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

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

Adorable — One Bedroom Guest Unit in Vaughan, ON
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 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

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.

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

A Modern 3 Bedroom Home with Free Parking & Wifi
Welcome to our modern 1000sf single-story bungalow in the charming town of Orangeville. Thoughtfully designed for comfort and convenience, this bright and stylish space offers a peaceful retreat just minutes from the vibrant shops, restaurants, and cafes along historic Broadway. Whether you're here to explore the scenic trails at Island Lake Conservation Area, enjoy the local arts scene, or simply relax in a cozy, well-appointed home, this bungalow is the perfect base for your stay.

Cheerful Private Studio House
Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

5 Km to Toronto Pearson Airport , Sleeps 4-6
Tastefully decorated .cozy. luxurious 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga. Fully equipped kitchen large TV with Netflix etc. sleeps 4 -6, , One Car parking quiet neighborhood. . 3 Km to Malton GO Station, 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.

Basement Apartment in Richmond Hill
This is a beautiful super clean and cozy basement apartment at the heart of Oakridge in Richmond Hill which is very safe neighborhood with near local plaza including Nofrills, Mcdonald, grocery store and bus stop. The house location is 8 minutes by walk to Yonge Street and quick drive to the highway. The basement comes with free parking space, inside and outside. Everything is convenient for the guests. Perfect place for a peaceful stay that is easily accessible.

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.
Popular amenities for Orangeville house rentals
House rentals with a pool

Country Family Getaway with Pool and Trails

Seraya Wellness Retreat

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

Luxury Hockley Estate Spa

Private cottage heated pool/HotTub/Games 20 Acre

Entire Guest Unit+Free Parking by Glenbridge Plaza

Riverside Retreat /w Hot Tub & Sauna in Elora

private backyard SPA oasis in Toronto
Weekly house rentals

Stonewell Farm Guest House

Unwind & Explore at Hockley Valley Coach House

Live Lavishly: Modern Studio, 5G, Parking

3BR Spacious Home - KING BED

LUXE by Marvalous 2

Bright one bedroom basement

Luxury 3BR Caledon Retreat | Gym • Spotless Stay

HomeSweetHome!
Private house rentals

Elegant 4BR Retreat| Golf • Spa • Private & Serene

Sophia Heritage Getaway

Modern Lakefront Cottage In The City With Hot Tub

Blue Mountain Riverside Lodge | Hottub & Sauna

Credit Valley Cozy Suite

Newly furnished! Nature Retreat | Private Basement

Bright basement apt with private entrance, Barrie

Luxurious 5 Bedroom Estate on 2 Acres
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 CAD | $142 CAD | $147 CAD | $149 CAD | $153 CAD | $201 CAD | $167 CAD | $167 CAD | $128 CAD | $159 CAD | $155 CAD | $152 CAD |
| 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 Orangeville

Total vacation rentals
Explore 20 vacation rentals in Orangeville

Nightly prices starting at
Orangeville vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Orangeville vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Orangeville rentals

4.8 Average rating
Orangeville stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Orangeville
- Rentals with a fireplace Orangeville
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- Apartment rentals Orangeville
- Pet-friendly rentals Orangeville
- Rentals with outdoor seating Orangeville
- Family-friendly rentals Orangeville
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- Rogers Centre
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