House holiday rentals in Caledon

Indoor Pool • Hot Tub • Heated Dome • 40 min GTA

Welcome to a peaceful 15-acre retreat in Erin, featuring 3+1 bedrooms and 5 bathrooms, plus a year-round heated indoor pool 🏊‍♀️. Enjoy scenic woodland trails, a heated indoor sports dome for mini soccer & volleyball ⚽🏐, and an outdoor wood-burning hot tub with beautiful views over a spring-fed pond 🐟. Complimentary breakfast items included, and support is always available by call or message. Perfect for families and friends—ideal for relaxing getaways, small reunions, and nature escapes.

Austrian Log house

Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

Little blue haven

Nestled in the peacful village of Alton, this home is the perfect base to explore all the area has to offer. Planning a wedding? you'll find several beautiful nearby wedding venues just minutes away. For relaxation and pampering, local spas provide indulgent treatments, while golf enthusiasts can enjoy nearby championship courses. Outdoor lovers will delight in hiking trails, mountian biking and winter skiing. Foodies can explore breweries, wineries, restaurants. Art lovers can visit galleries

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

Modern 3800 Sq of Luxury 4 bedroom 3.5 bathrooms

Absolutely Breathtaking Brand New Home Of Contemporary Luxury In The Famous Vaughan Community !!! Great Quite Place ! You’ll love my place because of the location, the ambiance, 2 ensuite and the outdoors space. 3 large 4K flat screen and wifi ! Designer furniture for all occasions ! Gourmet Kitchen ,Top Of The Line Kitchen. -5 min from Canada's Wonderland -10 min from Vaughan Mills -20 min to the Toronto Pearson Airport -5 min to Cortellucci Vaughan Hospital -25 min from Downtown Toronto

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!

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

A Modern 3 Bedroom Home with Free Parking & Wifi

Welcome to our modern 1000sf single-story bungalow in the charming town of Orangeville. Thoughtfully designed for comfort and convenience, this bright and stylish space offers a peaceful retreat just minutes from the vibrant shops, restaurants, and cafes along historic Broadway. Whether you're here to explore the scenic trails at Island Lake Conservation Area, enjoy the local arts scene, or simply relax in a cozy, well-appointed home, this bungalow is the perfect base for your stay.

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

8 Acre Retreat | 5 min to TPC Osprey + Hot Tub!

Enjoy peaceful summer evenings on the patio ☀️ surrounded by nature on a private 8-acre property only 1 hr from Toronto. • 8 min from TPC Osprey 🏌️ • 2 spacious primary bedrooms w ensuites • Electric fireplace • Starlink Wi-Fi 🌟 • Smart TV • Private & nearby nature trails Start your mornings w coffee on the patio. Spend the day exploring trails or golfing nearby, then unwind at your calm, stylish retreat. Perfect for families, couples, & golfers looking to escape the city.

Modern Family Home•Fireplace•Backyard•NearBrampton

Enjoy a comfortable 3-bedroom family home designed for relaxing stays, featuring a private backyard, cozy fireplace, fully equipped kitchen, fast Wi-Fi, and convenient parking. Perfect for families, wedding guests, hockey tournaments, business travellers, visiting relatives, relocations, and extended stays. Prime location just 2 minutes from local shops, 20 minutes to Mississauga, and approximately 30 minutes to Toronto—making it an ideal home base for your stay.

Modern- Cozy House by Nature for Full Family of 13

Enjoy Comfort in our Private 5BR & 4.5WR Caledon Home - Perfect for family & friends gatherings surrounded by nature! ✓ Entire home to yourself – 100% privacy ✓ 5 spacious bedrooms – sleeps up to 13 guests! ✓ 4.5 modern washrooms ✓ Fully equipped kitchen with all cooking essentials ✓ Large Smart TV & High-Speed Wi-Fi for streaming ✓ Books & Cards for cozy family time Book your stay today & create unforgettable memories in comfort and style!