
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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Modern Private Suite | Full Kitchen, Self Check-In
Welcome to our fully renovated 700 sq ft, lower-level suite, complete with a full kitchen. Basement suite is accessed through a shared front foyer, private locked door and self check-in via keypad. A 2 min walk to the hospital, and a short drive to arenas and downtown. Ideal for medical stays, hockey families, and anyone looking for quiet. Parking for one car on the driveway (free street parking May-October). Our 5-day cancellation policy ensures your dates are held exclusively for you.
4.84 out of 5 average rating, 106 reviews
A bright & modern urban studio
Come & unwind...in comfort. "The Snug" is a 740 square foot studio-style unit, that is bright & modern. You will be on the basement level of the main house, with a completely separate entrance. Nice kitchen & Sleek 3 pc bathroom(with rainfall shower head and heated floors). The queen bed, with luxury-firm mattress, has built in storage for all your needs. Reliable wifi so you can work at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)
4.94 out of 5 average rating, 102 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
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
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
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
The Urban Nest
The Urban Nest: Spacious 3BR Oasis Close to YYZ 📍 PERFECTLY POSITIONED FOR TRAVEL & ENTERTAINMENT: Located in a vibrant, accessible area of Brampton, you are minutes away from excellent local dining, shopping, and major transit routes. If you are in town for big games or events, you will love how easily you can navigate to the main venues while returning to a quiet, peaceful neighborhood at night. Our summer calendar fills exceptionally fast. Secure your stay at The Urban Nest today!
4.9 out of 5 average rating, 107 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 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, 197 reviews
Stylish 3 Bedroom Getaway in Orangeville
Nestled among tree sculptures and lakes, just steps away from downtown and minutes from the serene beauty of Island Lake Conservation Area. Our urban oasis is complete with a comfortable bed, fully equipped kitchen, chic living area, and private balconies. Be transported through time as you wander the streets of downtown, admiring vintage architecture and vibrant culture. Experience the magic of nature and city living combined in one unforgettable stay!
4.84 out of 5 average rating, 183 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, 113 reviewsPopular amenities for holiday rentals near Caledon Ski Club LTD
Condo rentals with Wi-Fi

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, 169 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
Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit
4.89 out of 5 average rating, 160 reviews
Riverview!, A Gorgeous Condo on the Grand
4.93 out of 5 average rating, 190 reviews
Square-One Condo Amazing View (accommodates 6)
4.82 out of 5 average rating, 199 reviews
The Penty: Luxurious Penthouse with Pool, Hot Tub
4.99 out of 5 average rating, 167 reviewsFamily-friendly house rentals

Studio Apartment
4.86 out of 5 average rating, 284 reviews
Halton Hills Hideaway_Private Suite
4.8 out of 5 average rating, 171 reviews
Austrian Log house
4.99 out of 5 average rating, 181 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
Indoor Pool & Hot Tub Villa | Sleeps 14
4.96 out of 5 average rating, 25 reviews
Charming Log Home - 25 private acres in Caledon
4.99 out of 5 average rating, 84 reviews
Bright & Spacious 3 Bedroom Home
5.0 out of 5 average rating, 30 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
★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
L&S Comfy Suite
4.93 out of 5 average rating, 171 reviews
The Johnnie Walker Suite.
4.9 out of 5 average rating, 236 reviews
Stylish In-Law Suite in Georgetown
4.94 out of 5 average rating, 108 reviews
Brand New Basement Apartment in Brampton
4.95 out of 5 average rating, 133 reviewsOther great holiday rentals near Caledon Ski Club LTD

The Stone Heron
4.99 out of 5 average rating, 432 reviews
Four season glamping dome under the stars
4.97 out of 5 average rating, 503 reviews
1850 Settler's Cabin in Private Forest
4.95 out of 5 average rating, 203 reviews
Country Getaway in Erin
5.0 out of 5 average rating, 94 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
Beautiful Villa on Hill
4.92 out of 5 average rating, 77 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





