Title: O'Leary Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca

[O'Leary Travel Guide](https://expedia.ca/OLeary.dx59292)[Hotels in O'Leary](https://expedia.ca/OLeary-Hotels.d59292.Travel-Guide-Hotels)[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)

![Lobster boat at sunset. ](https://images.trvl-media.com/place/553248635975866399/00dffd43-86e7-467c-9c99-fb37a0f01757.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by James Martin

# O'Leary Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-03&endDate=2025-12-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-04&endDate=2025-12-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=59292&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in O'Leary

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VACATION_HOME)

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## Top O'Leary Hotel Reviews

![Mill River Resort](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/13ff5671_y.jpg)

### Mill River Resort

10/10 Excellent

"Everything was perfect! The staff were all friendly."

[](https://expedia.ca/OLeary-Hotels-Mill-River-Resort.h28635.Hotel-Information)

![BH Beach House](https://images.trvl-media.com/lodging/114000000/113180000/113172900/113172884/93fee235_y.jpg)

### BH Beach House

10/10 Excellent

"We really enjoyed our stay at Beach House. The location, right on the beach is amazing! The home had everything we needed and was very comfortable to stay in. We loved the cozy family room and sunroom. The hot tub was wonderful, under the stars one night and a rain cloud the next, lol. Bathrooms have been newly renovated and they are beautifully done. One thing to know is that the second bathroom is in the basement, near the games room.It’s obvious that the owners have been very busy renovating and updating and it all looks great. This home is already a fantastic place to stay and as the redesign continues, it will be spectacular for anyone lucky enough to visit!"

[](https://expedia.ca/Pleasant-View-Hotels-BH-Beach-House.h113172884.Hotel-Information)

![Beachfront Retreat with sunset views](https://images.trvl-media.com/lodging/69000000/68520000/68516800/68516737/77b8a5b0_y.jpg)

### Beachfront Retreat with sunset views

10/10 Excellent

"Peace and quiet with the sound of waves ever present. Beautiful seaside view."

[](https://expedia.ca/OLeary-Hotels-Beachfront-Retreat-With-Sunset-Views.h68516737.Hotel-Information)

![PEI Beach House on 14 acres ](https://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)

![Crooked Cottage on Kildare Capes](https://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](https://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](https://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](https://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](https://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)

## Find out more about O'Leary

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with O'Leary. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

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