House vacation 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.

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Top guest favorite
A bright kitchen is highlighted by clean white cabinetry and open shelving displaying dishware. A central island provides seating for four, with a fruit bowl and a potted orchid as decorative accents. Natural light enters through a window overlooking a landscaped area.
Home in Port Dalhousie
4.99 out of 5 average rating, 164 reviews

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

Top guest favorite
Home in Brampton
4.95 out of 5 average rating, 234 reviews

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

Top guest favorite
A bright living area is presented with a gray sofa adorned with yellow cushions. Natural light floods in through two large windows dressed with sheer curtains. A coffee table rests on a neutral area rug, complemented by a television mounted nearby and potted plants adding a touch of greenery.
Home in Richmond Hill
4.92 out of 5 average rating, 134 reviews

Bright 1BR Apartment for 2 · Richmond Hill

Bright and private walk-out basement apartment in a safe, quiet neighborhood in Richmond Hill. This self-contained unit is ideal for up to 2 guests and features a private entrance, a bedroom with a queen-size bed, a cozy living area with a sofa bed, and a full kitchen with basic cookware and a large double-door refrigerator. Enjoy Netflix, high-speed internet, and easy access to Highway 404, supermarkets, and restaurants. The price includes accommodation for up to 2 guests. No extra guest fees

Superhost
A modern living area features a white leather sofa with decorative red pillows, complemented by a wooden coffee table. A small dining table with two chairs is positioned nearby. The kitchen area is visible, showcasing sleek cabinetry and stylish backsplash, with artwork depicting a tranquil forest scene.
Home in Cooksville
4.81 out of 5 average rating, 117 reviews

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.

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
4.99 out of 5 average rating, 224 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

Guest favorite
A modern living area is shown, featuring a pull-out sofa with light trim and a soft area rug. A sleek entertainment unit supports a flat-screen television, while a stainless steel refrigerator is visible in the corner. Natural light enters through a nearby window, partially covered by dark curtains.
Home in Brampton
4.91 out of 5 average rating, 197 reviews

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.

Top guest favorite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 385 reviews

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.

Top guest favorite
Home in Alton
4.97 out of 5 average rating, 113 reviews

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

Guest favorite
Home in Caledon
4.86 out of 5 average rating, 191 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 modern living area features a black sectional sofa adorned with decorative pillows. A light-colored throw is draped casually over the arm. A white desk with a chair sits nearby, along with a floral arrangement and a potted plant on the desk. A vibrant artwork depicting trees in fall colors is showcased above the sofa.
Home in Malton
4.93 out of 5 average rating, 282 reviews

5 Km to Toronto Pearson Airport, sleeps 3 /4

Tastefully decorated , well maintained , cozy , luxurious 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga.Breakfast kitchen , large TV , Netflix , prime sleeps 3 , One free guest parking . 3 Km to Malton GO Station, 5 km to airport 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.

Guest favorite
Home in Mississauga
4.81 out of 5 average rating, 154 reviews

Cozy Stay Near Toronto Airport!

Cozy Basement Suite Near Toronto Airport Just 15 minutes from Pearson Airport. This basement apartment features 1 bedroom, a private bathroom, an office space with a reading chair, and a dining area with a coffee maker. Free parking is included! Conveniently located within walking distance of supermarkets, bus stops, and restaurants, and just a short drive to Square One Mall. Reach downtown Toronto in 35 mins (50-60 mins with traffic). Perfect for couples or business travelers!

Superhost
A brick exterior home is set against a bright blue sky, featuring a manicured front lawn with green grass and white flowers. Large windows allow natural light to illuminate the entrance, where a welcoming white door is positioned. A tree provides shade, enhancing the outdoor space.
Home in Georgetown
4.8 out of 5 average rating, 110 reviews

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!

Popular amenities for Caledon house rentals

When is the best time to visit Caledon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,589 GYDG$12,962 GYDG$12,962 GYDG$14,425 GYDG$14,843 GYDG$15,261 GYDG$15,679 GYDG$16,516 GYDG$15,261 GYDG$14,843 GYDG$13,589 GYDG$13,589 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°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 G$2,091 GYD 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

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