
House holiday 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.

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

Place You Want To Stay at With Tons of Options ! !
Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

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.

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!

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.

Stylish 3BR | Hot Tub • Firepit • Cozy Fall Escape
Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort. • 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

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.

"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!

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.

Mississauga Bsmt Apartment off of Bloor St!
Basement apartment with seperate entrance and complete privacy, located in Mississauga bordering Toronto. A minute walk to Bloor Street which goes directly to downtown Toronto. For people taking public transportation there is a great connection on Bloor St to the Kipling Subway station and to Square One Mall. If looking to visit downtown Toronto by public transportation, it will take about 50 minutes. Parks and lots of attractions near by. New Baby and Toddler in house.

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.

Bright Cozy Guest Suit in Maple
Kick back and relax in this calm, stylish space. Clean and Bright studio apartment on ground level of detached home ( walk out basement).Close to Hwy 400, Wonderland, Longos, Vaughn Mill, Cortelluci Vaughan Hospital, restaurants within 5 min drive. Located in Maple ( Vaughan) ON. -20 min to the Toronto Pearson Airport -40 min from Downtown Toronto -5 min from Maple Go Train -10 min To Public Library, Recreation Centre, Goodlife Fitness and more
Popular amenities for Orangeville house rentals
House rentals with a pool

Country Family Getaway with Pool and Trails

Luxury Spa Escape with Pool & Jacuzzi

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

Primrose Park

Victorian Studio in King West – TIFF/FIFA Ready
Weekly house rentals

3 bedroom apartment

Caledon Family Retreat • Spacious 3BR + 2 Parking

Over the moon basement suite

Unwind & Explore at Hockley Valley Coach House

A Private Oasis with Fireplace

Unit B - Cozy Cozy Basement

LUXE by Marvalous 2

Luxury 3BR Caledon Retreat | Gym • Spotless Stay
Private house rentals

Underhill Riverside Retreat-Nature Preserve

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

3BR Spacious Home - KING BED

Weston Garden Cottage

Charlie the Cottage: A Downtown Sweet Spot!

Entire Unit 2 bdr 2 bathroom | Full privacy

Rockwood House

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155Â AUD | $158Â AUD | $163Â AUD | $166Â AUD | $171Â AUD | $223Â AUD | $186Â AUD | $186Â AUD | $143Â AUD | $177Â AUD | $172Â AUD | $169Â AUD |
| 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 holiday rentals
Explore 20 holiday rentals in Orangeville

Nightly prices starting at
Orangeville holiday rentals start at $62Â AUD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orangeville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Orangeville rentals

4.8 Average rating
Orangeville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Niagara Falls Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Central New York Holiday rentals
- Cleveland Holiday rentals
- Pet-friendly rentals Orangeville
- Rentals with a fireplace Orangeville
- Rentals with outdoor seating Orangeville
- Rentals with a patio Orangeville
- Family-friendly rentals Orangeville
- Rentals with a washing machine and dryer Orangeville
- Apartment rentals Orangeville
- House rentals Dufferin County
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Whistle Bear Golf Club
- Casa Loma
- Dufferin Grove Park
- Snow Valley Ski Resort
- Rouge National Urban Park
- Royal Ontario Museum
- Christie Pits Park




