Holiday rentals with outdoor seating in Woolwich

Luxury Glamping on Elora Sunflower Farm - Fox

Enjoy our flower farm, historic barn and natural springs. Stay in 1 of 4 luxury tents for a unique outdoor experience with personal comforts - private hot tub, foam mattress queen bed, covered deck, espresso/coffee/tea, fan, hammock and picnic table. Glamping sites are a retreat into nature with free parking and access to the sunflower fields, corn mazes and seeing the alpacas. Walk to Elora’s Riverfest concert, festivals, activities, shops, restaurants and is a 5 min drive to downtown Fergus.

Burlington core.Walk to to lakefront and downtown

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

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.

Hidden Cabin with hot tub

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Hockley Valley Cozy Cottage

Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Beachfront Escape | Lakeview deck, Hot Tub, Games

Beachfront living at its finest! Enjoy direct beach access, captivating lake views from the deck, BBQ feasts, fun games, hot tub, and relaxing around the fire pit. Inside, find a tastefully arranged 4-bedroom space for 10 guests, a the cozy living room, with a large TV, including a main floor bedroom with an ensuite. The upper floor offers three additional rooms for ultimate comfort. A fully-equipped kitchen and dining area. Experience Hamilton Beach with us & learn more below!

The White House W/Hot Tub

Escape to the White House Retreat, nestled in the serene farm fields of Caledonia. This newly renovated, modern getaway offers the perfect balance of luxury and rustic charm. Whether you're gathering with friends, family, or seeking solo relaxation, you’ll enjoy spacious rooms, stunning countryside views, and cozy evenings by the fire. Step away from everyday life and unwind in style. Book your stay today and experience true tranquility at the White House Retreat!

The Porch

Relax and unwind at The Porch. Enjoy your romantic getaway. Watch the sunrise with a coffee on your private deck. You'll love this country escape with modern amenities. This 1830's Log Cabin has unique charm and warmth and is located on the Niagara escapment. Close to many golf courses and conservation areas. Dance and star gaze in this out of the city getaway. The secluded hottub is 30m from your door inside the barn. 420 and LGBTQ+ friends welcome.