
House holiday rentals in Orangeville
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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

Elegant Elora Home with Stylish Décor and Hot tub
Welcome to Your Dream Getaway: A Charming home in Elora with a French Provincial style, breathtaking views and an excellent location Awaits You! The house is a true gem, including refined elegance and sophistication while offering a beautiful view of the Grand River and downtown Elora. The house is surrounded by the village's stunning limestone architecture, promising a luxurious experience for guests… Also an ideal spot for wedding guests, offering many spaces to get ready and take photos.

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.

Welcome to Greenhills, a Charming Home w/ Parking
Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Cozy Alton Cabin | March Break Escape Near Toronto
Escape to our riverside cabin this winter—soak 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, girls’ 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!

JJ’s 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 it’s 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.

Modern Executive Townhome w/ Rooftop Hot Tub Oasis
Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

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.

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.

Waterfront home, city/sunset view & steps to beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
Popular amenities for Orangeville house rentals
House rentals with a pool

Country Family Getaway with Pool and Trails

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

Cozy Heated Pool House in Newmarket

Luxury Hockley Estate Spa

Entire Guest Unit+Free Parking by Glenbridge Plaza

Riverside Retreat /w Hot Tub & Sauna in Elora

Heart of Kimberley - with views and a hot tub

Primrose Park
Weekly house rentals

Stonewell Farm Guest House

Modern Cozy Getaway near Headwaters Hospital

Luxury! Entire upper 2 level backsplit home

Cute & cozy private laneway home

Spacious 3BR Family Home w/ Backyard, 2 Parking

Family Farm Retreat

Entire Unit 2 bdr 2 bathroom | Full privacy

Dufferin Retreat
Private house rentals

Clean & Spacious 6-BR Entire House | Mill Pond

Cottage In The City

3 Bedroom 3 Bathroom Suite

3BR Spacious Home - KING BED

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Snow valley ski (12km)Scandinavian therapy retreat

Muskoka

Modern 3800 Sq of Luxury 4 bedroom 3.5 bathrooms
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 AUD | $143 AUD | $147 AUD | $150 AUD | $155 AUD | $202 AUD | $169 AUD | $169 AUD | $129 AUD | $135 AUD | $146 AUD | $170 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 $56 AUD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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
Destinations to explore
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- Family-friendly rentals Orangeville
- Rentals with a patio Orangeville
- Pet-friendly rentals Orangeville
- Apartment rentals Orangeville
- Rentals with a washing machine and dryer Orangeville
- Rentals with outdoor seating Orangeville
- Rentals with a fireplace Orangeville
- House rentals Dufferin County
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Casa Loma
- Wilfrid Laurier University
- Dufferin Grove Park
- Downsview Park
- Beaver Valley Ski Club




