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Holiday houses in O'Leary

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Top-rated holiday rentals in O'Leary

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Guest favourite
An inviting interior showcases a compact kitchen with dark cabinetry alongside a cozy seating area, featuring a comfortable couch. A mounted TV and artwork featuring a bull's head enhance the warm ambiance. Natural light enters through sliding glass doors leading to an outdoor deck.
Shipping container in Sainte-Marie-de-Kent
4.91 out of 5 average rating, 192 reviews

Seacan by the River

Experience a unique waterfront getaway at our Shipping Container Camp ! Our converted shipping containers have been transformed into cozy, modern cabins, each offering stunning water views. With on-site kayaks, and a private dock, you can immerse yourself in aquatic adventures right from your door. Inside your container, you'll find a stylish, living space with a comfortable bed, a compact kitchen, and a modern bathroom. Relax in the hot tub or gather around the fire for a night of stargazing

Guest favourite
A charming tiny house cabin features a front porch with a hanging swing chair, framed by wooden beams. Soft lighting accentuates the entrance, while potted greenery adds a touch of nature. A wooden deck and fence provide a safe outdoor space.
Tiny home in Richibucto-Village
4.92 out of 5 average rating, 141 reviews

Ocean Cabin/ Tiny House

This place is truly one of a kind. Ocean front tiny house cabin situated directly on the Northumberland Straight. You will witness million dollar sunsets/ sunrise while relaxing in an outdoor hot tub. Beach access. Cet endroit où séjourner est vraiment unique en son genre. Cabine de petite maison en bord de mer située directement sur le détroit de Northumberland. Vous assisterez à des couchers de soleil et des levers de soleil extraordinaire tout en relaxant dans un bain tourbillon extérieur.

Top Guest favourite
The kitchen features an open layout with ample counter space and white cabinetry. A large island is positioned at the center, and modern appliances are present. Natural light floods the room through multiple windows, illuminating the polished hardwood floors.
Home in Saint-Édouard-de-Kent
4.98 out of 5 average rating, 132 reviews

Lavender Manor. Minutes from Beach!

Situated on NB's east coast, renowned for it's warm sandy beaches, this exquisite home with all the comforts, has views of the ocean & lavender fields. Set on 100 acres & only 2 min drive to beach, there's lots of walking, biking & snowshoeing trails all connecting to groomed snowmobile trails. Perfect for summer vacations, weekend getaways, special occasions, snowmobiling or cycling excursions. Experience privacy & tranquility while still enjoying comfort & being close to many destinations.

Top Guest favourite
Cottage in Beaubassin East
5 out of 5 average rating, 118 reviews

Bois Joli Relax

(Français en bas) Kick back and relax in this calm, stylish space. This is a 4 season private oasis. You can enjoy the stars on a clear night sky around the fire pit or in the comforting warmth of the spa. The large deck offers plenty of space for your workout session or your grilling skills! The gazebo is a great place to sip your morning coffee or glass of wine. Walking distance to a tranquil beach and conveniently located near the beaches of Parlee (Shediac) and Aboiteau (Cap-Pelé).

Guest favourite
A hot tub is situated on a wooden deck, facing the ocean. The water reflects the hues of a cloudy sky, with shades of blue and soft orange from the setting sun. Gentle waves are visible in the distance, creating a serene coastal atmosphere.
Cottage in Cocagne
4.92 out of 5 average rating, 191 reviews

Oceanfront Retreat in the Heart of Acadie!

Catch breathtaking views from this quaint little oceanfront gem! Sleeps 6 adults and 2 supervised children in the loft! Enjoy sunrises over the water, crashing waves while you relax in the hot tub, water views to PEI & plenty of birds set against beautiful skies! Nestled between Shediac and Bouctouche, see the best of the Acadian Coast! Enjoy ocean views from this restored traditional fishing home with beaches nearby! Kindly note one room is annexed, no pets or parties please:)

Top Guest favourite
The image captures a scenic view of the coastline with a lighthouse in the distance. The rocky shore and calm water are visible, framed by a mix of greenery and trees, under a partly cloudy sky.
Cottage in Point Prim
4.98 out of 5 average rating, 101 reviews

Beachfront Point Prim Cottage-Direct Beach Access

(License #2203212) Relax and rejuvenate in this private beachfront 2-bed, 1-bath modern cottage at the end of Point Prim peninsula. Sliding glass doors open to stunning water and wildlife views. Direct private beach access lets you walk the shore at low tide, dig for clams, or swim. A 10-minute walk to Point Prim Lighthouse & Chowder House. Enjoy sunroom, outdoor shower, fire pit, two city bikes, and fast Starlink Wi-Fi. Perfect for nature lovers and peaceful getaways.

Top Guest favourite
A private hot tub is situated within a wooden gazebo, featuring a wooden ceiling that complements the rustic charm. Large windows allow for views of the surrounding landscape. A striped rug lies on the wooden floor, adding a cozy touch to the serene space.
Cabin in Kensington
4.97 out of 5 average rating, 140 reviews

The Blue Buoy by MemoryMakerCottages with Hot-tub!

If you are looking for an Island experience, you’ve found it! This cottage offers stunning views from every window, located in the charming seaside community of Malpeque. Unwind and relax in this calm, fun, stylish space. Newly renovated with luxury comforts such as a king bed, hot tub off the master bed room, large smart TV, jetted bath tub, and spectacular water views! Cottage is also located near world class beaches and is very private. Tourism #4012043.

Guest favourite
A charming cottage exterior is framed by a vibrant blue sky. Sunlight reflects off the large windows that highlight the inviting porch area. A wooden deck extends outward, providing access to the lush green lawn and surrounding landscape.
Cabin in Tignish
5 out of 5 average rating, 10 reviews

The Wheelhouse

This newly renovated cottage offers a perfect balance of modern comforts, and a country cabin feel. With a living room wood stove, a jet tub, and an ocean for your front yard this property has it all. Tranquility, peacefulness, and relaxation is the only way to explain this place. The property offers great outdoor space with direct ocean access with miles of beachfront to explore. Perfect for a family getaway, a couples retreat, or a friends adventure.

Top Guest favourite
Sunset casts a warm glow over a serene lake, viewed from a private deck. Two classic wooden chairs and a small table are positioned beside the dome, providing an inviting spot to enjoy the peaceful surroundings and the reflection of trees in the water.
Dome in Jolicure
4.95 out of 5 average rating, 212 reviews

Lake Front Private Dome

Welcome to Jolicure Cove! Located just 10 minutes from the Aulac Big Stop. Prepare yourself for a total nature immersion in our private lake front dome. You can expect complete peace and quiet except the sounds of the breeze, the loons and other forest animals. The dome is the only one on the property, which sits on over 40 acres! Enjoy yourself playing games on the lawn, sitting around a fire at the fire pit, or reading out on the dock.

Top Guest favourite
The exterior of the cottage showcases a modern two-story design with light-colored siding. A well-maintained gravel path leads to the entrance, framed by small shrubs and a grassy area. Large windows allow natural light to enhance the inviting facade.
Home in Prince Edward Island
4.98 out of 5 average rating, 46 reviews

Waterfront Cottage - Spring, Summer & Fall 2025!

The cure for anything is salt water: sweat, tears, or the sea! Whether a quiet getaway for couples or a home-base for a PEI family adventure, this cottage will meet your every need. Enjoy adventures on PEI or find peace and quiet at the cottage for remote work. This brand new build has been designed to be open and airy. Wake up to a fresh cup of coffee and spend the morning relaxing seaside or using our kayaks and paddle boards.

Top Guest favourite
A hot tub is situated on a wooden deck, surrounded by a tranquil grass lawn that stretches to the water's edge. Soft lighting creates a calming ambiance. In the distance, the ocean is visible, enhancing the serene outdoor space.
Home in Tignish
4.99 out of 5 average rating, 128 reviews

Oceanfront Retreat

Escape to your cozy oceanfront cottage retreat. Step right onto the beach and take in endless ocean views. Whip up meals in the fully stocked kitchen or grill outside. Unwind in the gazebo, soak in the hot tub, or gather by the fire pit for starry-night stories. Paddle the coast with our seasonal kayaks, then stroll to nearby shops and cafés. The perfect mix of comfort, charm, and adventure- your unforgettable seaside stay awaits!

Top Guest favourite
A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.
Cottage in Afton
4.99 out of 5 average rating, 149 reviews

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

Popular amenities for O'Leary holiday rentals

  1. Airbnb
  2. Canada
  3. Prince Edward Island
  4. O'Leary