
House vacation rentals in Caledon
Find and book unique houses on Airbnb
Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

Beautiful Renovated Beach Cottage Home
When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

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

Quiet Vaughan Retreat near Wonderland & Hwy 400
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 Alton Cabin | March Break Escape Near Toronto
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!

JJ’s small town country retreat
Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

"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!

Limestone I ...A unique experience downtown Elora.
Experience the charm, character, history & natural beauty of Elora. This historic stone home has been meticulously renovated with luxury & comfort in mind. Located a short walk to the shops, pubs & restaurants of downtown, the majestic Grand River, Gorge park, Quarry & Elora Mill. Simply park the car & spend your time exploring this wonderful Ontario Village & its many popular attractions. Set among historical homes, Limestone will spoil your senses & capture the lure of Elora!

Enchanted Creekside Cottage in NOTL
Welcome to Enchanted Creekside House! Our tranquil cottage is nestled alongside a creek, offering the perfect location for a peaceful family getaway. Enjoy the serene beauty of nature while still being just a short 9-minute drive from the heart of Niagara-on-the-Lake, where you can explore charming shops, restaurants, and a variety of wineries. Enchanted Creekside House is the perfect home base. Whether you're looking to unwind and recharge, or seeking adventure and exploration!

Victorian Apartment-Downtown Elora
The Victorian Apartment is located in the heart of Elora just steps away from Bissell Park and the Elora Mill. Two floors with a full kitchen, bathrooms on both levels, laundry, upstairs outside porch and a claw foot tub make this suite uniquely cozy. The wifi has recently been upgraded to the EERO mesh system. I am open to hosting your pets as well but they have to be medium to small (Under 30 lbs) and well mannered. Please no barking dogs or dogs who mark their surroundings.

Amazing Lake-Front Retreat w/ Hot Tub + WOW Views!
HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **
Popular amenities for Caledon house rentals
House rentals with a pool

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

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Entire Guest Unit+Free Parking by Glenbridge Plaza

Heart of Kimberley - with views and a hot tub

California Chic +Breathe +Unwind +Restore

Chic King West Studio – TIFF & FIFA at Your Door

Modern Custom Built Walkout to Marble Pool Game RM
Weekly house rentals

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Modern Cambridge Home ~ Relax & Unwind in Comfort

Stonewell Farm Guest House

Spacious Haven for 16+ Guests

Fun living space

Luxury 3BR Caledon Retreat | Gym • Spotless Stay

Luxurious 5 Bedroom Estate on 2 Acres

Pond View Gardens
Private house rentals

Cottage/Farm House for Stay/ Events and Weddings

Charming Farmhouse Stunning Views & Hot tub

Unwind & Explore at Hockley Valley Coach House

3 Bedroom 3 Bathroom Suite

Riverside Retreat /w Hot Tub & Sauna in Elora

Home Away from Home| Tennis & Pool table

Luxurious Prince Mansion

Modern 3800 Sq of Luxury 4 bedroom 3.5 bathrooms
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ239 | ﺩ.ﺇ228 | ﺩ.ﺇ228 | ﺩ.ﺇ253 | ﺩ.ﺇ261 | ﺩ.ﺇ268 | ﺩ.ﺇ275 | ﺩ.ﺇ290 | ﺩ.ﺇ268 | ﺩ.ﺇ261 | ﺩ.ﺇ239 | ﺩ.ﺇ239 |
| 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 vacation rentals
Explore 1,120 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

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

Family-friendly vacation rentals
430 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
1,090 of Caledon vacation rentals include wi-fi 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
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Pocono Mountains Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Cleveland Vacation rentals
- Fitness-friendly rentals Caledon
- Rentals with an EV charger Caledon
- Rentals with outdoor seating Caledon
- Private suite rentals Caledon
- Rentals with a fireplace Caledon
- Apartment rentals Caledon
- Rentals with pools Caledon
- Smoking-friendly rentals Caledon
- Townhouse rentals Caledon
- Rentals with a hot tub Caledon
- Rentals with a washer and dryer Caledon
- Rentals with a fire pit Caledon
- Rentals with a patio Caledon
- Rentals with lake access Caledon
- Waterfront rentals Caledon
- Family-friendly rentals Caledon
- Condo rentals Caledon
- Bed and breakfasts Caledon
- Pet-friendly rentals Caledon
- Rentals with breakfast Caledon
- Guesthouse rentals Caledon
- House rentals Peel
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Casa Loma
- Wilfrid Laurier University
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park




