Vacation rentals in Hillsdale

Bunkie in the Pines

Take it easy at this unique and tranquil getaway. This bunkie is an off grind glamping experience. It is quietly nestled in the pines at a beautiful lookout, over looking Pretty Valley. This bunkie offers a double bed, mini kitchenette with basic kitchen supplies, sitting area and various board games. Outside there is a bbq, a grill for cooking on an open fire. Large campfire to enjoy roasting marshmallows and unplug yourself under the stars. Close to many beaches, trails, markets and breweries.

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Spacious very clean, Entire Private Guest Suite

Come and enjoy our private, spacious, and bright 1 bedroom guest suite located in the West Barrie. Enjoy the private entrance and the entire basement unit. Walking distance to Ardagh Bluffs, trails, and bus stop. 10 min drive to HWY 400, shopping areas, and Lake Simcoe. 15 min drive to Snow Valley Ski Resort. - Free parking spot - Free 200 mbps Wifi - Private entrance Kitchenette, Fridge/Freezer, Stove/Oven, Microwave, Toaster, Dishwasher, Laundry, Flat iron, closets - No Smoking - No Pet

New Charming tinyhome Experience

Come spend a few days in our warm and cozy hideaway. Enjoy the winter wonderland with some Snow shoeing, cross country skiing or Snowmobiling right from your backyard! OR, perhaps you would like to go to the new Vetta Spa only mins away. Or downhill, snowboard at Horseshoe or Moonstone? OR maybe you just want to disconnect from technology for awhile and reconnect with yourself or loved one. Please inquire if you would like more than 3 guests. The options are plentiful from this location.

Hilltop Suite, a lovely 2 Bedroom Suite

Welcome to The Hilltop Suite! Located in the heart of Horseshoe Valley, our cozy retro style suite is the perfect location for your getaway and to enjoy a fun relaxing stay. The Hilltop Suite is 3 minutes away from Horseshoe Valley Ski Resort home of skiing, tubing, golfing, treetop trekking. The famous Vetta Spa is 5 minutes away. We are 20 minutes away from both Barrie and Orillia, where you can check out Downtown Barrie's beautiful waterfront with an array of restaurant's and shops.

Lovely king size room with kitchenette

An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

Spacious 1-br w jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

The White Cottage with infinity views

Incredible views of the lake. Escape to our mini resort on Orr Lake! Just 15 mins from Midland & Barrie, our 5 fully updated cottages offer A/C, heating, Wi-Fi, private decks, BBQs, and firepits. Enjoy our private beach, on-site specialty coffee shop, and weekend yoga/Pilates classes. Steps from trails and Orr Lake Golf, and close to shopping, dining, the zoo, and Vetta Spa. 4-season comfort with nature at your doorstep—your perfect getaway awaits!

Pet-friendly, 1 BR condo in Horseshoe Valley

All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!