Title: O'Leary Vacation Home Rentals from CA $201: Search Top Private Vacation Homes for Rent | 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 # O'Leary Vacation Rentals ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select O'Leary Vacation Homes We don't have any properties that match your exact search [See all properties in O'Leary](https://expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10®ionId=59292&adults=2) ## Recommended hotels in O'Leary ![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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/7cc2aaac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/527b5b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill River Resort Woodstock 8.6/10 Excellent (756) "Always a wonderful stay at Mill River!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Melissa CA $229 CA $263 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/4b62245a.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) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9140000/9139400/9139396/28862e72.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 " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Penelope CA $175 CA $201 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Alberton-Hotels-Briarwood-Coastal-Cottages-Lodge.h9139396.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=2025-11-09&endDate=2025-11-10®ionId=59292&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d59292-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOLeary-Private-Vacation-Homes.d59292-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top O'Leary Hotel Reviews ![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 "Comfortable, beautiful country home. Watched bald eagle hunt over ocean every morning while having coffee in lovely heated sunroom. Amazing location, welcoming hosts, hope to come back again soon! Highly recommend!" [](https://expedia.ca/Cape-Wolfe-Hotels-PEI-Beach-House-On-14-Acres.h33938246.Hotel-Information) ![Mill River Resort](//images.trvl-media.com/lodging/1000000/30000/28700/28635/13ff5671_y.jpg) ### Mill River Resort 10/10 Excellent "Always a wonderful stay at Mill River!" [](https://expedia.ca/OLeary-Hotels-Mill-River-Resort.h28635.Hotel-Information) ![Beachfront Retreat with sunset views](//images.trvl-media.com/lodging/69000000/68520000/68516800/68516737/77b8a5b0_y.jpg) ### Beachfront Retreat with sunset views 10/10 Excellent "Fantastic house with incredible views. We felt relaxed as soon as we entered the home. It was very clean and super cozy - with all the modern amenities. We enjoyed many walks on the beach - all alone!!! It was great to have direct access. The sunsets were incredible!We were entertained during our stay with all the wildlife on the beach and around us." [](https://expedia.ca/OLeary-Hotels-Beachfront-Retreat-With-Sunset-Views.h68516737.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 "A wonderful piece of heaven—so quiet and relaxing. All the amenities anyone could ask for. We enjoyed a delicious homemade lobster dinner because everything was provided that we’d need. Will definitely come back to stay!" [](https://expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48308787.Hotel-Information) ![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 "Amazing place to view beautiful sunsets! " [](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) ![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) ## Find out more about O'Leary ## O'Leary Vacation Homes information | Number of reviews | 954 | | --- | --- | | Accommodation | 13 Vacation Homes | | Lowest Price | CA $201 | | Highest Price | CA $263 | ## 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) - [Bloomfield Hotels](https://www.expedia.ca/Bloomfield-Hotels.d553248635975864540.Travel-Guide-Hotels) - [Hotels near Bloomfield Provincial Park](https://www.expedia.ca/Bloomfield-Provincial-Park-Hotels.0-l627230625342734336-0.Travel-Guide-Filter-Hotels) - [Resorts in Bloomfield](https://www.expedia.ca/Bloomfield-Resort-Hotels.d553248635975864540-aaResortHotels.Travel-Guide-Accommodation) - 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[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) - [Visit West Point](https://www.expedia.ca/West-Point.dx6346684) - [All inclusive Vacation Packages Lot 8](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/553248635740488486/Lot-8) - [Auto Rent Rental Cars in Lot 8](https://www.expedia.ca/Auto-Rent-Car-Rentals-In-Lot-8.d553248635740488486-c1006.Car-Rental-Guide-Suppliers) - [Autoclick Rental Cars in Lot 8](https://www.expedia.ca/AutoClick-Car-Rentals-In-Lot-8.d553248635740488486-c1095.Car-Rental-Guide-Suppliers) - [Car rental Alberton](https://www.expedia.ca/Car-Rentals-In-Alberton.d59280.Car-Rental-Guide) - [Car rentals near Lot 8](https://www.expedia.ca/Car-Rentals-In-Lot-8.d553248635740488486.Car-Rental-Guide) - [Centauro Rental Cars in Lot 8](https://www.expedia.ca/Centauro-Car-Rentals-In-Lot-8.d553248635740488486-c1015.Car-Rental-Guide-Suppliers) - [Discount Quebec Rental Cars in Lot 8](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Lot-8.d553248635740488486-c1137.Car-Rental-Guide-Suppliers) - [First Car Rental Rental Cars in Lot 8](https://www.expedia.ca/First-Car-Rental-Car-Rentals-In-Lot-8.d553248635740488486-c1107.Car-Rental-Guide-Suppliers) - [Flizzr Rental Cars in Lot 8](https://www.expedia.ca/Flizzr-Car-Rentals-In-Lot-8.d553248635740488486-c1098.Car-Rental-Guide-Suppliers) - [Foco Rental Cars in Lot 8](https://www.expedia.ca/Foco-Car-Rentals-In-Lot-8.d553248635740488486-c1111.Car-Rental-Guide-Suppliers) - [Greenmotion Drive&Go Rental Cars in Lot 8](https://www.expedia.ca/GreenMotion-DriveGo-Car-Rentals-In-Lot-8.d553248635740488486-c1042.Car-Rental-Guide-Suppliers) - [Leasys Rental Cars in Lot 8](https://www.expedia.ca/Leasys-Car-Rentals-In-Lot-8.d553248635740488486-c1099.Car-Rental-Guide-Suppliers) - [Localiza Argentina Rental Cars in Lot 8](https://www.expedia.ca/Localiza-Argentina-Car-Rentals-In-Lot-8.d553248635740488486-c1097.Car-Rental-Guide-Suppliers) - [Movida Rent A Car Rental Cars in Lot 8](https://www.expedia.ca/Movida-Rent-A-Car-Car-Rentals-In-Lot-8.d553248635740488486-c1083.Car-Rental-Guide-Suppliers) - [Oryx Rent A Car Rental Cars in Lot 8](https://www.expedia.ca/ORYX-Rent-A-Car-Car-Rentals-In-Lot-8.d553248635740488486-c1059.Car-Rental-Guide-Suppliers) - [Premium Car Rentals in Lot 8](https://www.expedia.ca/Premium-Car-Rentals-In-Lot-8.d553248635740488486-tPremium.Car-Rental-Guide-Class) - [Sports Car Car Rentals in Lot 8](https://www.expedia.ca/Sportscar-Car-Rentals-In-Lot-8.d553248635740488486-tSportscar.Car-Rental-Guide-Class) - [Turisprime Rental Cars in Lot 8](https://www.expedia.ca/Turisprime-Car-Rentals-In-Lot-8.d553248635740488486-c1100.Car-Rental-Guide-Suppliers) - [Alberton Vacation Rentals](https://www.expedia.ca/Alberton-Vacation-Rentals.d59280.Travel-Guide-VacationRentals) - [Cape Wolfe Vacation Rentals](https://www.expedia.ca/Cape-Wolfe-Vacation-Rentals.d553248635975866399.Travel-Guide-VacationRentals) - [West Point Vacation Rentals](https://www.expedia.ca/West-Point-Vacation-Rentals.d6346684.Travel-Guide-VacationRentals)