Fair Housing Notice

Rentals In Southold

    to
     
     
     
    Property Criteria
    Features
    •  
    Display Tools
    Search

    101  properties match your search;

    101 with Multiple photos ;  5 with Virtual Tour ;  0 with Videos

    Save Search
    Showing 1 - 10 of 101 results| view:  results per page« 1|2|3|4|5|...|last »
    • Magical New Waterfront Rental Step back to simpler times in this spectacular 1800’s waterfront home. The house maintains much of its original detail but has been carefully updated with all the modern conveniences of today. The town of New Suffolk is one of the North Fork’s most exclusive small towns, nestled on the Bay and just off the main roads. Enjoy your own private beach and end the day with the most spectacular sunsets. There is an expansive lawn with fire pit for relaxing evenings under the stars.AvailableJune (May 23rd - June 30th) $35, 000 MD-LD (May 23rd - Sept 1st) $150, 000 Two Weeks (Jun 1 - Jun 24th) $18, 000 July (Jul 1st - Jul 31st) $60, 000 August-LD (Aug 1st - Sep 1st) $70, 000 33
      1260 Jackson Street New Suffolk, NY 11956
      $150,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2900.00:# Square Feet
      Single Family For Rent NEW ML# 819611
      Magical New Waterfront Rental Step back to simpler times in this spectacular 1800’s waterfront home. The house maintains much of its original detail but has been carefully updated with all the modern conveniences of today. The town of New Suffolk is one of the North Fork’s most exclusive small towns, nestled on the Bay and just off the main roads. Enjoy your own private beach and end the day with the most spectacular sunsets. There is an expansive lawn with fire pit for relaxing evenings under the stars.AvailableJune (May 23rd - June 30th) $35, 000 MD-LD (May 23rd - Sept 1st) $150, 000 Two Weeks (Jun 1 - Jun 24th) $18, 000 July (Jul 1st - Jul 31st) $60, 000 August-LD (Aug 1st - Sep 1st) $70, 000
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Experience luxury living at its finest in this stunningly renovated, estate-style home. Perfectly situated on the Long Island Sound with 200’ of waterfront beach, 4 spacious bedrooms and 4.5 bathrooms. This exquisite property offers ample room for family and friends, making it the ideal getaway for relaxation and entertainment. Enjoy breathtaking views from the comfort of your own home while lounging by the in-ground pool or unwinding in the hot tub under the starry sky. The thoughtfully designed main floor primary bedroom provides convenience and elegance, allowing you to wake up to serene water views each day. With an electric car charger on-site, you can embrace eco-friendly living without any hassle. Close to North Fork award winning vineyards, renowned restaurants, boating, farmstands and great shopping. Don’t miss the chance to make this waterfront paradise your summer retreat! Permit #1226. 32
      4625 Aldrich Lane Ext Mattituck, NY 11952
      $150,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4611.00:# Square Feet
      Single Family For Rent ML# 802846
      Experience luxury living at its finest in this stunningly renovated, estate-style home. Perfectly situated on the Long Island Sound with 200’ of waterfront beach, 4 spacious bedrooms and 4.5 bathrooms. This exquisite property offers ample room for family and friends, making it the ideal getaway for relaxation and entertainment. Enjoy breathtaking views from the comfort of your own home while lounging by the in-ground pool or unwinding in the hot tub under the starry sky. The thoughtfully designed main floor primary bedroom provides convenience and elegance, allowing you to wake up to serene water views each day. With an electric car charger on-site, you can embrace eco-friendly living without any hassle. Close to North Fork award winning vineyards, renowned restaurants, boating, farmstands and great shopping. Don’t miss the chance to make this waterfront paradise your summer retreat! Permit #1226.
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • SPARKLING BAY FRONTBay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area with a full bath, half bath & outdoor shower. Enjoy spectacular views, poolside fun and relaxing days at the beach. $35, 000.00 for June // $55, 000.00 for July // $60, 000.00 for August-LD // $140, 000.00 for Memorial Day to Labor Day. Permit #: # 0097 26
      4705 Nassau Point Rd Cutchogue, NY 11935
      $140,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 2000.00:# Square Feet
      Single Family For Rent ML# 811900
      SPARKLING BAY FRONTBay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area with a full bath, half bath & outdoor shower. Enjoy spectacular views, poolside fun and relaxing days at the beach. $35, 000.00 for June // $55, 000.00 for July // $60, 000.00 for August-LD // $140, 000.00 for Memorial Day to Labor Day. Permit #: # 0097
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • This spectacular bluff-top home overlooking the Long Island Sound was designed for seamless indoor/outdoor living. As you enter the residence, you are instantly awestruck by the stunning floor-to-ceiling coastline views. From the spacious living room, step out to a large deck to better enjoy the expansive yard, which boasts a large pool, BBQ area for alfresco dining and a fire pit for unforgettable sunsets across the Sound. The home features three large bedrooms: one primary suite with a king bed, a second primary suite with a queen bed and a bunk room with 4 twin beds. Each bedroom is ensuite with its own bathroom and the two primary suites are both ocean facing with a private deck to enjoy a more intimate view. In addition, you will enjoy a gourmet kitchen, family room, separate office, formal dining room, playroom, two laundry rooms and finished bonus space in the basement. This gorgeous home is nestled in a quiet cul-de-sac in one of the North Fork’s most coveted locations - convenient to the shops of Love Lane, dining, and beaches. Relax and enjoy the embodiment of North Fork coastal living at its finest! SRP#0757, Additional information: Appearance:excellent 30
      580 Lloyds Lane Mattituck, NY 11952
      $120,000
      3 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent NEW ML# 810836
      This spectacular bluff-top home overlooking the Long Island Sound was designed for seamless indoor/outdoor living. As you enter the residence, you are instantly awestruck by the stunning floor-to-ceiling coastline views. From the spacious living room, step out to a large deck to better enjoy the expansive yard, which boasts a large pool, BBQ area for alfresco dining and a fire pit for unforgettable sunsets across the Sound. The home features three large bedrooms: one primary suite with a king bed, a second primary suite with a queen bed and a bunk room with 4 twin beds. Each bedroom is ensuite with its own bathroom and the two primary suites are both ocean facing with a private deck to enjoy a more intimate view. In addition, you will enjoy a gourmet kitchen, family room, separate office, formal dining room, playroom, two laundry rooms and finished bonus space in the basement. This gorgeous home is nestled in a quiet cul-de-sac in one of the North Fork’s most coveted locations - convenient to the shops of Love Lane, dining, and beaches. Relax and enjoy the embodiment of North Fork coastal living at its finest! SRP#0757, Additional information: Appearance:excellent
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2025 Rates: Memorial Day-Labor Day $110, 000, June $25, 000, July $35, 000, August $40, 000, August-Labor Day $45, 000. Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. Permit #0441., 28
      2055 Grandview Drive Orient, NY 11957
      $110,000
      4 Bedrooms 5 Full Baths Sq. Ft. 5000.00:#
      Single Family For Rent ML# 3369625
      2025 Rates: Memorial Day-Labor Day $110, 000, June $25, 000, July $35, 000, August $40, 000, August-Labor Day $45, 000. Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. Permit #0441.,
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • PRIVACY AND LUXURY COLLIDE! Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460’ of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef’s domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You’ll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! August: $80, 000.00. Permit #0792 18
      2840 Stars Rd East Marion, NY 11939
      $80,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 7000.00:# Square Feet
      Single Family For Rent ML# 814599
      PRIVACY AND LUXURY COLLIDE! Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460’ of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef’s domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You’ll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! August: $80, 000.00. Permit #0792
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Don’t miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region’s most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7, 000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability. $80K per month. 25
      15105 Oregon Cutchogue, NY 11935
      $80,000
      6 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 7000.00:# Square Feet
      Single Family For Rent ML# 802499
      Don’t miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region’s most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7, 000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability. $80K per month.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Cape-Cod-Style Cedar-Shingle House situated on edge of low bluff. Wooded lot with 2nd-story master bedroom suite/deck. Fantastic 180-degree views of Gardiner’s Bay, Bug Lighthouse, Shelter Island, Orient Village and East Hampton with 150-feet of private sandy beach and boat mooring. Permit #0049., Additional information: Appearance:Excellent, Interior Features:Separate Thermostat 21
      East Marion, NY 11939
      $79,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3471559
      Cape-Cod-Style Cedar-Shingle House situated on edge of low bluff. Wooded lot with 2nd-story master bedroom suite/deck. Fantastic 180-degree views of Gardiner’s Bay, Bug Lighthouse, Shelter Island, Orient Village and East Hampton with 150-feet of private sandy beach and boat mooring. Permit #0049., Additional information: Appearance:Excellent, Interior Features:Separate Thermostat
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • New Suffolk, North Fork BAYFRONT residence. Ideal location to while away the hours and enjoy the North Fork farm-stands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dining room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farm-stands, Shopping and top-tier restaurants. Available 2025: October $15, 000. Rental Permit# 0139 15
      199 Old Harbor Rd New Suffolk, NY 11956
      $65,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3590758
      New Suffolk, North Fork BAYFRONT residence. Ideal location to while away the hours and enjoy the North Fork farm-stands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dining room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farm-stands, Shopping and top-tier restaurants. Available 2025: October $15, 000. Rental Permit# 0139
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2025 Rates May 23-Sept 1 $65K, May 1-21 $5K, May 1-30, $10K, June 15K, July $23, 500, A1-LD $25K, 9/1-30 $7, 500, October $7, 500: Pristine Mid Century Modern Waterfront with 200’ Of Private Sugar Sand Beach! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High Ceilings, Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And 2.5 Baths., Additional information: Appearance:Pristine, Interior Features:Combo Kitchen, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Monthly, Off Season 26
      189 Old Harbor Rd New Suffolk, NY 11956
      $65,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2500.00:#
      Single Family For Rent ML# 3513788
      2025 Rates May 23-Sept 1 $65K, May 1-21 $5K, May 1-30, $10K, June 15K, July $23, 500, A1-LD $25K, 9/1-30 $7, 500, October $7, 500: Pristine Mid Century Modern Waterfront with 200’ Of Private Sugar Sand Beach! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High Ceilings, Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And 2.5 Baths., Additional information: Appearance:Pristine, Interior Features:Combo Kitchen, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Monthly, Off Season
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    Showing 1 - 10 of 101 results| view:  results per page« 1|2|3|4|5|...|last »
    Hartford Homes
    (631) 339-9090

    475 Route 25A Rocky Point, NY 11778

    Contact Us

     Submit