Title: O'Leary Chalets from CA $201 | Expedia.ca [O'Leary Travel Guide](https://expedia.ca/OLeary.dx59292)[Hotels in O'Leary](https://expedia.ca/OLeary-Hotels.d59292.Travel-Guide-Hotels)[Vacation Rentals in O'Leary](https://expedia.ca/OLeary-Vacation-Rentals.d59292.Travel-Guide-VacationRentals)[Flights to O'Leary](https://expedia.ca/Cheap-Flights-To-OLeary.d59292.Travel-Guide-Flights)[O'Leary Car Rentals](https://expedia.ca/Car-Rentals-In-OLeary.d59292.Car-Rental-Guide)[O'Leary Vacation Packages](https://expedia.ca/OLeary.d59292.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/d0380067ab99e8e6a78ce7103fc28538.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by James Martin # Search Chalets in O'Leary from CA $201 ![](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=59292&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select O'Leary Chalets We don't have any properties that match your exact search [See all properties in O'Leary](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25®ionId=59292&adults=2) ## Recommended hotels in O'Leary ![Property grounds](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/9e46c528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/34593f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/3f5e4ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/13ff5671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill River Resort Woodstock 8.6/10 Excellent (752) "Wonderful staff, amazing restaurant, cozy beds and clean bathrooms!" CA $229 CA $263 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/OLeary-Hotels-Mill-River-Resort.h28635.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/d3b60136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/28862e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/9748a84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/8959dea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Briarwood Coastal Cottages & Lodge Union 8.6/10 Excellent (199) "Just a quick stay!!! Comfortable and convenient " CA $175 CA $201 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Alberton-Hotels-Briarwood-Coastal-Cottages-Lodge.h9139396.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75620000/75617500/75617469/f0300683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75620000/75617500/75617469/4e2e41da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/76000000/75620000/75617500/75617469/887e5f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75620000/75617500/75617469/45232ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley Tyne Valley 9.8/10 Exceptional (35) "Beautiful view." CA $138 CA $346 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Tyne-Valley-Hotels-Family-Friendly-Cottage-With-Waterfront-Access-In-Beautiful-Tyne-Valley.h75617469.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113410000/113409700/113409647/331e315d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113410000/113409700/113409647/a17bac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113410000/113409700/113409647/89cecb06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113410000/113409700/113409647/dfeb55d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset View Coleman 8.4/10 Very good (5) "rustic funky decor Bedside light in bedroom would have bern nice. also knowledge of how far from grocery stores or info re restaurant in area Clean Great communication felt relaxed " CA $225 CA $428 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Hebron-Hotels-Sunset-View.h113409647.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=2025-10-24&endDate=2025-10-25®ionId=59292&adults=2&lodging=CHALET&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%2FOLeary-Chalets.d59292-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOLeary-Chalets.d59292-aaChalets.Travel-Guide-Accommodation) ## Top O'Leary Hotel Reviews ![Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley](//images.trvl-media.com/lodging/76000000/75620000/75617500/75617469/c04c11d2_y.jpg) ### Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley 10/10 Excellent "The cottage was beautiful my family really enjoyed the cleanliness and location " [](https://expedia.ca/Tyne-Valley-Hotels-Family-Friendly-Cottage-With-Waterfront-Access-In-Beautiful-Tyne-Valley.h75617469.Hotel-Information) ![Private ocean-front cottage](//images.trvl-media.com/lodging/34000000/33500000/33497200/33497196/7132efbe_y.jpg) ### Private ocean-front cottage 10/10 Excellent "Very nearly perfect. Some appliances were not functioning well ex: dishwasher, BBQ, some lamps, blinds and one kid's mattress was too soft. Also a lack of wine glasses. The flower beds needed weeding. Otherwise an excellent chalet and location. Dug clams and they were delicious." [](https://expedia.ca/Victoria-West-Hotels-Private-Ocean-Front-Cottage.h33497196.Hotel-Information) ![Picturesque oceanfront / beachfront estate, PEI tourism license # 2101170](//images.trvl-media.com/lodging/34000000/33660000/33658600/33658564/f0c80cd3_y.jpg) ### Picturesque oceanfront / beachfront estate, PEI tourism license # 2101170 10/10 Excellent "A truly exceptional property!5 stars!!!" [](https://expedia.ca/Burton-Hotels-Picturesque-Oceanfront-Estate.h33658564.Hotel-Information) ![Foley’s Harbour House](//images.trvl-media.com/lodging/117000000/116570000/116560900/116560887/270b1505_y.jpg) ### Foley’s Harbour House 10/10 Excellent "We loved this property and it had allmof the comfort and conveniences we could ask for. Do not second guess booking this if you are traveling with a group. It's wonderful! " [](https://expedia.ca/Northport-Hotels-Foleys-Harbour-House.h116560887.Hotel-Information) ![PEI Beach House on 14 acres ](//images.trvl-media.com/lodging/34000000/33940000/33938300/33938246/1e84e7d7_y.jpg) ### PEI Beach House on 14 acres 10/10 Excellent "This is a cozy historic cottage that was private and comfortable!! It overlooks a meadow of several acres and out past that the water, and has gorgeous sunset views, but be aware that it is a short hike down a grassy trail to get down to the shore. The house sits back in the property, away from a steep bluff. The friendly owner Shawn was delightful and stopped by to assist us with anything we needed and shared stories of the area with us! Lynn keeps the place immaculate. Comfy beds too! Loved our stay, wish we could have spent a couple of weeks there!" [](https://expedia.ca/Cape-Wolfe-Hotels-PEI-Beach-House-On-14-Acres.h33938246.Hotel-Information) ![Private Comfy Cabin](//images.trvl-media.com/lodging/104000000/103990000/103985900/103985881/b0211006_y.jpg) ### Private Comfy Cabin 10/10 Excellent "Peaceful and private with amazing views. " [](https://expedia.ca/Port-Hill-Hotels-Private-Comfy-Cabin.h103985881.Hotel-Information) ![Mill River Resort](//images.trvl-media.com/lodging/1000000/30000/28700/28635/13ff5671_y.jpg) ### Mill River Resort 10/10 Excellent "Awesome spot! Loved the cottages, great food great course! " [](https://expedia.ca/OLeary-Hotels-Mill-River-Resort.h28635.Hotel-Information) ![Crooked Cottage on Kildare Capes](//images.trvl-media.com/lodging/49000000/48310000/48308800/48308787/cce67b8d_y.jpg) ### Crooked Cottage on Kildare Capes 10/10 Excellent "Absolutely beautiful! So quiet and full of wildlife. The cottage was clean and charming. The bed was to comfortable. I could sit and listen to the sounds of nature all day while looking over the cape. Will definitely stay again!" [](https://expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48308787.Hotel-Information) ![Cottage with Water view](//images.trvl-media.com/lodging/105000000/104100000/104095900/104095847/353e6826_y.jpg) ### Cottage with Water view 10/10 Excellent "Quiet, restful just what we wanted" [](https://expedia.ca/Port-Hill-Hotels-Cottage-With-Water-View.h104095847.Hotel-Information) ## Find out more about O'Leary ## O'Leary Chalets information | Number of reviews | 989 | | --- | --- | | Accommodation | 1 Chalets | | Lowest Price | CA $201 | | Highest Price | CA $428 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [3 Star Hotels in Northport](https://www.expedia.ca/3Star-Northport-Hotels.s30-0-d553248635921782214.Travel-Guide-Filter-Hotels) - [Alberton Hotels](https://www.expedia.ca/Alberton-Hotels.d59280.Travel-Guide-Hotels) - [Hotels near Alberton Museum](https://www.expedia.ca/Alberton-Museum-Hotels.0-l6299671-0.Travel-Guide-Filter-Hotels) - 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[Flights from Mill River East](https://www.expedia.ca/lp/flights/553248635975874190/flights-from-mill-river-east) - [Bloomfield Provincial Park](https://www.expedia.ca/Bloomfield-Provincial-Park-Woodstock.d627230625342734336.Vacation-Attraction) - [Visit Brae](https://www.expedia.ca/Brae.dx553248635851305213) - [Visit Cape Wolfe](https://www.expedia.ca/Cape-Wolfe.dx553248635975866399) - [Cedar Dunes Provincial Park](https://www.expedia.ca/Cedar-Dunes-Provincial-Park-West-Point.d553248621562270806.Vacation-Attraction) - [Mill River Golf Course](https://www.expedia.ca/Mill-River-Golf-Course-Woodstock.d6311500.Vacation-Attraction) - [Prince Edward Island Potato Museum](https://www.expedia.ca/Prince-Edward-Island-Potato-Museum-OLeary.d6300361.Vacation-Attraction) - [Visit Roseville](https://www.expedia.ca/Roseville.dx553248635975875454) - [West Point Lighthouse](https://www.expedia.ca/West-Point-Lighthouse-West-Point.d553248621562270807.Vacation-Attraction) - [West Point Vacations](https://www.expedia.ca/West-Point.d6346684.Destination-Travel-Guides) - 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