Title: O'Leary Vacation Rentals : Search Short-Term Rentals | Expedia.com

[O'Leary Travel Guide](https://expedia.com/OLeary.dx59292)[Hotels in O'Leary](https://expedia.com/OLeary-Hotels.d59292.Travel-Guide-Hotels)[Flights to O'Leary](https://expedia.com/Cheap-Flights-To-OLeary.d59292.Travel-Guide-Flights)[Car Rentals in O'Leary](https://expedia.com/Car-Rentals-In-OLeary.d59292.Car-Rental-Guide)[O'Leary Vacation Packages](https://expedia.com/OLeary.d59292.Destination-Travel-Guides)

![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg)  
###  
Bundle & Save  
Get more, spend less whenever you see Bundle & Save deals
- ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg)  
###  
OneKeyCash  
Earn OneKeyCash on all your eligible bookings
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg)  
###  
Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=59292&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=59292&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=59292&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=59292&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=O%27Leary%2C+Prince+Edward+Island%2C+Canada&regionId=59292&latLong=46.707058%2C-64.226944&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME)

![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOLeary-Vacation-Rentals.d59292.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOLeary-Vacation-Rentals.d59292.Travel-Guide-VacationRentals)

## 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

"Great spot. Restaurant service wasn't great. Food was gd. Short staffed probably "

[](https://expedia.com/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

"Owner really responsive. Really great place. Lots of room. Lots of amenities. Loved it there and would like to come back. "

[](https://expedia.com/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.com/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.com/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.com/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.com/Tyne-Valley-Hotels-Family-Friendly-Cottage-With-Waterfront-Access-In-Beautiful-Tyne-Valley.h75617469.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.com/Northport-Hotels-Foleys-Harbour-House.h116560887.Hotel-Information)

![Private Comfy Cabin](https://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.com/Port-Hill-Hotels-Private-Comfy-Cabin.h103985881.Hotel-Information)

![Charming Cottage with guest Cabin, hot tub and RV hook up](https://images.trvl-media.com/lodging/84000000/83690000/83689000/83688902/3fa7d612_y.jpg)

### Charming Cottage with guest Cabin, hot tub and RV hook up

10/10 Excellent

"Loved the area, beautiful home. Unfortunately, not good for the disabled. Furniture low and only double beds. But thoroughly enjoyed my stay. "

[](https://expedia.com/Cascumpec-Hotels-Charming-Cottage-With-Guest-Cabin-And-RV-Hook-Up.h83688902.Hotel-Information)

## Find out more about O'Leary

**Everything you need to know about O'Leary vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the O'Leary vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect O'Leary vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**O'Leary vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in O'Leary. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit O'Leary in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on O'Leary rentals**

At Expedia, we put the best O'Leary vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top O'Leary rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream O'Leary vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around O'Leary. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in O'Leary

### Trending destinations on Expedia.com

- [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)
- [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals)
- [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)
- [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals)
- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)
- [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in O'Leary ](https://expedia.com/OLeary-Private-Vacation-Homes.d59292-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in O'Leary?

### What are some of the best vacation home rentals in O'Leary?

### What’s there to see and do in O'Leary?

### What’s a vacation rental in O'Leary like?

### Expedia's Latest Trends

Hotels

- [Extended Stay Hotels in Charlottetown](https://expedia.com/Charlottetown-Hotels-Extended-Stay-Hotels.0-0-d4136-tExtendedStayHotels.Travel-Guide-Filter-Hotels)
- [Rocky Point 5 Star Hotels](https://expedia.com/5Star-Rocky-Point-Hotels.s50-0-d6346695.Travel-Guide-Filter-Hotels)
- [Wyndham Hotels Hotels in Rocky Point](https://expedia.com/Rocky-Point-Hotels-Wyndham-Hotels.0-0-d6346695--bWyndhamHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Tyne Valley](https://expedia.com/Tyne-Valley-Hotels.d6346685.Travel-Guide-Hotels)
- [Hotels in Saint Peters Bay](https://expedia.com/Saint-Peters-Bay-Hotels.d3000449750.Travel-Guide-Hotels)
- [Summerside Hotels with an Indoor Pool](https://expedia.com/Summerside-Hotels-Hotels-With-Indoor-Pool.0-0-d10610-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Hotels in Charlottetown](https://expedia.com/Charlottetown-Hotels.d4136.Travel-Guide-Hotels)
- [Hotels in Summerside](https://expedia.com/Summerside-Hotels.d10610.Travel-Guide-Hotels)
- [Hotels in Miminegash](https://expedia.com/Miminegash-Hotels.d6346682.Travel-Guide-Hotels)

Flights

- [Flights to Charlottetown](https://expedia.com/Cheap-Flights-To-Charlottetown.d4136.Travel-Guide-Flights)
- [Rocky Point Flights](https://expedia.com/lp/flights/6346695/flights-from-rocky-point)
- [Flights to Caledonia](https://expedia.com/Cheap-Flights-To-Caledonia.d553248635975855901.Travel-Guide-Flights)
- [Flights to Bayview](https://expedia.com/Cheap-Flights-To-Bayview.d181917.Travel-Guide-Flights)
- [Flights to Saint Peters Bay](https://expedia.com/Cheap-Flights-To-Saint-Peters-Bay.d3000449750.Travel-Guide-Flights)
- [Bonshaw Flights](https://expedia.com/lp/flights/6300802/flights-from-bonshaw)
- [Flights to Rocky Point](https://expedia.com/Cheap-Flights-To-Rocky-Point.d6346695.Travel-Guide-Flights)
- [Flights to Hamilton](https://expedia.com/Cheap-Flights-To-Hamilton.d553248635975847122.Travel-Guide-Flights)

Cars

- [Car rentals in Charlottetown](https://expedia.com/Car-Rentals-In-Charlottetown.d4136.Car-Rental-Guide)

Activities

- [Things to do in Bayview](https://expedia.com/Things-To-Do-In-Bayview.d181917.Travel-Guide-Activities)
- [Things to do in Charlottetown](https://expedia.com/Things-To-Do-In-Charlottetown.d4136.Travel-Guide-Activities)

Vacation Rentals

- [Rentals in Bayview](https://expedia.com/Bayview-Vacation-Rentals.d181917.Travel-Guide-VacationRentals)
- [Rentals in Charlottetown](https://expedia.com/Charlottetown-Vacation-Rentals.d4136.Travel-Guide-VacationRentals)

General

- [Visit Blooming Point](https://expedia.com/Blooming-Point.dx553248623955441830)
- [Visit Little Sands](https://expedia.com/Little-Sands.dx3000451693)
- [Visit Montague](https://expedia.com/Montague.dx59278)
- [Visit Red Point](https://expedia.com/Red-Point.dx3000436648)
- [Visit Charlottetown](https://expedia.com/Charlottetown.dx4136)
- [Visit North Rustico](https://expedia.com/North-Rustico.dx181923)
- [Visit Summerside](https://expedia.com/Summerside.dx10610)
- [Visit French River](https://expedia.com/French-River.dx59262)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app