
House holiday rentals in Orangeville
Find and book unique houses on Airbnb
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 $52 NZD per night before taxes and fees

Verified guest reviews
Over 870 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, Wifi and Pool across Orangeville rentals

4.7 Average rating
Orangeville stays receive an average rating of 4.7 out of 5 from guests
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

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

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!

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!

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!

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.

Cozy Country Spring Getaway | HotTub + Fire Pit
Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or 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

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.

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !
Popular amenities for Orangeville house rentals
House rentals with a pool

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

2 Bd Boardwalk Condo Patio Oasis

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

Luxury Hockley Estate Spa

Entire Guest Unit+Free Parking by Glenbridge Plaza

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Heart of Kimberley - with views and a hot tub

Victorian Charm – Prime FIFA Base in King West
Weekly house rentals

Stonewell Farm Guest House

Charming and Peaceful Retreat with Hot Tub

Maple Forest Country Cottage

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Cozy Campbellville

Peaceful Pines Retreat

Pond View Gardens
Private house rentals

Fifa Country Family Getaway with Pool and Trails

Beautiful lakefront Cottage on Lake Simcoe.

Charming Farmhouse Stunning Views & Hot tub

Blue Mountain Riverside Lodge | Hottub & Sauna

The Stone Horse

The Nest-Where Comfort Meets Convenience

Large 3Bbd 2.5Bath, GYM/2 Parking Spots/ East York

Entire Unit 2 bdr 2 bathroom | Full privacy
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 NZD | $190 NZD | $200 NZD | $184 NZD | $190 NZD | $248 NZD | $207 NZD | $207 NZD | $159 NZD | $165 NZD | $179 NZD | $209 NZD |
| 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Pet-friendly rentals Orangeville
- Rentals with a fireplace Orangeville
- Rentals with a washing machine and dryer Orangeville
- Apartment rentals Orangeville
- Family-friendly rentals Orangeville
- Rentals with a patio Orangeville
- Rentals with outdoor seating Orangeville
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- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Wilfrid Laurier University
- Massey Hall
- Scarborough Town Center
- York University
- Beaver Valley Ski Club





