Title: Southold Apartment Rentals from CA $229 | Expedia.ca [Hotels in Southold](https://expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)[Vacation Rentals in Southold](https://expedia.ca/Southold-Vacation-Rentals.d183719.Travel-Guide-VacationRentals)[Flights to Southold](https://expedia.ca/Cheap-Flights-To-Southold.d183719.Travel-Guide-Flights)[Southold Car Rentals](https://expedia.ca/Car-Rentals-In-Southold.d183719.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.ca/Southold.d183719.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2af9844708ff5148df98a90729e7edaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Southold ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southold Apartments ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/691fdd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/b6de66d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/9371eb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stern at Soundview · Beach+Ocean+Sunrise Old Lyme 10/10 Exceptional (3) "I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! " CA $72 CA $232 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882850/a22bcd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882850/8eb4825b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882850/7e2d0b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882850/7fe7952c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Studio Apt w/ Queen Bed & Private Balcony Amagansett 10/10 Exceptional (1) "We very much enjoyed our stay, would definitely book again. " CA $321 CA $737 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-Comfort-Studio-Apt-W-Queen-Bed-Private-Balcony.h92882850.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/b09ee47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/9ad12cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/9ed34a06.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/107000000/106150000/106148000/106147912/829a12a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mast at Soundview · Beach+Ocean+Sunrise Old Lyme 9.4/10 Exceptional (3) "Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!" CA $72 CA $232 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Mast-At-Soundview-BeachOceanViewSunrise.h106147912.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/7879bd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/a8147226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/6fe70455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/94eada8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freeboard at Soundview · Beach+Ocean+Sunrise Old Lyme 9.4/10 Exceptional (6) "It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. " CA $72 CA $232 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/1f01f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/38c1ca05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/ea540de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Oasis Clinton 9.2/10 Wonderful (7) "A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!" CA $251 CA $368 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/1ce6739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/00523c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6c064ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6b05e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Anchor at Soundview · Beach+Ocean+Sunrise Old Lyme 8.0/10 Very good (2) "So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. " CA $70 CA $229 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/99f20e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/2b127c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/e59a3f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/3f3f0828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Forecastle at Soundview · Beach+OceanView+Sunrise Old Lyme 10/10 Exceptional (1) "The location is perfect, just a few houses from the beach. The unit has a great view, very clean and new. The owners/managers were very prompt and communicative. I was VERY hesitant to book a place without reviews- but this was an excellent choice. The beach is clean and private, people are friendly. I will happily stay again!" CA $116 CA $283 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Lyme-Hotels-Forecastle-At-Soundview-BeachOceanViewSunrise.h106147904.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/645209f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/c1b7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/e4b9a917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/56a6cc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bridge at Soundview · Beach+OceanView+Sunrise Old Lyme 10/10 Exceptional (1) "The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back." CA $199 CA $709 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/0611344e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/cffe2e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/e305ffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/w1024h767x0y0-f48123b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn Madison 10/10 Exceptional (33) "Very much enjoyed our stay!" CA $347 CA $444 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/117000000/116830000/116823300/116823251/b2fdd7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116830000/116823300/116823251/ec563279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/117000000/116830000/116823300/116823251/a0f638f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116830000/116823300/116823251/a31b4c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rudder at Soundview · Beach+Ocean+Sunrise Old Lyme CA $78 CA $238 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Rudder-At-Soundview-BeachOceanSunrise.h116823251.Hotel-Information) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/fee54793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/47826523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/9fcdf7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/b9562374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6 Southampton 9.0/10 Wonderful (4) "Very nice place and super responsive host. " CA $490 CA $818 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Southampton-Hotels-Light.h106239333.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/47953b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/2bbd6367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/1817dca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/86f9d817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Touch of Ocean Studio, 1 BTH & Balcony Apt! Amagansett 10/10 Exceptional (5) "Love the Ocean Colony. The unit was great for me and my husband. Love that it has its own private beach… and that they provide chairs and umbrellas. We will definitely be back" CA $321 CA $737 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-A-Touch-Of-Ocean-Studio.h92882856.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/4daf2486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/1d4ced7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/8390cbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/c8373f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub Amagansett 10/10 Exceptional (1) "Great stay. Unfortunately, they told us there was pickleball but there wasn’t. " CA $321 CA $726 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Amagansett-Hotels-Ocean-Theme-Balcony-View-Studio-Apt-W-1-BTH-Tub.h92882831.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/06d52e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/702b0023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/fb0cd6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/9ea06234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 823 - Ocean Colony Beach and Tennis Club Amagansett 10/10 Exceptional (2) "Loved having coffe on the deck enjoying the views. The location was perfect for us. Hope to be back!" CA $335 CA $757 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-Unit-823-Ocean-Colony-Beach-And-Tennis-Club.h92882841.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/e5aa0d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/e8785003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/f4233308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/973ccf2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Studio Apt w/ Balcony & Pool View | 1 BTH Amagansett 10/10 Exceptional (1) "Great spot! Nice to have beach access w/ chairs and umbrellas" CA $321 CA $737 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-Modern-Studio-Apt-W-Balcony-Pool-View-1-BTH.h92882860.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/1df3b518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/3f3967bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, towels](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/061e8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/375aa0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Studio Apt w/ Balcony, Tub & Ocean view! Amagansett CA $335 CA $757 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882894/646e2e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882894/6bc92a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882894/e70f97a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882894/5fda6fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warmth 1BR Beachside Home |Beach+Pool Access w/PKG Amagansett 9.6/10 Exceptional (4) "Very clean, great location, and perfect place to spend a sunny weekend in the Hamptons!" CA $433 CA $903 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-Warmth-1BR-Beachside-Home-BeachPool-Access-WPKG.h92882894.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882852/85adb7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882852/f2a3e88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882852/8e4b29b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882852/14d022ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Studio Apartment with 1 Bath and Balcony Amagansett CA $321 CA $737 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-Gorgeous-Studio-Apartment-With-1-Bath-And-Balcony.h92882852.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882890/f1ec6754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882890/720be198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882890/0f5e503a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882890/306cd216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG Amagansett 9.0/10 Wonderful (4) "Overall, it was a great spot— the private beach, pool, and attentive staff were the cherry on top to the convenient location, and we’ll maintained unit and property" CA $433 CA $903 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Amagansett-Hotels-My-Amity-1BR-Beachside-Home-TennisPoolWiFiPKG.h92882890.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882892/2a2104fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882892/46db2e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882892/5c5fabf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882892/e562fe47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi Amagansett 10/10 Exceptional (1) "Love place to stay. The beach was amazing " CA $433 CA $903 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Amagansett-Hotels-Your-Quietude-1BR-Beachside-Home-TennisPoolWiFi.h92882892.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=2025-10-26&endDate=2025-10-27®ionId=183719&adults=2&lodging=APARTMENT&sort=RECOMMENDED&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%2FSouthold-Apartments.d183719-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthold-Apartments.d183719-aaApartments.Travel-Guide-Accommodation) ## Top Southold Hotel Reviews ![Hilton Garden Inn Riverhead](//images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Great atmosphere. Friendly service. Great room. A pleasure to stay here!" [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Spark by Hilton Guilford](//images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "Clean and comfortable modern room and bed; helpful staff, especially checking in. Pet friendly is great though my pets stay home." [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![The Shoals Suites and Slips](//images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "Great place, beautiful views! I’ll be back." [](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "I was really impressed with the modern, clean room. I loved the sliding barn door..clean, white bedding & refillable soap & shampoo & conditioner. No more little plastic bottles that never hold enough to even wash one person’s hair. I also lined the separate reading lights. The gentleman checking us in was pleasant and it took a very short time. I would definitely consider another visit next time I am visiting the North Fork of Long Island." [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Clean and cute" [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.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 "Clean room!!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful views" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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 "Relaxing wonderful staff!" [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Hotel Indigo East End by IHG](//images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698_y.jpg) ### Hotel Indigo East End by IHG 10/10 Excellent "Great experience, loved the bartender and happy hour. Very friendly staff ." [](https://expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ## Find out more about Southold ## Southold Apartments information | Number of reviews | 63 | | --- | --- | | Accommodation | 143 Apartments | | Lowest Price | CA $229 | | Highest Price | CA $903 | ## Frequently asked questions ### What's it like to stay at an apartment in Southold? > You'll find 5 apartments to choose from in Southold for your stay. ### Why would you choose an apartment over a traditional hotel room? > Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas. ### What's a favorite apartment I should consider for a stay in Southold? > Here are some of the favorite apartments in the area: [Harbor Heights](https://www.expedia.ca/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information): Situated in Greenport, 4 mi/6.5 km from the heart of Southold. [Shoreline Oasis](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information): Located 15.6 mi/25.1 km away in Clinton. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. [The Stern at Soundview · Beach+Ocean+Sunrise](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information): It's situated in Old Lyme, 17.2 mi/27.6 km away. Includes free WiFi and Smart TVs. [Freeboard at Soundview · Beach+Ocean+Sunrise](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information): 17.2 mi/27.6 km away in Old Lyme. Free WiFi and Smart TVs are included. [The Anchor at Soundview · Beach+Ocean+Sunrise](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information): It's located in Old Lyme, 17.2 mi/27.6 km from Southold. Includes free WiFi and Smart TVs. ### How many apartments are there in Southold? > Expedia has 5 apartments to book in Southold. ### What can I expect from the weather in Southold? > Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Southold. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches. ### What should I see in Southold? > McCabe's Beach and Horton Lane Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sparkling Pointe and Croteaux Vineyards. ### What's the best way to get to and around Southold? > Knowing a bit about the transportation options can save you time when you get to your destination. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) away from the city center. Otherwise, you can search for flights to Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. 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[Shelter Island Hotels](https://www.expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels) - [Houseboats in Shelter Island](https://www.expedia.ca/Shelter-Island-Houseboats.d157359-aaHouseboats.Travel-Guide-Accommodation) - [Resorts in Shelter Island](https://www.expedia.ca/Shelter-Island-Resort-Hotels.d157359-aaResortHotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - 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[Car rental Shelter Island](https://www.expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide) - [Shelter Island Vacation Rentals](https://www.expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - [Things to do in Shelter Island](https://www.expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities) - [Book Apartments in Southold on Expedia.com](https://www.expedia.com/Southold-Apartments.d183719-aaApartments.Travel-Guide-Accommodation)