
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.

Bright 1BR Apartment for 2 · Richmond Hill
Bright and private walk-out basement apartment in a safe, quiet neighborhood in Richmond Hill. This self-contained unit is ideal for up to 2 guests and features a private entrance, a bedroom with a queen-size bed, a cozy living area with a sofa bed, and a full kitchen with basic cookware and a large double-door refrigerator. Enjoy Netflix, high-speed internet, and easy access to Highway 404, supermarkets, and restaurants. The price includes accommodation for up to 2 guests. No extra guest fees

5 Km to Toronto Pearson Airport, sleeps 3 /4
Tastefully decorated , well maintained , cozy , 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga.Breakfast kitchen , large TV , Netflix , prime sleeps 3 , free parking . 3 Km to Malton GO Station, 5 km to airport 10 min to International Centre. Toronto Congress Center. Woodbine Casino. Close to all Highways, Square One shopping mall. Well connected by public transport. Ride-sharing facilities in plenty. license no .2025-002352-STA

Cozy Guest Suit in Mississauga
Experience a stylish stay at this well-located spot. The Seprate ground-level 1BR, 1WR, Living and Kitchenette, Along with 1 parking unit is designed for guest privacy and offers easy access to everything. Close to bus stop for Square One, and Cooksville GO station for downtown Toronto. Near the airport and highways, just a 20-minute drive to downtown (non-rush hour). Enjoy proximity to shops and restaurants, between Square One & Sherway Gardens Mall. There are no live TV Channels on the TV.

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

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.

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!

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.

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!

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.

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.

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.
Popular amenities for Orangeville house rentals
House rentals with a pool

Country Family Getaway with Pool and Trails

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

Luxury Spa Escape with Pool & Jacuzzi

Cheerful 3 Bedrooms Available for Renting!

Luxury Hockley Estate Spa

Entire Guest Unit+Free Parking by Glenbridge Plaza

Heart of Kimberley - with views and a hot tub

Primrose Park
Weekly house rentals

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

Spacious 3BR Family Home w/ Backyard, 2 Parking

Unwind & Explore at Hockley Valley Coach House

3BR Spacious Home - KING BED

LUXE by Marvalous 2

Cozy Studio with Private Bathroom and Kitchen

Luxury 3BR Caledon Retreat | Gym • Spotless Stay

Pond View Gardens
Private house rentals

3 bedroom unit, intier main floor

Stylish Central Unit /1-Bed-Suite/Wi-Fi/Parking

Newly Renovated Bright Suit with Free Parking

Stylish, spacious & cozy 2 bdr home in Mississauga

Live Lavishly: Modern Studio, 5G, Parking

Cozy Townhouse Near Pearson & Wedding Venues

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Charlie the Cottage: A Downtown Sweet Spot!
When is the best time to visit Orangeville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,926 GYD | G$21,345 GYD | G$21,973 GYD | G$22,391 GYD | G$23,019 GYD | G$30,134 GYD | G$25,112 GYD | G$25,112 GYD | G$19,252 GYD | G$20,089 GYD | G$21,763 GYD | G$25,321 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$8,371 GYD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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

4.7 Average rating
Orangeville stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with a patio Orangeville
- Rentals with a fireplace Orangeville
- Rentals with outdoor seating Orangeville
- Family-friendly rentals Orangeville
- Pet-friendly rentals Orangeville
- Apartment rentals Orangeville
- Rentals with a washer and dryer Orangeville
- House rentals Dufferin County
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Beaver Valley Ski Club
- Wasaga Beach Area




