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![]() | Courtesy of Signature Premier Properties | This beautifully renovated Mattituck ranch is now available as a year round rental ! SoutholdWebID# 4369015 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | Located in Wine Country on the North Fork in Aquebogue, this 3 bedroom 2 bath is the perfect getaway for shopping, wineries, golf and the best restaurants. RiverheadWebID# 4247671 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Coldwell Banker Reliable R E | Lovely area, quiet and residential close to shopping and a couple of miles to Red Creek Park in Hampton Bays, Pickleball and Tennis courts. SouthamptonWebID# 4781320 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Daniel Gale Sothebys Intl Rlty | Discover the epitome of coastal living in this recently renovated 3 bedroom, 2 bathroom ranch, complete with a heated in ground pool. 2930 Bray Avenue |
![]() | Courtesy of William Raveis New York LLC | Delightful North Fork Year Round Rental located at 775 Hickory Road, Southold. SoutholdWebID# 4515388 FURNISHED 2 BR 2 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | Beautiful tree lined, gated beach community ! BrookhavenWebID# 4969319 FURNISHED 4 BR 2 Single Family Rental |
![]() | Courtesy of BERKSHIRE HATHAWAY | Welcome to 16 Stuart Court, located in the Squire Woods Community in Hampton Bays. SouthamptonWebID# 4852028 FURNISHED 4 BR 3 Single Family Rental |
![]() | Courtesy of Corcoran | QUOGUE SOUTH OFF SEASON RENTAL Hidden away down a leafy driveway, this lovely shingle style 4 BR, 4. SouthamptonWebID# 4777805 FURNISHED 4 BR 4.5 Single Family Rental |
![]() | Courtesy of Sakhizada Realty | Welcome to Park Avenue in Huntington Village ! HuntingtonWebID# 4756716 FURNISHED 3 BR 3 Apartment Rental |
![]() | Courtesy of Realty Connect USA L I Inc | OFFERED AS OFF SEASON RENTAL NOT YEAR ROUND Welcome to 6 Bay Drive in Hampton Bays, a spacious and inviting four bedroom, three bath home offering over 3, 000 square ... SouthamptonWebID# 4898277 FURNISHED 4 BR 3 Single Family Rental |
![]() | Courtesy of Hampton Estates Realty LLC | FURNISHED 4 BR 2.5 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | A Great Beach House Now Available for Seasonal Rental from August 1, 2025 through May 31, 2026. SoutholdWebID# 4769829 FURNISHED 3 BR 2.5 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | Welcome to your very own pied a terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse. SoutholdWebID# 4233339 FURNISHED 1 BR 1 Single Family Rental |
![]() | Courtesy of Realty Connect USA L I Inc | OFFERED AS OFF SEASON RENTAL NOT YEAR ROUND Welcome to 138 W Tiana Road, Hampton Bays where your perfect Hamptons getaway starts. SouthamptonWebID# 5034078 FURNISHED 3 BR 1 Single Family Rental |
![]() | Courtesy of Compass Greater NY LLC | East Marion Rental ! This immaculate high ranch home has a deeded private beach located less than 400 ft. SoutholdWebID# 4656313 FURNISHED 3 BR 3 Single Family Rental |
![]() | Courtesy of Corcoran | FURNISHED 4 BR 3.5 Condo Rental |
![]() | Courtesy of Kerrigan Country Realty | OFF SEASON All NEW interior NEW KITCHEN NEW POOL salt water HEATED NEW PRIMARY BATH Three bedrooms amp ; 2 full baths total privacy on a private road with an ... SouthamptonWebID# 4668914 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Compass Greater NY LLC | Cozy 3 bedroom home in Westhampton is available for your off summer season rental minimum 3 months. SouthamptonWebID# 4755300 FURNISHED 3 BR 1.5 Single Family Rental |
![]() | Courtesy of Daniel Gale Sothebys Intl Rlty | Circa 1900 farm house abutting vineyard located in Mattituck Cutchogue School District. SoutholdWebID# 5034990 FURNISHED 4 BR 1 Single Family Rental |
![]() | Courtesy of Signature Premier Properties | Welcome to this inviting 3 bedroom, 1. SoutholdWebID# 4916016 FURNISHED 3 BR 1.5 Single Family Rental |
![]() | Courtesy of Flocee Realty Inc | This Beautiful 2 Bedroom Home is Located on a Very Quiet Private Road within Walking Distance to a Private Beach that does not Require a Parking Sticker. SouthamptonWebID# 4552391 FURNISHED 2 BR 1 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | FURNISHED 4 BR 2 Single Family Rental |
![]() | Courtesy of Brown Harris Stevens Hamptons | GEORGICA ESTATES Live in your own house in a condominium community, No need to share a wall with another unit, have your own 2 car garage, offering total privacy. East HamptonWebID# 5077366 FURNISHED 4 BR 3½ Condo Rental |
![]() | Courtesy of Brown Harris Stevens Hamptons | Southampton Village Summer Rental Escape to the Hamptons this summer in this newly renovated, gated custom built home located in the heart of private Southampton Village. SouthamptonWebID# 5064596 FURNISHED 5 BR 7½ Single Family Rental |
![]() | Courtesy of Daniel Gale Sothebys Intl Rlty | Exceptional contemporary home built in 2020 now available for off season rental in desirable Westhampton. SouthamptonWebID# 5057532 FURNISHED 5 BR 4½ Single Family Rental |
![]() | $150,000June 1-30th 2026 $500,000July 1st thru Labor Day 2026 $250,000July 1-31st 2026 $275,000August 1st to Labor Day 2026 $145,000September 1-30th 2026 $50,000Short term 2026 $695,000Year round 2026 | FURNISHED 8 BR 6½ 10051 sq ft Single Family Rental |
![]() | $240,000Memorial Day to Labor Day 2026 $270,000May through Labor Day 2026 $325,000April through Labor Day 2026 $120,000Winter 2026 $399,000Year round 2026 $60,000Short term 2026 $60,000December 1-31st 2026 $60,000November 1-30th 2026 $60,000October 1-31st 2026 $75,000September 1-30th 2026 $60,000May 1-31st 2026 $60,000April 1-30th 2026 $99,000April through May 2026 $60,000March 1-31st 2026 $50,000February 1-28th 2026 $50,000January 1-31st 2026 $130,000August 1-31st 2026 $130,000August 1st to Labor Day 2026 $120,000July 1-31st 2026 $198,000July 1st thru Labor Day 2026 $70,000June 1-30th 2026 $160,000June-July 2026 $265,000Extended season 2026 | FURNISHED 8 BR 8½ 9000 sq ft Single Family Rental |
![]() | Courtesy of South Fork Realty | This OFF SEASON SHORT TERM rental is available from November 1, 2025 to May 15th, 2026. SouthamptonWebID# 5052425 FURNISHED 4 BR 2½ Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | Discover the North Fork this Season ! RiverheadWebID# 5073960 FURNISHED 3 BR 2½ Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | So Very Close to a Beautiful Bay Beach ! SoutholdWebID# 5049683 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | FURNISHED 4 BR 3 Single Family Rental |
![]() | Courtesy of Douglas Elliman Real Estate | FURNISHED 5 BR 3½ Single Family Rental |
![]() | Courtesy of Realty Connect USA L I Inc | OFFERED AS OFF SEASON RENTAL NOT YEAR ROUND Welcome to 32A Vail Ave, East Quogue, your spectacular East Quogue seasonal retreat with 4, 442 sqft designed for endless summer living. SouthamptonWebID# 5042391 FURNISHED 4 BR 5 Single Family Rental |
![]() | Courtesy of South Fork Realty | FURNISHED 5 BR 3½ Single Family Rental |
![]() | Courtesy of Kerrigan Country Realty | OFF SEASON or SEASONAL, NO YEAR ROUND, NO PETS, All NEW interior NEW KITCHEN NEW POOL salt water HEATED out door shower NEW PRIMARY BATH Three bedrooms amp ; 2 ... SouthamptonWebID# 5083564 FURNISHED 3 BR 2 Single Family Rental |
![]() | Courtesy of Corcoran | Explore the ultimate in privacy at 9 North Quarter Road, located down a long, hedge lined driveway in Westhampton. SouthamptonWebID# 5055171 FURNISHED 3 BR 2½ Single Family Rental |
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