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Luxury Houses for Rent in Middletown, NY

25 rentals

8 Green Ct - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

Townhouse - Middletown, NY

8 Green Ct, Middletown, NY 10940

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$4,000

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
In-Unit Laundry
Storage
Swimming Pool
28 Eisenhower Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

Duplicate of Kozy Kave Inn Katskills

28 Eisenhower Dr, Middletown, NY 10940

Luxury | In-unit laundry | On-site laundry

1 bed

1 bath

$1,500

House for rent

Available Sep 10

Top amenities
Carpet
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
165 Ruth Ct - Photo 1 of 1

3d ago

Luxury townhouse for rent in Middletown

165 Ruth Ct, Middletown, NY 10940

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$1,850

House for rent

Top amenities
In-Unit Laundry
54 Madison Ave - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Middletown

54 Madison Ave, Middletown, NY 10940

Luxury | In-unit laundry | Garage parking

4 beds

3 baths

$3,750

House for rent

Top amenities
In-Unit Laundry
100 Hillside Dr #E16 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

Condominium - Middletown, NY

100 Hillside Dr #E16, Middletown, NY 10941

Luxury | In-unit laundry | Outdoor space

2 beds

2 baths

$2,000

House for rent

Top amenities
In-Unit Laundry
19 Highrose Ridge Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

Single Family Residence - Middletown, NY

19 Highrose Ridge Way, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$3,500

House for rent

Top amenities
Carpet
Garage Parking
Hardwood Floor
In-Unit Laundry

Nearby rental good for eco-living

$4,500

Bloomingburg

Nearby rental good for pet owners

$2,250

Mountain Dale

Nearby rental good for social life

$2,800

Glenwood

28 Myrtle Ave #28 - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

A-frame, Single Family Residence - Middletown, NY

28 Myrtle Ave #28, Middletown, NY 10940

Luxury | In-unit laundry | Hardwood floor

3 beds

1 bath

$2,900

House for rent

Top amenities
In-Unit Laundry
28 1/2 Myrtle Ave #28 - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

A-frame, Single Family Residence - Middletown, NY

28 1/2 Myrtle Ave #28, Middletown, NY 10940

Luxury | In-unit laundry | Dishwasher

3 beds

1 bath

$2,900

House for rent

Top amenities
In-Unit Laundry
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30 Royce Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

Colonial, Multi Family - Middletown, NY

30 Royce Ave, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

3 beds

1 bath

$2,500

$2,300

Price drop

House for rent

Top amenities
Carpet
Ceiling Fan
In-Unit Laundry
3036 Route 6 - Photo 1 of 1

5d+ ago

Luxury house for rent in Slate Hill

Single Family Residence, Ranch - Slate Hill, NY

3036 Route 6, Slate Hill, NY 10973

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$2,500

$2,200

Price drop

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Storage
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Find sweet deals near Middletown

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

$1,500

Middletown

$2,000

Middletown

Listings within 10 miles
31 Charles St - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

Single Family Residence, Farmhouse - Montgomery, NY

31 Charles St, Montgomery, NY 12549

Luxury | In-unit laundry | Storage

3 beds

2 baths

$2,400

House for rent

Top amenities
Dishwasher
In-Unit Laundry
36 Houston St - Photo 1 of 1

5d+ ago

Luxury house for rent in Florida

Ranch, Multi Family - Florida, NY

36 Houston St, Florida, NY 10921

Luxury | In-unit laundry | Outdoor space

2 beds

2 baths

$2,400

House for rent

Top amenities
In-Unit Laundry
1628 1628 Rt. 17K - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

1628 1628 Rt. 17K, Montgomery, NY 12549

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,700

House for rent

Top amenities
In-Unit Laundry
99 River St - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

99 River St, Montgomery, NY 12549

Luxury | Outdoor space | Storage

3 beds

1 bath

$2,500

House for rent

Top amenities
Fireplace
Storage
1220 Whispering Hls - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

Townhouse - Chester, NY

1220 Whispering Hls, Chester, NY 10918

Luxury | Walk-in closets | Swimming pool

2 beds

1 bath

$2,600

House for rent

Top amenities
Dishwasher
Garage Parking
On-Site Laundry
Residents Lounge
Storage
Swimming Pool
4612 Whispering Hls - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

Townhouse - Chester, NY

4612 Whispering Hls, Chester, NY 10918

Luxury | Balcony | Walk-in closets

2 beds

1 bath

$2,550

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Storage
3 Lake View Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Goshen

Single Family Residence, Colonial - Goshen, NY

3 Lake View Dr, Goshen, NY 10924

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$5,800

House for rent

Top amenities
In-Unit Laundry
148 Country Club Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Florida

148 Country Club Dr, Florida, NY 10921

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,600

House for rent

Top amenities
Air Conditioning
Assigned Parking
Fitness Center
On-Site Laundry
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Listings within 20 miles
48 Quaker Hill Rd - Photo 1 of 1

3d ago

Luxury house for rent in Monroe

48 Quaker Hill Rd, Monroe, NY 10950

Luxury | On-site laundry | Outdoor space

4 beds

2 baths

$3,600

House for rent

Top amenities
Assigned Parking
Fireplace
Garage Parking
Hardwood Floor
On-Site Laundry
81 Sunrise Trl - Photo 1 of 1

4d ago

Luxury house for rent in Wurtsboro

Single Family Residence, Ranch - Wurtsboro, NY

81 Sunrise Trl, Wurtsboro, NY 12790

Luxury | Walk-in closets | In-unit laundry

2 beds

1 bath

$1,800

House for rent

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Storage
372 Angelo Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Montgomery

Single Family Residence, Ranch - Montgomery, NY

372 Angelo Dr, Montgomery, NY 12549

Luxury | In-unit laundry | Outdoor space

4 beds

2 baths

$2,950

House for rent

Top amenities
In-Unit Laundry
3 James St - Photo 1 of 1

5d+ ago

Luxury house for rent in Washingtonville

3 James St, Washingtonville, NY 10992

Luxury | Outdoor space | Garage parking

3 beds

1 bath

$3,250

House for rent

Top amenities
Assigned Parking
42 Maple St - Photo 1 of 1

5d+ ago

Luxury house for rent in Walden

42 Maple St, Walden, NY 12586

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$2,200

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
21 Sackett Sq - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

Single Family Residence, Ranch - Chester, NY

21 Sackett Sq, Chester, NY 10918

Luxury | Fitness center | In-unit laundry

3 beds

2 baths

$3,400

House for rent

Top amenities
Air Conditioning
Assigned Parking
Fitness Center
Hardwood Floor
In-Unit Laundry
Storage
14 Brookside Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

Single Family Residence, Ranch - Monroe, NY

14 Brookside Rd, Monroe, NY 10950

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$3,250

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
On-Site Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Middletown > Middletown Luxury Houses For Rent
Updated: September 16, 2025

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Discover luxury Middletown, NY houses for rent

🌇Available luxury house rentals25 houses
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