
House vacation rentals in Orangeville
Find and book unique houses on Airbnb
Top-rated house rentals in Orangeville
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

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 3-Bed Home near Airport. Parking Backyard
Welcome to this 3-bedroom, 1-bathroom house with parking, close to the airport and amenities Enjoy a private backyard, and walk to nearby restaurants, a grocery store, and a 24/7 convenience store Minutes from Bramalea City Centre 👉The reservation holder must be 25 or older We require all guests to have verified accounts 👉For accounts with no or less than stellar reviews, a deposit might be also required. Deposits will be refunded after check-out, provided everything is in order.

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.

"Cottage Home On The River" 1 Bedroom
Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

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.

Spacious Barrie Basement with Separate Entrance
This newly renovated 2-bedroom basement unit is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Cookware/Bath Accessories/One Free Parking Spot on the driveway and free street parking (ONLY Available Apr-Nov). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Elegant 2BR townhouse condo in central Oakville
Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.
Popular amenities for Orangeville house rentals
House rentals with a pool

Country Family Getaway with Pool and Trails

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Hockley Estate Spa

Private cottage heated pool/HotTub/Games 20 Acre

Entire Guest Unit+Free Parking by Glenbridge Plaza

Primrose Park

Chic King West Studio – TIFF & FIFA at Your Door
Weekly house rentals

Family-Friendly 3BR • 2 Car Park •Safe Fenced Yard

Unwind & Explore at Hockley Valley Coach House

3BR Spacious Home - KING BED

LUXE by Marvalous 2

Entire apartment in Kitchener

Rockwood House

Cozy Home for Cheltenham Retreat

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
Private house rentals

Underhill Riverside Retreat-Nature Preserve

3 bedroom unit, intier main floor

Adey's Haven: 1BR + Free Parking

Live Lavishly: Modern Studio, 5G, Parking

2 min to AUD | Private Getaway w/ Firepit

Charlie the Cottage: A Downtown Sweet Spot!

Entire Unit 2 bdr 2 bathroom | Full privacy

Bright & Clean One Bdrm Aprt
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ367 | ﺩ.ﺇ375 | ﺩ.ﺇ386 | ﺩ.ﺇ393 | ﺩ.ﺇ404 | ﺩ.ﺇ529 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ338 | ﺩ.ﺇ419 | ﺩ.ﺇ408 | ﺩ.ﺇ400 |
| 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 ﺩ.ﺇ147 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Central New York Vacation rentals
- Cleveland Vacation rentals
- Pet-friendly rentals Orangeville
- Rentals with a patio Orangeville
- Apartment rentals Orangeville
- Rentals with a fireplace Orangeville
- Rentals with a washer and dryer Orangeville
- Rentals with outdoor seating Orangeville
- Family-friendly rentals Orangeville
- House rentals Dufferin County
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Toronto City Hall
- Rouge National Urban Park
- Beaver Valley Ski Club




