Apartment holiday rentals in Caledon

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Elora's Irvine River Suite

Welcome to your private suite, nestled amongst the trees above Elora’s beautiful Irvine River. Steps to the iconic David Street Bridge offering a birds-eye view of the Gorge, one of the most popular views in the village. Take a 5-10 min scenic walk to the Elora Mill or the many fine restaurants and shops, then come back and enjoy a glass of wine on your private porch. It’s the perfect location for a couples retreat, wedding guests, business traveler, a weekend adventurer or solitude seeker!

★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★

Rexway House is a luxurious main FLR, newly renovated & furnished 3 bedroom Apartment/suite bungalow, accommodate's 4. (Located in the Heart of the City), BIG Front & Back yard's, with sunrise/sunset views.* FREE* 4 Car driveway parking Dairy Queen /Mc Donald's, Just Step's away at the Top of the Street, and minute's walk to All Major Supermarket's, WINE/BEER store's, Shopping Mall, pub's/entertainment, eatery's, European bakeries, Convenience Store's, and Fast Food place's, PLUS much more.

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 :)

Elora Gingerbread Suite

If your stay begins with location this place is it. Situated one street from the Elora Mill and all it has to offer, your stay will be convenient and carefree. Enjoy your morning coffee, sitting in your building's garden with an unrestricted view of the Grand River, the Elora Mill and Mill St. A simple crossing of the street and you will be standing on the steel covered bridge looking down at the Grand river and its Tooth of time. You are now only a few footsteps away from all that is, Elora.

hidden gem retreat-HotTub, Igloo & movie room

Welcome to your perfect getaway be transported to an oasis where you can enjoy privacy. Nestled perfectly in the downtown, this stylish apartment is spacious & contemporary. relax on the oversized comfy couch, read in the cozy nook by the window taking in the sunlight or have an evening under the stars while soaking in the jacuzzi. You may see a mix of urban life, including the homeless, who are generally friendly. our apartment provides everything you need for an unforgettable experience.

Separate apartment with pool, on golf course.

Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior. Note: Tesla EV charging $30 per day extra. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

"Royal City Retreat" Your perfect quiet getaway

It has been our dream to host people in our home 😊 We've taken note of all the special touches we've enjoyed as airbnb guests over the years and made them into an amazing airbnb experience for our guests. Treat yourself to posh living without all the fuss. Complete with glass railings, high ceilings, accent theatre lighting, sleek fireplace, spa like bath products and so much more! Like no other basement. We strive to offer a clean, comfortable, cozy and relaxing space.

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

Stylish In-Law Suite in Georgetown

🏡 In-Law Suite with private entrance, high ceilings, and large windows filled with natural light. Relax on a comfortable King bed, enjoy Netflix, and free WiFi. 🌳 Located on 1 acre in Georgetown, just minutes from restaurants & pubs. Plenty of on-site parking. Faces Main Street, so some traffic noise may be heard. 👨‍👩‍👧 Accommodates 2 adults or 2 adults + 1 child (no 3 adults). ✨ Cleanliness is our top priority — we aim to make every guest happy!