Discover Your Perfect Old Town Vacation Homes

Old Town Large Vacation Homes

6.9 (166 Reviews)
House
Warm Downtown Home
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
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Why Choose Rent By Owner for your Old Town Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Old Town Vacation Rentals

Where are the best neighborhoods to stay in Old Town?

Old Town in Toronto, Ontario, offers a vibrant neighborhood experience perfect for travelers seeking a central and lively setting. When choosing where to stay, you'll find that the area’s historic charm blends seamlessly with modern amenities, making it an ideal spot for exploring the city’s cultural and dining scenes. Staying in Old Town provides easy access to key attractions and neighborhoods, ensuring your visit is both convenient and immersive. Discover the comfort and reliability of vacation rentals in this dynamic part of Toronto, designed to make your stay memorable and stress-free.

Downtown Toronto

In this vibrant part of the city, you’ll find convenient access to numerous amenities and attractions, making it an ideal base for exploring the region. Choose a vacation rental here to enjoy the lively atmosphere and central location within Toronto.

View 1916+ Rentals in Downtown Toronto

St. Lawrence

This historic neighborhood offers a charming setting with close proximity to cultural sites and markets, perfect for those looking to immerse themselves in local heritage. Staying in this area ensures you’re at the heart of Toronto’s rich history and dynamic food scene.

View 60+ Rentals in St. Lawrence

Moss Park

Known for its green spaces and community vibe, accommodations in Moss Park provide a peaceful retreat while still being near the city’s core. It’s a great choice for travelers seeking a blend of relaxation and accessibility.

View 3091+ Rentals in Moss Park

Regent Park

This diverse neighborhood combines vibrant urban living with cultural richness, offering an authentic experience just moments from downtown. Opting for a stay here allows you to explore Toronto's multicultural fabric firsthand.

View 3005+ Rentals in Regent Park

West Don Lands

As a developing hub with modern developments and waterfront views, West Don Lands is perfect for visitors interested in contemporary architecture and scenic surroundings. Booking here provides a stylish base close to new Toronto landmarks.

View 2920+ Rentals in West Don Lands

Trefann Court

This cozy enclave offers affordable and comfortable options for travelers eager to experience the authentic side of Toronto. Staying in Trefann Court gives you easy access to the city’s emerging neighborhoods and cultural venues.

View 2996+ Rentals in Trefann Court

Best Times to Visit Old Town

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit helps you enjoy the area's vibrant atmosphere and make the most of your stay in this destination, ensuring a memorable experience with your vacation rentals here.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you'll enjoy pleasant weather ideal for exploring the area's vibrant streets and cultural events.

Average Temperature Daytime: around 25°C - Nighttime: around 17°C
autumn
Fall (September to November)

As the region transitions into autumn, the colorful foliage provides a picturesque backdrop for outdoor activities and local festivals.

Average Temperature Daytime: around 20°C - Nighttime: around 12°C

Off-Season Highlights

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Winter (December to February)

In the colder months, fewer visitors mean more peaceful surroundings, perfect for cozying up in your rental while enjoying seasonal festivities.

Average Temperature Daytime: -2°C - Nighttime: -8°C
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Spring (March to May)

As the city awakens from winter, this quieter season offers a chance to see the area’s emerging blooms and enjoy moderate temperatures without the crowds.

Average Temperature Daytime: around 10°C - Nighttime: around 4°C

Weekly Weather Forecast for Old Town

How to Book Your Old Town 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 Old Town

More Top-Rated Vacation Rentals in Old Town Area

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 access to a private outdoor patio or balcony, perfect for relaxing after exploring the city.
  • Take advantage of on-site bicycle storage or rentals to explore the vibrant streets and nearby waterfront.
  • Benefit from well-maintained communal gardens that provide a peaceful retreat in the bustling area.
  • Make use of outdoor grilling facilities for an authentic dining experience just steps from your rental.
  • Access nearby parks or green spaces ideal for picnics, jogging, or simply soaking up the local atmosphere.
  • Utilize outdoor seating areas designed for socializing with friends or fellow travelers.
  • Check for rooftop terraces with panoramic views of the city skyline, offering a memorable outdoor setting during your stay.

Top Attractions Around Old Town

What attractions are nearby?

Within walking distance, you can explore a variety of cultural attractions, dining options, and entertainment venues that showcase the vibrant atmosphere of this destination.

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Family Activities

  • Distillery District Tour: Explore this historic area filled with charming shops, galleries, and eateries that offer a family-friendly way to enjoy the local culture of the city.
  • Ripley's Aquarium of Canada: Discover an underwater world just steps from here, perfect for engaging children with vibrant marine life exhibits and interactive displays.
  • St. Lawrence Market Visit: Experience the bustling market environment where your family can sample diverse foods and learn about regional culinary traditions.
  • Toronto Railway Museum: Take a journey through transportation history with hands-on exhibits and train rides that captivate young explorers in this cultural hub.
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Adult Activities

  • Historical Walking Tours: Explore the rich history of this destination through guided walking tours that take you past iconic landmarks and hidden gems in the area.
  • Culinary Experiences: Indulge in the local flavors at renowned restaurants and cafes, offering authentic cuisine that highlights the region’s diverse culinary scene.
  • Art Galleries and Studios: Immerse yourself in the vibrant arts community by visiting contemporary galleries and artist studios scattered throughout here.
  • Theatre and Live Performances: Enjoy an evening of entertainment with live theatre productions and performances showcasing local talent in this cultural hub.

Other Places to Stay in Old Town, ON

Toronto Sculpture Garden
Toronto Sculpture Garden Vacation Rentals
St. Lawrence
St. Lawrence Vacation Rentals
More Places to Stay Near Old Town

Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Eateries: Take advantage of the area’s vibrant culinary scene by trying nearby restaurants and cafes to experience authentic local flavors.
  • Plan Your Transportation: Utilize public transit options or walk to easily access key attractions within this historic neighborhood and avoid parking hassles.
  • Book in Advance: Secure your preferred vacation rentals early to ensure a comfortable stay in the region, especially during peak travel seasons.
  • Discover Hidden Gems: Wander through side streets and alleys to find unique shops and cultural spots that add character to your visit here.

Transportation Options

  • Toronto Transit Commission (TTC) Subway: This reliable subway system provides quick access to the region from key areas in Old Town, making commuting around the city convenient and efficient.
  • Streetcar Services: The historic streetcars run along several routes within the area, offering a scenic and practical way to explore Toronto’s vibrant neighborhoods.
  • Public Bus Lines: Multiple bus routes serve the region, connecting you seamlessly to various parts of Toronto and nearby attractions.
  • Taxis and Ride-Sharing Services: Taxis and popular ride-sharing options like Uber are readily available here, providing flexible transportation tailored to your schedule and destination.

Local Customs Options

  • Celebrate the Toronto International Film Festival: Here, film enthusiasts and locals gather annually to honor the region’s vibrant cinematic culture.
  • Participate in the Distinctive Street Art Culture: The area boasts a rich tradition of murals and public art, reflecting the creative spirit of the community.
  • Observe the Historic Building Preservation: Respect for the well-preserved architecture showcases the area's commitment to maintaining its unique heritage.
  • Engage with Local Coffeehouse Traditions: Coffee culture is deeply rooted here, offering a cozy way to connect with the neighborhood's friendly atmosphere.

Frequently Asked Questions About Old Town?

1. What are the top vacation rentals in Old Town?

There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:

2. Which vacation homes in Old Town are best for families?

If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:

3. How many Rentbyowner vacation rentals are available in Old Town?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 76 in the Old Town 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 Old Town. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms provided by the host before booking to understand the refund options and any applicable fees.

5. How do I contact the host for questions about my stay?

You can communicate directly with the property owner or manager through the messaging system provided during the booking process. This ensures you get accurate information about the vacation rental and your upcoming stay.

6. Are there any additional fees I should be aware of when booking here?

Additional fees, such as cleaning fees, service charges, or parking costs, are typically detailed in the listing. Always review the full fee breakdown on the property page before confirming your reservation.

7. What amenities are included in the vacation rentals in this neighborhood?

The amenities offered depend on each property. Common features often include Wi-Fi, kitchen facilities, laundry services, and parking. For specific amenities, please refer to the individual listing details.

8. Is there a minimum stay requirement for booking a vacation rental in this region?

Minimum stay requirements vary by property and season. Check the specific listing for the duration needed to secure your booking, especially during peak periods or special events.