Vacation rentals in O'Leary

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.

Riverview Large 3 bedroom

Kick back and relax in this quiet, beautiful 3-bedroom, 1-bathroom large apartment sleeps 6 guests. 1 king bed 2 queen. Situated directly on the Mill River with an amazing water view. Large backyard with a screened in shared gazebo, a fire pit to enjoy the beautiful summer or winter evenings. 5 minutes away from Mill River Resort & golf course. 2-minute drive to grocery store, gas station, restaurants, mall, walking trails and parks. Owners are onsite. Bilingual services are available. (FR,EN)

Private bell tent in the Cavendish resort area.

Welcome to the Cozy Earth Off-grid Glamping Retreat! Enjoy the secluded and private setting of our cozy 4 season canvas bell tent, complete with queen size bed, heated outdoor shower and propane heater for those chilly evenings. Located minutes from renowned Cavendish Beach National Park. You can enjoy miles of white gold sand, scenic golf courses, deep-sea fishing, hiking trails and world famous lobster suppers. Enjoy what the Cavendish resort area has to offer from this central location!

Private Home · Hot Tub · Sauna · Cinema | Top 5%

Guest Favourite. Top 5% of homes on Airbnb. One of the few Greater Moncton listings with a private hot tub, infrared sauna, and an interior that actually delivers on the photos. 200+ reviews at 4.99 stars. Covered hot tub year-round. Chromotherapy Infrared sauna with Bluetooth audio. 100-inch cinematic projector. Three bedrooms, entire home, private entrance, dedicated driveway, no shared spaces. Boutique hotel feel. Home comfort. Whether you're unwinding, celebrating, escaping. It delivers.

Sunset Hideaway

Modern but modest newly built home, located centrally in the heart of PEI. Two bedroom, one bathroom, sleeps six very comfortably due to large sectional and/or air mattress provided. 12 kilometres from Summerside, 25 kilometres from Cavendish beach and 50 kilometres from Charlottetown. Whether you are traveling or visiting with family and friends, looking to explore the beaches, needing a peaceful stay-cation or planning a golfing trip. This is a perfect location for your vacation needs.

Supreme Glamping-Maple Dome

Supreme Glamping is a four-season luxury destination. We have 2 Dome rentals at our location. Check out our Pine dome! Guests will be able to enjoy PRIVATE SAUNA, PRIVATE BIG JACUZZI, firetable at each Domes. Our dome rental offer an unforgettable fun and unique experience! The domes have stylish unique interiors and oversized windows with panoramic views that create a seamless blend with nature. These dome rentals are an ideal choice for a family vacation or romantic getaway. We allow kids😊

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!

Stunning Mill River Cottage

Come relax in this modern water view cottage located directly on Mill River. This peaceful cottage has a lot to offer with stair access to the water, comfortable outdoor eating area and a large green space for activities. Blue Skies Cottage has AC throughout, WIFI, smart tv and all the essentials for the perfect vacation. Traveling with more guests than this cottage can accommodate? We have you covered. We have two more cottages for rent right next door. Pm us for Details.

Luxe Glamping Dome W/ Spa HotTub

Indulge and unwind in our brand new fully loaded luxe Glamping Dome! We added a little touch of luxury, and rustic camp feel. Enjoy your stay! During your stay, you will have private access to Canada’s fanciest top-line Hot-Tub spa, the Hydro Pool Model 395 CLIMATE🌞❄️ This Dome is equipped for any sort of Canadian climate! Featuring a Mini Split for Heating/Cooling, & Heated Flooring (not in use during summer times) for those brr cold winters

Angela's Cottage by the Sea

Looking for a spot just a short stroll to a private rustic ungroomed beach but not on the water. So we don’t have a water view. The view at the beach is spectacular with panoramic view of the Confederation Bridge. We have a new red roof so we are easier to find. It is perfect for a family or a romantic getaway. Air conditioning and deep soaker tub in master suite. We also have lots of space, a large lot, fire pit and outdoor games for all ages.

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.

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!