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Houses for Rent in Head of the Harbor, NY

Average rent

$4,950

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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

5 beds

4 baths

$6,200

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

$4,300

House for rent

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 | Dishwasher

3 beds

2 baths

$4,400

House for rent

8 Tobi Ln #1 - Photo 1 of 1

1d ago

House for rent in Setauket-East Setauket

8 Tobi - 1

8 Tobi Ln #1, Setauket-East Setauket, NY 11733

In-unit laundry | Garage parking | Hardwood floor

6 beds

3.5 baths

$6,250

House for rent

Available Jun 5

Nearby rental good for eco-living

$4,400

St. James

Nearby rental good for pet owners

57 Penn St - Photo 1 of 1

5d+ ago

House for rent in Lake Grove

SINGLE_FAMILY - Ranch - Lake Grove, NY

57 Penn St, Lake Grove, NY 11755

In-unit laundry | Outdoor space | Hardwood floor

2 beds

1 bath

$3,450

House for rent

214 Old Town Rd - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

SINGLE_FAMILY - Cape Cod - East Setauket, NY

214 Old Town Rd, Setauket-East Setauket, NY 11733

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$4,950

House for rent

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40 Seabrook Ln - Photo 1 of 1

5d+ ago

Stony Brook house for rent in Stony Brook University

SINGLE_FAMILY - Colonial - Stony Brook, NY

40 Seabrook Ln, Stony Brook University, NY 11790

In-unit laundry | Garage parking | Carpet

3 beds

2.5 baths

$4,700

House for rent

4 Cornwallis Rd - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

SINGLE_FAMILY - Colonial - East Setauket, NY

4 Cornwallis Rd, Setauket-East Setauket, NY 11733

In-unit laundry | Garage parking | Dishwasher

5 beds

3 baths

$5,000

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.

$2,300

Bay Shore

$1,500

North Bay Shore

$2,750

North Patchogue

$8,500

Ocean Beach

4 Seawanhaka Avenue #1 - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

4 Seawanhaka Avenue #1, Ronkonkoma, NY 11767

In-unit laundry | Air conditioning | Carpet

3 beds

1 bath

$3,200

House for rent

Available May 14

147 Main St - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

Ranch, House (Detached) - Setauket, NY

147 Main St, Setauket-East Setauket, NY 11733

In-unit laundry | Garage parking | Hardwood floor

3 beds

1 bath

$3,800

$3,600

Price drop

House for rent

590 Landing Ave #NA - Photo 1 of 1

5d+ ago

House for rent in Smithtown

Apartment for rent

590 Landing Ave #NA, Smithtown, NY 11787

Outdoor space | Air conditioning | Central heat

1 bed

1 bath

$2,500

House for rent

Available Jun 1

10 Hollingsworth Pl - Photo 1 of 1

5d+ ago

House for rent in Centereach

10 Hollingsworth Pl, Centereach, NY 11720

In-unit laundry | Outdoor space | Air conditioning

3 beds

2 baths

$3,500

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

$3,400

House for rent

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

$5,700

$5,500

Price drop

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

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

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47 Madison St - Photo 1 of 1

5d+ 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
43 Lakewood Ave - Photo 1 of 1

1d ago

Lake Ronkonkoma house for rent in Ronkonkoma

SINGLE_FAMILY - Cape Cod - Ronkonkoma, NY

43 Lakewood Ave, Ronkonkoma, NY 11779

In-unit laundry | Outdoor space | Dishwasher

4 beds

2 baths

$4,700

House for rent

134 Roosevelt Blvd #NA - Photo 1 of 1

5d+ ago

House for rent in Hauppauge

$5,200 - 6 Bedroom 3 Bathroom House In Hauppauge With Great Amenities

134 Roosevelt Blvd #NA, Hauppauge, NY 11788

In-unit laundry | Outdoor space | Storage

6 beds

3 baths

$5,200

House for rent

Available Jun 1

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

1d ago

Lake Ronkonkoma house for rent in Ronkonkoma

SINGLE_FAMILY - Cottage - Lake Ronkonkoma, NY

84 Pleasure Ave, Ronkonkoma, NY 11779

1 bed

1 bath

$2,200

House for rent

38 Sage St - Photo 1 of 1

5d+ ago

House for rent in Central Islip

SINGLE_FAMILY - Ranch - Central Islip, NY

38 Sage St, Central Islip, NY 11722

Outdoor space

3 beds

1 bath

$3,500

House for rent

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

Showing 1 - 25 of 25 results
Home > House Rentals in Head of the Harbor
Updated: June 7, 2026

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Discover houses for rent in Head of the Harbor, NY

🌇Available house rentals25 houses
💰Best rent deal590 Landing Ave #NA
🍃With outdoor space
⭐Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos