House holiday rentals in Orangeville

Find and book unique houses on Airbnb

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 $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 870 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, 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.

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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, 254 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, 129 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
Home in Downtown Toronto
4.99 out of 5 average rating, 250 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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
4.99 out of 5 average rating, 425 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.

Guest favourite
Home in Caledon
4.87 out of 5 average rating, 231 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!

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
4.83 out of 5 average rating, 131 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
A stylish living room is presented, featuring a neutral color palette, comfortable seating, and modern decor. A large window allows natural light to fill the space, while a flat-screen TV is mounted on a textured wood panel. Decorative accents include a coffee table adorned with books and a floral arrangement.
Home in Elora-Salem
4.97 out of 5 average rating, 179 reviews

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!

Guest favourite
The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.
Home in Alton
4.98 out of 5 average rating, 122 reviews

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

Top Guest favourite
Home in Elora-Salem
4.98 out of 5 average rating, 257 reviews

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.

Top Guest favourite
A spacious deck is showcased at night, featuring warm lighting that highlights its structure. An in-ground seating area with surrounding lights creates an inviting atmosphere. The surrounding landscape is visible in the background, providing a serene backdrop.
Home in Kitchener
4.96 out of 5 average rating, 147 reviews

RivertrailRetreat | Unique Deck + Skiing + Theatre

The entire home is exclusively yours during your stay, ensuring complete privacy with no other guests on the premises. Enjoy BBQs on the deck and unwind in the in-ground seating area. Immerse yourself in a cinematic experience with our 11-speaker Klipsch sound system, perfect for movie nights. Book now to unlock discounts at local restaurants and activities in town 2-minute walk to the park and 5 minute drive from Breslau airport

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, 111 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 spacious backyard is highlighted by a hot tub, surrounded by soft lighting. A colorful children's playset is visible, featuring a slide and swings. A gazebo provides shade over outdoor seating, while a telescope and fire pit are positioned for evening enjoyment.
Home in Toronto
4.92 out of 5 average rating, 101 reviews

Backyard Oasis | Hot Tub & Playground

Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.

Popular amenities for Orangeville house rentals

When is the best time to visit Orangeville?

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Avg. price$187 NZD$186 NZD$196 NZD$181 NZD$186 NZD$243 NZD$203 NZD$203 NZD$155 NZD$162 NZD$176 NZD$204 NZD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C
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