Holiday houses in Caledon
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Caledon
Total holiday rentals
Explore 1,690 holiday rentals in Caledon
Nightly prices starting at
Caledon holiday rentals start at $17 NZD per night before taxes and fees
Verified guest reviews
Over 37,010 verified reviews to help you choose
Family-friendly holiday rentals
640 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 240 rentals that welcome pets
Holiday rentals with a pool
90 properties feature pools
Rentals with dedicated workspaces
820 properties have a dedicated workspace
Wi-Fi availability
1,580 of Caledon holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Caledon rentals
4.7 Average rating
Caledon stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in Caledon
Guests agree: these stays are highly rated for location, cleanliness and more.
Country Getaway in Erin
Forget all your worries in this private country retreat. Stay in our 2 storey private apartment located on a 38 acre lot, where peace and tranquility are at your doorstep. Enjoy long walks along tree-lined roads with picturesque views and perfect star gazing at night. Comfortable accommodations up to 4 with 1.5 bathrooms, and your own fully functional kitchen. Only 3 minutes from town where you can enjoy some good country hospitality. Coffee shop, bakery, ice cream shop and much more await you.
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
Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.
100% Private and Spotless ~Foosball ~Cozy Caledon
Welcome to your Private 3 Bedroom, 2.5 Washroom Caledon Retreat-Perfect for Families & Peaceful Getaways! ✔ Entire home to yourself ✔ 3 Bedrooms for cozy nights ✔ Modern open-concept living area ✔ Fully equipped kitchen stocked with essentials ✔ Smart TV+ High-Speed WiFi ✔ Foosball table for fun moments Nearby places for fun activities ✔ Albion Hills Conservation Park ✔ Palgrave Forest & Wildlife Area ✔ Local Community Skating Rinks Book with confidence and create unforgettable memories!
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!
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 groups —ideal for relaxing getaways, reunions, and nature escapes.
Beautiful Villa on Hill
Welcome to Beautiful Villa on Hill, a secluded paradise nestled on App. 3 acres of ravine property in Caledon East. Surrounded by a serene forest, a flowing stream, and private walking trails, Villa offers complete tranquility and privacy. With stunning panoramic views of nature, our spacious villa features 5 bedrooms and 4 full bathrooms, comfortably accommodating families or groups looking for the ultimate escape. Villa provides the perfect blend of relaxation and natural beauty.
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.
Cabin stay and play! 10 mins to Canadian Open!
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!
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.
Stylish 3 Bedroom Getaway in Orangeville
Nestled among tree sculptures and lakes, just steps away from downtown and minutes from the serene beauty of Island Lake Conservation Area. Our urban oasis is complete with a comfortable bed, fully equipped kitchen, chic living area, and private balconies. Be transported through time as you wander the streets of downtown, admiring vintage architecture and vibrant culture. Experience the magic of nature and city living combined in one unforgettable stay!
Beautiful Retreat in Caledon
Welcome to your luxurious suite in the heart of beautiful Caledon. The perfect place to stay for travellers attending special events, seeking year-round outdoor adventure, or simply relaxing in a lovely setting. Many hiking / biking trails, equestrian, golf and skiing opportunities at your door step, or just relax and explore local shops, farmer's markets and restaurants. Located only 35 minutes NW of Pearson International Airport in Toronto.
Popular amenities for Caledon holiday rentals
Other great holiday rentals in Caledon
Place to Relax with whole Family
Elba Haus | 63-Acre Private Retreat + Hot Tub
The Bee Hive - Lower Level Raised Bungalow
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
Caledon Getaway
Indoor Pool & Hot Tub Villa | Sleeps 14
Farmhouse w/ Hot Tub | Private Country Retreat
Orangeville 3BDRM House
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $118 NZD | $121 NZD | $116 NZD | $121 NZD | $128 NZD | $143 NZD | $133 NZD | $138 NZD | $128 NZD | $124 NZD | $119 NZD | $119 NZD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Caledon?
Accommodations in Caledon often cluster around village centers, countryside estates, and areas near parks. Many stays are uniquely set on scenic farmland or at historic sites with local charm.
What are the best things to do in Caledon with kids?
Families often explore parks, local farms, and nature centers around Caledon. The Alton Mill Arts Centre has creative activities, and kid-friendly trails offer safe spots for outdoor play and discovery.
What are some of the best things to do in Caledon?
Explore the Cheltenham Badlands, view art exhibitions at the Alton Mill Arts Centre, and hike natural trails in Forks of the Credit Provincial Park. Local markets and village events add to the mix.
How is the weather in Caledon?
Caledon has cold winters around 12–32°F (-11–0°C), and mild fall days near 49–70°F (10–21°C). Spring and summer often bring moderate temperatures and a blend of sunny and rainy days.
When is the best time to visit Caledon?
Late spring and early autumn are frequently suggested, when mild temperatures prevail and outdoor landscapes are vibrant. Many travelers also visit during seasonal festivals and fruit harvest periods.
What are the best places to visit in Caledon?
Frequently suggested spots in Caledon include the Cheltenham Badlands, the Alton Mill Arts Centre, and the Forks of the Credit Provincial Park. Many visitors also explore charming historic villages around town.
What are some hiking trails in Caledon?
Caledon has hiking paths across Forks of the Credit Provincial Park, the Bruce Trail, and along the Cheltenham Badlands. Trails range from leisurely river walks to steeper woodland climbs.
What are some family activities we can do in Caledon?
Families often explore outdoor parks, visit working farms for animal encounters, and join art workshops at the Alton Mill Arts Centre. Nature walks and riverside picnics are a staple for visitors with children.
What are some of the best day trip ideas from Caledon?
Popular day trips from Caledon include exploring nearby provincial parks, visiting local arts and crafts centers, and discovering small towns with historic sites, markets, and gardens. Wine and cider tasting tours are a favorite for adults.
Are there any pet friendly accommodations available in Caledon?
Caledon has pet-friendly accommodations, particularly near nature trails, rural retreats, and village hubs. Many hosts welcome pets, making it easy to explore outdoor spaces with your animal companions.
What are some local tips for visiting Caledon?
Locals often suggest packing layers, as weather can shift quickly, and exploring outdoor spaces early in the day. Many visitors enjoy following scenic country roads, especially during autumn foliage and spring bloom.
What is Caledon known for?
Caledon is known for its natural landscapes, rolling hills, and the distinctive Cheltenham Badlands. The area has a blend of rural traditions and vibrant arts communities.
What are the best hidden gems to explore in Caledon?
Caledon has scenic spots like the quiet sections of the Bruce Trail, area waterfalls, and local pottery studios. Small heritage villages and farm stands are often recommended for unique finds.
What are the best foods to try in Caledon?
Caledon has farm-to-table cuisine, locally made cheeses, and fresh seasonal produce. Bakeries around town frequently suggested Canadian butter tarts and pastries, and area farmers’ markets feature maple syrup and berry preserves.
What should I bring for a trip to Caledon?
Pack sturdy walking shoes, weather-appropriate clothing, a reusable water bottle, and sun protection. A camera is recommended for scenic spots, and layers keep you comfortable as temperatures vary throughout the day.
What is the nightlife in Caledon like?
Caledon’s nightlife centers on local pubs, casual eateries, and occasional live music in village venues. Events often reflect relaxed rural hospitality and community gatherings rather than crowded clubs.
What are the most popular events or festivals in Caledon?
Caledon hosts art fairs, seasonal farmers’ markets, and festivals rooted in local heritage throughout the year. Summer outdoor concerts and autumn harvest celebrations are frequently suggested, especially around late spring and Labor Day weekend.
Are there family friendly vacation rentals in Caledon?
Caledon has family-friendly vacation rentals in areas near parks, village centres, and natural attractions. Rentals with spacious layouts and outdoor spaces are often favored by families visiting the region.
Destinations to explore
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Traverse City Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Pocono Mountains Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Condo rentals Caledon
- Rentals with pools Caledon
- Townhouse rentals Caledon
- House rentals Caledon
- Apartment rentals Caledon
- Waterfront rentals Caledon
- Rentals with a hot tub Caledon
- Family-friendly rentals Caledon
- Rentals with lake access Caledon
- Pet-friendly rentals Caledon
- Private suite rentals Caledon
- Rentals with breakfast Caledon
- Bed and breakfasts Caledon
- Guesthouse rentals Caledon
- CN Tower
- Blue Mountain Village
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Wasaga Beach Area
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre