| Beautifully refreshed cottage in Sag Harbor$4,000April 1-30th 2026 $19,000August 1st to Labor Day 2026 $19,000August 1-31st 2026 $4,000January 1-31st 2026 $35,000July 1st thru Labor Day 2026 $16,000July 1-31st 2026 $4,000March 1-31st 2026 $40,000Memorial Day to Labor Day 2026 $4,000November 1-30th 2026 $4,000October 1-31st 2026 $4,000September 1-30th 2026 $4,000Winter 2026 3 BR 1 bath 1080 sq ft Single Family Rental | $4,000April 1-30th 2026 $19,000August 1st to Labor Day 2026 $19,000August 1-31st 2026 $4,000January 1-31st 2026 $35,000July 1st thru Labor Day 2026 $16,000July 1-31st 2026 $4,000March 1-31st 2026 $40,000Memorial Day to Labor Day 2026 $4,000November 1-30th 2026 $4,000October 1-31st 2026 $4,000September 1-30th 2026 $4,000Winter 2026 |
| The LUXURY RESORT$225,000August 1st to Labor Day 2026 $199,000August 1-31st 2026 $350,000July 1st thru Labor Day 2026 $199,000July 1-31st 2026 $225,000June-July 2026 $100,000June 1-30th 2026 $450,000Memorial Day to Labor Day 2026 8 BR 11 bath 11000 sq ft Single Family Rental | $225,000August 1st to Labor Day 2026 $199,000August 1-31st 2026 $350,000July 1st thru Labor Day 2026 $199,000July 1-31st 2026 $225,000June-July 2026 $100,000June 1-30th 2026 $450,000Memorial Day to Labor Day 2026 |
| Newly Restored Southampton Summer Home$60,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $45,000June 1-30th 2026 $120,000Memorial Day to Labor Day 2026 $165,000Year round 2026 5 BR 4 bath 2500 sq ft Single Family Rental | $60,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $45,000June 1-30th 2026 $120,000Memorial Day to Labor Day 2026 $165,000Year round 2026 |
| Southampton Summer Rental 4BR w Pool, Jeep Wrangler & Beach Pass$115,000April through Labor Day 2026 $19,000April through May 2026 $8,000April 1-30th 2026 $42,500August 1st to Labor Day 2026 $42,500August 1-31st 2026 $42,500July 1-31st 2026 $70,000June-July 2026 $82,000July 1st thru Labor Day 2026 $105,000May through Labor Day 2026 $90,000Memorial Day to Labor Day 2026 $8,000November 1-30th 2026 $12,000October 1-31st 2026 $15,000September 1-30th 2026 $175,000Year round 2026 $10,000May 1-31st 2026 $45,000June 1-30th 2026 4 BR 3½ bath 1900 sq ft Single Family Rental | $115,000April through Labor Day 2026 $19,000April through May 2026 $8,000April 1-30th 2026 $42,500August 1st to Labor Day 2026 $42,500August 1-31st 2026 $42,500July 1-31st 2026 $70,000June-July 2026 $82,000July 1st thru Labor Day 2026 $105,000May through Labor Day 2026 $90,000Memorial Day to Labor Day 2026 $8,000November 1-30th 2026 $12,000October 1-31st 2026 $15,000September 1-30th 2026 $175,000Year round 2026 $10,000May 1-31st 2026 $45,000June 1-30th 2026 |
| 3 BR 2½ bath 2500 sq ft Single Family Rental | $40,000August 1-31st 2026 $35,000July 1-31st 2026 |
| Waterfront in Sag Harbor Village!$40,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $75,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $6,500April 1-30th 2026 $6,500January 1-31st 2026 $6,500March 1-31st 2026 5 BR 2½ bath 2600 sq ft Single Family Rental | $40,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $75,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $6,500April 1-30th 2026 $6,500January 1-31st 2026 $6,500March 1-31st 2026 |
| | |
| 5 BR 7½ bath 5300 sq ft Single Family Rental | $30,000April 1-30th 2026 $25,000January 1-31st 2026 $375,000July 1st thru Labor Day 2026 $150,000June 1-30th 2026 $25,000March 1-31st 2026 $40,000May 1-31st 2026 $425,000Memorial Day to Labor Day 2026 |
| 6 BR 7½ bath 5312 sq ft Single Family Rental | $30,000January 1-31st 2026 $30,000March 1-31st 2026 $175,000August 1st to Labor Day 2026 |
| 6 BR 5½ bath 5600 sq ft Single Family Rental | $125,000August 1st to Labor Day 2026 $100,000July 1-31st 2026 $50,000June 1-30th 2026 $250,000Memorial Day to Labor Day 2026 $50,000September 1-30th 2026 |
| Nice and Easy Summer Rental in Shinnecock Hills$9,800October 1-31st 2026 $11,900September 1-30th 2026 $59,000Memorial Day to Labor Day 2026 $22,000July 1-31st 2026 $50,000July 1st thru Labor Day 2026 $29,000August 1st to Labor Day 2026 $25,000June 1-30th 2026 4 BR 3½ bath 3400 sq ft Single Family Rental | $9,800October 1-31st 2026 $11,900September 1-30th 2026 $59,000Memorial Day to Labor Day 2026 $22,000July 1-31st 2026 $50,000July 1st thru Labor Day 2026 $29,000August 1st to Labor Day 2026 $25,000June 1-30th 2026 |
| Perfection on Shinnecock Bay$10,000October 1-31st 2026 $25,000September 1-30th 2026 $75,000July 1-31st 2026 $100,000June-July 2026 $35,000June 1-30th 2026 4 BR 3½ bath 4300 sq ft Single Family Rental | $10,000October 1-31st 2026 $25,000September 1-30th 2026 $75,000July 1-31st 2026 $100,000June-July 2026 $35,000June 1-30th 2026 |
| Canal Front - 4 Bedroom - Hampton Bays$10,000September 1-30th 2026 $15,000August 1st to Labor Day 2026 $30,000July 1st thru Labor Day 2026 $15,000July 1-31st 2026 $10,000June 1-30th 2026 $40,000Memorial Day to Labor Day 2026 4 BR 3 bath 1602 sq ft Single Family Rental | $10,000September 1-30th 2026 $15,000August 1st to Labor Day 2026 $30,000July 1st thru Labor Day 2026 $15,000July 1-31st 2026 $10,000June 1-30th 2026 $40,000Memorial Day to Labor Day 2026 |
| Sag Harbor Waterfront Home$55,000August 1st to Labor Day 2026 $95,000July 1st thru Labor Day 2026 $50,000August 1-31st 2026 $115,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $45,000July 1-31st 2026 3 BR 3½ bath 2200 sq ft Single Family Rental | $55,000August 1st to Labor Day 2026 $95,000July 1st thru Labor Day 2026 $50,000August 1-31st 2026 $115,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $45,000July 1-31st 2026 |
| Seconds to the Bay!$20,000August 1st to Labor Day 2026 $37,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 4 BR 3 bath 2000 sq ft Single Family Rental | $20,000August 1st to Labor Day 2026 $37,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 |
| Southampton Village 4 Bedroom$15,000April 1-30th 2026 $55,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $12,000January 1-31st 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $75,000June-July 2026 $30,000June 1-30th 2026 $12,000March 1-31st 2026 $20,000May 1-31st 2026 $125,000Memorial Day to Labor Day 2026 $12,000November 1-30th 2026 $12,000October 1-31st 2026 $22,000September 1-30th 2026 $30,000Winter 2026 $225,000Year round 2026 4 BR 3½ bath 2450 sq ft Single Family Rental | $15,000April 1-30th 2026 $55,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $12,000January 1-31st 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $75,000June-July 2026 $30,000June 1-30th 2026 $12,000March 1-31st 2026 $20,000May 1-31st 2026 $125,000Memorial Day to Labor Day 2026 $12,000November 1-30th 2026 $12,000October 1-31st 2026 $22,000September 1-30th 2026 $30,000Winter 2026 $225,000Year round 2026 |
| Beautiful 4 Bedroom in Sag Harbor$70,000April through Labor Day 2026 $20,000August 1st to Labor Day 2026 $38,000July 1st thru Labor Day 2026 $18,000July 1-31st 2026 $30,000June-July 2026 $20,000June 1-30th 2026 $60,000May through Labor Day 2026 $50,000Memorial Day to Labor Day 2026 $5,000November 1-30th 2026 $6,000October 1-31st 2026 $12,000September 1-30th 2026 $90,000Year round 2026 4 BR 3 bath 2000 sq ft Single Family Rental | $70,000April through Labor Day 2026 $20,000August 1st to Labor Day 2026 $38,000July 1st thru Labor Day 2026 $18,000July 1-31st 2026 $30,000June-July 2026 $20,000June 1-30th 2026 $60,000May through Labor Day 2026 $50,000Memorial Day to Labor Day 2026 $5,000November 1-30th 2026 $6,000October 1-31st 2026 $12,000September 1-30th 2026 $90,000Year round 2026 |
| Water Mill -Big Blue Open Skies-Yearly Rental$4,500December 1-31st $4,500January 1-31st 2026 $4,500February 1-28th 2026 $4,500March 1-31st 2026 $4,500April 1-30th 2026 $16,000May 1-31st 2026 $35,000June 1-30th 2026 $30,000Short term 2026 $60,000July 1-31st 2026 $70,000August 1-31st 2026 $150,000Memorial Day to Labor Day 2026 4 BR 4 bath 4000 sq ft Single Family Rental Property | $4,500December 1-31st $4,500January 1-31st 2026 $4,500February 1-28th 2026 $4,500March 1-31st 2026 $4,500April 1-30th 2026 $16,000May 1-31st 2026 $35,000June 1-30th 2026 $30,000Short term 2026 $60,000July 1-31st 2026 $70,000August 1-31st 2026 $150,000Memorial Day to Labor Day 2026 |
| Southampton Retreat$40,000October 1-31st $40,000November 1-30th $50,000December 1-31st $30,000January 1-31st 2026 $25,000February 1-28th 2026 $40,000March 1-31st 2026 $55,000April 1-30th 2026 $80,000May 1-31st 2026 $200,000June 1-30th 2026 $110,000July 1-31st 2026 $130,000August 1-31st 2026 $80,000September 1-30th 2026 FURNISHED 7 BR 8 bath 7300 sq ft Single Family Rental | $40,000October 1-31st $40,000November 1-30th $50,000December 1-31st $30,000January 1-31st 2026 $25,000February 1-28th 2026 $40,000March 1-31st 2026 $55,000April 1-30th 2026 $80,000May 1-31st 2026 $200,000June 1-30th 2026 $110,000July 1-31st 2026 $130,000August 1-31st 2026 $80,000September 1-30th 2026 |
| Elegant European Villa with Resort-Style Amenities in East Hampton$265,000Extended season 2026 $160,000June-July 2026 $70,000June 1-30th 2026 $198,000July 1st thru Labor Day 2026 $120,000July 1-31st 2026 $130,000August 1st to Labor Day 2026 $130,000August 1-31st 2026 $50,000January 1-31st 2026 $50,000February 1-28th 2026 $60,000March 1-31st 2026 $99,000April through May 2026 $60,000April 1-30th 2026 $60,000May 1-31st 2026 $75,000September 1-30th 2026 $60,000October 1-31st 2026 $60,000November 1-30th 2026 $60,000December 1-31st 2026 $60,000Short term 2026 $399,000Year round 2026 $120,000Winter 2026 $325,000April through Labor Day 2026 $270,000May through Labor Day 2026 $240,000Memorial Day to Labor Day 2026 FURNISHED 8 BR 8½ bath 9000 sq ft Single Family Rental | $265,000Extended season 2026 $160,000June-July 2026 $70,000June 1-30th 2026 $198,000July 1st thru Labor Day 2026 $120,000July 1-31st 2026 $130,000August 1st to Labor Day 2026 $130,000August 1-31st 2026 $50,000January 1-31st 2026 $50,000February 1-28th 2026 $60,000March 1-31st 2026 $99,000April through May 2026 $60,000April 1-30th 2026 $60,000May 1-31st 2026 $75,000September 1-30th 2026 $60,000October 1-31st 2026 $60,000November 1-30th 2026 $60,000December 1-31st 2026 $60,000Short term 2026 $399,000Year round 2026 $120,000Winter 2026 $325,000April through Labor Day 2026 $270,000May through Labor Day 2026 $240,000Memorial Day to Labor Day 2026 |
| FURNISHED 5 BR 4 bath 4100 sq ft Single Family Rental | $130,000July 1st thru Labor Day 2026 |
| Sagaponack Elegance with Pool and Tennis$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 bath 10051 sq ft 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 |
| Gorgeous Sag Harbor Home$7,500April 1-30th 2026 $72,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $7,500January 1-31st 2026 $70,000July 1-31st 2026 $35,000June 1-30th 2026 $7,500March 1-31st 2026 $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 | $7,500April 1-30th 2026 $72,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $7,500January 1-31st 2026 $70,000July 1-31st 2026 $35,000June 1-30th 2026 $7,500March 1-31st 2026 $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 |
| | $80,000August 1st to Labor Day 2026 $120,000July 1st thru Labor Day 2026 |
| | $100,000August 1st to Labor Day 2026 $100,000August 1-31st 2026 |
| East Hampton Village Fringe$100,000August 1st to Labor Day 2026 $185,000July 1st thru Labor Day 2026 $90,000July 1-31st 2026 $225,000Memorial Day to Labor Day 2026 $45,000November 1-30th 2026 $45,000October 1-31st 2026 | $100,000August 1st to Labor Day 2026 $185,000July 1st thru Labor Day 2026 $90,000July 1-31st 2026 $225,000Memorial Day to Labor Day 2026 $45,000November 1-30th 2026 $45,000October 1-31st 2026 |
| East Hampton Village Rental$80,000August 1st to Labor Day 2026 $80,000August 1-31st 2026 $151,500July 1st thru Labor Day 2026 $70,000July 1-31st 2026 $50,000June 1-30th 2026 $170,000Memorial Day to Labor Day 2026 $50,000September 1-30th 2026 | $80,000August 1st to Labor Day 2026 $80,000August 1-31st 2026 $151,500July 1st thru Labor Day 2026 $70,000July 1-31st 2026 $50,000June 1-30th 2026 $170,000Memorial Day to Labor Day 2026 $50,000September 1-30th 2026 |
| FURNISHED 5 BR 5 bath 3500 sq ft House Summer Rental | $150,000Memorial Day to Labor Day |
| | $69,500August 1st to Labor Day 2026 |
| Ocean Views, Beach Access, Designer Hither Hills House$315,000Memorial Day to Labor Day 2026 $170,000June-July 2026 $75,000June 1-30th 2026 $220,000July 1st thru Labor Day 2026 $95,000July 1-31st 2026 $145,000August 1st to Labor Day 2026 $130,000August 1-31st 2026 $15,000January 1-31st 2026 $15,000February 1-28th 2026 $15,000March 1-31st 2026 $50,000April through May 2026 $15,000April 1-30th 2026 $40,000May 1-31st 2026 $55,000September 1-30th 2026 $18,000October 1-31st 2026 $18,000November 1-30th 2026 $18,000December 1-31st 2026 $450,000Year round 2026 | $315,000Memorial Day to Labor Day 2026 $170,000June-July 2026 $75,000June 1-30th 2026 $220,000July 1st thru Labor Day 2026 $95,000July 1-31st 2026 $145,000August 1st to Labor Day 2026 $130,000August 1-31st 2026 $15,000January 1-31st 2026 $15,000February 1-28th 2026 $15,000March 1-31st 2026 $50,000April through May 2026 $15,000April 1-30th 2026 $40,000May 1-31st 2026 $55,000September 1-30th 2026 $18,000October 1-31st 2026 $18,000November 1-30th 2026 $18,000December 1-31st 2026 $450,000Year round 2026 |
| Designer Waterfront Cottage$15,000November 1-30th 2026 $15,000December 1-31st 2026 $285,000Year round 2026 $175,000Memorial Day to Labor Day 2026 $95,000June-July 2026 $45,000June 1-30th 2026 $60,000July 1-31st 2026 $100,000August 1st to Labor Day 2026 $90,000August 1-31st 2026 $12,000January 1-31st 2026 $12,000February 1-28th 2026 $12,000March 1-31st 2026 $15,000April 1-30th 2026 $25,000May 1-31st 2026 $40,000September 1-30th 2026 $15,000October 1-31st 2026 3 BR 3 bath 1800 sq ft Beach Front Property Single Family | $15,000November 1-30th 2026 $15,000December 1-31st 2026 $285,000Year round 2026 $175,000Memorial Day to Labor Day 2026 $95,000June-July 2026 $45,000June 1-30th 2026 $60,000July 1-31st 2026 $100,000August 1st to Labor Day 2026 $90,000August 1-31st 2026 $12,000January 1-31st 2026 $12,000February 1-28th 2026 $12,000March 1-31st 2026 $15,000April 1-30th 2026 $25,000May 1-31st 2026 $40,000September 1-30th 2026 $15,000October 1-31st 2026 |
| | $145,000July 1st thru Labor Day 2026 $200,000Memorial Day to Labor Day 2026 $50,000June 1-30th 2026 $75,000July 1-31st 2026 $80,000August 1-31st 2026 $75,000August 1-31st 2026 |
| | $275,000August 1st to Labor Day |
| Sleek & Chic on the Beach$250,000Memorial Day to Labor Day $200,000July 1st thru Labor Day $100,000July 1-31st $100,000August 1st to Labor Day $25,000Short term FURNISHED 4 BR 4 bath 2400 sq ft Beach Front Property Rental | $250,000Memorial Day to Labor Day $200,000July 1st thru Labor Day $100,000July 1-31st $100,000August 1st to Labor Day $25,000Short term |
| | $75,000July 1st thru Labor Day $96,000Year round $15,000September 1-30th |
| | $65,000August 1st to Labor Day |