
Places to stay near Caledon Ski Club LTD
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Top-rated holiday rentals near Caledon Ski Club LTD
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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...
4.97 out of 5 average rating, 503 reviews
Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.
4.95 out of 5 average rating, 165 reviews
Cozy Fall Escape | HotTub + Fire Pit + River
Escape to the countryside this fall! Unwind in the hot tub under the stars, gather around the fire, and wake up beside the Credit River. Just under an hour from Toronto! Perfect for a relaxing getaway, girls weekend, or quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly
4.96 out of 5 average rating, 133 reviews
The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!
4.95 out of 5 average rating, 356 reviews
Lakefront 1 bedroom tiny home
Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.
4.85 out of 5 average rating, 158 reviews
Casa Caledon-Secluded Suite Surrounded by Nature
Take it easy at this unique and tranquil getaway, nestled on 3 acres of peaceful countryside Close to the Cheltenham Badlands, Forks of the Credit, Terra Cotta and Bruce Trail, plus golf, restaurants, bakeries and farm-fresh produce ❤️Every season is special 🌿 Enjoy lush forests, the pond and fire pit in spring & summer 🍁Spectacular fall colours and beautiful walks ❄️Peaceful winter wonderland with access to local winter sports A perfect place to slow down and reconnect with nature
4.98 out of 5 average rating, 163 reviews
1850 Settler's Cabin in Private Forest
Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.
4.95 out of 5 average rating, 203 reviews
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!
4.99 out of 5 average rating, 128 reviews
Hockley Haven
Kick back and relax in this calm, stylish space. 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.
4.98 out of 5 average rating, 189 reviews
The Stone Heron
Welcome to the Stone Heron, a diamond in the country side!.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom and queen bed in aw/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly!
4.99 out of 5 average rating, 432 reviews
The Clayhill Bunkie
Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.
4.92 out of 5 average rating, 196 reviews
Fern Hill Cabin
Escape to a hand-built Amish timber cabin on a peaceful 6-acre farm. Surrounded by willow trees, sheep, pigs, chickens, and a 150-year-old barn. It's your own country-spa retreat! Swim in the spring-fed pond, relax in the beautiful wood burning sauna, stargaze at night, and enjoy a compostable toilet with an unforgettable view! Restored century-old windows let in soft light and rustic charm. Ideal for anyone seeking quiet, nature, and a breath of fresh air.
4.99 out of 5 average rating, 112 reviewsPopular amenities for holiday rentals near Caledon Ski Club LTD
Condo rentals with Wi-Fi

Modern Private Suite | Full Kitchen, Self Check-In
4.84 out of 5 average rating, 106 reviews
(A) Elora Grand River Suite
4.86 out of 5 average rating, 198 reviews
Luxurious Condo Apartment 1BR-1BA-1Den, w. parking
4.89 out of 5 average rating, 114 reviews
Cozy Condo-Apartment/Suite in Brampton
4.89 out of 5 average rating, 257 reviews
Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
4.9 out of 5 average rating, 168 reviews
Riverview!, A Gorgeous Condo on the Grand
4.93 out of 5 average rating, 190 reviews
Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit
4.89 out of 5 average rating, 159 reviews
The Penty: Luxurious Penthouse with Pool, Hot Tub
5.0 out of 5 average rating, 166 reviewsFamily-friendly house rentals

Studio Apartment
4.85 out of 5 average rating, 282 reviews
The Urban Nest
4.89 out of 5 average rating, 104 reviews
Austrian Log house
4.99 out of 5 average rating, 181 reviews
Log Cabin in the heart of downtown Elora
4.99 out of 5 average rating, 295 reviews
8 Acre Retreat | 5 min to TPC Osprey + Hot Tub!
4.75 out of 5 average rating, 48 reviews
Indoor Pool • Hot Tub • Heated Dome • 40 min GTA
4.76 out of 5 average rating, 34 reviews
Charming Log Home - 25 private acres in Caledon
4.99 out of 5 average rating, 84 reviews
Indoor Pool & Hot Tub Villa | Sleeps 14
4.96 out of 5 average rating, 25 reviewsApartment rentals with air conditioning

The Evelyn Suites - Suite A - Luxury Pied-à-Terre
4.98 out of 5 average rating, 363 reviews
Separate apartment with pool, on golf course.
4.95 out of 5 average rating, 109 reviews
Stylish In-Law Suite in Georgetown
4.94 out of 5 average rating, 108 reviews
★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★
4.97 out of 5 average rating, 173 reviews
Elora's Irvine River Suite
4.96 out of 5 average rating, 142 reviews
Riverside Retreat
4.94 out of 5 average rating, 263 reviews
1 Bedroom apartment Brampton
4.91 out of 5 average rating, 174 reviews
L&S Comfy Suite
4.93 out of 5 average rating, 171 reviewsOther great holiday rentals near Caledon Ski Club LTD

Stylish 3 Bedroom Getaway in Orangeville
4.84 out of 5 average rating, 183 reviews
Garden Studio Orangeville
5.0 out of 5 average rating, 203 reviews
Bunkie in the Forest
4.86 out of 5 average rating, 164 reviews
Country Getaway in Erin
5.0 out of 5 average rating, 94 reviews
Modern Family Home•Fireplace•Backyard•NearBrampton
4.93 out of 5 average rating, 91 reviews
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
5.0 out of 5 average rating, 31 reviews
Farmhouse Retreat - Big Views & Ecological Beauty
4.94 out of 5 average rating, 32 reviews
3 separate sleeping rooms on 23-acre horse farm
4.98 out of 5 average rating, 61 reviewsDestinations to explore
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Wasaga Beach Area
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum





