
House holiday rentals in Orangeville
Find and book unique houses on Airbnb
Quick stats about house rentals in Orangeville

Total holiday rentals
Explore 30 holiday rentals in Orangeville

Nightly prices starting at
Orangeville holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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.

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 4-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, 2 single beds, Double Bed with 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!

Orangeville 3BDRM House
This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

Sophia Heritage Getaway
Welcome to Sophia Heritage Getaway! This historic heritage limestone farmhouse with newly, up-to-date modern amenities was built in 1875 however, has been fully renovated and beautifully decorated for you to enjoy. Sophia Heritage Getaway is only 3 short blocks from the famous Elora Gorge and the downtown area and is a 3 minute drive to the Elora Mill and Elora Quarry. This home is equipped with everything you need to cook and entertain including a BBQ, games room and an open air fire pit.

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.

Luxury Home - 5 min from airport, 15 to downtown
The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

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

Private Elora Studio Downtown
Located 3 short blocks from the Elora Mill this charming studio apartment is located in the heart of Elora, across from Bissell Park. The Studio Apartment is in a separate, private building at the back of the property which has a private entrance, private front deck and private garden area along with a parking spot for one vehicle. The wifi has recently been upgraded to the EERO mesh system to help connect you to work and leisure activities.

Central OVille,3 bed Victorian, walk to Lake, pets
This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

Cozy 4 Bedroom Family Home - Sleeps 8
Beautiful and cozy home for families, teams or workgroups looking for lots of space! This home has a fully equipped kitchen, a living and family room! Perfect for spreading out in and truly enjoying the luxury of spacious accommodations! Upstairs: 1 king bed 1 Queen bed Lower level: 1 king bed Basement: 1 double size bed
Popular amenities for house rentals in Orangeville
House rentals with a pool

Country Family Getaway with Pool and Trails

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

Indoor Pool & Hot Tub Villa | Sleeps 14

Luxury Comfort | Feels 5-Star

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Primrose Park

King West Studio – TIFF, Dining & Nightlife
Weekly house rentals

Modern Guest Apartment near downtown Orangeville.

Elba Haus | 63-Acre Private Retreat + Hot Tub

Little blue haven

Serene Paradise - Farmhouse with Pond & Hottub

Mono Forest Stay & Event Space

8 Acre Retreat | 5 min to TPC Osprey + Hot Tub!

Cottage Retreat, Sauna, campfire, full disconnect

Walk to Downtown Orangeville | Free Parking & Game
Private house rentals

Swedish Sauna Studio Apartment

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

Stonewell Farm Guest House

Modern Family Home•Fireplace•Backyard•NearBrampton

Maple Forest Country Cottage

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Family Farm Retreat

Stylish Caledon Retreat | 3BR • Office • Treadmil
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $141 SGD | $148 SGD | $150 SGD | $133 SGD | $120 SGD | $154 SGD | $154 SGD | $118 SGD | $123 SGD | $133 SGD | $155 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
- Pittsburgh Holiday rentals
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- CN Tower
- Rogers Centre
- Blue Mountain Village
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Wasaga Beach Area
- Elora Gorge
- Casa Loma
- Trinity Bellwoods Park
- Massey Hall
- Sheppard–Yonge Station
- York University
- Beaver Valley Ski Club
- Enercare Centre
- Coca Cola Coliseum
- The International Centre





