
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 $39 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Orangeville holiday rentals include wifi 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

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa
Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

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. The hosts live in the upper unit and are available to answer questions or help with requests.

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!

Nolahouse Charming Bungalow in the Heart of Elora
Nola House is a charming small century home located on Geddes St. the main street in Elora. Within minutes walking distance to the Elora Mill, the shops, and restaurants and of course the famous Gorge, which is practically in our backyard. Nola House is a perfect place for a couple's romantic retreat; a friends' getaway or as accommodation while attending a wedding. Sleeps 6, 5 comfortably 2 night min / 1 night request for weekdays only. Parking is around back, lots of room for 3 cars

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!

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
Popular amenities for house rentals in Orangeville
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

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

Entire Guest Unit+Free Parking by Glenbridge Plaza

Heart of Kimberley - with views and a hot tub

Victorian Charm – Prime FIFA Base in King West

Casa Meya - Toronto Poolhouse Villa
Weekly house rentals

Shades Mill Lake - Unit 1 of 2. 3rd Bed available.

Spacious 4BR House | Golf • Spa • Private & Serene

Cozy Family Retreat w/Fireplace+Backyard | Parking

Little blue haven

Elora Heritage House

Mono Forest Stay & Event Space

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Cozy Campbellville
Private house rentals

Rosewood Parlour AFrame - by The Post Office Motel

Stonewell Farm Guest House

Charming and Peaceful Retreat with Hot Tub

Maple Forest Country Cottage

Luxury Hockley Estate Spa

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Peaceful Pines Retreat
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 SGD | $143 SGD | $151 SGD | $139 SGD | $143 SGD | $187 SGD | $156 SGD | $156 SGD | $119 SGD | $125 SGD | $135 SGD | $157 SGD |
| 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
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- Rentals with a patio Orangeville
- Pet-friendly rentals Orangeville
- Family-friendly rentals Orangeville
- Rentals with outdoor seating Orangeville
- Rentals with a washing machine and dryer Orangeville
- Rentals with a fireplace Orangeville
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- Rogers Centre
- CN Tower
- Blue Mountain Village
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Toronto Zoo
- Exhibition Place
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Casa Loma
- Enercare Centre
- Yorkdale Shopping Centre
- Elora Gorge
- York University





