House vacation rentals in Caledon

Find and book unique houses on Airbnb

Quick stats about house rentals in Caledon

  • Total vacation rentals

    Explore 1,100 vacation rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    420 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wi-Fi availability

    1,050 of Caledon vacation 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 house rentals in Caledon

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Caledon
4.92 out of 5 average rating, 79 reviews

Luxury Family Home•Fireplace•Backyard•NearBrampton

Your Stylish Home Away From Home ✨ Enjoy the comfort of a spacious 3-bedroom home minutes from Brampton. Perfect for families, wedding guests, business travelers, and hockey tournaments. Relax by the fireplace, cook in the fully equipped kitchen, and unwind in the private backyard. Whether you're here for work or a getaway, you'll enjoy fast Wi-Fi, comfortable living spaces and everything you need for a seamless stay. Prime location: 2 mins to shops, 20 mins to Mississauga, 30 mins to Toronto.

Guest favorite
The farmhouse exterior is showcased, featuring a white clapboard facade complemented by a stone chimney. Vibrant rose bushes add color near the entryway, while lush greenery enhances the natural surroundings. Large windows provide a welcoming appearance amidst a well-maintained lawn.
Home in Niagara-on-the-Lake
4.95 out of 5 average rating, 111 reviews

Waterfront Niagara-On-The-Lake Vineyard Farmhouse

Experience this dreamy farmhouse with stunning seasonal vineyard and waterfront views, nestled between the Niagara River and Inniskillin Winery. Enjoy stylish contemporary interiors, a cozy gas fireplace, and a clawfoot tub. Perfectly located by top vineyards and Niagara trail, minutes from historic Old Town, this 3-bed, 3-bath retreat is ideal for group getaways, bridal parties, and special occasions. *Weddings view Property Description IG/TT: @willowfarmhousenotl NOTL STR License No. 079-2022

Top guest favorite
The exterior of a log house is presented, showcasing a large balcony with flower boxes and a well-maintained garden featuring a pond. Lush greenery surrounds the property, complemented by a paved driveway and a striking wooden design that enhances its rustic charm.
Home in West Montrose
4.99 out of 5 average rating, 176 reviews

Austrian Log house

Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

Top guest favorite
Home in Alton
5 out of 5 average rating, 21 reviews

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

Top guest favorite
A cozy living area features a plush gray sofa and two bright armchairs, inviting relaxation. Natural light filters through the large windows, illuminating the wooden log walls and earthy decor elements, while a small coffee table sits in the center.
Home in Elora-Salem
4.99 out of 5 average rating, 275 reviews

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

Superhost
Home in St. Jacobs
4.88 out of 5 average rating, 104 reviews

Boho 4-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, 2 single beds, Double Bed with office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

Guest favorite
Home in Caledon
4.86 out of 5 average rating, 256 reviews

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!

Top guest favorite
A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.
Home in Cambridge
4.93 out of 5 average rating, 469 reviews

"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!

Superhost
Home in Caledon
4.75 out of 5 average rating, 36 reviews

8 Acre Retreat | 5 min to Canadian Open 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.

Superhost
Home in Richmond Hill
4.78 out of 5 average rating, 116 reviews

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

Guest favorite
The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.
Home in Alton
4.96 out of 5 average rating, 127 reviews

Cozy Country Spring Getaway | HotTub + Fire Pit

Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or 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

Top guest favorite
Home in Elora-Salem
4.98 out of 5 average rating, 259 reviews

Private Elora Studio Downtown

Located 3 short blocks from the Elora Mill this charming studio apartment is located in the heart of Elora, across from Bissell Park. The Studio Apartment is in a separate, private building at the back of the property which has a private entrance, private front deck and private garden area along with a parking spot for one vehicle. The wifi has recently been upgraded to the EERO mesh system to help connect you to work and leisure activities.

Popular amenities for Caledon house rentals

When is the best time to visit Caledon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,595 GYDG$13,595 GYDG$12,758 GYDG$14,431 GYDG$14,849 GYDG$15,268 GYDG$15,686 GYDG$16,523 GYDG$15,268 GYDG$14,849 GYDG$13,595 GYDG$13,595 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore

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