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Holiday rentals in Head of the Harbor

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Popular amenities for Head of the Harbor holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Head of the Harbor's top sights

Smith Haven Mall

61 locals recommend

Avalon Nature Preserve

38 locals recommend

Harmony Vineyards

18 locals recommend

Homes with more space

Top guest favourite
The studio apartment showcases a functional layout with a queen size bed, a work area with a desk, and a kitchenette. A television is positioned near the bed, and decorative wall art complements the neutral grey walls. Ample lighting is provided by ceiling fixtures.
Flat in Brentwood
4.91 out of 5 average rating, 453 reviews

Eco-friendly studio with Private entrance

Guest favourite
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson
4.9 out of 5 average rating, 179 reviews

Harborfront Star

Guest favourite
A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.
Serviced apartment in Medford
4.88 out of 5 average rating, 165 reviews

Cozy Apartment with King Bed - Separate Entrance

Guest favourite
A contemporary living area features a large television mounted on a white wall, complemented by an electric fireplace below. Two light-colored sofas are arranged in an inviting L-shape, adorned with colorful cushions. A glass coffee table sits atop a patterned rug, enhancing the space's comfort.
Flat in Saint James
5 out of 5 average rating, 42 reviews

Lovely 1-bedroom rental unit with indoor fireplace

Destinations to explore