House holiday rentals in Caledon

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Top-rated house rentals in Caledon

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Guest favourite

Home in Guelph

4.92 out of 5 average rating, 126 reviews

Bright, Cozy Home Away from Home in Guelph

Beautiful new one bedroom apartment in private home close to downtown Guelph. Queen-sized bed with fine linens, fully furnished living room and functioning kitchen complete with new appliances, dishes, pots and pans. Private bathroom and access to laundry facilities for stays of 7 days or more. Apartment has lots of windows and is sunny, bright and comfortable. Price includes wifi, full premium cable with Netflix & Prime, Crave, HBO. Parking in driveway for up to 2 cars. Paddle board available.

14–21 Jan

$206 NZD per night

Guest favourite

Home in Orangeville

4.89 out of 5 average rating, 55 reviews

Vibrant & Stylish 3 Bedroom Home with Free Parking

Whether you are in town for a short stay, or looking for an extended getaway, this stylish home is everything you need. Perfect for: a romantic getaway - steps from the downtown strip & top restaurants in the Dufferin Region. Skiers & Golfers - 10 minutes to Hockley Valley Hotel alternative - more affordable and comfortable for your kids hockey tournaments or visiting family over the holidays! Stocked with towels, linens, a full kitchen, state of the art stainless steel appliances, & more!

3–10 Oct

$391 NZD per night

Guest favourite

Home in Mississauga

4.93 out of 5 average rating, 114 reviews

Atelier by René

Welcome to Atelier by René. A space so cozy and unique, you may never want to leave. Former recording studio turned into loft-like living with soaring 12 foot ceilings. Stylish finishes and decor complete the suite for the ultimate feeling of "home". Perfect for both short and long stays, this suite can accommodate up to 4 people. Enjoy breakfast on the private terrace, movie dinners in front of the 80" TV or explore the neighbourhood while being centrally located to parks, shops and transit.

24–31 Jul

$253 NZD per night

Guest favourite

Home in Guelph

4.87 out of 5 average rating, 105 reviews

Comfy Private Basement Studio Ensuite

A super clean, spacious, newly furnished and comfy private basement studio with free private parking. Close to downtown Guelph, University of Guelph. It comes with an En-suite bathroom, Queen Bed, Allergy friendly pillows, smart TV, Fridge, Microwave, Kettle, Coffee maker, Fan heater, Hair Dryer and Office/Study desk. Complimentary Coffee, Water, Soft drinks & Chocolates for guests Offers Free High Speed Wifi For reservations of 3 to 7 days in MARCH please ask for 15% discount if not applied.

16–23 Oct

$110 NZD per night

Guest favourite

Home in Palgrave

4.92 out of 5 average rating, 12 reviews

Luxury Estate Home getaway in Palgrave

Welcome to our luxury estate home in Palgrave, Caledon, 2-acre property. Relax with the whole family at this peaceful place to stay. Serene getaway in all privacy in the comfort of modern. A royal welcome from the moment you drive through the gates. Yes, there's Internet and Wifi, however the idea is to come to enjoy nature at its best. Let the choral of birds serenade you. Enjoy outside BBQ , fire pit with Muskoka chairs. Family & Friends get together, Intimate weddings, honeymooners, etc...

6–13 May

$496 NZD per night

Guest favourite

Home in Youngstown, New York, US

4.94 out of 5 average rating, 160 reviews

Tucked Away - Cozy 4BR Waterfront Home w/Hot Tub

Retreat to a secluded corner of Lake Ontario at this family-sized lakefront home! Nestled between the lake and a state park Tucked Away is just that - a cozy, peaceful, lakeside hideaway. Here you can enjoy waking up to the crashing waves, the stunning sunsets behind the Toronto skyline from the hot tub and bringing your dogs down to the beach for a swim. From families to couples, this house caters to everyone with its close proximity to hiking trails, wineries, family excursions, and more!

31 Mar – 7 Apr

$656 NZD per night

Guest favourite

Home in Alton

4.96 out of 5 average rating, 70 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

This beautiful 3 bedroom , 1.5 bathroom house in the quaint village of Alton can sleep 6-8 people. It is the perfect size for a medium sized family. The house in located right in the village, backing on to a shallow flowing part of the credit river. You are able to enjoy the sounds of nature and views right from the Muskoka chairs placed along the river bank. The outdoor above ground pool is available for use during summer months. Less then a 2 min walk to the Millcroft Inn & Spa.

14–21 Dec

$423 NZD per night

Guest favourite

Home in Cambridge

4.92 out of 5 average rating, 307 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!

26 May – 2 Jun

$379 NZD per night

Guest favourite

Home in Cambridge

4.96 out of 5 average rating, 426 reviews

Idyllic Lakefront Home in the City - Unit 1 of 2

LIKE NOTHING ELSE in Cambridge or K-W! • FREE 4 elongated tubes to use • FREE Chocolate/Snack bars/Chips/Coffee/Tea • Top 1% airbnb bookings • Luxurious Bath Robes • 12km of Trails in Shades Mill Conservation Area • Living, dining, family room, 2 bedrooms & 2 full bath • FAST WIFI, Free Netflix, AC • Cottage life 4km south of 401 Cambridge Mill 3km 1 acre property with 2 Airbnb units & owner's part time home Love Nature you'll ♥ it here

9–16 Jul

$321 NZD per night

Guest favourite

Home in Elora, Canada

4.96 out of 5 average rating, 615 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

12–19 Dec

$299 NZD per night

Guest favourite

Home in Guelph

4.95 out of 5 average rating, 125 reviews

Quiet Getaway in Old University Area

Enjoy this midtown retreat near the centre of scenic Guelph. We are located in the Old University area of the city, situated on a quiet, residential street. It's a short distance to both the downtown core and the University of Guelph. We are close to parks, the Speed River and trails. We offer a clean, quiet, relaxing and affordable two bedroom apartment with very spacious living room and kitchen.

4–11 Feb

$172 NZD per night

Guest favourite

Home in Kleinburg

5.0 out of 5 average rating, 33 reviews

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.

15–22 Mar

$693 NZD per night