Best Vacation Homes in Orangeville
Apartment
10.0(42 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
£82/Night
7 Nights - £574
Bed & Breakfast
9.8(67 Reviews)
3 Bedrooms
3 Baths
6 Guests
387.5 ft²
Oceanfront
Spa
Skiing- Fireplace/Heating
£113/Night
7 Nights - £792
Hotel
9.0(204 Reviews)
1 Bath
Pool
Breakfast- Pet Friendly
Parking
£87/Night
7 Nights - £611
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£65/Night
7 Nights - £455
House
8.0(1 Review)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Fireplace/Heating
- Breakfast
- Parking
Air Conditioner
£55/Night
7 Nights - £387
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£128/Night
7 Nights - £892
House
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£108/Night
7 Nights - £754
House
9.8(8 Reviews)
1 Bedroom
1 Bath
2 Guests
634 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£66/Night
7 Nights - £461
Orangeville Luxury Rentals
House
3 Bedrooms
3 Baths
6 Guests
10.76 ft²
- Fireplace/Heating
- Pet Friendly
Internet
Child Friendly
£335/Night
7 Nights - £2,343
House
7.5(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2970.84 ft²
- Oceanfront
- Fireplace/Heating
Ocean View- Balcony/Terrace
£287/Night
7 Nights - £2,009
House
4 Bedrooms
2 Baths
10 Guests
2972 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£222/Night
7 Nights - £1,556
House
7.6(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£196/Night
7 Nights - £1,369
Hotel
8.5(168 Reviews)
1 Bath
Private Pool- Pool
- Pet Friendly
- Parking
£164/Night
7 Nights - £1,150
House
10.0(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£141/Night
7 Nights - £987
Hotel
8.4(207 Reviews)
1 Bath
351.98 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
£128/Night
7 Nights - £898
House
9.2(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£117/Night
7 Nights - £821
Orangeville Pet Friendly Vacation Rentals
Apartment
8.6(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1486 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£219/Night
7 Nights - £1,530
House
3 Bedrooms
4 Baths
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£175/Night
7 Nights - £1,222
House
5 Bedrooms
4 Baths
13 Guests
5000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
£540/Night
7 Nights - £3,781
House
3 Bedrooms
3 Baths
6 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
£241/Night
7 Nights - £1,686
House
3 Bedrooms
2 Baths
8 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Child Friendly
£106/Night
7 Nights - £740
Orangeville Top Rated Vacation Rentals
Hotel
8.8(937 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
£117/Night
7 Nights - £820
Why Choose Rent By Owner for your Orangeville Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Orangeville
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit ensures you experience the best of this destination’s natural beauty and local charm, making your stay in Orangeville even more memorable.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll experience warm weather ideal for exploring the area's outdoor activities and scenic landscapes.
Average Temperature Daytime: around 25°C - Nighttime: around 15°C
Fall (September to November)
This season offers vibrant foliage and comfortable temperatures, making it a perfect time to enjoy outdoor adventures in the region.
Average Temperature Daytime: around 20°C - Nighttime: around 10°C
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking tranquility.
Average Temperature Daytime: -3°C - Nighttime: -8°C
Spring (March to May)
In early spring, the area begins to wake up with milder weather and fewer visitors, offering a calm atmosphere for your stay.
Average Temperature Daytime: around 10°C - Nighttime: around 2°C
Weekly Weather Forecast for Orangeville
How to Book Your Orangeville Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Orangeville
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals amid scenic surroundings.
- Take advantage of private gardens or yards ideal for relaxing or entertaining guests.
- Access decks or patios with comfortable seating to unwind outdoors.
- Make use of outdoor fire pits for cozy gatherings during cooler evenings.
- Benefit from shaded pavilions or gazebos that provide shelter during sunny days.
- Explore nearby walking trails or nature paths directly accessible from your rental.
- Utilize outdoor recreational facilities such as play areas or sports courts often available in this region.
Top Attractions Around Orangeville
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities and cultural experiences just moments from your vacation rental in Orangeville, Ontario, allowing you to explore the natural beauty and vibrant community of this welcoming region.
Family Activities
- Farmtoy & Model Car Museum: Discover unique displays and interactive exhibits that offer family-friendly fun right here in the region.
- Lakeside Park: Enjoy outdoor activities like picnicking, walking trails, and playgrounds in this beautiful outdoor space close to your vacation rental.
- Alton Mill Arts Centre: Experience local artistry and participate in family-oriented workshops at this vibrant cultural hub within the area.
- Orangeville Theatre: Catch a family matinee or live performance that provides entertainment for every age group during your stay.
Adult Activities
- Hiking and Nature Trails: Explore scenic routes and lush landscapes, perfect for outdoor enthusiasts seeking adventure in the local area.
- Waterfront Activities: Enjoy fishing, kayaking, or simply relaxing by the nearby lakes, offering a peaceful retreat amid nature.
- Golfing: Play a round at one of the region’s golf courses, ideal for those looking to combine leisure and sport in their visit.
- Arts and Cultural Events: Attend local art galleries, craft shows, and seasonal festivals that showcase the vibrant community spirit here.
Other Places to Stay in Orangeville, ON
Theatre Orangeville
Island Lake Conservation Area
Orangeville Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Research local events and seasonal activities to tailor your stay around the best experiences this destination has to offer.
- Explore Local Cuisine: Take advantage of nearby eateries to enjoy regional flavors that highlight the culinary heritage of the area.
- Choose the Right Accommodation: Select a well-located vacation rental to maximize your time exploring and experiencing all the region’s attractions.
- Utilize Nature Trails: Take advantage of the area's scenic trails for outdoor adventures that showcase the natural beauty here.
Transportation Options
- Orangeville Transit: This local bus service provides convenient transportation within the area, making it easy for you to explore nearby attractions and amenities.
- Taxi Services: Reliable taxi providers in the region offer on-demand rides, ensuring quick and comfortable travel options during your stay.
- Car Rentals: Several car rental agencies operate here, giving you the flexibility to explore the destination and its surroundings at your own pace.
- Intercity Bus Lines: Convenient bus routes connect this destination with major cities and transportation hubs, simplifying your journey to and from the area.
Local Customs Options
- Local Artisans and Craftsmanship: You can experience the region's appreciation for handmade goods by exploring local markets where artisans showcase their unique crafts reflective of Orangeville’s community spirit.
- Community Events and Festivals: Participating in seasonal festivals allows you to engage with the area's vibrant culture, highlighting traditions that have been cherished over generations here.
- Respect for Nature and Outdoor Etiquette: When enjoying outdoor activities, it is customary to follow guidelines that preserve the natural beauty of this destination, emphasizing environmental responsibility.
- Dining Customs and Local Cuisine: Savor the regional flavors through locally loved dishes and be mindful of dining etiquette that promotes a warm, welcoming atmosphere in this part of Ontario.
Frequently Asked Questions About Orangeville?
1. What are the top vacation rentals in Orangeville?
There are a lot of options in Orangeville. If you plan on staying in the Orangeville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Orangeville:
- Garden Studio Apartment
- Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
- A bright & modern urban studio
- Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
- Cozy One bedroom suite 5min to Orangeville Downtown
- Molly's Retreat B and B
- A private & stylish urban studio
- A bright & chic 2 bedroom urban apartment
- Modern Cozy Getaway
- Hampton Inn & Suites Orangeville, On
2. Which vacation homes in Orangeville are best for families?
If you are looking for a family-friendly vacation home in Orangeville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orangeville:
3. How many Rentbyowner vacation rentals are available in Orangeville?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 40 in the Orangeville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Orangeville.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the listing owner. You should review the specific rental's cancellation terms listed on the property page or contact the owner directly for detailed information before completing your booking.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or taxes may apply to your reservation. These details are usually outlined during the booking process or in the listing description, so it’s advisable to review all costs carefully before confirming your stay.
6. How do I secure my reservation and what payment methods are accepted?
Reservations are secured through the platform's secure booking process, which typically accepts major credit cards and other electronic payment options. For specific payment methods and deposit requirements, refer to the booking instructions provided on each rental listing.
7. What is the check-in and check-out process for vacation homes nearby?
Check-in and check-out procedures are determined by the property owner and are detailed in the listing. Common practices include self-check-in with keypad codes or in-person key collection. Be sure to review these instructions prior to your arrival to ensure a smooth experience.
8. Is there any local support if I encounter issues during my stay?
Support services are usually provided by the property owner or the local management team. Contact details are often included in your confirmation documents. If you need assistance, reach out promptly to resolve any concerns during your visit to this destination.
