Title: Sag Harbor Cottages from CA $307 | Expedia.ca [Sag Harbor Travel Guide](https://expedia.ca/Sag-Harbor.dx154327)[Hotels in Sag Harbor](https://expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)[Vacation Rentals in Sag Harbor](https://expedia.ca/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)[Flights to Sag Harbor](https://expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights)[Things to do in Sag Harbor](https://expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)[Sag Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)[Sag Harbor Vacation Packages](https://expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Sag Harbor Cottage Rentals from CA $307 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 27 - Mar 1](https://www.expedia.ca/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) ## Browse Select Sag Harbor Cottages ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fb570214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e582d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/876a0e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Fork Cottages & RV Resort Greenport 10/10 Exceptional (1) "Great stay! Very clean and new. Comfy beds, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $275 CA $314 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/65eed284.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/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) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/3067f697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. Clinton 9.2/10 Wonderful (36) "Host was very friendly and accommodating" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monika M. CA $146 CA $307 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Clinton-Hotels-Shalom-Cottage-With-Private-Beach-Rights.h90991445.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/10f54062.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/b72c2ddb.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) ### Hidden gem! Southampton beach cottage Hampton Bays 10/10 Exceptional (1) CA $78 CA $645 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/71856d05.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) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/a3e46cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds Old Saybrook Center 9.6/10 Exceptional (38) "Nicely decorated and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $347 CA $718 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/65eee158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/51cab21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/a165f45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c937e03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town Greenport 10/10 Exceptional (1) "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. CA $353 CA $780 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/975c5279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/5abf910c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/0b5b7028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/da16f5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orient Village — Historic Bayfront Cottage — 2025 Season Orient 10/10 Exceptional (23) "Step away from your busy schedule, step back in time, and step down to the beach. Bayside Cottage is an idyllic, charming, and rare place -- one increasingly harder to find as grandiose properties populate many parts of the Island. Thankfully the North Fork has retained much of its character since we began visiting some 20 years ago, and Orient is beautifully preserved with a lot of tender loving care, especially towards nature. It was turtle season in June! At Bayside, circa 1887, one doesn't... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer G. CA $423 CA $1,001 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orient-Hotels-Orient-Village-Historic-Bayfront-Cottage-2025-Season.h33907423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/503155ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/827d7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/df2ccd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/3a21009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton cozy cottage by the beach Hampton Bays 8.8/10 Excellent (3) "Great stay. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Weston B. CA $78 CA $645 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/15dd4e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/60e9a277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/7ae5118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/w917h683x48y0-57e46773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East End Escape Flanders CA $594 CA $753 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Riverhead-Hotels-East-End-Escape.h119966853.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.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22®ionId=154327&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation) ## Top Sag Harbor Hotel Reviews ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Check in was easy and seamless. The property and rooms are really charming, comfortable and the view is gorgeous! I can’t wait to come back here!" [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "It was clean and the staff was very nice they " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Loved the upgrade we received + the service all around as well!" [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "This hotel has everything!!! We went for a girls’ night away, and we never had to leave. The heated pools and steam/sauna rooms were wonderful. The on-site restaurants and room service options were delicious. Our room was very clean and cozy, especially with the service of a staff member starting a fire for us in the fireplace. Every single staff member was incredibly helpful, friendly and hospitable, making the entire stay 5 stars! " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Beachcomber Resort at Montauk](//images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Beautiful views and so close to town. Walk right down the driveway to the ocean! " [](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "An all round lovely experience. Perfect location and attention to detail. Lovely layout and amenities. It was a peaceful stay. " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Wonderful stay! Spacious and elegant room, friendly staff, breathtaking view. Memorable birthday weekend. " [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ## Find out more about Sag Harbor ## Sag Harbor Cottages information | Number of reviews | 98 | | --- | --- | | Accommodation | 182 Cottages | | Lowest Price | CA $307 | | Highest Price | CA $1,001 | ## Frequently asked questions ### Why book your cottage in Sag Harbor with Expedia? > Expedia has some terrific cottages in Sag Harbor, so start packing your bags for a memorable stay on nature's doorstep. If you have a fixed budget, click on how much you want to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We'll help you find the right digs whatever your trip looks like. ### How can I find cheap cottages in Sag Harbor? > With Expedia's user-friendly filter tool, comparing cheap cottages in Sag Harbor has never been simpler. 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[Flights to Hamptons](https://www.expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights) - [Flights from Toronto to Hamptons](https://www.expedia.ca/lp/flights/178314/6056452/toronto-to-hamptons) - [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven) - [Flights from Bridgehampton](https://www.expedia.ca/lp/flights/6130684/flights-from-bridgehampton) - [Flights from Atlanta (ATL) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/atl/hto/atlanta-to-east-hampton) - [Flights from Buffalo (BUF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/buf/hto/buffalo-to-east-hampton) - [Flights from Chattanooga (CHA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/cha/hto/chattanooga-to-east-hampton) - [Flights from Washington (DCA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dca/hto/washington-to-east-hampton) - [Flights from Dallas (DFW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dfw/hto/dallas-to-east-hampton) - 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[Flights from New York (NYC) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/nyc/hto/new-york-to-east-hampton) - [Flights from New York (NYS) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/nys/hto/new-york-to-east-hampton) - [Flights from Miami (OPF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/opf/hto/miami-to-east-hampton) - [Flights from Plattsburgh (PBG) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/pbg/hto/plattsburgh-to-east-hampton) - [Flights from Fort Myers (RSW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/rsw/hto/fort-myers-to-east-hampton) - [Flights from San Francisco (SFO) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/sfo/hto/san-francisco-to-east-hampton) - [Flights from Edmonton (YEA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/yea/hto/edmonton-to-east-hampton) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit Bridgehampton](https://www.expedia.ca/Bridgehampton.dx6130684) - [Hamptons Vacations](https://www.expedia.ca/Hamptons.d6056452.Destination-Travel-Guides) - [Visit Hamptons](https://www.expedia.ca/Hamptons.dx6056452) - [Havens Beach](https://www.expedia.ca/Havens-Beach-Sag-Harbor.d6326903.Vacation-Attraction) - [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872) - [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151) - [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516) - [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Car rental Bridgehampton](https://www.expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide) - [Rental cars East Hampton airport](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide) - [Car rentals near Hamptons](https://www.expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide) - [Enterprise Rental Cars in East Hampton](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in East Hampton](https://www.expedia.ca/Hertz-Car-Rentals-In-East-Hampton.d6069886-c40.Car-Rental-Guide-Suppliers) - [Bridgehampton Vacation Rentals](https://www.expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals) - [Hamptons Vacation Rentals](https://www.expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals) - [Things to do in Bridgehampton](https://www.expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities) - [Things to do in Hamptons](https://www.expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities) - [Book Cottages in Sag Harbor on Expedia.com](https://www.expedia.com/Sag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation)