House holiday rentals in Orangeville

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Top-rated house rentals in Orangeville

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Top guest favourite
A modern living room presents a blend of comfort and simplicity, featuring a warm-colored accent chair and a coffee table with a small plant. The space is enhanced by natural light and an open layout that connects to the dining area and kitchen.
Home in Toronto
4.99 out of 5 average rating, 103 reviews

Cozy 3-BR House Near Subway/Airport + Free Parking

Welcome to this bright, modern 3-bedroom home — a comfortable space for relaxation and convenience. Enjoy private access, free parking for 3 cars, and a location just a 10-minute walk from the subway, groceries, and restaurants. Downtown Toronto is a 15-minute drive or 30-minute subway ride, with Pearson Airport, Lake Ontario, Mississauga, major malls and highways close by. Whether you’re here to explore, work, or unwind, this home offers the perfect blend of comfort, style, and accessibility.

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, 230 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
A well-appointed bedroom features a spacious bed with neatly arranged towels. A vintage dresser and framed artwork adorn the walls, while a stylish chandelier casts a warm glow. A door leads to a bright bathroom with natural light from windows.
Home in Elora-Salem
4.86 out of 5 average rating, 100 reviews

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.

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, 395 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
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in Toronto
4.99 out of 5 average rating, 204 reviews

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

Guest favourite
Home in Alton
4.97 out of 5 average rating, 117 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, 199 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
An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.
Home in Badjeros
4.94 out of 5 average rating, 158 reviews

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.

Top guest favourite
A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.
Home in Oakville
4.98 out of 5 average rating, 129 reviews

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!

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, 123 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, 178 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!

Top guest favourite
A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.
Home in Elora-Salem
4.97 out of 5 average rating, 874 reviews

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 house rentals in Orangeville

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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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Orangeville holiday rentals include wifi 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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