
House holiday rentals in Caledon
Find and book unique houses on Airbnb
Quick stats about house rentals in Caledon

Total holiday rentals
Explore 1,100 holiday rentals in Caledon

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

Verified guest reviews
Over 15,070 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
1,050 of Caledon holiday rentals include wifi 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

Nearby attractions
Caledon’s top spots include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton and Uptown Theatre
Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness and more.

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, and a child’s bed, 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!

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

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

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!

"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!

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.

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.

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

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.

Central OVille,3 bed Victorian, walk to Lake, pets
This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

Paris Oasis-The Maples on Brock
Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

The Rosé House NOTL - Glam room - Old Town
Welcome to the The Rosé House located in the heart of NOTL. This newly renovated 3100sqft home is the perfect to celebrate a mature Girl's Getaway! Bring your friends/family to enjoy everything NOTL has to offer! Steps to wineries, the Pedal Pub, golf courses, the lavender farm, Ice Wine Festival, restaurants, shopping, Shaw Festival Theatre and more! Niagara Falls is also within easy reach!
Popular amenities for house rentals in Caledon
House rentals with a pool

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

Elegant NOTL Retreat • Swiming Pool •Spacious Deck

Ravine Paradise ! heated pool and hot tub!

Fun Villa | Pool, Theatre, Gym & BBQ | Sleep 14

Toronto Pool Retreat

California Chic +Breathe +Unwind +Restore
Weekly house rentals

Luxury Home for Families & Groups | Sleeps 8

Spacious 4BR House | Golf • Spa • Private & Serene

Stonewell Farm Guest House

Luxury Family Home•Fireplace•Backyard•NearBrampton

Little blue haven

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Cottage Retreat, Sauna, campfire, full disconnect

Farmhouse w/ Hot Tub | Private Country Retreat
Private house rentals

100% Private and Spotless ~Foosball ~Cozy Caledon

Elba Haus | 63-Acre Private Retreat + Hot Tub

Mono Forest Stay & Event Space

Serene Paradise - Farmhouse with Pond & Hottub

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Cozy Campbellville

Stylish Caledon Retreat | 3BR • Office • Treadmil

Pond View Gardens
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £49 | £49 | £46 | £52 | £53 | £54 | £56 | £59 | £54 | £53 | £49 | £49 |
| 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 |
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- Apartment rentals Caledon
- Rentals with pools Caledon
- Rentals with a firepit Caledon
- Townhouse rentals Caledon
- Rentals with a patio Caledon
- Fitness-friendly rentals Caledon
- Rentals with an EV charger Caledon
- Rentals with outdoor seating Caledon
- Flat rentals Caledon
- Waterfront rentals Caledon
- Rentals with a hot tub Caledon
- Rentals with a washing machine and dryer Caledon
- Family-friendly rentals Caledon
- Rentals with lake access Caledon
- Smoking-friendly rentals Caledon
- Pet-friendly rentals Caledon
- Rentals with a fireplace Caledon
- Private suite rentals Caledon
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- Bed and breakfasts Caledon
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- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Blue Mountain Village
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Casa Loma
- Snow Valley Ski Resort
- Yorkdale Shopping Centre
- Massey Hall
- Elora Gorge
- Enercare Centre
- York University
- Sheppard–Yonge Station





