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O'Leary vacation rentals

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August 2025

September 2025

Scroll through and select from vacation rentals in O'Leary to find one that's perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the amenities you need and want for your stay, which might include a garden and hot tub. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the best place to stay - O'Leary

Dog Friendly Vacation Home located in the fishing community of West Point PEI

Sleeps 4 · 2 bedrooms · 1 bathroom

Relaxing & cozy cottage on the shores of the Northumberland Straight, West Point

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - O'Leary

Premier Host

Great place to stay.

Everything was perfect. The inside rustic and it was like staying in my childhood home. The outside is big and we enjoyed the BBQ and deck for our meals. I would recommend this place to anyone who wants a quiet getaway. So close to the beach and Harbour, just wish we could have gotten fresh lobster. We will definitely be back.

Kinley C.

Stayed Aug 2025

Premier Host

Sea and Sky

This was a lovely home and the views-wow, especially the sunsets! It had a Wonderfully appointed kitchen with everything you might need but this lovely kitchen deserves a pull down faucet. The climb down to the rocks was an adventure that takes you to more stunning views. Visit the bakeries in Tignish, Alberton and O’Leary for some amazing and affordable treats. This island knows how to make a cinnamon bun! Expect a bit of a drive into the central part of the island but it is a pleasant drive. The house had a closet full of games, puzzles etc to keep you busy on a rainy day. Overall the house was amazing, we had a very nice stay. I would recommend this property.

Rose S.

Stayed Jun 2025

Premier Host

Weekend Wedding

The house was perfect for our long weekend. It was everything we needed: comfortable, roomy, beautiful location. The 3 bedrooms, each with ensuite bathroom, were excellent and the kitchen and living room were roomy, well equipped and extremely comfortable. We were in the area for a wedding and would happily stay there again if we are in the area in the future.

Sean B.

Stayed Oct 2024

Great place to stay

My husband, 2 young kids and I stayed here for a week with my husband's parents. We felt like we had plenty of room for everyone. The place was tidy and well stocked with things for the kitchen, activities, etc. We loved going to the beach and out to the sandbar during low tide to swim and use the paddle boards. The sunset views from the deck were amazing!

Keira B.

Stayed Aug 2024

Great Place to Relax and Unwind

We had a group of 12 family and friends traveling.This was our 5th yr going to different places.Everyone had a great time.Just what we all needed. We lost wifi for about 12 hrs and the 3 teenegers actually came out to play some games with us.The pull out beds were a bit uncomfortable for us older folks but the hot tub helpes with any ailments.Thanks for the extra smores kit and the nice welcome you left us. Everything was just perfect and camt wait to come back someday. Thank you from the Stewarts,Sandersons Reids and O'Briens😃

Cheryl S.

Stayed Aug 2024

Premier Host

Incredible Stay

Our first VRBO experience and we could not have been happier. Driving up to this beautiful home was only the beginning as we rounded the front of the house to a view of the water that is post card worthy. Inside the house has all the amenities you will need for a perfect stay with the best room being the enclosed porch where we watched the sun go down each night over the water. Lots of space for everyone, and a great kitchen for cooking the local produce. Outside there is a great beach for rock collecting and swimming with the hosts providing all sorts of equipment to enjoy the area from bikes to outdoor sports equipment. The hosts were fantastic, answering all our questions quickly and providing a wealth of local knowledge. If you are looking for paradise in PEI, away from the heavy tourist scene this is the place for you!

R&M R.

Stayed Jul 2024

Great time on the North Cape of PEI

We had a wonderful stay at the Stewart Harbourside Cottage. The cottage is cozy. The living room/dining area is spacious, as is the breakfast room. We found the kitchen to be well equipped, as we did cook a few meals during our stay. The bedrooms are cottage-sized, but comfortable. Sleeping on most nights was comfortable, with a breeze coming through the windows but a couple of nights were quite hot so we would recommend bringing extra fans. We were told by several locals that we were there during one of the hottest summers. There is a nice restaurant (The Catch) with ice cream parlour less than 5 minutes walk from the cottage. The road is paved and quite flat, so it is an easy walk. We enjoyed going to the nearby beach (and walking to the West Point Lighthouse) but also found some beautiful (and empty) sandy beaches within 30 minutes driving distance. Although you need to be prepared to drive around a little, this location is a great place to get away and relax, far from the more tourist-y areas such as Summerside. The North Cape is a beautiful area that needs to be experienced!

Patricia W.

Stayed Jul 2019

Premier Host

Sigh....one more day please!

The Ittybitty was amazing! The views, the tranquility, the property was ample for us to use for many different activities outdoors. The beach was a sand bar and we could easily walk out for quite a while to enjoy the water. The inside was so well maintained, and beautifully decorated. There wasn't one thing that was missing that we needed, they thought of it all. Our hosts were fabulous and lovely folks. I wouldn't even think twice about booking with them again.

Stephanie G.

Stayed Jul 2025

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Find out more about O'Leary

Why visit O'Leary

Historic Lighthouses: Explore the picturesque lighthouses that dot the coastline, offering stunning views and a glimpse into maritime history.
Outdoor Adventures: Engage in various outdoor activities, from hiking to golfing, amidst the breathtaking natural landscapes.
Cultural Heritage: Visit local museums to learn about O'Leary's rich history and heritage.
Charming Accommodations: Choose from cozy cottages and rustic cabins for a comfortable stay tailored to your needs.
Stunning Beaches: Relax on beautiful beaches nearby, perfect for family gatherings and leisurely retreats.

Popular types of accommodation in O'Leary

Discover the charm of O'Leary with a variety of vacation rentals tailored to your needs. Whether you're seeking a cozy cottage, a spacious private vacation home, or a rustic cabin, we have options that cater to every taste. Enjoy the beauty of this lovely area with convenient term rentals and comfortable apartments. Choose the perfect accommodation for your adventure in O'Leary and experience a memorable getaway!

Cottages: The top choice for vacation rentals in O'Leary, offering a charming and cozy atmosphere for your getaway.
Houses: A popular option for those seeking spacious and comfortable accommodations for families or groups.
Cabins: These rustic retreats provide a unique experience, perfect for nature lovers looking to unwind.
Condos: Ideal for travellers who appreciate modern amenities and great locations.
Villas: Luxurious options for those wanting a more upscale stay in beautiful surroundings.**

Top attractions in O'Leary

O'Leary, Prince Edward Island, offers a delightful mix of outdoor adventures and cultural experiences, making it an ideal vacation spot. Visitors can explore historic lighthouses, enjoy a round of golf at a local resort, and delve into the area's rich heritage at the museum. Whether you're seeking adventure or a taste of local culture, O'Leary has plenty to keep you engaged and entertained during your stay.

Mill River Golf Course: Nestled 6.4km from O'Leary, this stunning golf resort offers a family-friendly atmosphere with beautiful landscapes, perfect for both relaxation and adventure.
Prince Edward Island Potato Museum: Located in O'Leary, this unique museum showcases the rich cultural heritage of potato farming, offering an engaging experience for visitors of all ages.
West Point Lighthouse: Situated 16.1km away, this historic lighthouse not only provides breathtaking views but also immerses you in the maritime culture of the region.

Things to do recommended for groups

Groups visiting O'Leary can enjoy a round of golf at the scenic St. Felix Golf Course, located 27.4km away. This beautiful course offers a fantastic outdoor atmosphere, perfect for bonding while enjoying the sport and the stunning natural surroundings of Prince Edward Island.

What do I need to keep in mind when booking a vacation in O'Leary

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to prioritize your search accordingly. Here are some helpful Vrbo booking tips to assist you.

Traveling to O'Leary with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
Traveling to O'Leary with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
Taking your pets with you to O'Leary: For many families, a getaway wouldn’t be the same without their beloved pet. If this resonates with you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
Planning for a long term stay visiting O'Leary: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in O'Leary

O'Leary, Prince Edward Island, offers an enchanting vacation experience with a perfect blend of outdoor adventures and cultural exploration. Visitors can enjoy family-friendly activities, relaxing retreats, and delightful excursions. The charming town is dotted with quaint cottages, ideal for family gatherings, and is surrounded by stunning beaches and lush landscapes. Whether you're seeking wellness or a taste of local culture, O'Leary and its neighbouring regions provide the perfect backdrop for an unforgettable getaway.

Woodstock: Located a mere 4.8km from O'Leary, Woodstock is a vibrant city known for its outdoor and sports activities. Visitors can immerse themselves in adventure at local golf courses and resorts, making it a perfect spot for golf enthusiasts. The area also boasts stunning natural beauty, with picturesque beaches and historic lighthouses that provide a glimpse into the region's past. Whether you're teeing off on the green or exploring local landmarks, Woodstock promises an exhilarating travel experience.
Unionvale: Just 3.2km from O'Leary, Unionvale is a delightful city that shines in outdoor entertainment and beach activities. Families and thrill-seekers alike will appreciate the nearby water park, which offers fun for all ages. The city's proximity to a theme park and beautiful islands makes it an ideal destination for those looking to enjoy recreational activities and create lasting memories. With its charming atmosphere and exciting attractions, Unionvale is a must-visit for vacationers.
Brae: Situated 6.4km from O'Leary, Brae is a scenic city that offers a blend of beach, outdoor, and cultural experiences. The area features recreational spaces that invite visitors to engage with nature while enjoying the local culture. Brae is also home to breathtaking beaches and lookout points, where you can take in the stunning coastal views. Whether you're lounging on the shoreline or exploring the natural surroundings, Brae provides a serene escape for those looking to unwind and explore.

Best time to go to O'Leary

If you're planning a trip to O'Leary, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.3°F (-5.4°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	20.8°F (-6.2°C)	Light Rain	Mostly Cloudy	Average	Average
March	27.1°F (-2.7°C)	Light Rain	Mostly Cloudy	High	Average
April	37.8°F (3.2°C)	Light Rain	Mostly Cloudy	Average	Average
May	48.2°F (9.0°C)	Light Rain	Mostly Cloudy	Average	Average
June	57.7°F (14.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	66.4°F (19.1°C)	Light Rain	Mostly Sunny	High	Slightly High
August	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	59.7°F (15.4°C)	Light Rain	Mostly Sunny	High	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
November	39.4°F (4.1°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
December	30.2°F (-1.0°C)	Light Rain	Mostly Cloudy	Low	Average

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a significant difference, as prices can vary. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your journeys. Here, you can initiate new trips, continue from where you last stopped, or manage your travel plans with ease. You’ll discover your saved or booked properties neatly organized into Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The tranquil area of O'Leary awaits your stay

Learn about the unique charm of O'Leary with a stay in a private vacation home. Well known for its golfing, seafood restaurants and camping, this relaxing city won't disappoint. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural landscape of O'Leary

Whether you're looking for adventure or just want to spend some time taking in the scenery, O'Leary is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

Jacques Cartier Provincial Park (14 mi / 22.5 km)
Bloomfield Provincial Park (3.4 mi / 5.5 km)

Frequently asked questions

What is the best area to stay in O'Leary when booking a vacation rental?

When considering a vacation rental in O'Leary, Prince Edward Island, a fantastic area to stay in is the vicinity around Main Street. This charming neighbourhood offers a delightful blend of local culture and accessibility to some of the town's best attractions. Accommodations in this area are plentiful, providing a variety of options to suit different preferences and budgets.

Staying near Main Street places you within easy reach of the O'Leary Heritage Centre, which showcases the rich history of the region and provides insight into the local way of life. Additionally, the nearby Mill River Provincial Park is a great spot for those who enjoy outdoor activities, offering beautiful landscapes and recreational opportunities, including hiking and golfing.

How much does it cost to rent a vacation home in O'Leary?

Prices for vacation rentals in O'Leary vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in O'Leary to more spacious homes.

Are there any discounts for O'Leary vacation house rentals?

You can find great discounts on house rentals in O'Leary on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in O'Leary?

A long-stay vacation rental in O'Leary is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any O'Leary vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in O'Leary with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

When is the best time to visit O'Leary for a vacation rental?

March is a wonderful time to visit O'Leary, as the early signs of spring begin to emerge across Prince Edward Island. This month offers a unique blend of mild temperatures, typically around 2 to 5 degrees Celsius, making it an inviting period for outdoor exploration and sightseeing. The local landscape begins to awaken, and visitors can enjoy the tranquillity of nature, along with the chance to witness the early blooms and the rich history of the area.

The peak tourist season in O'Leary generally spans from July to September, when the warm summer months draw in crowds eager to enjoy the stunning coastline and vibrant local culture. This is an ideal time for those who love beach activities, local festivals, and the lively atmosphere of summer. However, for those seeking a more relaxed experience, March offers the great balance of comfort without the hustle and bustle of peak season.

For travellers looking to save a bit, December is the low season, but March stands out as an excellent choice for great value without compromising on quality. You can still relish the beauty of O'Leary while avoiding the summer crowds, allowing for a more intimate experience with the local charm and hospitality.

How early should I book a O'Leary vacation rental?

Book your O'Leary vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my O'Leary home rental booking on Vrbo?

To find O'Leary vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the O'Leary vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Explore destinations around O'Leary

Attractions

Prince Edward Island Potato Museum (43)

It's easy to contact hosts and keep track of all your messages when you have a Vrbo account

Find spaces that suit your style

Find the best place to stay - O'Leary

Dog Friendly Vacation Home located in the fishing community of West Point PEI

Sunset View

Relaxing & cozy cottage on the shores of the Northumberland Straight, West Point

Riverside Landing Cottage

Cozy 2-bedroom cottage in lovely Mill River East with WiFi, AC

Peaceful setting On Glenwood Pond, near West Point Lighthouse.

Top rated rentals - O'Leary

Great place to stay.

Sea and Sky

Weekend Wedding

Great place to stay

Great Place to Relax and Unwind

Incredible Stay

Great time on the North Cape of PEI

Sigh....one more day please!

Peace of mind

More quality time

All the privacy of home

More for less

Find out more about O'Leary

Why visit O'Leary

Popular types of accommodation in O'Leary

Top attractions in O'Leary

Things to do recommended for groups

What do I need to keep in mind when booking a vacation in O'Leary

Where to stay in O'Leary

Best time to go to O'Leary

Booking with Vrbo is simple

Vrbo Trips: Planning made easy

The tranquil area of O'Leary awaits your stay

Exploring the natural landscape of O'Leary

Frequently asked questions

Explore destinations around O'Leary

Vacation Rental options in O'Leary

More Vacation Rentals ideas

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