Sag Harbor Rentals, Sag Harbor Summer Vacation Rental Listings, Homes for rent Sag Harbor
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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 | $160,000Memorial Day to Labor Day 2026 $23,000Short term $19,999Standard monthly rent 2026 | Sag Harbor Modern Oasis 170 Northside Dr |
 | $20,000June 1-30th $25,000Short term | Waterfront with Dock in Sag Harbor Village! 5 Bluff Point Ln |
 | $70,000August 1st to Labor Day 2026 $65,000August 1-31st 2026 $120,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 $65,000June-July 2026 $25,000June 1-30th 2026 $140,000Memorial Day to Labor Day 2026 | Updated Bridgehampton Home & Tennis! BridgehamptonWebID# 4970160 June 1-30th 2026 $25,000 June-July 2026 $65,000 July 1-31st 2026 $40,000 July 1st thru Labor Day 2026 $120,000 Memorial Day to Labor Day 2026 $140,000 August 1-31st 2026 $65,000 August 1st to Labor Day 2026 $70,000 6 BR 4½ bath |
 | $100,000Short term 2026 | Hamptons Retreat for U.S. Golf Open 278 Millstone Rd |
 | $160,000Memorial Day to Labor Day 2026 $23,000November 1-30th 2026 $289,000Year round 2026 | Sag Harbor Compound Sag HarborWebID# 4857915 Memorial Day to Labor Day 2026 $160,000 Year round 2026 $289,000 November 1-30th 2026 $23,000 5 BR 3½ bath |
 | $4,250April 1-30th 2026 $4,250January 1-31st 2026 $4,250March 1-31st 2026 $4,500November 1-30th 2026 | Cozy Off-Season Escape 6 Wickatuck Dr |
 | $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 | Beautifully refreshed cottage in Sag Harbor 47 Stoney Hill Rd |
 | $40,000August 1-31st 2026 $35,000July 1-31st 2026 | Proven Sag Harbor Rental — Holiday Warmth, Summer Perfection 19 Tredwell Ln |
 | $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 $6,500November 1-30th 2026 | Waterfront in Sag Harbor Village! 11 Bluff Point Rd |
 | $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 | Sag Harbor Waterfront Home 27 Clearview Dr |
 | $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 June 1-30th 2026 $35,000 July 1-31st 2026 $70,000 August 1-31st 2026 $70,000 August 1st to Labor Day 2026 $72,000 September 1-30th 2026 $20,000 October 1-31st 2026 $7,500 November 1-30th 2026 $7,500 March 1-31st 2026 $7,500 January 1-31st 2026 $7,500 April 1-30th 2026 $7,500 4 BR 3 bath |
 | $115,000August 1st to Labor Day 2026 $200,000July 1st thru Labor Day 2026 $110,000July 1-31st 2026 $245,000Memorial Day to Labor Day 2026 $18,000October 1-31st 2026 $18,000September 1-30th 2026 | Amazing Summer Place With Heated Pool WainscottWebID# 4888550 July 1-31st 2026 $110,000 July 1st thru Labor Day 2026 $200,000 Memorial Day to Labor Day 2026 $245,000 August 1st to Labor Day 2026 $115,000 September 1-30th 2026 $18,000 October 1-31st 2026 $18,000 5 BR 5½ bath |
 | $125,000July 1-31st 2026 $125,000August 1st to Labor Day 2026 $70,000June 1-30th 2026 $325,000Memorial Day to Labor Day 2026 | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis Water MillWebID# 4882075 June 1-30th 2026 $70,000 July 1-31st 2026 $125,000 Memorial Day to Labor Day 2026 $325,000 August 1st to Labor Day 2026 $125,000 5 BR 5 bath |
 | $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 | Recently Renovated Traditional Home close to Bay Beach! 8 Cedar Haven Ln |
 | $300,000Year round $65,000July 1-31st $125,000July 1st thru Labor Day $70,000August 1st to Labor Day | All Hamptons has to offer. Paradise on Earth. 672 Daniels Ln |
 | $75,000August 1-31st | 4 BR 2 bath |
 | $220,000Year round $65,000August 1-31st $24,000September 1-30th $8,000October 1-31st $65,000July 1-31st | Newly Renovated Summer Retreat! 139 Merchants Path |
 | $100,000July 1-31st $120,000August 1st to Labor Day | Bridgehampton Traditional Sag Harbor |
 | $110,000August 1-31st $110,000August 1st to Labor Day $30,000September 1-30th $15,000October 1-31st $15,000November 1-30th | Sag Harbor Summer on Somer 7 Somers Pl |
 | $85,000August 1st to Labor Day | 5 BR 7 bath |
 | $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 July 1-31st $150,000 July 1st thru Labor Day $300,000 August 1st to Labor Day $150,000 Year round $415,000 6 BR 6½ bath |
 | $115,000July 1-31st $125,000August 1-31st $250,000July 1st thru Labor Day $500,000Year round | North Haven Home With Bay Views! 46 on the Bluff |
 | $85,000June 1-30th $110,000July 1-31st $220,000July 1st thru Labor Day $120,000August 1st to Labor Day | Incredible Sag Harbor property with ALL the amenities East Hampton |
 | $265,000July 1st thru Labor Day | 7 BR 7½ bath |
 | $80,000August 1st to Labor Day | Summer Fun in Bridgehampton! 2654 Montauk Hwy |
| $80,000July 1-31st $190,000July 1st thru Labor Day $110,000August 1st to Labor Day $35,000September 1-30th | 5 Bedrooms on 2 Acres Sagaponack South Pool and Tennis Sag Harbor |
 | $78,000July 1-31st $78,000August 1-31st $20,000September 1-30th | Gorgeous Sag Harbor Home Sag HarborWebID# 1087842 July 1-31st $78,000 August 1-31st $78,000 September 1-30th $20,000 4 BR 3 bath |
 | $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 July 1-31st $80,000 July 1st thru Labor Day $140,000 Memorial Day to Labor Day $160,000 August 1st to Labor Day $70,000 Winter $50,000 Year round $200,000 FURNISHED 4 BR 4½ bath |
 | $60,000July 1-31st $75,000August 1st to Labor Day $70,000August 1-31st | Sag Harbor Private and Secluded 39 Fresh Pond Rd |
 | $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 2½ bath |
 | $55,000August 1st to Labor Day $55,000August 1-31st | Bridgehampton 4 Br Pool Close to All 32 Tansey Ln |
 | $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 | Sag Harbor Village with Saltwater Pool 289 Madison St |
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