Welcome to my Sag Harbor Hamptons Neighborhood Guide! Prepare to be enchanted by the beauty and charm of this historic village. Sag Harbor is a vibrant and charming bayfront village in the Hamptons, known for its mix of intellectuals, writers, local families, and nautically-inclined residents. T
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![]() | $20,000June 1-30th $35,000July 1-31st $70,000July 1st thru Labor Day $50,000June-July $40,000August 1-31st $85,000Memorial Day to Labor Day | 4 BR 3 2800 sq ft Single Family Single Family |
![]() | $15,000September 1-30th $40,000July 1-31st $40,000August 1st to Labor Day $15,000October 1-31st $40,000August 1-31st | 4 BR 2 2500 sq ft Single Family Single Family |
![]() | $39,000July 1-31st $69,000July 1st thru Labor Day $45,000August 1st to Labor Day | BRIDGEHAMPTON SEA FARM ESCAPE Southampton |
![]() | $40,000August 1st to Labor Day $99,000Year round $35,000July 1-31st $70,000July 1st thru Labor Day | Sag Harbor Village Retreat 21 Hillside Dr W |
![]() | $400,000Year round | Stylish Whaling Classic 32 Glover St |
![]() | $34,000August 1st to Labor Day $20,000September 1-30th $32,000July 1-31st $60,000July 1st thru Labor Day | North Haven Retreat and Getaway Sag HarborWebID# 1087523 4 BR 2 2400 sq ft Single Family Single Family |
![]() | $30,000July 1-31st $65,000July 1st thru Labor Day $40,000August 1st to Labor Day | 4 BR 3 2800 sq ft Single Family Single Family |
![]() | $30,000Extended season | 5 BR 4 4378 sq ft Single Family Single Family |
![]() | $25,000Memorial Day to Labor Day | 2 BR 1 Single Family Single Family |
![]() | $25,000August 1st to Labor Day $15,000June 1-30th $25,000August 1-31st $25,000July 1-31st $40,000July 1st thru Labor Day | Sag Harbor Retreat Sag HarborWebID# 3435151 3 BR 2 1400 sq ft Single Family Single Family |
![]() | $80,000August 1st to Labor Day $10,000March 1-31st $70,000July 1-31st $165,000Memorial Day to Labor Day $25,000June 1-30th $140,000July 1st thru Labor Day $20,000September 1-30th $12,000October 1-31st $200,000Year round | Newly Built Sag harbor Beauty! 9 Gull Rock Rd |
![]() | $65,000Memorial Day to Labor Day $21,000June 1-30th $25,000July 1-31st $25,000August 1-31st $6,500Extended season $6,000Winter | Sagaponack Cottage 426 Toppings Path |
![]() | $25,000July 1-31st $9,000Short term | Sag Harbor Village 15 Hamilton St |
![]() | $18,000September 1-30th $25,000July 1-31st | Summer Pleasures Sag HarborWebID# 1086811 3 BR 2.5 2628 sq ft Single Family Single Family |
![]() | $23,000July 1-31st | Lovely 2 bedroom home in Sag Harbor! Sag HarborWebID# 2426963 3 BR 3 1800 sq ft Single Family Single Family |
![]() | $45,000July 1st thru Labor Day 2026 $30,000August 1st to Labor Day 2026 $22,000July 1-31st 2026 | Sag Harbor Lovely Farmhouse 4625 Noyack Rd |
![]() | $20,000June 1-30th $25,000July 1-31st $31,000August 1st to Labor Day $16,000September 1-30th $11,000October 1-31st $7,000November 1-30th $5,000December 1-31st $3,500January 1-31st | Sunny 4 Bedroom in Sag Harbor Village! Sag HarborWebID# 2525228 4 BR 3.5 1930 sq ft Single Family Single Family |
![]() | $10,000September 1-30th $19,000July 1-31st $41,000July 1st thru Labor Day $25,000August 1st to Labor Day | FURNISHED 5 BR 2 2500 sq ft Single Family Single Family |
![]() | $11,000Short term | Bayfront Sag Harbor Traditional Sag HarborWebID# 1087708 3 BR 2 2800 sq ft Single Family Single Family |
![]() | $78,000Year round | Sag Harbor Village Colonial 148 Jermain Ave |
![]() | $15,000April 1-30th 2026 $80,000August 1st to Labor Day 2026 $10,000January 1-31st 2026 $155,000July 1st thru Labor Day 2026 $75,000July 1-31st 2026 $25,000June 1-30th 2026 $10,000March 1-31st 2026 $20,000May 1-31st 2026 $180,000Memorial Day to Labor Day 2026 $10,000November 1-30th 2026 $20,000September 1-30th 2026 $210,000Year round 2026 | Newly Built Sag harbor Beauty! Sag HarborWebID# 5012466 4 BR 3.5 Single Family Rental |
![]() | Serene Bridgehampton Summer BridgehamptonWebID# 5008160 5 BR 5.5 Single Family Rental | |
![]() | $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 $6,400April 1-30th 2026 $6,400January 1-31st 2026 $6,400March 1-31st 2026 $24,000June 1-30th 2026 $78,000August 1st to Labor Day 2026 $78,000August 1-31st 2026 $78,000July 1-31st 2026 $18,000May 1-31st 2026 | Gorgeous Sag Harbor Home Sag HarborWebID# 5001021 4 BR 3 Single Family Rental |
![]() | $75,000August 1st to Labor Day 2026 $75,000August 1-31st 2026 $130,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 $150,000Memorial Day to Labor Day 2026 | Historic Georgian Main Street Home Sag HarborWebID# 5038958 4 BR 3½ Single Family Rental |
![]() | $8,000April 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $19,000July 1-31st 2026 $10,000June 1-30th 2026 $8,000May 1-31st 2026 $55,000Memorial Day to Labor Day 2026 $10,000September 1-30th 2026 | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 5 BR 2 Single Family Rental |
![]() | $25,000August 1st to Labor Day 2026 $25,000July 1-31st 2026 $15,000June 1-30th 2026 $60,000Memorial Day to Labor Day 2026 | 3 BR 2 Single Family Rental |
![]() | $15,000October 1-31st 2026 | 4 BR 2 Single Family Rental |
![]() | $55,000August 1st to Labor Day 2026 $100,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 | 4 BR 4½ Single Family Rental |
![]() | $60,000August 1st to Labor Day 2026 $10,000January 1-31st 2026 $115,000July 1st thru Labor Day 2026 $55,000July 1-31st 2026 $10,000March 1-31st 2026 $125,000May through Labor Day 2026 $125,000Memorial Day to Labor Day 2026 | Bridgehampton Beauty! BridgehamptonWebID# 4878580 4 BR 2½ Single Family Rental |
![]() | $125,000July 1-31st 2026 $125,000August 1st to Labor Day 2026 $70,000June 1-30th 2026 $325,000Memorial Day to Labor Day 2026 | 5 BR 5 Single Family Rental |
![]() | $99,000Year round 2026 $7,500April 1-30th 2026 $40,000August 1st to Labor Day 2026 $70,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $20,000June 1-30th 2026 $7,500March 1-31st 2026 $85,000Memorial Day to Labor Day 2026 | Sag Harbor Village Retreat Sag HarborWebID# 4847290 4 BR 2 Single Family Rental |
![]() | $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 | Gorgeous Sag Harbor Home Sag HarborWebID# 5001020 4 BR 3 Single Family Rental |
![]() | $100,000August 1-31st 2026 $80,000July 1-31st 2026 | Private Home beside 125-Acre Preserve, Minutes from Sag & East 207 Six Pole Hwy |
![]() | $22,000Winter $8,000September 1-30th $7,500October 1-31st $7,500November 1-30th $7,500May 1-31st $7,500March 1-31st $12,500June 1-30th $25,000July 1-31st $50,000July 1st thru Labor Day $7,500January 1-31st $30,000August 1st to Labor Day $7,500April 1-30th | Sag Harbor Village Sag HarborWebID# 4985015 3 BR 2.5 Single Family Rental |
![]() | $35,000August 1-31st 2026 $35,000July 1-31st 2026 $12,000June 1-30th 2026 $90,000Memorial Day to Labor Day 2026 $13,000September 1-30th 2026 $130,000Year round 2026 | 3 BR 2 1604 sq ft Single Family Rental |
![]() | $7,000April 1-30th 2026 $42,000August 1-31st 2026 $6,000January 1-31st 2026 $42,000July 1-31st 2026 $16,500June 1-30th 2026 $7,000March 1-31st 2026 $10,000May 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $15,000September 1-30th 2026 $150,000Year round 2026 | Sag Harbor Traditional Sag HarborWebID# 3626960 4 BR 4½ 3000 sq ft Single Family Rental |
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