
House vacation 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

Private 1 Bed & Den Lower Apartment, Close to Sq1!
Enjoy your own private living space in a renovated lower level semi-detached apartment. Excellent location, close to City Center, Highways, Train, Bus. Easy drive to Toronto. A great space for a variety of visitors. ❗PLEASE NOTE!! We live on the upper level with two active children and a dog. There are occasional times where the kids play. We do not recommend the space for those looking for complete quietness, although we do try our best to keep it down. We hope you enjoy your stay!

Adorable — One Bedroom Guest Unit in Vaughan, ON
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 Cabin Vibes - Hot Tub• Firepit• Snowy Retreat
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!

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

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.

Cozy Stay Near Toronto Airport!
Cozy Basement Suite Near Toronto Airport Just 15 minutes from Pearson Airport. This basement apartment features 1 bedroom, a private bathroom, an office space with a reading chair, and a dining area with a coffee maker. Free parking is included! Conveniently located within walking distance of supermarkets, bus stops, and restaurants, and just a short drive to Square One Mall. Reach downtown Toronto in 35 mins (50-60 mins with traffic). Perfect for couples or business travelers!

Halton Hills Hideaway_Private Suite
🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

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 Orangeville house rentals
House rentals with a pool

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

Luxury Spa Escape with Pool & Jacuzzi

Luxury Hockley Estate Spa

Private cottage heated pool/HotTub/Games 20 Acre

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

3 bedroom unit, intier main floor

2 Bedroom Basement Apartment with Modern Amenities

Modern Stay Brampton Luxurious (Basement)

serene ravine breeze

Maple Forest Country Cottage

Live Lavishly: Modern Studio, 5G, Parking

2 min to AUD | Private Getaway w/ Firepit

3BR Spacious Home - KING BED
Private house rentals

Cozy Home in Barrie

Elegant 4BR Retreat| Golf • Spa • Private & Serene

Comfortable and affordable 3 bedroom unit!

Stylish, spacious & cozy 2 bdr home in Mississauga

Feel like home 1 bedroom unit w/ King bed

Cozy Creek Side walkout basement.

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Newly Renovated Home/3 Bed/2.5Bath/Parking
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,934 GYD | G$21,352 GYD | G$21,980 GYD | G$22,399 GYD | G$23,027 GYD | G$30,145 GYD | G$25,120 GYD | G$25,120 GYD | G$19,259 GYD | G$23,864 GYD | G$23,236 GYD | G$22,818 GYD |
| 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 vacation rentals
Explore 20 vacation rentals in Orangeville

Nightly prices starting at
Orangeville vacation rentals start at G$8,373 GYD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orangeville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Orangeville rentals

4.8 Average rating
Orangeville stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Orangeville
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- Rentals with a patio Orangeville
- Rentals with a fireplace Orangeville
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- Family-friendly rentals Orangeville
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- Rogers Centre
- CN Tower
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- University of Toronto
- Blue Mountain Village
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- Distillery District
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- Financial District
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- Beaver Valley Ski Club




