Vacation rentals in O'Leary

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Top-rated vacation rentals in O'Leary

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Top guest favorite
A renovated farmhouse is set against a backdrop of rolling green fields and blue sky. The structure features a classic white exterior with dark roofing, complemented by a spacious porch and surrounding greenery. A nearby shed adds to the rural charm.
Home in Coleman
4.98 out of 5 average rating, 107 reviews

BlueSky Breeze

Stay in a typical and completely renovated 1900's PEI farm house in the quiet country setting. Beautiful views from every window and romantic porch overlooking a tidal river. A great place for one or two people or for a group of ten. At the start of the coastal drive #14, BlueSky Breeze is located 2 km away from Confederation Trail, 8 km away from Mill River Golf Course and Aqua Centre, a 15 minute walk to red sanded Brae Harbour Beach, and a 10 minute drive to downtown O'Leary (all groceries)

Top guest favorite
A vibrant orange cottage is set within a spacious green lawn, surrounded by trees. A patio area with several yellow adirondack chairs is visible in front of the house, creating an inviting outdoor space. The structure features large windows and a modern design.
Cottage in Notre-Dame
4.92 out of 5 average rating, 140 reviews

40% OFF ALL February/Waterfront Cottage & HotTub!

This brand new waterfront listing offers all the modern amenities and breathtaking views that will make your next getaway the most memorable yet! Our charming waterfront property is uniquely located on a beautiful peninsula along the Foxriver with hundreds of feet of waterfront access Relax and gaze at the stunning views, Enjoy our firepit, seasonal BBQ and the water front wildlife! Bad weather? No worries! We have high speed internet, Netflix, Washer&Dryer and your own personal Hot tub!!

Top guest favorite
A serene outdoor view showcases a white geodesic dome alongside a wooden structure, both set amidst lush greenery. A winding pathway leads through well-maintained grass, with trees providing natural shade. A wooden sauna cabin is visible nearby, enhancing the tranquil atmosphere.
Dome in Shediac
4.98 out of 5 average rating, 584 reviews

East Coast Hideaway - Glamping Dome

At East Coast Hideaway, we want you to enjoy nature and the outdoors. The perfect escape from the city but still not far from restaurants and attractions. Come enjoy our private stargazer dome surrounded by beautiful maple trees, located on our 30 acres property. We are open all year round. The getaway is made for 2 adults. You will have your own fully equipped kitchenette, 3 pcs bathroom, wood fired hot tub, private screened in gazebo, sauna, fire pit and more! ATV & Snowmobile friendly!

Top guest favorite
Tiny home in Saint Mary Parish
5 out of 5 average rating, 12 reviews

*NEW* • Eagle’s Nest ~ Nature Retreat •

Nestled in the trees between a river and a creek, Eagle’s Nest invites you to pause, breathe and offer yourself the moment of rest you truly deserve. Sleep under the stars on the cozy bed surrounded by windows that open to the forest. Unwind in the hot tub, curl up by one of the fireplaces, and let time slow down. Every detail of this tiny home was designed with care, balancing simplicity, comfort, and natural beauty to help you feel at peace, so you can return to the best version of you.

Top guest favorite
Loft in Cap-Pelé
4.99 out of 5 average rating, 313 reviews

Victoria loft entire private loft with kitchen.

We have just added a new heat pump. We offer a 700sq ft loft, it has a new kitchen, new stove, fridge, microwave, toaster, coffee maker, dishes, pots, pans etc. New hardwood flooring throughout loft and ceramic in the bathroom. I bedroom with a queen size bed. A double bed tucked away and a single cot. A newly renovated 4 piece bathroom. A living room with 2 love seat a chair end tables and television. We have added a water cooler and bottled water. We’re 3 minutes from Aboiteau beach.

Top guest favorite
A living area features a comfortable sofa and loveseat, complemented by a light coffee table on a patterned rug. Two windows are dressed with dark curtains, and greenery adds a touch of nature. Air conditioning is installed on the wall.
Home in Alberton
4.97 out of 5 average rating, 72 reviews

Mill River East Cottage

Our 2 bedroom + 1 bathroom cozy & clean bungalow (plus pull out sofa bed) sleeps 6 guests. This cottage is in a quiet subdivision, 2nd row back with Waterview. It has air conditioning, Wifi, BBQ and a bonfire pit to enjoy the beautiful summer evenings with a screened in porch. We are 5 minutes away from Mill River golf course, spa, pool, and tennis courts. We are conveniently within a 2 minute drive to grocery store, gas station, restaurants, mall, walking trails and parks.

Top guest favorite
The cottage exterior showcases a two-story design with blue siding and a welcoming wooden deck. A balcony with a railing extends from the second level, framed by trees. Sunlight casts shadows on the deck, emphasizing its spacious layout.
Cabin in O'Leary
5 out of 5 average rating, 31 reviews

Blue Heron Waterfront Cottage on Mill River

Beautiful waterfront cottage located on Mill River. The property sleeps up to 8 people with 2 bedrooms containing 3 queen beds and a bunkie with 2 bunk beds. The yard has a bonfire pit and access to stairs down to the beach where you can dig clams or go kayaking (we have 6). The large open patio is great for drinking hot coffee in the morning or watching the sunset with a cold beverage in the evening. 18 hole and 9 hole golf courses are nearby. Tourism Lic# 4000249

Top guest favorite
A small, cabin-style structure built with locally sourced wood is depicted. The front features a white door and a set of wooden steps leading up. Sunlight casts a warm glow over the surrounding greenery, while a street sign and utility pole are visible in the background.
Cabin in O'Leary
5 out of 5 average rating, 10 reviews

Cozy Trailside Pit Stop

250 m from the beautiful Confederation Trail. The Pit Stop was built with cyclists and island walkers in mind. Sleeps 2 (double bed). It's simple and sweet. We provide: - Fresh & cozy bedding - Water to drink, cook and wash up - Induction hot plate & everything to cook a quick meal - toaster oven - mini fridge - kettle - French press for coffee - Electricity - Electric heat - Wash basin No running water (water provided). Cute outhouse a few seconds away.

Guest favorite
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 favorite
A charming modern cottage is depicted in the background, framed by a clear sky and surrounded by trees. In the foreground, two red adirondack chairs face a fire pit, creating a cozy outdoor gathering space on the lawn.
Tiny home in Richibucto-Village
4.97 out of 5 average rating, 118 reviews

Waterfront Tiny Home w/ Hot Tub

Enjoy modern, realistic tiny living with all the best that nature has to offer! Drink your morning coffee while overlooking the breathtaking view of the bay, right before dipping your toes in the water on your very own 300ft waterfront. Spend the day at the gorgeous Cap Lumière Beach which is a short drive away, or stay at home and indulge everything this 5 acre property has to offer, such as soaking in the hot tub. The perfect couples retreat!

Top guest favorite
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, 111 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!

Guest favorite
A panoramic view from a spacious deck showcases lush green fields extending towards a sparkling bay. Comfortable seating arrangements are present, complemented by a decorative pillow. Sunlight enhances the serene atmosphere, while nearby trees and distant landscapes add depth to the scenery.
Guesthouse in Richmond
4.91 out of 5 average rating, 122 reviews

Art Box Studio's Loft By The Ocean w/Hottub

Art Box Studio presents its beautiful industrial style, cozy guest-house for a romantic escape or a family-friendly holiday on a beautiful country farm. Enjoy the divine stary sky on clear nights. The house can sleep 4-6 if needed, with two pull-out couches in the main lounge and a luxury king bed in the upper master suite. We are also a ten-minute walk from a quiet red sand beach.

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