House holiday rentals in Orangeville

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Top-rated house rentals in Orangeville

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Top Guest favourite
The exterior of a log house is presented, showcasing a large balcony with flower boxes and a well-maintained garden featuring a pond. Lush greenery surrounds the property, complemented by a paved driveway and a striking wooden design that enhances its rustic charm.
Home in West Montrose
4.99 out of 5 average rating, 168 reviews

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

Top Guest favourite
A cozy living area features a plush gray sofa and two bright armchairs, inviting relaxation. Natural light filters through the large windows, illuminating the wooden log walls and earthy decor elements, while a small coffee table sits in the center.
Home in Elora-Salem
4.99 out of 5 average rating, 229 reviews

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

Guest favourite
The living room features two spacious sofas adorned with soft throw pillows, complemented by glass coffee tables. A large piece of abstract artwork hangs above, while natural light filters through the large windows, enhancing the bright ambiance of the space.
Home in Barrie
4.9 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.98 out of 5 average rating, 394 reviews

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.

Top Guest favourite
Home in Alton
4.97 out of 5 average rating, 116 reviews

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

Guest favourite
Home in Caledon
4.87 out of 5 average rating, 198 reviews

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!

Top Guest favourite
The exterior of a charming stone cottage is showcased, featuring a sloped roof and a welcoming front entrance. Lush greenery and flowering shrubs enhance the garden area, while a decorative street lamp stands next to the path leading to the cottage.
Home in Elora-Salem
4.95 out of 5 average rating, 294 reviews

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

Guest favourite
A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. A breakfast bar with seating for four is accented by red placemats. Natural light floods the space through a large window, while stylish black fixtures add contemporary charm.
Home in Orangeville
4.84 out of 5 average rating, 122 reviews

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.

Top Guest favourite
Home in Elora-Salem
4.99 out of 5 average rating, 126 reviews

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.

Guest favourite
A stylish living area is highlighted by a comfortable gray sofa adorned with blue pillows. A flat-screen TV is mounted on the wall, facing a dark coffee table. Two blue armchairs add a pop of color, while soft curtains frame the window, allowing natural light to illuminate the space.
Home in Vaughan
4.91 out of 5 average rating, 117 reviews

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

Top Guest favourite
A charming yellow house features a wide front porch with wooden seating and a grill. Lush greenery surrounds the porch, enhancing the outdoor space. The entrance is framed by a pair of glass doors flanked by symmetrical windows, inviting guests into the home.
Home in Orangeville
4.95 out of 5 average rating, 105 reviews

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.

Top Guest favourite
A cozy sitting area features two chairs with colorful cushions and a sofa in muted tones. Large windows bring in natural light, framed by long gray curtains. A decorative rug anchors a pair of gold side tables, enhancing the inviting atmosphere.
Home in Exhibition Park
4.97 out of 5 average rating, 191 reviews

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

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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
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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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