
House holiday rentals in Caledon
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Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Entire Place 10 mins from Pearson Airport +Parking
Kick back and relax in this calm, stylish space. This listing is located on the border of Vaughan and Brampton, 10 min drive from the airport! 2 min drive to the nearest Grocery store 2 min drive to Shoppers Drug Mart 2 min drive to Starbucks 3 min drive to McDonald’s 4 min drive to Tim Horton’s 5 min walk to the nearest biking trail 7 min drive to Walmart 10 min drive to Toronto Pearson Airport 17 min drive to Vaughan Mills 20 min drive to Yorkdale Shopping Centre 30 min drive to the CN Tower

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

Cozy newly renovated one bedroom apt
Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

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 3-Bed Home near Airport. Parking Backyard
Welcome to this 3-bedroom, 1-bathroom house with parking, close to the airport and amenities Enjoy a private backyard, and walk to nearby restaurants, a grocery store, and a 24/7 convenience store Minutes from Bramalea City Centre 👉The reservation holder must be 25 or older We require all guests to have verified accounts 👉For accounts with no or less than stellar reviews, a deposit might be also required. Deposits will be refunded after check-out, provided everything is in order.

"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!

5 Km to Toronto Pearson Airport , Sleeps 4-6
Tastefully decorated .cozy. luxurious 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga. Fully equipped kitchen large TV with Netflix etc. sleeps 4 -6, , One Car parking quiet neighborhood. . 3 Km to Malton GO Station, 10 min to International Centre. Toronto Congress Center. Woodbine Casino. Close to all Highways, Square One shopping mall. Well connected by public transport. Ride-sharing facilities in plenty.

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.
Popular amenities for house rentals in Caledon
House rentals with a pool

newly renovated, close to airport, washer/dryer

Modern Luxury House w/EV Charger & Heated Pool

Year-Round Heated Pool & Hot Tub Family Oasis

Cheerful 3 Bedrooms Available for Renting!

Entire Guest Unit+Free Parking by Glenbridge Plaza

California Chic +Breathe +Unwind +Restore

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Chic King West Studio – TIFF & FIFA at Your Door
Weekly house rentals

Private Basement Entrance suite

Family Stay | Pool Table | Main Floor Bath & Sleep

Private Bedroom, Bathroom, Kitchen -Basement Apt

Spotless 100% Private House ~Trinity Plaza

Charming | Ping-Pong | Treadmill | BBQ | Patio

Large 3 Bdrm Home [Near Rogers Stadium/Downsview]

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Peaceful retreat on 10 acres
Private house rentals

Stylish 3BR Bungalow Retreat

Stunning Luxury Home

Modern Stay Brampton Luxurious (Basement)

Modern Lakefront Cottage In The City With Hot Tub

Cozy Townhouse Near Pearson & Wedding Venues

Unit B - Cozy Cozy Basement

Charlie the Cottage: A Downtown Sweet Spot!

Pond View Gardens
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 56 | € 53 | € 53 | € 59 | € 61 | € 63 | € 64 | € 68 | € 63 | € 58 | € 59 | € 59 |
| 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 1,120 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 14,650 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
1,090 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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- Apartment rentals Caledon
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- Rentals with a hot tub Caledon
- Rentals with outdoor seating Caledon
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- Family-friendly rentals Caledon
- Rentals with a washing machine and dryer Caledon
- Rentals with a patio Caledon
- Rentals with a firepit Caledon
- Fitness-friendly rentals Caledon
- Rentals with an EV charger Caledon
- Smoking-friendly rentals Caledon
- Rentals with lake access Caledon
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- Rentals with breakfast Caledon
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- Bed and breakfasts Caledon
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Blue Mountain Village
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Bay Station
- BMO Field
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Toronto City Hall




