
House holiday rentals in Caledon
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Top-rated house rentals in Caledon
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Your Own Suite-Moderncharm Hideaways Near TorAirp
Charming Executive Suite with Large Backyard on Ravine Just minutes away from Toronto International Airport, a variety of amazing restaurants (including authentic Indian cuisine),grocery stores This suite is perfect choice for a weekend getaway, business trip, staycation, work-from-home alternative, or a cozy home base while exploring Toronto best The unbeatable location puts you 24 minutes from Downtown Toronto, 1.5 hours from Niagara Falls. And the breathtaking fall colors of North Country.

Christie St. Coach House
Located steps from Lake Ontario you will find peace and quiet at the Coach House. One of the best streets to view the sunset over Lake Ontario! A short 10min walk to Port Dalhousie business district and Lakeside Park Beach. Find all you need to eat and drink at several restaurants and cafés. Quick access to the QEW and 406 highways. Centrally located between the Wine Regions of Niagara-on-the-lake and The Bench. 15mins East or West will find you at most Niagara Wineries. Licence No: 23112230 STR

Cozy Guest Suit in Mississauga
Experience a stylish stay at this well-located spot. The Seprate ground-level 1BR, 1WR, Living and Kitchenette, Along with 1 parking unit is designed for guest privacy and offers easy access to everything. Close to bus stop for Square One, and Cooksville GO station for downtown Toronto. Near the airport and highways, just a 20-minute drive to downtown (non-rush hour). Enjoy proximity to shops and restaurants, between Square One & Sherway Gardens Mall. There are no live TV Channels on the TV.

Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Adorable — One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Cozy Cabin Vibes - Hot Tub• Firepit• Snowy Retreat
Escape to our riverside cabin this winter—soak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girls’ weekends, or a 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

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!

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

"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!

Halton Hills Hideaway_Private Suite
🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

Elora Heritage House
Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport
Welcome to our luxurious 3BR 2 Full Washroom.(The upper portion only) just 5km from Toronto YYZ Airport! Nestled in a central and safe neighborhood, our fully equipped space boasts family-friendly decor, free WiFi, on driveway parking. Close to Go Train, major highways, and convention centers, with quick access to downtown, Lake Ontario, Square One Mall, and Bramalea Mall. . Hosted by a Superhost, your perfect Toronto stay awaits!
Popular amenities for house rentals in Caledon
House rentals with a pool

newly renovated, close to airport, washer/dryer

Year-Round Heated Pool & Hot Tub Family Oasis

Cozy Retreat in Oakville

Entire Guest Unit+Free Parking by Glenbridge Plaza

Cute and Cozy Basement suite.

California Chic +Breathe +Unwind +Restore

Boutique Wine Country Home with Pool and Hot Tub

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg
Weekly house rentals

Private Basement Entrance suite

Live Lavishly: Modern Studio, 5G, Parking

Streetsville

Stylish 2BR Basement | Sleeps 4

Newly Renovated Home/3 Bed/2.5Bath/Parking

100% Private BrandNew 4 Bedrooms 2 king Size beds

Entire apartment in Kitchener

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
Private house rentals

Elegant & Spacious 1 Bd1Bth Private Apmt by Forest

Stylish 3BR Bungalow Retreat

Stunning Luxury Home

Modern Stay Brampton Luxurious (Basement)

Modern Lakefront Cottage In The City With Hot Tub

Newly Renovated Cozy One Bedroom Basement APT

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Peaceful retreat on 10 acres
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £48 | £46 | £46 | £51 | £53 | £54 | £56 | £59 | £54 | £51 | £51 | £51 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about house rentals in Caledon

Total holiday rentals
Explore 1,060 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 14,430 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wifi availability
1,020 of Caledon holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Caledon rentals

4.6 Average rating
Caledon stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Caledon’s top spots include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton and Uptown Theatre
Destinations to explore
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- Private suite rentals Caledon
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- House rentals Peel
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Toronto City Hall
- Rouge National Urban Park
- Beaver Valley Ski Club




