Head of the Harbor Holiday Rentals, St. James: Private House Rentals

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Our top choices for Head of the Harbor hotels

A modern hotel lobby with a central coffee bar, seating areas, and a flat-screen TV mounted on the wall.

A modern hotel room with a large bed, a wooden headboard, a built-in bathtub, and a flat-screen TV.

A sign for Stony Brook State University of New York surrounded by greenery and flowers.

1. Holiday Inn Express Stony Brook by IHG

Centereach

Patricia

3.180.809 ₫

3.634.282 ₫ total

includes taxes & fees

13 Oct - 14 Oct

An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.

A reception area with a dark wood reception desk, two laptops, a vase with white flowers, and a glass table.

A spacious dining area with high ceilings, large windows, and a zebra-striped carpet. Tables are neatly arranged with chairs, and the room is well-lit with ceiling lights.

A spacious lobby with a modern design, featuring a mix of seating areas, a reception desk, and large windows offering views.

2. Hyatt Regency Long Island

Hauppauge

Leonardo

3.733.033 ₫

4.264.991 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

A modern bar area with a long counter, bar stools, and a variety of bottles and glasses.

A modern kitchen with granite countertops, a variety of baked goods, and a coffee station.

A patio area with red Adirondack chairs, blue umbrellas, and a brick building in the background.

3. Hilton Garden Inn Stony Brook

Stony Brook

zhe

3.512.143 ₫

4.012.622 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs near the windows.

A hotel room with a large bed, a desk with a computer, a flat-screen TV, and a window with a view of greenery.

A modern office space with a large flat-screen TV, a desk with a chair, a microwave, and a small plant.

A modern hotel lobby with a 'welcome' sign, comfortable seating areas, and a flat-screen TV mounted on the wall.

4. Hampton Inn Long Island/Islandia

Islandia

Jeronda

2.486.436 ₫

2.840.753 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A couple in white bathrobes holding champagne glasses in a hotel room with a large window and a door in the background.

A spacious atrium with high ceilings, a glass ceiling, and multiple levels of balconies.

A spacious lobby with a high ceiling, a glass atrium, and a staircase leading to upper floors.

A spacious atrium with high ceilings, large windows, and a modern architectural design.

5. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

3.557.360 ₫

4.064.366 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A covered wooden deck with white railings, blue doors, and hanging flower arrangements.

A wooden dock with wicker chairs and a blue umbrella, overlooking a marina with boats and palm trees.

A marina with boats docked, a pier with blue umbrellas and white chairs, and a flagpole with flags.

A marina with multiple yachts docked at night.

6. Danfords Hotel and Marina

Port Jefferson

Martin

3.953.922 ₫

5.520.906 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A large, multi-story hotel with a prominent tower and a covered entrance.

A modern hotel lobby with a sectional sofa, dining area, and a bar.

A hotel room with a bed, a sofa, a small table, a chair, a kitchenette, and a large window with curtains.

A spacious lobby with a reception desk, seating area, and a large window providing natural light.

7. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

4.131.933 ₫

4.720.733 ₫ total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A modern office space with a desk, computer, and chair.

A hotel entrance with a flag, a covered walkway, and a sign for Homewood Suites Hilton.

A modern kitchen with a central island, glass display case, and dark wood cabinets.

8. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

4.027.465 ₫

4.601.379 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A group of people toasting with wine glasses at a table.

An indoor swimming pool with clear water, surrounded by red and white tiled walls, and equipped with sun loungers and potted plants.

A hotel room with a bed, desk, chair, sofa, and a TV.

9. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

3.950.024 ₫

4.603.858 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A well-organized snack and beverage section with shelves stocked with various products, a refrigerated display, and a small table with snacks.

A modern hotel lobby with a reception desk, directional signs, a dining area with chairs, a sofa, and a large framed artwork on the wall.

A modern reception area with a wooden desk, two computer monitors, a sofa, and a decorative shelf with various items.

A banquet hall with round tables set for a formal event, featuring white tablecloths, gold accents, and floral centerpieces.

10. Holiday Inn Long Island-Islip Arpt East by IHG

Holtsville

Mohammad

2.364.817 ₫

2.701.804 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern building entrance with a bench, potted plants, and a blue mat leading to a reception area.

A spacious lobby with a reception desk, seating area, and a staircase leading to upper floors.

A modern hotel room with a blue sofa, a wooden desk, a chair, a lamp, and a television.

A hotel room with a large bed, a desk with a chair, a desk lamp, and a bedside table with a phone.

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Deniese

3.248.375 ₫

3.711.268 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a tiled deck, surrounded by windows and chairs.

An outdoor patio with a grill, dining table, chairs, and a basketball hoop.

A modern kitchen with grey cabinets, a black countertop, and a wooden floor.

A multi-story hotel with a prominent American flag, a covered entrance, and a brick facade.

12. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

3.512.143 ₫

4.012.623 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a fireplace, large windows, and a modern chandelier.

An outdoor patio area with brick flooring, round tables, chairs, and large umbrellas.

A spacious lobby with a central fireplace, a bar area, and a seating area with tables and chairs.

A modern kitchen with a bar area, marble countertops, and dark wooden cabinets.

13. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

3.291.254 ₫

3.760.259 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with a skylight, lounge chairs, and a seating area with tables.

A gazebo with a white exterior and a grey roof, surrounded by lush greenery and a paved patio area with two wicker chairs and a small table.

A hotel room with a bed, a sofa, a desk with a TV, a microwave, and a view of greenery outside.

A hotel dining area with wooden tables and chairs, a central bar, and a television screen.

14. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

2.961.998 ₫

3.384.083 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A café named 'CAFE PRONTO' with a counter and seating area.

A spacious lobby with a checkered floor, red and beige seating areas, a bar with a counter, and a conference room with red chairs and a desk.

A spacious restaurant with multiple dining areas, wooden furniture, and a high ceiling with exposed beams.

A swimming pool with a tiled edge, benches, and lounge chairs.

15. Radisson Hotel Hauppauge-Long Island

Hauppauge

Demetra

3.180.809 ₫

3.634.075 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a prominent sign, a covered entrance, and a car parked in front.

A spacious restaurant with multiple dining tables and chairs, a kitchen area, and a large window.

A hotel reception area with a wooden reception desk, a framed artwork above the counter, and a potted plant on the counter.

A hotel lobby with a reception desk, seating area with armchairs and sofas, patterned carpet, and ambient lighting.

16. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Bohemia

darrell

2.162.118 ₫

2.470.220 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor bar area with seating and a fire feature, surrounded by a building with multiple floors and large windows.

A swimming pool with clear blue water, surrounded by orange chairs and a lifeguard station.

A modern lounge area with seating arrangements, a bar, and a large window providing natural light.

A Courtyard Marriott hotel with a covered outdoor seating area, a clear entrance, and a parking lot.

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

3.742.128 ₫

4.275.381 ₫ total

includes taxes & fees

8 Oct - 9 Oct

A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.

A hotel room with a large bed, bedside lamps, a desk with a computer, and a chair.

A cubicle with a computer, a chair, and a desk.

A hotel with a covered entrance, a parking lot, and a clear sky.

18. Comfort Inn Medford - Long Island

Medford

Jody

2.995.521 ₫

3.422.382 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with white brick backsplash, wooden cabinets, and a central island with appliances. There are two dining areas with tables and chairs.

A swimming pool with a lifeguard chair, lounge chairs, and a window with a view of greenery.

A spacious hotel lobby with a modern design, featuring a leather sofa, a wooden chair, and a dining area with a large table and chairs.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

19. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

3.134.032 ₫

3.580.631 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A brick building with a grand entrance, large columns, and a fire pit in the center.

A spacious lobby with exposed brick walls, large windows, and modern lighting fixtures.

A modern hotel lobby with a seating area, a television, and a large plant.

20. Hampton Inn & Suites Huntington Downtown

Huntington

Ciara

4.749.124 ₫

5.425.874 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular Head of the Harbor attractions

A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.

Avalon Park and Preserve

8.6/10 (4 reviews)

Explore the great outdoors at Avalon Park and Preserve, a lovely green space in Head of the Harbor. Attend a sporting event in this family-friendly area.

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A wooden fence, a pond, and a house with white shutters.

Stony Brook Grist Mill

9.0/10 (7 reviews)

Find out about the history of Head of the Harbor with a stop at Stony Brook Grist Mill. While you're in the area, wander around the parks.

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Harmony Vineyards

10.0/10 (1 review)

You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.

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Learn more about Head of the Harbor

Head of the Harbor awaits: its wineries, parks and more!

See all hotels in Head of the Harbor

Top Head of the Harbor Hotel Reviews

SureStay Plus by Best Western Woodbury Inn

8/10 Good

"The hotel was close to all we had to do, place was maintained but could use some all around updating"

Jake's 58 Casino Hotel - Adult Only

8/10 Good

"Only one elevator for so many people that is constantly going up and down."

Courtyard by Marriott Long Island Islip/Courthouse Complex

8/10 Good

"all good"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent

"The hotel is ok but the plane noises its terrible since windows are not equipped for so nearby airports."

Hilton Garden Inn Melville

10/10 Excellent

"Everything was great and well maintained"

Marriott Melville Long Island

8/10 Good

"Nice hotel, needs some modernization. Staff was nice, valet was a jerk."

More cheap stays in Head of the Harbor

Quality Suites Stratford

1500 South Ave Stratford CT

2.779.829 ₫

3.196.803 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

2.995.521 ₫

3.422.382 ₫ total

1 Nov - 2 Nov

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

3.134.032 ₫

3.498.363 ₫ total

7 Oct - 8 Oct

includes taxes & fees

7.4/10 Good! (1,004 reviews)

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

3.180.809 ₫

3.634.282 ₫ total

13 Oct - 14 Oct

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

3.248.375 ₫

3.711.268 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

3.274.102 ₫

3.740.569 ₫ total

5 Oct - 6 Oct

includes taxes & fees

Frequently asked questions

What's the seasonal weather in Head of the Harbor?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Head of the Harbor is 1400 mm.

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Book Hotels in Head of the Harbor on Expedia.com

Find hotels in Head of the Harbor, NY from 2.470.220 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Head of the Harbor hotels

1. Holiday Inn Express Stony Brook by IHG

2. Hyatt Regency Long Island

3. Hilton Garden Inn Stony Brook

4. Hampton Inn Long Island/Islandia

5. Jake's 58 Casino Hotel - Adult Only

6. Danfords Hotel and Marina

7. Courtyard by Marriott Long Island MacArthur Airport

8. Homewood Suites by Hilton Ronkonkoma

9. Residence Inn By Marriott Long Island Hauppauge

10. Holiday Inn Long Island-Islip Arpt East by IHG

11. Holiday Inn Express Hauppauge-Long Island

12. Residence Inn by Marriott Long Island Holtsville

13. Hilton Garden Inn Islip/MacArthur Airport

14. Hampton Inn Long Island-Brookhaven

15. Radisson Hotel Hauppauge-Long Island

16. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Comfort Inn Medford - Long Island

19. Fairfield Inn by Marriott Medford Long Island

20. Hampton Inn & Suites Huntington Downtown

Stay near popular Head of the Harbor attractions

Avalon Park and Preserve

Stony Brook Grist Mill

Harmony Vineyards

Learn more about Head of the Harbor

Top Head of the Harbor Hotel Reviews

SureStay Plus by Best Western Woodbury Inn

Jake's 58 Casino Hotel - Adult Only

Courtyard by Marriott Long Island Islip/Courthouse Complex

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Hilton Garden Inn Melville

Marriott Melville Long Island

More cheap stays in Head of the Harbor

Quality Suites Stratford

Comfort Inn Medford - Long Island

SureStay Plus by Best Western Woodbury Inn

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Hauppauge-Long Island

Extended Stay America Suites Long Island Melville

Frequently asked questions

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