![]() | Chic Southampton Summer Retreat 279 Majors Path | $105,000Memorial Day to Labor Day $20,000June 1-30th $40,000July 1-31st $60,000June-July |
![]() | Sunny 4 Bedroom in Sag Harbor Village! Sag HarborWebID# 2525228 $20,000June 1-30th $25,000July 1-31st $31,000August 1st to Labor Day $16,000September 1-30th 4 BR 3½ bath | $20,000June 1-30th $25,000July 1-31st $31,000August 1st to Labor Day $16,000September 1-30th |
![]() | 2 BR 1 bath | $20,000August 1st to Labor Day |
![]() | 6 BR 7½ bath | $20,000September 1-30th |
![]() | Special 5 Bedroom Home in Water Mill 465 Blank Ln | $10,000September 1-30th $19,000July 1-31st $41,000July 1st thru Labor Day $25,000August 1st to Labor Day |
![]() | 4 BR 4 bath | $225,000Year round |
![]() | Southampton Light and Convenient Condo 50 Hubbard Ln Unit 50 | $18,000July 1-31st $45,000July 1st thru Labor Day $25,000August 1st to Labor Day |
![]() | Lovely Southampton Condo 50 Hubbard Ln Unit 5 | $35,000July 1st thru Labor Day $17,000July 1-31st $20,000August 1st to Labor Day $60,000Year round |
![]() | Renovated Cottage in Shinnecock Hills! SouthamptonWebID# 542629 $15,000July 1-31st $8,500September 1-30th $9,000June 1-30th $15,500August 1-31st 2 BR 1 bath | $15,000July 1-31st $8,500September 1-30th $9,000June 1-30th $15,500August 1-31st |
![]() | Charming Cottage close to Big Fresh Pond and Great Peconic Bay!! 16 Beechwood Dr | $45,000Memorial Day to Labor Day 2026 $16,000June 1-30th 2026 $35,000July 1st thru Labor Day 2026 |
![]() | Stunning Southampton Waterfront Getaway with Panoramic Views! 34 Hawthorne Rd | $83,000Memorial Day to Labor Day $15,000June 1-30th $100,000Year round $10,000September 1-30th |
![]() | Southampton Beach Cottage - Available June thru Labor Day 15 Jordan Ln | $39,000July 1st thru Labor Day $19,999July 1-31st $24,999August 1st to Labor Day $55,000Memorial Day to Labor Day |
![]() | 5 BR 4½ bath | $13,500September 1-30th |
![]() | Sagaponack Tradional Southampton | $12,500October 1-31st $12,500November 1-30th $15,000September 1-30th $13,000December 1-31st |
![]() | Members only Southampton Shores Beach, Marina and Tennis 62 Turtle Cove Dr | $150,000Year round |
![]() | Southampton Village Traditional Apartment SouthamptonWebID# 2581114 $12,000July 1-31st $54,000Year round 2 BR 1 bath | $12,000July 1-31st $54,000Year round |
![]() | 2 BR 1 bath | $12,000June 1-30th |
![]() | 3 BR 2 bath | $11,000Short term |
![]() | 5 BR 4 bath | $110,000Year round |
![]() | West Hampton Beach House for Rent 800 Dune Rd | $15,000September 1-30th $8,000Standard monthly rent |
![]() | 1 BR 1 bath | $7,000October 1-31st 2026 |
![]() | 3 BR 2½ bath | $78,000Year round |
![]() | 2 BR 2 bath | |
![]() | Beautiful Spacious Condo 106 High Pond Ln | $75,000July 1st thru Labor Day 2026 $90,000Memorial Day to Labor Day 2026 |
![]() | Luxurious Modern Waterfront Rental 41 Shore Dr | $250,000Memorial Day to Labor Day 2026 $65,000June 1-30th 2026 $85,000July 1-31st 2026 $95,000August 1st to Labor Day 2026 |
![]() | Modern 5-Bedroom Hamptons Retreat Near Beaches., Bays & Vineyards 126 Malloy Dr | $15,000November 1-30th 2026 $15,000December 1-31st 2026 $30,000April through May 2026 $15,000April 1-30th 2026 |
![]() | 6 BR 6 bath | $165,000Memorial Day to Labor Day 2026 |
![]() | Southampton Village Rental! SouthamptonWebID# 5076943 $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 5 BR 3½ bath | $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 |
![]() | Shinnecock US Open Perfection! (Next to Shinnecock Golf Course) SouthamptonWebID# 5075001 $33,000June 1-30th 2026 4 BR 3 bath | $33,000June 1-30th 2026 |
![]() | In Southampton Village With 6 Bedrooms and Heated Pool SouthamptonWebID# 5058786 $20,000June 1-30th 2026 $25,000September 1-30th 2026 7 BR 4½ bath | $20,000June 1-30th 2026 $25,000September 1-30th 2026 |
![]() | 5 BR 5½ bath | $185,000Memorial Day to Labor Day 2026 |
![]() | Close to Southampton Village SouthamptonWebID# 5058774 $95,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $40,000July 1-31st 2026 $85,000July 1st thru Labor Day 2026 4 BR 3½ bath | $95,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $40,000July 1-31st 2026 $85,000July 1st thru Labor Day 2026 |
![]() | Southampton Townhouse! SouthamptonWebID# 5038954 $30,000August 1st to Labor Day 2026 $30,000July 1-31st 2026 3 BR 3 bath | $30,000August 1st to Labor Day 2026 $30,000July 1-31st 2026 |
![]() | Historic Georgian Main Street Home Sag HarborWebID# 5038958 $75,000August 1st to Labor Day 2026 $75,000August 1-31st 2026 $130,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 4 BR 3½ bath | $75,000August 1st to Labor Day 2026 $75,000August 1-31st 2026 $130,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 |
![]() | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 $8,000April 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $19,000July 1-31st 2026 5 BR 2 bath | $8,000April 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $19,000July 1-31st 2026 |
![]() | Serene Bridgehampton Summer BridgehamptonWebID# 5008160 $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 5 BR 5½ bath | $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 |
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