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2-Bedroom Homes for Rent in Sag Harbor, NY

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  • /11

    $38,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    54 Howard St, Sag Harbor, NY 11963

    Charming cottage in the heart of Sag Harbor Village available for off-season rental from October 1, 2025 to May 31, 2026. It is not available for year-round rental. Close walking proximity to Main Street, galleries, fine restaurants, Bay Street Theater, and newly renovated Cinema. Eat-in kitchen, living room plus a separate den, 2 bedrooms, and bath. Spacious backyard. Included are TV, VCR,

    54 Howard St, Sag Harbor, NY 11963
  • /12

    $55,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    51 Stoney Hill Rd, Sag Harbor, NY 11963

    This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

    Clare Ambrose Au Dela Real Estate LLC

    51 Stoney Hill Rd, Sag Harbor, NY 11963
  • /17

    $25,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    33 Bay Ave, Sag Harbor, NY 11963

    Pine Neck Beach Cottage, central air, outdoor shower. The open floor plan includes living/dining/kitchen areas with beamed cathedral ceiling, sky lights and ceiling fans, 2 bedrooms, 1.5 baths, laundry room. Primary bedroom has en suite bath with walk-in shower with rain shower head and river stone shower bed, top-of-the-line fixtures. The kitchen has granite counter tops, all new appliances and

    33 Bay Ave, Sag Harbor, NY 11963
  • /36

    $50,000 per month

    • 2 Beds
    • 2 Baths
    • 2,197 Sq Ft
    • House for Rent

    1 Burkeshire Dr, Sag Harbor, NY 11963

    Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The

    Zachariah Zaleski Douglas Elliman Real Estate

    1 Burkeshire Dr, Sag Harbor, NY 11963
  • /16

    $3,800 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    37 Trout Pond Rd, Sag Harbor, NY 11963

    Newly renovated in 2025, this adorable 2-bedroom, 1.5-bath cottage is the perfect Hamptons getaway. Just a short walk to Long Beach and 5 minutes to Sag Harbor Village, the home features a king-bedded primary suite with an ensuite half bath, all new appliances, and stylish, fully furnished interiors. Set on a private, quiet lot, surrounded by nature. It's cozy, comfortable, and the perfect place

    37 Trout Pond Rd, Sag Harbor, NY 11963
  • /14

    $10,000 per month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • House for Rent

    10 Wickatuck Dr, Sag Harbor, NY 11963

    Sag Harbor Summer Cottage with Bay View his cozy Sag Harbor cottage is around the corner from beautiful Long Beach, a couple of miles to the village, near Serene Green and Cromer's Market. Located on a quiet street offering an open floor plan with two bedrooms, one bath and new furnishings. Sun drenched with white washed walls and a relaxing screen porch. Easy, breezy, and affordable.

    Jeanne Galante Brown Harris Stevens Hamptons

    10 Wickatuck Dr, Sag Harbor, NY 11963
  • /20

    $25,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    35 Sylvan Ln, Sag Harbor, NY 11963

    Renovated one level home with 2 bedrooms, 1.5 baths with open floor plan, attached one car garage, and full basement. Sited on a private 0.67 acre lot on a quiet cul-de-sac. Near Long Beach and a short distance to Sag Harbor village. [[Rental Registration # RP240636]]

    35 Sylvan Ln, Sag Harbor, NY 11963
  • /20

    $50,000 per month

    • 2 Beds
    • 1 Bath
    • 1,335 Sq Ft
    • House for Rent

    12 Rose St Unit Floor 2, Sag Harbor, NY 11963

    Two-Bedroom with Parking 1,335sf two-bedroom, one-bath apartment in the Village's core. Private on-site parking and proximity to all. Includes full kitchen, dining area, and living room. Plenty of natural light. Available for seasonal occupancy. Pair with the ground-floor commercial unit for a unique live-work opportunity. SURROUNDING TENANTS: Tutto il Giorno, Grindstone Donuts, M&T Bank,

    Zoila Ortega Astorr Compass

    12 Rose St Unit Floor 2, Sag Harbor, NY 11963
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