
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.

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 â 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, itâs 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, Canadaâs Wonderland, Cortellucci Hospital and transit.

Cozy Cabin Vibes - Hot Tub⢠Firepit⢠Snowy Retreat
Escape to our riverside cabin this winterâsoak 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, girlsâ 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!

JJâs 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 itâs 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.

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!

Halton Hills Hideaway_Private Suite
đż Halton Hills Hideaway â Cozy Basement Suite Near Downtown Georgetown ⨠What Youâll Love: đŞ Private Basement Suite â Separate entrance & no shared areas đď¸ Queen Bed â Comfy and perfect for solo travelers or couples đł Garden Views â Enjoy calming green views from your lookout window đ§ź Clean & Cozy â Thoughtfully prepared for a peaceful stay đď¸ Charming Neighborhood â Quiet, friendly, and safe đ Check the amenities section for full detailsâweâd love to host you!

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.

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, itâs ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

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

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

Luxury Spa Escape with Pool & Jacuzzi

Luxury Hockley Estate Spa

Entire Guest Unit+Free Parking by Glenbridge Plaza

Heart of Kimberley - with views and a hot tub

Primrose Park

Under the Whispering Pines

Cozy Modern Suiteâ˘Heated Flrsâ˘Game Rmâ˘Free Pkg
Weekly house rentals

3 bedroom unit, intier main floor

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

2 Bedroom Basement Apartment with Modern Amenities

Over the moon basement suite

A Private Oasis with Fireplace

Live Lavishly: Modern Studio, 5G, Parking

Entire Unit 2 bdr 2 bathroom | Full privacy

Cozy in the City
Private house rentals

Family-Size Nottawa Loft 3BR

Stonewell Farm Guest House

Family Stay | Pool Table | Main Floor Bath & Sleep

100% Private & Spotless ~Newly Furnished ~Peaceful

Private 1 king sz br Apt-full kitchen-dt Miss

Newly Renovated Bright Suit with Free Parking

Maple Forest Country Cottage

2 min to AUD | Private Getaway w/ Firepit
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 NZD | $177 NZD | $182 NZD | $186 NZD | $191 NZD | $250 NZD | $209 NZD | $209 NZD | $160 NZD | $198 NZD | $193 NZD | $189 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 |
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 $70Â NZD 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 guestsâaveraging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a patio Orangeville
- Rentals with a fireplace Orangeville
- Rentals with outdoor seating Orangeville
- Pet-friendly rentals Orangeville
- Rentals with a washing machine and dryer Orangeville
- Family-friendly rentals 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
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Toronto City Hall
- Rouge National Urban Park
- Beaver Valley Ski Club




