Oakwood Village holiday rentals
We found 83 holiday rentals — enter your dates for availability
Discover a selection of 19 homes, 11 apartments and other holiday rentals in Oakwood Village that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, such as Wi-Fi and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
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Find the best place to stay - Oakwood Village

Cozy detached House In Midtown Toronto,!
Sleeps 4 · 2 bedrooms · 1 bathroom

Entire Cozy Apartment In York
Sleeps 6 · 1 bedroom · 1 bathroom

Cozy modern home in Midtown Toronto
Sleeps 4 · 3 bedrooms · 2 bathrooms

Entire Midtown Toronto Home - 3BR, 2 Baths, 2 Kitchens, Walk/Transit
Sleeps 5 · 3 bedrooms · 2 bathrooms

Great Family-Friendly Toronto apt.
Sleeps 3 · 1 bedroom · 1 bathroom

Sapphire Luxury 1BR Plus Sofa Bed Apartment
Sleeps 4 · 1 bedroom · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Oakwood Village?
In Oakwood Village, holiday houses are the most popular holiday rental option, with around 28 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups seeking a comfortable and home-like environment. In addition, there are about 20 apartments scattered in the neighbourhood, providing a more compact lodging alternative. Most apartments come with essential amenities like kitchenettes, cozy living areas, and access to communal facilities.
Are there any beach house rentals in Oakwood Village?
In Oakwood Village, there are various beach house rentals available, providing a unique escape by the water. These properties often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas. Many include outdoor spaces such as patios or decks, great for enjoying the lovely weather and views. Situated near the shores of Lake Ontario, these rentals offer easy access to local parks and waterfront activities, making them an excellent choice for families or groups looking to relax and explore the natural beauty of the area.
What are popular rental amenities in Oakwood Village?
In Oakwood Village, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals comfortably. Many properties also offer onsite parking, making it convenient for those travelling with their own vehicles. For a relaxing stay, rentals often feature amenities like coffee and tea makers, great for enjoying a warm beverage at any time of day. Additionally, many accommodations come with a deck or patio, providing outdoor space to enjoy the fresh air. A fireplace is another common feature, adding a cozy touch to the atmosphere, especially during the cooler months.
Can I find family house rentals in Oakwood Village?
In Oakwood Village, Ontario, there are several family-friendly house rentals available. This charming area offers a mix of spacious homes suitable for families. Many properties feature inviting living rooms, fully equipped kitchens, and outdoor spaces, providing ample opportunities for relaxation and family gatherings.Visitors can enjoy nearby parks, which are great for outdoor activities and play. The community is also conveniently located close to amenities like shopping centres and restaurants, making it easy for families to access everything they need during their stay.
Can I rent a holiday home with a pool or hot tub in Oakwood Village?
In Oakwood Village, Ontario, there are several holiday homes available for rent that come with pools or hot tubs. This charming community offers a peaceful retreat while being conveniently located near the vibrant city of Toronto. Many of these properties feature outdoor spaces great for relaxation, including private hot tubs and swimming pools, ideal for unwinding after a day of exploring.Travellers can expect various amenities, such as fully equipped kitchens for preparing meals, spacious living areas for family gatherings, and outdoor patios or decks for enjoying the fresh air. The proximity to local parks and recreational facilities adds to the appeal, making it a great choice for families or groups seeking a comfortable stay with leisure options.
Can I book pet-friendly holiday rentals in Oakwood Village?
In Oakwood Village, there are several pet-friendly holiday rentals available, making it a suitable destination for travellers looking to bring their furry companions along. These rentals often come equipped with convenient amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can enjoy the fresh air.The area offers a suburban atmosphere with easy access to parks and green spaces, providing ample opportunities for pet walks and playtime. Nearby parks feature walking trails and open areas, superb for exercising pets and enjoying nature.
When is the best time to visit Oakwood Village for a holiday rental?
The best time to visit Oakwood Village for a holiday rental is during the summer months, specifically from June to August. This peak season is ideal for those eager to enjoy outdoor activities, as the warm weather invites visitors to explore the picturesque landscapes and partake in local festivals. July, in particular, sees a vibrant influx of tourists, creating a lively option superb for socialising and experiencing the community spirit.Temperatures in Oakwood Village during this period typically range from the low 20s to mid-30s Celsius, ensuring comfortable conditions for outdoor pursuits. Whether you're hiking through nearby parks or enjoying leisurely strolls along the waterfront, the summer sun provides an energising backdrop for your adventures.For those seeking a more budget-friendly option, consider planning your visit in October. This month may be quieter, but it offers the chance to enjoy the stunning autumn foliage that paints the landscape in vibrant hues, making it a picturesque time for scenic drives and tranquil walks.Ultimately, your choice of when to visit Oakwood Village will depend on whether you prefer the bustling energy of summer or the serene beauty of the fall season.
Are there any remote work holiday rentals in Oakwood Village?
In Oakwood Village, Ontario, there is a good selection of remote work holiday rentals available, with around 44 options to choose from. Many of these properties are well-equipped for those needing to work while away, featuring amenities such as free Wi-Fi and dedicated workspaces with desks and desk chairs. This ensures a comfortable environment for productivity during your stay.The area offers a tranquil suburban setting, making it easy to focus on work while also providing access to local parks and recreational areas for downtime. Furthermore, the proximity to various shops and dining options adds convenience for longer stays. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Oakwood Village, Ontario, Canada?
In Oakwood Village, visitors can enjoy a variety of attractions that reflect the area's community spirit. The neighbourhood is known for its parks, such as Oakwood Park, which offers green spaces for relaxation and recreational activities. The nearby Eglinton Flats is another great outdoor spot, featuring walking trails and sports fields, superb for those who enjoy an active lifestyle.Culturally, the area boasts a vibrant local scene, with community centres that host events and activities throughout the year. The proximity to the bustling city of Toronto allows for easy access to additional attractions, including museums, theatres, and dining options.
Are all fees included in the Oakwood Village holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oakwood Village holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oakwood Village with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oakwood Village holiday homes?
You can find great discounts on holiday homes in Oakwood Village on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oakwood Village holiday home booking on Stayz?
To find Oakwood Village holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakwood Village?
A long-stay holiday home in Oakwood Village is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oakwood Village holiday home?
Book your Oakwood Village holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakwood Village?
Prices for holiday homes in Oakwood Village vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oakwood Village to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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