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Houses for Rent in Head of the Harbor, NY

Average rent

$4,800

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2 Sunset Dr - Photo 1 of 1

5d+ ago

House for rent in Head of the Harbor

SINGLE_FAMILY - Colonial - Head Of The Harbor, NY

2 Sunset Dr, Head of the Harbor, NY 11780

In-unit laundry | Outdoor space | Storage

6 beds

9.5 baths

$20,000

House for rent

Luxurious Estate with Tennis Court & Water Views

This stunning 6-bedroom, 10-bath estate spans 6,500 sq ft and sits on 3.9 acres. Features include a grand foyer, expansive open kitchen with top-of-the-line Wolf appliances, and luxurious primary suite with spa-like bath. Enjoy leisure in the billiard room and the entertaining “Tennis Lounge” in the finished basement. The property boasts outdoor perfection with a private tennis court and beautifully landscaped gardens, all with 24-hour gated security.

90 Quaker Path - Photo 1 of 1

5d+ ago

Stony Brook house for rent in Stony Brook University

90 Quaker Path, Stony Brook University, NY 11790

In-unit laundry | Assigned parking | Air conditioning

4 beds

3 baths

$5,200

House for rent

44 University Heights Dr - Photo 1 of 1

5d+ ago

Stony Brook house for rent in Stony Brook University

SINGLE_FAMILY - Ranch - Stony Brook, NY

44 University Heights Dr, Stony Brook University, NY 11790

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$4,200

House for rent

308 Browns Rd - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

SINGLE_FAMILY - Ranch - Nesconset, NY

308 Browns Rd, Ronkonkoma, NY 11767

In-unit laundry | Outdoor space | Ceiling fan

5 beds

3 baths

$6,500

House for rent

496 Route 25a - Photo 1 of 1

5d+ ago

House for rent in St. James

SINGLE_FAMILY - Victorian - Saint James, NY

496 Route 25a, St. James, NY 11780

In-unit laundry | Outdoor space | Storage

5 beds

3 baths

$4,500

House for rent

225 Christian Ave - Photo 1 of 1

5d+ ago

Stony Brook house for rent in Stony Brook University

Residential Rental, Colonial - Stony Brook, NY

225 Christian Ave, Stony Brook University, NY 11790

In-unit laundry | Garage parking | Carpet

2 beds

3 baths

$4,500

House for rent

Nearby rental good for eco-living

$4,450

St. James

Nearby rental good for pet owners

$2,900

Mount Sinai

24 Lindner Pl - Photo 1 of 1

5d+ ago

House for rent in St. James

SINGLE_FAMILY - Other - Smithtown, NY

24 Lindner Pl, St. James, NY 11787

In-unit laundry | Storage | Furnished

4 beds

2 baths

$4,450

House for rent

305 Smithtown Boulevard #11 - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

House for rent

Available Jan 5

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8 Tobi Ln - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

SINGLE_FAMILY - Colonial - East Setauket, NY

8 Tobi Ln, Setauket-East Setauket, NY 11733

In-unit laundry | Ceiling fan | Dishwasher

6 beds

3.5 baths

$6,250

House for rent

158 Mohawk St - Photo 1 of 1

5d+ ago

House for rent in Ronkonkoma

SINGLE_FAMILY - Cape Cod - Ronkonkoma, NY

158 Mohawk St, Ronkonkoma, NY 11779

In-unit laundry | Outdoor space

2 beds

1 bath

$3,600

House for rent

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Find sweet deals near Head of the Harbor

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

$2,200

Lake Ronkonkoma

$3,400

Port Jefferson

$2,000

Patchogue

$2,300

Bay Shore

119 Whittier Dr - Photo 1 of 1
New construction

5d+ ago

House for rent in Kings Park

SINGLE_FAMILY - Colonial - Kings Park, NY

119 Whittier Dr, Kings Park, NY 11754

In-unit laundry | Outdoor space | Balcony

3 beds

2.5 baths

$5,900

House for rent

19 Sunflower Ridge Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Centereach

19 Sunflower Ridge Rd, Centereach, NY 11720

In-unit laundry | Outdoor space | Storage

4 beds

2.5 baths

$4,800

House for rent

21 Fairway Dr - Photo 1 of 1

5d+ ago

House for rent in Centereach

SINGLE_FAMILY - Colonial - South Setauket, NY

21 Fairway Dr, Centereach, NY 11720

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$5,000

House for rent

41 Morning Dr - Photo 1 of 1

5d+ ago

House for rent in Centereach

41 Morning Dr, Centereach, NY 11720

In-unit laundry | Outdoor space | Storage

3 beds

1 bath

$3,500

House for rent

15 Sherry Ln - Photo 1 of 1

5d+ ago

House for rent in Hauppauge

SINGLE_FAMILY - Colonial - Hauppauge, NY

15 Sherry Ln, Hauppauge, NY 11788

Outdoor space | Garage parking | Furnished

4 beds

2.5 baths

$4,700

House for rent

9 Mcgaw Ave - Photo 1 of 1

5d+ ago

House for rent in Lake Grove

9 Mcgaw Ave, Lake Grove, NY 11755

In-unit laundry | Outdoor space | Hardwood floor

2 beds

1 bath

$3,200

House for rent

47 Madison St - Photo 1 of 1

4d ago

Townhouse for rent in Smithtown

47 Madison St, Smithtown, NY 11787

Swimming pool | Fireplace | Residents lounge

3 beds

2.5 baths

$10,000

House for rent

Listings within 10 miles
175 Richmond Blvd - Photo 1 of 1

5d+ ago

House for rent in Ronkonkoma

SINGLE_FAMILY - Other - Ronkonkoma, NY

175 Richmond Blvd, Ronkonkoma, NY 11779

Dishwasher

2 beds

2 baths

$3,295

House for rent

84 Pleasure Ave - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

SINGLE_FAMILY - Cottage - Lake Ronkonkoma, NY

84 Pleasure Ave, Ronkonkoma, NY 11779

2 beds

1 bath

$2,200

House for rent

65 10th St - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

65 10th St, Ronkonkoma, NY 11779

Outdoor space | Air conditioning | Dishwasher

2 beds

1 bath

$3,295

House for rent

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1548 Islip Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Brentwood

1548 Islip Ave, Brentwood, NY 11717

In-unit laundry | Dishwasher | Microwave

4 beds

1 bath

$3,100

House for rent

13 Winston Ln - Photo 1 of 1

1d ago

House for rent in Terryville

13 Winston Ln, Terryville, NY 11776

Outdoor space | Garage parking | Carpet

4 beds

1 bath

$4,000

House for rent

32 Dewey St - Photo 1 of 1

2d ago

House for rent in Port Jefferson Station

SINGLE_FAMILY - Bungalow - Port Jefferson Station, NY

32 Dewey St, Port Jefferson Station, NY 11776

Outdoor space | Hardwood floor

2 beds

1 bath

$3,400

House for rent

122 Liberty Ave - Photo 1 of 1

3d ago

House for rent in Port Jefferson

SINGLE_FAMILY - Cape Cod - Port Jefferson Village, NY

122 Liberty Ave, Port Jefferson, NY 11777

In-unit laundry | Garage parking | Hardwood floor

2 beds

1 bath

$3,400

House for rent

28 Mcculloch Dr - Photo 1 of 1

3d ago

House for rent in Dix Hills

SINGLE_FAMILY - Colonial - Dix Hills, NY

28 Mcculloch Dr, Dix Hills, NY 11746

In-unit laundry | Hardwood floor | Dishwasher

4 beds

3.5 baths

$12,000

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Head of the Harbor
Updated: April 22, 2026

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Discover houses for rent in Head of the Harbor, NY

🌇Available house rentals25 houses
💰Best rent deal305 Smithtown Boulevard #11
🍃With outdoor space
⭐Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos