Title: Southold Apartment Rentals from CA $266 | 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) ![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 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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183719&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=183719&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=183719&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=183719&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) ## Our top choices for Southold apartments ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/150849d6.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/107000000/106150000/106148000/106147914/909788b6.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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/55dd3e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Lyme [](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) 10/10 Exceptional (3) "I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lylian CA $105 CA $266 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/aa65af27.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/107000000/106150000/106148000/106147909/6410aa9b.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) ![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) ### Apartment in Old Lyme [](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) 9.6/10 Exceptional (8) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $105 CA $266 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/6b7a5277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/3b70fd7e.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/c1b7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Lyme [](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information) 10/10 Exceptional (2) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emotional J. CA $176 CA $672 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/8ba89579.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/b84ce7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/07af8036.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) ### Apartment in Old Lyme [](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information) 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) October P. CA $105 CA $266 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123640000/123634200/123634189/afd79af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123640000/123634200/123634189/484237c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123640000/123634200/123634189/b6eaff49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123640000/123634200/123634189/3a7fb390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Essex [](https://www.expedia.ca/Essex-Hotels-Quintessential-Essex-Steps-From-The-Steam-Train.h123634189.Hotel-Information) CA $219 CA $423 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Essex-Hotels-Quintessential-Essex-Steps-From-The-Steam-Train.h123634189.Hotel-Information) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/062981d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/93000000/92890000/92882900/92882837/4d2b821a.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) ### Apartment in Napeague [](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information) 8.0/10 Very good (1) CA $606 CA $1,157 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882839/3619be10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882839/96ba04b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882839/c221add2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882839/86015442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Napeague [](https://www.expedia.ca/Amagansett-Hotels-Modern-1BR-Apt-W-Private-Balcony.h92882839.Hotel-Information) 6.0/10 (1) "Check in - out unit was given to another group so had to wait for that to be sorted out. Several things in our unit were broken (ex. TV, fan, blinds) and some attention to cleaning details (ex. Toilet, stains in upholstery). But great location and beach. Helpful staff on the beach to help you get chairs and umbrellas set up. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brynne B. CA $606 CA $1,157 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Amagansett-Hotels-Modern-1BR-Apt-W-Private-Balcony.h92882839.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=2026-01-21&endDate=2026-01-22®ionId=183719&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%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 ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Nice getaway spot in Southampton. Friendly staff. Well situated to may local points of interest. " [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![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 and quiet. " [](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.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 "All was beautiful" [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Holiday Inn Express Hotel & Suites Long Island-East End by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104_y.jpg) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG 10/10 Excellent "Quality hotel" [](https://expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "The room was in great shape.The staff was friendly and the location was perfect" [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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) ![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) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Great place!" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Great stay at the Bentley Hotel. Don’t judge it from the exterior appearance. The indoor hallways are nice when the weather is stormy and the inside is very spacious, cozy, clean, well appointed and comfortable. Love the modern vibe. The only thing I didn’t care for was the shower head, it doesn’t have a soft rain like spray, just a very strong pulsing and too high up for shorter people. Over all a great stay, and highly recommend it." [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ## Find out more about Southold ## Southold Apartments information | Number of reviews | 14 | | ----------------- | -------------- | | Accommodation | 143 Apartments | | Lowest Price | CA $266 | | Highest Price | CA $1,157 | ## Frequently asked questions ### What's it like to stay at an apartment in Southold? ### Why would you choose an apartment over a traditional hotel room? ### What's a favorite apartment I should consider for a stay in Southold? ### How many apartments are there in Southold? ### What can I expect from the weather in Southold? ### What should I see in Southold? ### What's the best way to get to and around Southold? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [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) - 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