Title: Sag Harbor Vacation Rentals from $178: Search Short-Term Rentals | Expedia.com [Sag Harbor Travel Guide](https://expedia.com/Sag-Harbor.dx154327)[Hotels in Sag Harbor](https://expedia.com/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)[Flights to Sag Harbor](https://expedia.com/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights)[Things to do in Sag Harbor](https://expedia.com/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)[Car Rentals in Sag Harbor](https://expedia.com/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)[Sag Harbor Vacation Packages](https://expedia.com/Sag-Harbor.d154327.Destination-Travel-Guides) ![Sag Harbor](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=154327&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=154327&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=154327&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=154327&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sag Harbor vacation rentals ![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/4c26b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/10a94b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Water View w Dock 1.5ml from town [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) Bay Point $1,974 nightly $2,255 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/0ceaea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/e2b82008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/b7d556ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house with water views and 2 houses from the bay. [](https://www.expedia.com/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) Sag Harbor $5,655 nightly $6,461 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor [](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) Montauk 9.2/10 Wonderful (1,293 reviews) "Nice pool, great restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April $156 nightly $178 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![West Studio Queen and Full | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) Napeague 8.8/10 Excellent (305 reviews) "Quiet place, went off season, cooked all meals in the room, good home base to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry $151 nightly $172 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/0a5356ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/f28083b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/40dd49e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/765aa668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze #3: Cozy Cottage by the beach [](https://www.expedia.com/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information) Hampton Bays 10/10 Exceptional (1 review) $393 nightly $449 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/4637d618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/247a59ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/cfdd5af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/8425161e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freeboard at Soundview · Beach+Ocean+Sunrise [](https://www.expedia.com/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) Old Lyme 9.6/10 Exceptional (8 reviews) "Great location and a nice room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela M. $188 nightly $210 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) ![One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/0ca01820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Ocean view | Beach/ocean view](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/173765ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Residences [](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information) Downtown Montauk $579 nightly $662 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/777d29d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c4ddd562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/5a3a43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/9e4cf8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town [](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information) Greenport 10/10 Exceptional (1 review) "Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannette M. $472 nightly $539 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/a654b98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) Clinton 9.6/10 Exceptional (35 reviews) "Many local restaurants near by. Christy's for breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. $159 nightly $180 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3fbe5245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/58a20b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/66e641ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3d345122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby. [](https://www.expedia.com/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information) Old Saybrook 9.8/10 Exceptional (9 reviews) "This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug F. $456 nightly $516 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/84a27bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/997596e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Swan: Beachfront Home w/ Year-Round Jacuzzi [](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) Hampton Bays 9.6/10 Exceptional (15 reviews) "Nice house. Photos and descriptions represent it very accurately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will K. $1,056 nightly $1,207 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/825be1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/433807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/1bd85de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds [](https://www.expedia.com/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (43 reviews) "Great property, would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) charles b. $432 nightly $489 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Petite King Room 7 [](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) Greenport 9.0/10 Wonderful (4 reviews) "We thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parent From The Heart, Inc. E. $164 nightly $187 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss w/ Game Room, Gym & Golf Green [](https://www.expedia.com/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information) Westbrook 10/10 Exceptional (1 review) "Perfect house for 6 guests. Loved that it was close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon G. $461 nightly $521 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/56d08917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/950f9d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/edabfa8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/1f68f090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage on Beach front Estate with Dockage .Walk to Village [](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information) Pipes Cove 10/10 Exceptional (75 reviews) "Wonderful stay at such a special spot. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meg B. $338 nightly $386 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h956x0y0-f00664d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w4320h3228x0y4-a36bb89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h959x0y0-51b04f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats [](https://www.expedia.com/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information) Saybrook Manor 9.8/10 Exceptional (136 reviews) "We loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deana L. $483 nightly $547 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/76a0ec07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/w1330h900x18y0-56561db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/w993h1280x143y0-78873ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/4f11d273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool [](https://www.expedia.com/East-Hampton-Hotels-Designer-East-Hampton-Farmhouse.h88730550.Hotel-Information) East Hampton North $617 nightly $658 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/East-Hampton-Hotels-Designer-East-Hampton-Farmhouse.h88730550.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/146ca0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/52990ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry: Private home with jacuzzi year-round [](https://www.expedia.com/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information) East Hampton 9.0/10 Wonderful (4 reviews) "We had a great time staying here. The home is well worn and there are some fixtures that should be replaced " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne R. $847 nightly $968 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/0757fd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1131h754x6y7-9ef245fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1137h756x16y5-a14c23d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC [](https://www.expedia.com/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information) Calverton 8.6/10 Excellent (8 reviews) "This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole A. $554 nightly $632 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/c1360527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/f42f3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/fed3485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/b56aaa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach cottage, private road, private beach, private mooring, private parking. [](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information) Laurel 10/10 Exceptional (1 review) $701 nightly $801 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25®ionId=154327&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America®ionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals) ## Top Sag Harbor Hotel Reviews ![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "Clean cozy always enjoy our stay " [](https://expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! " [](https://expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Love my stay here . Bartender was awesome and the food is delicious there . I highly recommend this hotel. " [](https://expedia.com/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg) ### Residence Inn by Marriott New York Long Island East End 10/10 Excellent "The service was amazing and courteous. The clerk asked, before we did, if we wanted to extend check out. The rooms were clean, the pool was wonderful and the hot tub was perfect. The continental breakfast was amazing and the clerk there was so helpful to accommodate our dietary needs. My wife already said we have to go back. Highly recommended. " [](https://expedia.com/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![The Preston House & Hotel](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec_y.jpg) ### The Preston House & Hotel 10/10 Excellent "Staff was amazing during the snow storm when everything in the town was closed. Also the hotel restaurant was closed so the GM prepared a salad, pasta with chick and stated veg for my husband and me. " [](https://expedia.com/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Very comfortable and enjoyable place to stay." [](https://expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "Room was spotless, staff were great and the resort is top notch!!" [](https://expedia.com/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg) ### Offshore Montauk 10/10 Excellent "was great." [](https://expedia.com/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Hotel Indigo East End by IHG](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698_y.jpg) ### Hotel Indigo East End by IHG 10/10 Excellent "Everything was wonderful " [](https://expedia.com/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ## Find out more about Sag Harbor **Everything you need to know about Sag Harbor vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sag Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sag Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Sag Harbor vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Sag Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sag Harbor in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Sag Harbor rentals** At Expedia, we put the best Sag Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Sag Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sag Harbor vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sag Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Sag Harbor ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Vacation Homes in Sag Harbor ](https://expedia.com/Sag-Harbor-Private-Vacation-Homes.d154327-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Sag Harbor ](https://expedia.com/Sag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation) - [Apartments in Sag Harbor ](https://expedia.com/Sag-Harbor-Apartments.d154327-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Sag Harbor ](https://expedia.com/Sag-Harbor-Condos.d154327-aaCondos.Travel-Guide-Accommodation) - [Villas in Sag Harbor ](https://expedia.com/Sag-Harbor-Villas.d154327-aaVillas.Travel-Guide-Accommodation) - [B&B in Sag Harbor ](https://expedia.com/Sag-Harbor-Bed-And-Breakfast.d154327-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Sag Harbor ](https://expedia.com/Sag-Harbor-Motels.d154327-aaMotels.Travel-Guide-Accommodation) - [RV Parks in Sag Harbor ](https://expedia.com/Sag-Harbor-RV-Parks.d154327-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Sag Harbor ](https://expedia.com/Sag-Harbor-Resorts.d154327-aaResorts.Travel-Guide-Accommodation) - [Farmstay in Sag Harbor ](https://expedia.com/Sag-Harbor-Agritourism.d154327-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Sag Harbor ](https://expedia.com/Sag-Harbor-Apart-Hotels.d154327-aaApartHotels.Travel-Guide-Accommodation) - [Inns in Sag Harbor ](https://expedia.com/Sag-Harbor-Inns.d154327-aaInns.Travel-Guide-Accommodation) - [Guest Houses in Sag Harbor ](https://expedia.com/Sag-Harbor-Guest-Houses.d154327-aaGuestHouses.Travel-Guide-Accommodation) - [Houseboats in Sag Harbor ](https://expedia.com/Sag-Harbor-Houseboats.d154327-aaHouseboats.Travel-Guide-Accommodation) - [Cabin Rentals in Sag Harbor ](https://expedia.com/Sag-Harbor-Cabins.d154327-aaCabins.Travel-Guide-Accommodation) - [Chalets in Sag Harbor ](https://expedia.com/Sag-Harbor-Chalets.d154327-aaChalets.Travel-Guide-Accommodation) - [Hostels in Sag Harbor ](https://expedia.com/Sag-Harbor-Hostels.d154327-aaHostels.Travel-Guide-Accommodation) - [Condo Resorts in Sag Harbor ](https://expedia.com/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation) - [Residences in Sag Harbor ](https://expedia.com/Sag-Harbor-Residences.d154327-aaResidences.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Sag Harbor? ### How many vacation rentals are there in Sag Harbor? ### What can I see and do in Sag Harbor? ### What are vacation rentals like in Sag Harbor? ### Expedia's Latest Trends Hotels - [Montauk Hotels](https://expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels) - [Lake Placid Hotels](https://expedia.com/Lake-Placid-Hotels.d6055989.Travel-Guide-Hotels) - [Saratoga Springs Hotels](https://expedia.com/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels) - [Geneva Hotels](https://expedia.com/Geneva-Hotels.d7974.Travel-Guide-Hotels) - [Albany Hotels](https://expedia.com/Albany-Hotels.d603260.Travel-Guide-Hotels) - [Beacon Hotels](https://expedia.com/Beacon-Hotels.d6173904.Travel-Guide-Hotels) - [White Plains Hotels](https://expedia.com/White-Plains-Hotels.d603214.Travel-Guide-Hotels) - [Watkins Glen Hotels](https://expedia.com/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels) - [Plattsburgh Hotels](https://expedia.com/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels) - [Ithaca Hotels](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels) - [Syracuse Hotels](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels) - [Niagara Falls Hotels with a View](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels) - [Binghamton Hotels](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels) - [Lake George Hotels](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels) - [Rhinebeck Hotels](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels) - [Poughkeepsie Hotels](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels) - [Middletown Hotels](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels) - [Hudson Hotels](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels) - [Niagara Falls Hotels](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels) - 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