Holiday houses in Grand Valley

Cozy HotTub Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Entire spacious basement with Kitchenet

Relax with the family or friends at this peaceful and immaculate place. Accommodates up to 4 people with the comfortable sofa bed in den. NON-SMOKING NO PETS. FULL KITCHEN NOT AVAILABLE. KITCHENET AVAILABLE. Full, clean washroom. Spacious room, a queen size bed, dining table sits six, kettle, grill, basic utensils and kitchen wear, linen, towels, and drinking water. 50 minutes away from Collingwood, Wasaga Beach, Berrie, Blue Mountain & Brampton. Lots of food options available in Shelburne!

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.

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.

L&S Comfy Suite

Beautiful inviting space for families as well as individuals. Brand New Fully renovated area with lots of amenities for the whole family. 2 Great size bedroom with queen size beds. Jack And Jill full washroom with an amazing shower that boast body jets. Comes with all the bells and whistles. Open concept with Living room, Dining room, Full Kitchen, Washer and Dryer, free parking, work area ideal for remote work, and lots more…. NO UNREGISTERED GUESTS ARE ALLOWED AS PER HOUSE RULES.

The Blue Lagoon | Pool & Coastal Tinyhome

Welcome to The Blue Lagoon! 2 minute drive from the mill & downtown. ***Pool to be closed by mid-October*** Offers guests a quiet, spacious & private guesthouse completely separate from the main dwelling. *The guesthouse & everything in side is brand new as of March 2024!* **Only Rules: No smoking inside & no pets** Guests have access to the ammenities in the backyard including a large pool, fire pit area & shaded patio complete with a BBQ. Come check out Elora's hidden gem!

Garden Studio Apartment

Enjoy a stylish experience at this centrally located place. Newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

Bright Spacious Basement Suite

Come join us for a relaxing stay in the country, surrounded by rolling farmland and beautiful scenery! Pet-free Walkout basement with separate driveway and private ground level entrance. Located close to Mount Forest and Harriston for local dining options, parks or snowmobiling. Cozy, bright and spacious basement with shared outdoor play area, outdoor seating, and firepit available. Wood-burning stove for chilly evenings!

Bright and Cozy Tiny Pine House

Cozy cabin on a mixed farm with great views of surrounding fields and forests. Take a walk through the property, and take in the fresh air, veggie gardens, chickens, and cattle. 20 minutes from Guelph, a short trip to Guelph and Belwood Lakes, and many trails, restaurants and other attractions. Meat, eggs and veggies (summer months only) grown on the property available upon request.