23

4-Bedroom Houses for Rent in Southold, NY

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  • /16

    $18,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    455 W Shore Dr, Southold, NY 11971

    This charming 4-bedroom, 2. 5-bathroom rental property offers 1, 600 square feet of comfortable living space. Nestled in a serene location, the home provides exclusive beach rights, perfect for summer enjoyment. The spacious layout includes a well-appointed kitchen, inviting living areas, and ample storage. The property is ideal for those seeking a tranquil retreat with convenient access to local

    455 W Shore Dr, Southold, NY 11971
  • /32

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 3,585 Sq Ft
    • House for Rent

    580 Gin Ln, Southold, NY 11971

    Wonderful opportunity to spend all or part of the summer in the wonderful Southold community of Bay Haven. Choose to spend the sunny days by your own pool, or head down the block to the community's private bay beach. There is more than ample space to host in this brightly renovated cape with room for everyone. The main level is comprised of a lounge area with fireplace and dry bar, an open

    Scott Bortzner Compass Greater NY LLC

    580 Gin Ln, Southold, NY 11971
  • /30

    $22,500 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    270 N Sea Dr, Southold, NY 11971

    Indulge in a sun-drenched Southold summer at this immaculate 4-bedroom, 3-bath retreat, where Kenny's Beach views paint a picturesque backdrop from the primary suite's private porch. A bright, comfortable atmosphere permeates the home, featuring seamless indoor/outdoor dining, a sprawling porch/decking, and a luxurious saltwater pool. Enjoy the added perks of "toys" provided by the owner,

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    270 N Sea Dr, Southold, NY 11971
  • /23

    $10,000 per month

    • 4 Beds
    • 4 Baths
    • 2,082 Sq Ft
    • House for Rent

    780 Minnehaha Blvd, Southold, NY 11971

    Welcome to this high-quality beach home to stay for a couple of weeks in the summer or for a few months in the offseason. This custom designed impeccable home contains four bedrooms and four full bathrooms. There is an open floor plan with vaulted ceilings, from the chef's kitchen to the dining and living room. Enjoy a barbecue in the enclosed porch. Beautiful tranquil setting with views of

    Kenneth Poliwoda Douglas Elliman Real Estate

    780 Minnehaha Blvd, Southold, NY 11971
  • /41

    $30,000 per month

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • House for Rent

    110 Sleepy Hollow Ln, Southold, NY 11971

    Discover this stunningly renovated 4-bedroom, 3-bath home, offering an expansive open floor plan, a cozy den, and a versatile bonus room. Designed for both comfort and style, the chef’s kitchen includes a massive eat-in-quartz island and boasts top-of-the-line Fisher & Paykel appliances, including a double-drawer dishwasher, induction cooktop, and convection oven.Perfect for entertaining

    Paul Loeb Douglas Elliman Real Estate

    110 Sleepy Hollow Ln, Southold, NY 11971
  • /28

    $10,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    9325 Main Bayview Rd, Southold, NY 11971

    2025 Rates: Last two weeks of June: $10,000.00, September 2-30 $15,000.00, October $12,500.00, Off season $6,000.00/month: Stunning New Construction in Southold's Hog Neck community. Enjoy open living w/ high vaulted ceilings in this sprawling modern farm house. Grand room features a combination of living room w/ gas fireplace, dining room, sun-soaked eat-in-kitchen w/ center island and shaker

    William Walters Daniel Gale Sothebys Intl Rlty

    9325 Main Bayview Rd, Southold, NY 11971
  • /10

    $4,200 per month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    380 Eds Rd, Southold, NY 11971

    Discover a wonderful opportunity for year-round rental in the heart of Southold. This beautifully renovated home exudes style and comfort, featuring exquisite hardwood floors and a seamless flow from the kitchen/dining room to an inviting deck—perfect for entertaining or relaxing. With two newly updated bathrooms, this home is fresh, clean, and ready for move-in.Enjoy the convenience of a

    Diane Mollica Compass Greater NY LLC

    380 Eds Rd, Southold, NY 11971
  • /35

    $15,000 per month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    54505 County Road 48 Aka Rd N, Southold, NY 11971

    **Southold, North Fork:** Picture yourself enjoying the most enchanting summer in this exquisite beach house situated on the sparkling Long Island Sound. With 100 feet of private waterfront beach and stunning sunset views, this home promises an unforgettable summer or vacation escape. Experience affordable luxury and peace as you relax in this tranquil setting, conveniently located near the

    Nicholas Planamento Town And Country Real Estate

    54505 County Road 48 Aka Rd N, Southold, NY 11971
  • /26

    $28,000 per month

    • 4 Beds
    • 3 Baths
    • 2,378 Sq Ft
    • House for Rent

    630 Wild Cherry Way, Southold, NY 11971

    A North Fork Summertime Oasis! Newly Renovated 4 Bedroom, 3 Bath Home with Heated Pool (20' x 42') Located Near a Memorable Long Island Sound Beach. The Marble Pool Surround Never Gets Hot. An Additional Lower-Level Living Room adjacent to a Wet Bar and Fridge Provides Easy Access for Pool Side Dining. Ice Machine, Gas Grill, Large Outdoor Sofa and Dining Table as Well as Lounge Chairs and

    Paul Loeb Douglas Elliman Real Estate

    630 Wild Cherry Way, Southold, NY 11971
  • /27

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft
    • House for Rent

    485 Hickory Ave, Southold, NY 11971

    Beautiful Goose Creek view home with large heated in-ground pool! This 4 bedroom, 3 bath house features a 1st floor primary with en-suite, a gourmet kitchen and open living space. The outdoor living space has newly designed landscape and is ideal for entertaining or relaxing. Fire pit and grill. Lawn is sprayed for ticks. Close to Southold town and Corey Creek Beach. Pricing is for August 2025

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    485 Hickory Ave, Southold, NY 11971
  • /36

    $17,500 per month

    • 4 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • House for Rent

    1205 Lake Dr, Southold, NY 11971

    Looking to create a beautiful memory of true summer experience on the beautiful North Fork of Long Island? look no further. This Spacious home has the full spectrum of mother nature right on your own huge back yard on the great lake with 2 fire pits. Featuring 4 Bedrooms, 4 Bath, An Oversize Patio, Large Heated In ground pool. Your own fully equipped gym to help keep you in the best of

    Chrisand Castella Douglas Elliman Real Estate

    1205 Lake Dr, Southold, NY 11971
  • /29

    $6,250 per month

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    590 Soundview Ave, Southold, NY 11971

    Spacious Open Floor Plan Newer Home. Inground Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. March 2025 to End of April 2025 at $10,000 Per Month (Single or Multiple Months Rental Considered). Summer 2025 - June

    Paul Loeb Douglas Elliman Real Estate

    590 Soundview Ave, Southold, NY 11971
  • /16

    $4,200 per month

    • 4 Beds
    • 2.5 Baths
    • 1,625 Sq Ft
    • House for Rent

    455 W Shore Dr, Southold, NY 11971

    Welcome to 455 West Shore Road, Southold, NY. This charming 4-bedroom, 2. 5-bathroom rental property offers 1,600 square feet of comfortable living space. Nestled in a serene location, the home provides exclusive beach rights, perfect for summer enjoyment. The spacious layout includes a well-appointed kitchen, inviting living areas, and ample storage. The property is ideal for those seeking a

    Eric Frend Corcoran

    455 W Shore Dr, Southold, NY 11971
  • /31

    $32,500 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    75 Clearview Ave, Southold, NY 11971

    2026 Rates To Come: Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef's Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining

    William Walters Daniel Gale Sothebys Intl Rlty

    75 Clearview Ave, Southold, NY 11971
  • /14

    $40,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    16125 Soundview Ave, Southold, NY 11971

    Sublime Sound front home overlooking miles of beachfront with stairs to private beach. Stunning views through floor to ceiling windows and spacious sound front backyard. Newly added in-ground pool with retractable cover. Fully furnished 4 bedrooms, 3.5 baths, both formal living room and family room have wood burning fireplaces. Fully finished basement. Tesla hook up in the garage. The best that

    Jessica Koenig Brown Harris Stevens N Fork

    16125 Soundview Ave, Southold, NY 11971
  • /30

    $24,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    6430 Hortons Ln, Southold, NY 11971

    Lovely spacious newly built Colonial just down the lane from 4 gorgeous LI Sound Beaches. Main Floor Primary Bedroom En-suite with private side entrance and it's own deck. Second Primary Bedroom En-Suite on level 2 (has radiant heat floor and heat lamp). Two additional Bedrooms, a full Bath in the hall, and Laundry Room. Kitchen has huge island with seating, 6 burner or griddle dual fuel oven.

    Kate Carpluk Town And Country Real Estate

    6430 Hortons Ln, Southold, NY 11971
  • /33

    $25,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    910 Glenn Rd, Southold, NY 11971

    Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car

    Andrea Parks Douglas Elliman Real Estate

    910 Glenn Rd, Southold, NY 11971
  • /25

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • House for Rent

    3400 Youngs Ave, Southold, NY 11971

    Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One

    Thomas McCarthy Thomas J McCarthy Real Estate

    3400 Youngs Ave, Southold, NY 11971
  • /30

    $20,500 per month

    • 4 Beds
    • 2 Baths
    • House for Rent

    3675 Wells Ave, Southold, NY 11971

    Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek

    Kristen Rishe Signature Premier Properties

    3675 Wells Ave, Southold, NY 11971
  • /26

    $13,000 per month

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    215 Northfield Ln, Southold, NY 11971

    Permit 681- Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. BOOK NOW FOR SUMMER 2025. Terms: May $13K, June $14K,

    Mitch Pickman Thomas J McCarthy Real Estate

    215 Northfield Ln, Southold, NY 11971
  • /34

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft
    • House for Rent

    950 Blue Marlin Dr, Southold, NY 11971

    Beachfront, located in Southold Shores, this architect's own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite,

    Lori Feilen Town And Country Real Estate

    950 Blue Marlin Dr, Southold, NY 11971
  • /21

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    1155 Old Harbor Rd, Southold, NY 11971

    Quintessential North Fork sandy bay beachfront rental. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious waterfront home, whether from the airy great room, the brick patio, or from the beachside deck. Tucked away down a quiet drive, this home offers peace and privacy in historic New Suffolk. There are 3 bedrooms and 2 baths upstairs, one bedroom and one bath

    Marianne Collins Brown Harris Stevens N Fork

    1155 Old Harbor Rd, Southold, NY 11971
  • /40

    $10,000 per month

    • 4 Beds
    • 2.5 Baths
    • House for Rent

    1275 the Esplanade, Southold, NY 11971

    Fabulous vacations on the coveted Esplanade in "Angel Shores", with a deeded sandy bay beach and heated freeform lagoon pool with waterfall. Property is fully fenced and private, with many lounge areas for sunning, a shady pergola when needed, and a great outdoor shower. We offer a pet friendly policy, rare for an exceptional residence, to bring your darling family member pup with you on vaca.

    Kate Carpluk Town And Country Real Estate

    1275 the Esplanade, Southold, NY 11971
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