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2-Bedroom Homes for Rent in Southold, NY

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  • /31

    $3,400 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    2555 Youngs Ave Unit 4D, Southold, NY 11971

    Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful

    Susan Orioli Engel & Volkers North Fork

    2555 Youngs Ave Unit 4D, Southold, NY 11971
  • /20

    $15,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • House for Rent

    1854 N Bayview Rd, Southold, NY 11971

    Last Minute deal on Summer rental. Amazing location with private beach, amazing waterviews and a private dock! Home is fully furnished and has 2 bedrooms, 2 full bathrooms and a 1/2 bathroom. Bring your boat or kayaks!

    Isaac Israel Richmond Realty Corp

    1854 N Bayview Rd, Southold, NY 11971
  • /22

    $6,500 per month

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

    400 Town Creek Ln, Southold, NY 11971

    Charming 2-Bedroom, 1-Bath Cottage in Southold – Perfect for Seasonal or Annual RentalsExperience the idyllic escape of this enchanting cottage, offering endless charm and privacy on a beautiful 1.5-acre property in sought-after Southold. This cozy residence features two inviting bedrooms and a well-appointed bathroom, making it ideal for relaxing getaways or year-round living.Private and

    Nicholas Accardi Hartford Homes & Estates of LI

    400 Town Creek Ln, Southold, NY 11971
  • /14

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    55075 Route 25 Unit 1, Southold, NY 11971

    This beautiful unfurnished two-bedroom first floor 55+ apartment is available to rent year-round and is located in the center of Southold Town with very easy access to shopping and transportation. This co-op offers ground floor living, an open floor plan with updated kitchen and bathroom, large living room with dining area, re-finished oak hardwood flooring, freshly painted, and pleasant covered

    Kenneth Poliwoda Douglas Elliman Real Estate

    55075 Route 25 Unit 1, Southold, NY 11971
  • /12

    $4,850 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    775 Hickory Rd, Southold, NY 11971

    Delightful North Fork Year-Round Rental located at 775 Hickory Road, Southold. Completely furnished, high end appliances, radiant heat, updated electric, and more. The large eat in kitchen is open to the dining & living area with a fireplace and sliding doors that lead you out to the expansive patios, where you will relax and enjoy the sea breeze. There is a master suite with full bath, guest

    Jeanmarie Bay William Raveis New York LLC

    775 Hickory Rd, Southold, NY 11971
  • /16

    $4,000 per month

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

    8515 Soundview Ave, Southold, NY 11971

    Tucked away on the peaceful edge of freshwater Great Pond in Southold, this delightful 2-bedroom, 1-bath cottage offers the perfect blend of comfort and charm. Enjoy quiet mornings with water views and spend your days kayaking, paddle boarding, or fishing right from your backyard. Barbecue and dine on the spacious deck with a sunset view of the lake. Ideally situated just moments from Kenny's

    Nicole Fitzgerald Signature Premier Properties

    8515 Soundview Ave, Southold, NY 11971
  • /13

    $5,000 per month

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

    8415 Soundview Ave, Southold, NY 11971

    Step inside this charming 2 bedroom, 1 bath bungalow nestled on the serene shores of Great Pond in Southold. This cozy waterfront retreat offers tranquil water views and is just around the corner from Kenny's Beach and the popular Little Fish restaurant. Enjoy kayaking, paddle boarding, and fishing right from your backyard. Centrally located in the heart of the North Fork, you're perfectly

    Nicole Fitzgerald Signature Premier Properties

    8415 Soundview Ave, Southold, NY 11971
  • /20

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    475 Youngs Ave Unit c, Southold, NY 11971

    Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings. With upscale

    Nicholas Planamento William Raveis New York LLC

    475 Youngs Ave Unit c, Southold, NY 11971
  • /26

    $30,000 per month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    150 Hobart Rd, Southold, NY 11971

    Southold, North Fork: Delightful cottage just up from Founder's Landing Park, the beach, and the Wharf House. A super convenient 'in town' location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath

    Nicholas Planamento William Raveis New York LLC

    150 Hobart Rd, Southold, NY 11971
  • /29

    $10,500 per month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    250 Wesland Rd, Southold, NY 11971

    NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY'S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY! Additional information: Appearance excellent!

    Marie Beninati Beninati Associates

    250 Wesland Rd, Southold, NY 11971
  • /15

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    3825 S Harbor Rd, Southold, NY 11971

    Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2025 Rates: May $5000, June $7000, October $4500,

    Kenneth Poliwoda Douglas Elliman Real Estate

    3825 S Harbor Rd, Southold, NY 11971
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