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$3,500

Otisville

Nearby rental good for pet owners

1467 Goshen Tpke - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Ranch - Middletown, NY

1467 Goshen Tpke, Middletown, NY 10941

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$3,200

House for rent

Top amenities
In-Unit Laundry
38 Hampton Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Middletown, NY

38 Hampton Ct, Middletown, NY 10941

Luxury | In-unit laundry | Outdoor space

3 beds

1 bath

$2,600

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Storage
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69 Magnolia Park Rd - Photo 1 of 1

1d ago

Luxury townhouse for rent in Middletown

SINGLE_FAMILY - Other - Middletown, NY

69 Magnolia Park Rd, Middletown, NY 10940

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$3,600

$3,400

Price drop

House for rent

Top amenities
Carpet
Central Heat
Fireplace
Fitness Center
Hardwood Floor
In-Unit Laundry
13 1- 3 Chestnut Street - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Colonial - Middletown, NY

13 1- 3 Chestnut Street, Middletown, NY 10940

Luxury | Outdoor space | Dishwasher

3 beds

1 bath

$2,800

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.

$2,850

Montgomery

$2,600

Bloomingburg

$2,600

Bloomingburg

$1,800

Monroe

Listings within 10 miles
230 Greenwich Ave Unit 1 #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Goshen

SINGLE_FAMILY - Victorian - Goshen, NY

230 Greenwich Ave Unit 1 #1, Goshen, NY 10924

Luxury | Assigned parking | High ceilings

5 beds

3 baths

$4,200

House for rent

23 North Rd #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Bloomingburg

Modern Comfort Meets Spacious Living in Bloomingburg

23 North Rd #NA, Bloomingburg, NY 12721

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,600

House for rent

Available Jan 20

Top amenities
Assigned Parking
In-Unit Laundry
19 Schultz Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Wurtsboro

SINGLE_FAMILY - Cottage, Ranch - Wurtsboro, NY

19 Schultz Ln, Wurtsboro, NY 12790

Luxury | Swimming pool | On-site laundry

2 beds

1 bath

$2,000

House for rent

Top amenities
On-Site Laundry
6 Mark Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Slate Hill

2-Bedroom Mobile Home for Rent - Quiet Community

6 Mark Pl, Slate Hill, NY 10973

Luxury | In-unit laundry | Assigned parking

2 beds

1 bath

$1,600

House for rent

Available Feb 1

Top amenities
In-Unit Laundry
1107 Whispering Hls - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

CONDOS - Chester, NY

1107 Whispering Hls, Chester, NY 10918

Luxury | Walk-in closets | Swimming pool

2 beds

1 bath

$2,450

House for rent

Top amenities
Fitness Center
Garage Parking
High Ceilings
In-Unit Laundry
329 County Route 17 - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

SINGLE_FAMILY - Ranch - Montgomery, NY

329 County Route 17, Montgomery, NY 12549

Luxury | Outdoor space

3 beds

1 bath

$2,200

House for rent

Listings within 20 miles
184 Mt Prosper Rd - Photo 1 of 1

3d ago

Luxury house for rent in Wurtsboro

SINGLE_FAMILY - Ranch - Wurtsboro, NY

184 Mt Prosper Rd, Wurtsboro, NY 12790

Luxury | In-unit laundry | Storage

4 beds

3 baths

$3,300

House for rent

Top amenities
Business Center
Dishwasher
In-Unit Laundry
346 Angelo Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

SINGLE_FAMILY - Colonial - Montgomery, NY

346 Angelo Dr, Montgomery, NY 12549

Luxury | Balcony | Walk-in closets

4 beds

2 baths

$2,850

House for rent

Top amenities
Air Conditioning
Dishwasher
Hardwood Floor
In-Unit Laundry
On-Site Laundry
8 Rocky Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Cottage, Ranch - Monroe, NY

8 Rocky Rd, Monroe, NY 10950

Luxury | In-unit laundry

2 beds

1 bath

$2,500

House for rent

Top amenities
In-Unit Laundry
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91 Orchard St - Photo 1 of 1

5d+ ago

Luxury house for rent in Walden

SINGLE_FAMILY - Colonial - Walden, NY

91 Orchard St, Walden, NY 12586

Luxury | In-unit laundry | Storage

2 beds

1 bath

$2,400

House for rent

Top amenities
In-Unit Laundry
51 Greycourt Rd #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

$3,450 - 6 Bedroom 3 Bathroom House In Chester With Great Amenities

51 Greycourt Rd #NA, Chester, NY 10918

Luxury | In-unit laundry | Outdoor space

6 beds

3 baths

$3,450

House for rent

Available Jan 11

Top amenities
In-Unit Laundry
Storage
11 Heights Trl - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

Brand new renovation

11 Heights Trl, Monroe, NY 10950

Luxury | Balcony | In-unit laundry

2 beds

1 bath

$2,300

House for rent

Available Jan 12

Top amenities
In-Unit Laundry
Microwave
709 Tower Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Maybrook

SINGLE_FAMILY - Colonial - Maybrook, NY

709 Tower Ave, Maybrook, NY 12543

Luxury | Swimming pool | In-unit laundry

5 beds

2 baths

$3,500

$3,250

Price drop

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
5 Goldman Rd Unit A #A - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Bungalow - Monroe, NY

5 Goldman Rd Unit A #A, Monroe, NY 10950

Luxury

2 beds

1 bath

$1,800

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Middletown > Middletown Luxury Houses For Rent
Updated: February 2, 2026

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Discover luxury Middletown, NY houses for rent

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