
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.

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

Cozy main floor apartment with backyard in Barrie
Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

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.

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!

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.

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.

Bright Cozy Guest Suit in Maple
Kick back and relax in this calm, stylish space. Clean and Bright studio apartment on ground level of detached home ( walk out basement).Close to Hwy 400, Wonderland, Longos, Vaughn Mill, Cortelluci Vaughan Hospital, restaurants within 5 min drive. Located in Maple ( Vaughan) ON. -20 min to the Toronto Pearson Airport -40 min from Downtown Toronto -5 min from Maple Go Train -10 min To Public Library, Recreation Centre, Goodlife Fitness and more

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.

Family Friendly Heritage Home ~ Downtown Guelph
Enjoy this clean, restored 4 bedroom home for a family or group to stay and work. Includes a well appointed kitchen, private loft with ensuite washroom, comfortable claw foot bath tub, reliable high speed wifi, and numerous bright places to work. Including washer & dryer, 2 parking spaces, and a short walk to downtown and Exhibition Park, this home is an ideal location to base yourself for a stay in Guelph.
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

Luxury Hockley Estate Spa

Comfortable &Stylish 4BD Stay Near Toronto Airport

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

Entire Unit, clean and Private 1 bdr

Union House - Uptown Waterloo

Spacious 3BR Family Home w/ Backyard, 2 Parking

Unwind & Explore at Hockley Valley Coach House

Stylish & Renovated 3bdr home in Barrie

Eugenia Falls Modern Farmhouse

Entire apartment in Kitchener

Stylish Richmond Getaway • Backyard• Parking•Patio
Private house rentals

Stonewell Farm Guest House

Stunning Luxury Home

Luxury 3BR Willowdale Retreat with Backyard

Sunrise Villa on the Lake

Family Getaway | Style Meets Comfort |4BD|Bunkbed

The best of West Queen West

Family Farm Retreat

Family-GameRoom-Wonderland-Shoping-FreeParking
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 NZD | $173 NZD | $178 NZD | $182 NZD | $187 NZD | $244 NZD | $204 NZD | $204 NZD | $156 NZD | $163 NZD | $176 NZD | $205 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 $68 NZD 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
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- 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
- Rentals with a fireplace Orangeville
- Pet-friendly rentals Orangeville
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- Beaver Valley Ski Club




