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Luxury Houses for Rent in Middletown, NY

25 rentals

1110 Route 211 W - Photo 1 of 1

2d ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Ranch - Middletown, NY

1110 Route 211 W, Middletown, NY 10940

Luxury | Walk-in closets | In-unit laundry

2 beds

1 bath

$2,400

House for rent

Top amenities
In-Unit Laundry
5 Mills Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Middletown, NY

5 Mills Avenue, Middletown, NY 10940

Luxury | Outdoor space | Assigned parking

3 beds

1 bath

$2,700

House for rent

Top amenities
Hardwood Floor
10 Kensington Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

CONDOS - Middletown, NY

10 Kensington Way, Middletown, NY 10940

Luxury | Walk-in closets | In-unit laundry

2 beds

1 bath

$2,250

House for rent

Top amenities
In-Unit Laundry
184 Highland Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Victorian - Middletown, NY

184 Highland Avenue, Middletown, NY 10940

Luxury | Balcony | Garage parking

4 beds

2 baths

$4,000

House for rent

Top amenities
Garage Parking
8 Whitman Court - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Middletown

SINGLE_FAMILY - Middletown, NY

8 Whitman Court, Middletown, NY 10941

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
79 Monhagen Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Middletown, NY

79 Monhagen Avenue, Middletown, NY 10940

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$3,500

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

$4,100

Highland Mills

Nearby rental good for pet owners

$3,250

Middletown

65 Monhagen Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Cape Cod - Middletown, NY

65 Monhagen Avenue, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,400

House for rent

Top amenities
Dishwasher
In-Unit Laundry
21 Clark Street - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Bungalow, Cottage, Ranch - Middletown, NY

21 Clark Street, Middletown, NY 10940

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$1,850

House for rent

Top amenities
In-Unit Laundry
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Listings within 10 miles
329 County Route 17 - Photo 1 of 1

1d ago

Luxury house for rent in Montgomery

329 County Route 17, Montgomery, NY 12549

Luxury | Outdoor space

3 beds

1 bath

$2,200

House for rent

5 Elm Street - Photo 1 of 1

3d ago

Luxury house for rent in Chester

5 Elm Street, Chester, NY 10918

Luxury | On-site laundry | Assigned parking

4 beds

1 bath

$3,500

House for rent

Top amenities
Central Heat
Dishwasher
Microwave
On-Site Laundry
55 Burlingham Road #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Bloomingburg

SINGLE_FAMILY - Cottage - Bloomingburg, NY

55 Burlingham Road #1, Bloomingburg, NY 12721

Luxury | In-unit laundry

2 beds

1 bath

$1,400

House for rent

Top amenities
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.

$3,500

Chester

$1,400

Bloomingburg

$2,300

Monroe

230 Warn Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Pine Bush

SINGLE_FAMILY - Cape Cod - Pine Bush, NY

230 Warn Avenue, Pine Bush, NY 12566

Luxury | In-unit laundry | Outdoor space

4 beds

2 baths

$2,500

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Storage
11 Dorian Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Campbell Hall

SINGLE_FAMILY - Colonial, Contemporary - Campbell Hall, NY

11 Dorian Way, Campbell Hall, NY 10916

Luxury | Walk-in closets | Swimming pool

4 beds

4 baths

$8,500

House for rent

Top amenities
Ceiling Fan
Fireplace
Hardwood Floor
High Ceilings
In-Unit Laundry
On-Site Laundry
3607 Whispering Hills Drive - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

CONDOS - Chester, NY

3607 Whispering Hills Drive, Chester, NY 10918

Luxury | Swimming pool | Fitness center

2 beds

1 bath

$2,450

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
496 Bloomingburg Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Middletown

SINGLE_FAMILY - Cape Cod - Middletown, NY

496 Bloomingburg Road, Middletown, NY 10940

Luxury | In-unit laundry | Storage

3 beds

1 bath

$2,500

House for rent

Top amenities
In-Unit Laundry
18 Penny Lane - Photo 1 of 1

5d+ ago

Luxury house for rent in Otisville

SINGLE_FAMILY - Ranch - Otisville, NY

18 Penny Lane, Otisville, NY 10963

Luxury | In-unit laundry | On-site laundry

3 beds

3 baths

$3,500

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Storage
20 Evergreen Ln #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Bloomingburg

Beautiful 2-Bedroom Home for Rent in Bloomingburg, NY

20 Evergreen Ln #NA, Bloomingburg, NY 12721

Luxury | Balcony | Outdoor space

2 beds

1 bath

$2,400

$2,300

Price drop

House for rent

Available Nov 16

Top amenities
Assigned Parking
111 Round Hill Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Florida

SINGLE_FAMILY - Ranch - Florida, NY

111 Round Hill Road, Florida, NY 10921

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$2,100

House for rent

Top amenities
In-Unit Laundry
Listings within 20 miles
1 Second St - Photo 1 of 1

2d ago

Luxury house for rent in Walden

SINGLE_FAMILY - Walden, NY

1 Second St, Walden, NY 12586

Luxury | Outdoor space | Garage parking

3 beds

1 bath

$2,500

House for rent

Top amenities
Garage Parking
59 Oak Street - Photo 1 of 1

3d ago

Luxury house for rent in Walden

SINGLE_FAMILY - Walden, NY

59 Oak Street, Walden, NY 12586

Luxury | Hardwood floor | Dishwasher

3 beds

1 bath

$2,200

House for rent

905 Tower Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Maybrook

SINGLE_FAMILY - Ranch - Maybrook, NY

905 Tower Avenue, Maybrook, NY 12543

Luxury | Dishwasher

3 beds

1 bath

$2,300

House for rent

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22 Lake Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Ranch - Monroe, NY

22 Lake Avenue, Monroe, NY 10950

Luxury | Outdoor space | Air conditioning

3 beds

1 bath

$2,300

House for rent

24 Lake Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Colonial - Monroe, NY

24 Lake Avenue, Monroe, NY 10950

Luxury | On-site laundry | Outdoor space

4 beds

2 baths

$3,100

House for rent

Top amenities
Hardwood Floor
On-Site Laundry
36 Swezey Place - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Cape Cod - Monroe, NY

36 Swezey Place, Monroe, NY 10950

Luxury | In-unit laundry

3 beds

1 bath

$3,200

House for rent

Top amenities
In-Unit Laundry
540 Saracino Drive - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Maybrook

SINGLE_FAMILY - Maybrook, NY

540 Saracino Drive, Maybrook, NY 12543

Luxury | Walk-in closets | In-unit laundry

3 beds

1 bath

$2,600

House for rent

Top amenities
Assigned Parking
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Middletown > Middletown Luxury Houses For Rent
Updated: December 19, 2025

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Discover luxury Middletown, NY houses for rent

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