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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$23,000Short term $19,999Standard monthly rent 2026 | Sag Harbor Modern Oasis 170 Northside Dr | |
![]() | $19,999Year round | Sag Harbor Compound Sag HarborWebID# 4857915 5 BR 3.5 Single Family Rental |
![]() | $4,000January 1-31st $4,000March 1-31st $4,000April 1-30th $4,000October 1-31st $4,000November 1-30th | Sag Harbor Cottage With Bay View 6 Wickatuck Dr |
![]() | $25,000August 1st to Labor Day $10,000October 1-31st $15,000September 1-30th | The Secret Garden 379 Ferry Rd |
![]() | $19,000August 1st to Labor Day $35,000July 1st thru Labor Day $45,000Memorial Day to Labor Day $16,000July 1-31st $4,000Winter $4,000January 1-31st $4,000March 1-31st $4,000April 1-30th $19,000August 1-31st $4,000September 1-30th $4,000October 1-31st $4,000November 1-30th | 3 BR 1 1080 sq ft Single Family Rental |
![]() | $12,000Short term | Summer Delight in Sag Harbor 19 Tredwell Ln |
![]() | $37,000August 1-31st $37,000August 1st to Labor Day | 5 BR 2.5 2600 sq ft Single Family Rental |
![]() | $20,000June 1-30th $25,000Short term | 3 BR 1.5 1200 sq ft Single Family Rental |
![]() | $50,000August 1st to Labor Day $50,000August 1-31st | Sag Harbor Waterfront Home 27 Clearview Dr |
![]() | $275,000August 1st to Labor Day | Stunning Estate:Luxury Living Just Minutes from the Ocean! 108 Fairfield Pond Ln |
![]() | $100,000July 1-31st $110,000August 1-31st | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis 1366 Scuttle Hole Rd |
![]() | $65,000July 1-31st | 4 BR 3 2575 sq ft single-family Single Family |
![]() | $300,000Year round $65,000July 1-31st $125,000July 1st thru Labor Day $70,000August 1st to Labor Day | 3 BR 3 single-family Single Family |
![]() | $85,000June 1-30th $110,000July 1-31st $220,000July 1st thru Labor Day $120,000August 1st to Labor Day | 5 BR 6.5 3800 sq ft single-family Single Family |
![]() | $300,000July 1st thru Labor Day $150,000August 1st to Labor Day $415,000Year round $150,000July 1-31st | Spectacular Waterfront Elegance in Sag Harbor Sag HarborWebID# 1097054 6 BR 6.5 9000 sq ft single-family Single Family |
![]() | $115,000July 1-31st $250,000July 1st thru Labor Day $500,000Year round $125,000August 1-31st | 6 BR 4.5 5000 sq ft single-family Single Family |
![]() | $85,000August 1st to Labor Day | Gorgeous 5 Bedroom Post Modern Sag Harbor |
![]() | $100,000July 1-31st $120,000August 1st to Labor Day | Bridgehampton Traditional Sag Harbor |
![]() | $265,000July 1st thru Labor Day | Estate in Sag Harbor Sag HarborWebID# 37383 7 BR 7.5 10000 sq ft single-family Single Family |
![]() | $80,000July 1-31st $190,000July 1st thru Labor Day $110,000August 1st to Labor Day $35,000September 1-30th | 5 BR 4 3400 sq ft single-family Single Family |
![]() | $80,000July 1-31st $160,000Memorial Day to Labor Day $140,000July 1st thru Labor Day $70,000August 1st to Labor Day $200,000Year round $50,000Winter | Sag Harbor Village Four Bedroom Sag HarborWebID# 797215 FURNISHED 4 BR 4.5 4097 sq ft single-family Single Family |
![]() | $78,000July 1-31st $78,000August 1-31st $20,000September 1-30th | Gorgeous Sag Harbor Home Sag HarborWebID# 1087842 4 BR 3 3000 sq ft single-family Single Family |
![]() | $220,000Year round $65,000August 1-31st $24,000September 1-30th $8,000October 1-31st $65,000July 1-31st | 5 BR 4.5 5000 sq ft single-family Single Family |
![]() | $60,000July 1-31st $75,000August 1st to Labor Day $70,000August 1-31st | FURNISHED 4 BR 3.5 3700 sq ft single-family Single Family |
![]() | $55,000July 1-31st $60,000August 1st to Labor Day | Stylish Renovated Retreat on .62 Acres, Pool, Nature Preserve! 486 Toppings Path |
![]() | $55,000July 1-31st | 4 BR 2.5 single-family Single Family |
![]() | $55,000August 1st to Labor Day $55,000August 1-31st | 4 BR 2.5 2800 sq ft single-family Single Family |
![]() | $85,000July 1st thru Labor Day $50,000August 1st to Labor Day $40,000July 1-31st $50,000August 1-31st | Peaceful retreat awaits in Sag Harbor-Your own secluded getaway! 12 Cedar Ave |
![]() | $50,000July 1-31st $60,000August 1st to Labor Day | 3 BR 3 2000 sq ft single-family Single Family |
![]() | $20,000September 1-30th $50,000August 1st to Labor Day $50,000August 1-31st | 5 Bedroom Sag Harbor Sag HarborWebID# 1087026 5 BR 3.5 4000 sq ft single-family Single Family |
![]() | $7,000April 1-30th $5,000February 1-28th $5,000March 1-31st $5,000December 1-31st $45,000July 1-31st $5,000January 1-31st $10,000May 1-31st $50,000August 1-31st $50,000August 1st to Labor Day $180,000Year round $145,000Memorial Day to Labor Day $25,000June 1-30th $120,000July 1st thru Labor Day $10,000September 1-30th $5,000October 1-31st $5,000November 1-30th | Bright Contemporary Sag HarborWebID# 1071998 4 BR 3.5 2100 sq ft single-family Single Family |
![]() | $45,000July 1-31st $45,000August 1-31st $150,000Year round $15,000September 1-30th | 3 BR 2.5 1800 sq ft single-family Single Family |
![]() | $45,000August 1st to Labor Day | Stylish! 4 Bed, Pool, Bridgehampton/ AUG. OR 2 WK SHORT TERM 2023 Southampton |
![]() | $45,000August 1st to Labor Day | Sag Harbor Waterfront With Dock! Sag HarborWebID# 1087166 4 BR 4 3442 sq ft single-family Single Family |
![]() | $42,000August 1st to Labor Day | Gorgeous Sag Harbor Home! Sag HarborWebID# 1087817 3 BR 2.5 2600 sq ft single-family Single Family |
![]() | $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 |
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