Holiday rentals with a patio in Owen Sound

The Surf Shack - Hot Tub, Bay Views & Beach Access

Up to 8 guests permitted if guests are related. Welcome to the ultimate patio experience featuring a spacious 8-person hot tub and this darling little cottage located just steps from direct Georgian Bay beach access. Set back in the woods, this cottage is a tranquil escape from everyday life and the place to share memories with friends and family. 5 min to downtown Meaford and 10 min to the infamous Ted's Range Road Diner feat. an exotic menu and amazing live music! Swim in Georgian Bay. Relax.

Beautiful Century home in the heart of Port Elgin

Make this charming century home your perfect Port Elgin getaway! Steps from downtown, it's moments away from pubs, dining, and entertainment. A short walk brings you to the main beach, perfect for summer fun. This private 4-bedroom, 1.5-bath home, all yours to enjoy with family and friends—no shared spaces, just comfort and relaxation. Set on a spacious double lot, it’s ideal for those who love extra room inside and out, whether for hosting, unwinding, or making lasting memories by the shore.

Double Waterside Beach Oasis

Stay in this newly renovated brand new listing and enjoy sunsets at the worlds largest fresh water beach. Two waterside patios!🌊🏖️ -Sea Doo rentals steps away-Tiki bar boat rentals steps away-Clubs and bars 2 min walk including the world famous Bananas Beach Club overlooking the beach-Skull Island Mini putt 2 min walk-Fishing out your back door-Shops, arcade and MUCH more right outside your front door or 2 min walk. -Blue Mountain a short drive-Go carts and batting cages only 10 min away!

Hockley Haven

Kick back and relax in this calm, stylish space. Newly renovated cozy 1 bedroom carriage house loft(appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Secluded Oasis Hosted by Lynn and Chris

Secluded Oasis is a unique rental property providing privacy and superb garden views! Our spacious terrace level retreat boasts a living area with luxurious seating, a gas fireplace, HDTV, king suite with a sitting area, fully equipped kitchen with basic essentials, & a 3 piece bath (incl amenities). Scenic backyard provides a firepit and cozy relaxing gazebo with a two person swing. We are steps away from the Maitland walking trail and a 10 minute walk from retail and dining options.

Orr Lake Oasis

Sit, kick back, laugh & relax in this calm, stress-free, pet-friendly, stylish space with family and friends. Enjoy the great cottage views, games and much more. Drink your favourite drink by the hot tub or by the fire pit overlooking the lake. Take a steam in the barrel sauna just a hop away or take a walk on the local trails. Shop and dine at a tasty local restaurant 10 minutes away or drive out to the city of Midland just under 20 minutes

Over Easy~3BR Private Yard, Near Trails & Beach

Relax and unwind in our spacious 3-bedroom getaway—ideal for families, friends, or colleagues. With two different chill-out spaces, a sunroom that opens to a private backyard (BBQ + gas fire pit), and a basement bar for the big game, there’s space for everyone. Walk or bike to trails, downtown, restaurants, and the beach.

Bruce Peninsula Country Loft on 17

This is unique in that it is adjacent to our 40X80 shop. It is also adjacent to the snowmobile and ATV trails. spectacular sunrises and sunsets all from this location the windows are huge. Hot tub is private and up and running Large deck with pergola and BBQ. private entrance.

Cozy 1 bedroom

You won’t want to leave this charming, one-of-a-kind place. This place is great if want to relax after travelling, visiting or going to the beach not suitable for parties, late noisy nights. Drinking and smoking prohibited on or in the accommodation.