Title: South Jamesport Chalets | Expedia.ca [Hotels in South Jamesport](https://expedia.ca/South-Jamesport-Hotels.d6224166.Travel-Guide-Hotels)[Vacation Rentals in South Jamesport](https://expedia.ca/South-Jamesport-Vacation-Rentals.d6224166.Travel-Guide-VacationRentals)[South Jamesport Car Rentals](https://expedia.ca/Car-Rentals-In-South-Jamesport.d6224166.Car-Rental-Guide)[South Jamesport Vacation Packages](https://expedia.ca/South-Jamesport.d6224166.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in South Jamesport ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Jamesport Chalets ![Property grounds](https://images.trvl-media.com/lodging/89000000/88380000/88370100/88370048/b1f12405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, stereo, computer monitors](https://images.trvl-media.com/lodging/89000000/88380000/88370100/88370048/852bdbdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88380000/88370100/88370048/8df77b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, stereo, computer monitors](https://images.trvl-media.com/lodging/89000000/88380000/88370100/88370048/10b3c16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bed, 3 full bath, beachfront, AMAZING views, fireplace Rocky Point [](https://www.expedia.ca/Rocky-Point-Hotels-3-Bed.h88370048.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76580000/76570600/76570547/2c2c1288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76580000/76570600/76570547/fb13c4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/77000000/76580000/76570600/76570547/d284f0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76580000/76570600/76570547/b8763b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular 5 acre secluded private gem East Hampton [](https://www.expedia.ca/East-Hampton-Hotels-Spectacular-5-Acre-Secluded-Private-Gem.h76570547.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=2025-10-15&endDate=2025-10-16®ionId=6224166&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%2FSouth-Jamesport-Chalets.d6224166-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Jamesport-Chalets.d6224166-aaChalets.Travel-Guide-Accommodation) ## Top South Jamesport Hotel Reviews ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. " [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Everything was in walking distance. Clean room" [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "All new decor . Very clean . Helpful staff" [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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 quick stay" [](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![The Pridwin Hotel](//images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49_y.jpg) ### The Pridwin Hotel 10/10 Excellent "The Pridwin is a beautiful property with a stunning view and old New England, Americana historic vibe. It is a quintessential experience if you want to have quiet yet convenience to both the north and south forks. The ferry is quick and the island is beautiful and quiet if you go during off season. Lovely long weekend trip for me and my husband. Highly recommend. " [](https://expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg) ### Zey Hotel 10/10 Excellent "Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay." [](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![Bayview Resort](//images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "I had a late check in, so i wasn't able to see much of the property. The room was clean and comfortable, and everything worked. When i exited the next morning, I was greeted by a stunning view of the Hamptons back bays at sunrise. The grounds by the bay were peaceful and beautiful.. my only regret was that I couldn't stay any longer to enjoy the property or its amenities. I would gladly return. " [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.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 "Staff and management were very helpful with the room change request. Property was ideal with large rooms and comfort for a quick stay in the hamptons. Great value!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Home2 Suites by Hilton Long Island Brookhaven](//images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg) ### Home2 Suites by Hilton Long Island Brookhaven 10/10 Excellent "very clean hotel. offer breakfast, quiet location" [](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ## Find out more about South Jamesport ## South Jamesport Chalets information | Number of reviews | | | --- | --- | | Accommodation | 2 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Flanders](https://www.expedia.ca/3Star-Flanders-Hotels.s30-0-d3000475689.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Indian Island County Park](https://www.expedia.ca/5Star-Indian-Island-County-Park-Hotels.s50-0-d6224460.Travel-Guide-Filter-Hotels) - 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[North Fork Vacation Rentals](https://www.expedia.ca/North-Fork-Vacation-Rentals.d553248635074841663.Travel-Guide-VacationRentals) - [Things to do in Jamesport](https://www.expedia.ca/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities) - [Things to do in Laurel](https://www.expedia.ca/Things-To-Do-In-Laurel.d6131264.Travel-Guide-Activities) - [Things to do in Mattituck](https://www.expedia.ca/Things-To-Do-In-Mattituck.d6223780.Travel-Guide-Activities) - [Things to do in North Fork](https://www.expedia.ca/Things-To-Do-In-North-Fork.d553248635074841663.Travel-Guide-Activities) - [Things to do in Riverhead](https://www.expedia.ca/Things-To-Do-In-Riverhead.d5993.Travel-Guide-Activities) - [Book Chalets in South Jamesport on Expedia.com](https://www.expedia.com/South-Jamesport-Chalets.d6224166-aaChalets.Travel-Guide-Accommodation)