Apartment holiday rentals in Caledon

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!

Value · Location · Bathroom

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.

Value · Family · Getting around

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 :)

Location · Value · TV

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.

Location · Family · Outdoor spaces

Escape to Fergus

spacious, one-bedroom self contained walkout basement apartment. (Enter through the private entrance into the necessary comforts for an ideal stay on the bank of the Grand River in historic Fergus, Ontario. A short walk to downtown Fergus and nearby walking trails. A five minute drive will bring you to downtown Elora to explore many shops and restaurants. Within a five to 10 minute drive enjoy more beauty of the Elora Gorge or Quarry . Bellwood lake and Cox Creek Winery 10 minute drive.

Family · Value · Condition

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.

Value · Family · Sleep quality

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.

Family · Value · TV

L&S Comfy Suite

Beautiful inviting space for families as well as individuals. Brand New Fully renovated area with lots of amenities for the whole family. 2 Great size bedroom with queen size beds. Jack And Jill full washroom with an amazing shower that boast body jets. Comes with all the bells and whistles. Open concept with Living room, Dining room, Full Kitchen, Washer and Dryer, free parking, work area ideal for remote work, and lots more…. NO UNREGISTERED GUESTS ARE ALLOWED AS PER HOUSE RULES.

Location · Value · Air conditioning

Riverside Retreat

LABOUR DAY WEEKEND SALE! Check in Fri Sept 4 and stay 3 nights, get a big discount! One bedroom self-contained basement apartment right on the bank of the Grand River in historic Fergus, Ontario. Very quiet. Spacious screened porch next to Grand River! Fifteen minutes walk (less than 5 minutes drive) to downtown Fergus, 7 minute drive to downtown Elora. Note that access is down a flight of exterior stairs and unfortunately is not suited for individuals with mobility challenges.

Family · Location · Access

The Evelyn Suites - Suite B - Small 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, 1 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!

Family · Location · Heating

AirBnB Elora: The Victoria (Small Apartment)

This cozy, modern apartment is located just steps away from the beautiful shops, galleries and restaurants in Elora on a quiet street right by the Grand River. The magical Elora Christmas Market⭐️ is just across the bridge and if you are attending a wedding at the Elora Mill, the Foundry is literally a stone’s throw away . This spacious and charming one bedroom suite has its own private entrance. You will love it here! Looking forward to hosting you 🙏

Value · Location · Heating

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!

Location · Family · Kitchen