Title: Town of Southold Town Apartment Rentals | Expedia.ca [Town of Southold Town Travel Guide](https://expedia.ca/Town-Of-Southold-Town.dx553248635976002319)[Town of Southold Town Hotels](https://expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations)[Vacation Rentals in Town of Southold Town](https://expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Vacation-Rental-Destinations)[Town of Southold Town Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Car-Rental-Destinations)[Town of Southold Town Vacations](https://expedia.ca/Town-Of-Southold-Town.d553248635976002319.Destination-Travel-Guides) ![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Benny Goh # Search Apartment Rentals in Town of Southold Town ## Compare and save - ![](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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Southold Town ![](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Greenport [](https://expedia.ca/Greenport-Apartments.d110728-aaApartments.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/dff376d916af97d7b1d400e631f0d46e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Cutchogue [](https://expedia.ca/Cutchogue-Apartments.d183659-aaApartments.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/2af9844708ff5148df98a90729e7edaf.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southold [](https://expedia.ca/Southold-Apartments.d183719-aaApartments.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/b87fd2222bd9c0b45cd653e0605bfed5.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Mattituck [](https://expedia.ca/Mattituck-Apartments.d6223780-aaApartments.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/d3e06c642f947ddad6aebc58401dad70.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Orient [](https://expedia.ca/Orient-Apartments.d6326191-aaApartments.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/c1e146be96c448a68862ae5f1f0cc1a9.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Peconic [](https://expedia.ca/Peconic-Apartments.d144477-aaApartments.Travel-Guide-Accommodation) ## Our top choices for Town of Southold Town apartments ![Beach](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/b0e39c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/w2160h1432x0y4-657cfcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/w2160h1436x0y5-12097315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/c1cf6b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Pipes Cove [](https://www.expedia.ca/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information) 9.8/10 Exceptional (14) "This was a perfect location and such a cute place! The apartment was spotless and well appointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela [](https://www.expedia.ca/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94380400/94380332/92b52e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94380400/94380332/be994e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94380400/94380332/b83eb519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94380400/94380332/87127fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Greenport [](https://www.expedia.ca/Greenport-Hotels-Quaint-DT-Greenport-Apt-2-Mi-To-Shelter-Island.h94380332.Hotel-Information) 10/10 Exceptional (1) "This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa [](https://www.expedia.ca/Greenport-Hotels-Quaint-DT-Greenport-Apt-2-Mi-To-Shelter-Island.h94380332.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94351300/94351256/e63a00da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94351300/94351256/d80d19ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94351300/94351256/6e346dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94351300/94351256/fa0ac669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Greenport [](https://www.expedia.ca/Greenport-Hotels-Bright-2nd-Floor-Apt-12-Mi-To-Greenport-Harbor.h94351256.Hotel-Information) 10/10 Exceptional (1) "John communicated well with clear directions. His book of local suggestions were helpful and we loved the location - walking/biking distance to all the action! Loved Greenport!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maura [](https://www.expedia.ca/Greenport-Hotels-Bright-2nd-Floor-Apt-12-Mi-To-Greenport-Harbor.h94351256.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33920000/33914000/33913986/5c92d77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33920000/33914000/33913986/e5e15e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33920000/33914000/33913986/fdb2707c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33920000/33914000/33913986/c8ef1b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Pipes Cove [](https://www.expedia.ca/Greenport-Hotels-Private-Spacious-Five-Room-SuiteSteps-To-Bay-Beach-And-Walk-To-Village.h33913986.Hotel-Information) 10/10 Exceptional (150) "Apartment was clean, spacious for 2 people, and well equipped. Location was perfect with a short walk to a town beach and about a 10-15 minute walk to the LIRR station and into the town of Greenport. Hosts were lovely and responsive. Would definitely recommend and also go back again next summer. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elayne C. [](https://www.expedia.ca/Greenport-Hotels-Private-Spacious-Five-Room-SuiteSteps-To-Bay-Beach-And-Walk-To-Village.h33913986.Hotel-Information) ![Apartment (2 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/95000000/94960000/94956600/94956540/597a5ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956600/94956540/e2110afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956600/94956540/1cdc8132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956600/94956540/481376aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Greenport [](https://www.expedia.ca/Greenport-Hotels-Charming-Greenport-Gem-1.h94956540.Hotel-Information) 10/10 Exceptional (1) "extra clean brand new rooms. bathroom door did lock by itself and the small hole on the plate outside did unlock it when depressed otherwise perfect. we had 2 under 3 kids and the way it was set up was safe and fun" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan [](https://www.expedia.ca/Greenport-Hotels-Charming-Greenport-Gem-1.h94956540.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/113000000/112800000/112791900/112791809/57da70b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112800000/112791900/112791809/5d8dd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/113000000/112800000/112791900/112791809/e1d5b0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112800000/112791900/112791809/9b8fd94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Southhold [](https://www.expedia.ca/Southold-Hotels-Peconic-Bay-Beach-House-5-Bedrooms-Spacious.h112791809.Hotel-Information) 10/10 Exceptional (13) "It was great to have 5 bedrooms that allowed us to get together with our extended family and friends. It was a joy to be directly across to water that was easy to get into, and the water was calm enough for our five year old and others to enjoy it every day. ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard M. [](https://www.expedia.ca/Southold-Hotels-Peconic-Bay-Beach-House-5-Bedrooms-Spacious.h112791809.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/117000000/116090000/116087100/116087051/1c2110e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116090000/116087100/116087051/c1594557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116090000/116087100/116087051/bee7309d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116090000/116087100/116087051/d2cb21e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Laurel [](https://www.expedia.ca/Laurel-Hotels-Relaxing-2-Bedroom-Retreat-Minutes-From-Stunning-Beaches-And-Local-Wineries.h116087051.Hotel-Information) [](https://www.expedia.ca/Laurel-Hotels-Relaxing-2-Bedroom-Retreat-Minutes-From-Stunning-Beaches-And-Local-Wineries.h116087051.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87700000/87690700/87690602/w906h683x59y0-c588373b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87700000/87690700/87690602/w916h683x48y0-b62b7782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87700000/87690700/87690602/w508h683x258y0-b5ad00a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87700000/87690700/87690602/w905h683x60y0-54a147f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Greenport [](https://www.expedia.ca/Greenport-Hotels-2-Bedroom-In-Heart-Of-Greenport-Historic-District.h87690602.Hotel-Information) [](https://www.expedia.ca/Greenport-Hotels-2-Bedroom-In-Heart-Of-Greenport-Historic-District.h87690602.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/28000000/27180000/27172700/27172629/6055ae2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27180000/27172700/27172629/5d34c7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27180000/27172700/27172629/0eb3fc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27180000/27172700/27172629/3f956508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in East Marion [](https://www.expedia.ca/East-Marion-Hotels-Perfect-Getaway-Apartment-For-Couples-Or-Single-Travelers.h27172629.Hotel-Information) 10/10 Exceptional (15) "It was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah H. [](https://www.expedia.ca/East-Marion-Hotels-Perfect-Getaway-Apartment-For-Couples-Or-Single-Travelers.h27172629.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94690000/94687000/94686912/9233cc8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94687000/94686912/a2e74e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94687000/94686912/01f90cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/95000000/94690000/94687000/94686912/86b44550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Southold [](https://www.expedia.ca/Southold-Hotels-Private-Guest-Room-Heart-Of-Long-Islands-North-Fork-Wine-Country-Steps-To-Beach.h94686912.Hotel-Information) [](https://www.expedia.ca/Southold-Hotels-Private-Guest-Room-Heart-Of-Long-Islands-North-Fork-Wine-Country-Steps-To-Beach.h94686912.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117680000/117670400/117670316/440c7e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117670400/117670316/fac98505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117670400/117670316/a680c6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117680000/117670400/117670316/17a9a10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Mattituck [](https://www.expedia.ca/Mattituck-Hotels-Historic-Over-The-Water-3-Bedroom-Loft-Apartment.h117670316.Hotel-Information) [](https://www.expedia.ca/Mattituck-Hotels-Historic-Over-The-Water-3-Bedroom-Loft-Apartment.h117670316.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=2026-01-20&endDate=2026-01-21®ionId=553248635976002319&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America®ionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southold-Town-Apartments.d553248635976002319-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southold-Town-Apartments.d553248635976002319-aaApartments.Travel-Guide-Accommodation) ## Top Town of Southold Town Hotel Reviews ![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Staff looked tired," [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Silver Sands Motel & Beach Bungalows](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg) ### Silver Sands Motel & Beach Bungalows 10/10 Excellent "Everything was excellent, best hotel on the north fork. " [](https://expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "The room was much larger than expected, very clean. Perfect location, Melissa at the front desk was very helpful" [](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![The Menhaden](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf_y.jpg) ### The Menhaden 10/10 Excellent "Front desk staff was outstanding. So helpful with all types of suggestions from dining to wineries and general property amenities. Room as beautiful and spotless. Bed was quite comfortable. Lounge/ bar was so convenient. Great location in town too. " [](https://expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Nice place" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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 "Great check in experience. Very nice room" [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![“Paradise Found” - Walk to Private Beach & In-Ground Pool!](https://images.trvl-media.com/lodging/109000000/108600000/108598500/108598430/daa9d409_y.jpg) ### “Paradise Found” - Walk to Private Beach & In-Ground Pool! 10/10 Excellent "We had a great stay. We enjoyed cooking in the beautiful kitchen and spending time with family. We hope to visit again!" [](https://expedia.ca/Southold-Hotels-North-Fork-Dream-Getaway-Walk-To-Private-Beach-NEW-In-Ground-Pool.h108598430.Hotel-Information) ![Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/w906h683x59y0-97f670df_y.jpg) ### Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office 10/10 Excellent "Good communication. Clean & well stocked. " [](https://expedia.ca/Greenport-Hotels-Blue-Bay-Dream.h89698399.Hotel-Information) ![American Beech Hotel](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6_y.jpg) ### American Beech Hotel 10/10 Excellent "Outstanding on all levels.. Hospitality and food top notch." [](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ## Find out more about Town of Southold Town ## Town of Southold Town Apartments information | Number of reviews | 132 | | ----------------- | ------------- | | Accommodation | 12 Apartments | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Greenport ](https://www.expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Greenport ](https://www.expedia.ca/5Star-Greenport-Hotels.s50-0-d110728.Travel-Guide-Filter-Hotels) - [Hotels near Crescent Beach ](https://www.expedia.ca/Crescent-Beach-Hotels.0-l553248621554204758-0.Travel-Guide-Filter-Hotels) - [Chalets in Cutchogue ](https://www.expedia.ca/Cutchogue-Chalets.d183659-aaChalets.Travel-Guide-Accommodation) - [Cutchogue Hotels ](https://www.expedia.ca/Cutchogue-Hotels.d183659.Travel-Guide-Hotels) - 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