Discover Your Perfect Guildwood Vacation Homes

Why Choose Rent By Owner for your Guildwood 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 Guildwood Vacation Rentals

Where are the best neighborhoods to stay in Guildwood?

Discover the charming neighborhoods of Guildwood in Toronto, Ontario, where you can find a variety of comfortable and inviting vacation rentals. Situated in a peaceful area, these neighborhoods offer easy access to local parks, scenic views, and convenient amenities that make your stay enjoyable. Whether you're seeking a quiet retreat or a lively community atmosphere, staying in this part of Toronto provides a perfect base for exploring the city's diverse attractions. With its friendly ambiance and accessible location, Guildwood ensures a memorable experience tailored to your travel needs.

Scarborough

In this part of the city, you can enjoy a vibrant community atmosphere combined with convenient access to local amenities, making it an ideal choice for your stay. The region offers a variety of comfortable vacation rentals that provide a convenient base to explore the area's diverse attractions.

View 242+ Rentals in Scarborough

West Hill

Here, you'll find a peaceful neighborhood setting perfect for relaxing getaways, with easy access to natural scenery and local services. The area features well-appointed vacation rentals that allow you to experience the tranquility and charm of this part of the region.

View 29+ Rentals in West Hill

Best Times to Visit Guildwood

When should you plan your Vacation Rentals stay?

Finding the ideal time to visit here ensures you can enjoy all that this destination has to offer, so consider seasonal trends and local climate patterns when planning your stay in Guildwood, Toronto, Ontario, Canada.

Peak Season Highlights

summer
Summer (June to August)

During the summer, you can enjoy warm weather and longer daylight hours, making it ideal for exploring outdoor activities around the area.

Average Temperature Daytime: 24°C - Nighttime: 16°C
autumn
Fall (September to November)

In the fall, the region offers vibrant foliage and pleasant temperatures, perfect for sightseeing and outdoor excursions.

Average Temperature Daytime: 18°C - Nighttime: 10°C

Off-Season Highlights

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Winter (December to February)

In winter, you'll experience cooler temperatures suitable for cozy stays and enjoying seasonal indoor activities in this destination.

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

Spring brings milder weather and blooming landscapes, offering a quieter time for exploring and relaxing during your visit here.

Average Temperature Daytime: 10°C - Nighttime: 3°C

Weekly Weather Forecast for Guildwood

How to Book Your Guildwood 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 Guildwood

More Top-Rated Vacation Rentals in Guildwood 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 private outdoor spaces such as patios or decks to relax and unwind during your stay.
  • Take advantage of lush gardens or landscaped yards that provide a serene environment in the area.
  • Make the most of nearby parks or green spaces for outdoor activities and picnics.
  • Utilize outdoor dining areas perfect for alfresco meals with family or friends.
  • Benefit from outdoor grilling facilities to prepare delicious meals outdoors in this destination.
  • Explore access to walking or biking trails that showcase the natural beauty of the region.
  • Relax in outdoor seating or lounge areas designed for enjoying the fresh air and sunny weather.

Top Attractions Around Guildwood

What attractions are nearby?

Within this welcoming area, you can enjoy scenic parks, waterfront activities, and nearby trails that offer a perfect blend of outdoor recreation and relaxation during your stay.

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Family Activities

  • Guildwood Park and Gardens: Explore the beautiful gardens and historic architecture, offering a peaceful outdoor experience perfect for family outings.
  • Spend a day relaxing on the sandy shores and enjoy scenic views along the waterfront, ideal for children and adults alike.
  • The Scarborough Museum: Discover local history through engaging exhibits and interactive displays that make learning fun for the whole family.
  • Scarborough Bluffs: Experience breathtaking natural scenery and take memorable photos while walking along these stunning cliffs overlooking Lake Ontario.
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Adult Activities

  • Golf at Guild Inn Golf Course: Enjoy a relaxing day on the greens at this local golf course, offering scenic views and a challenging experience just minutes from your vacation rental.
  • Explore the Scarborough Bluffs: Take a leisurely walk along the stunning cliffs that overlook Lake Ontario, providing breathtaking scenery and photo opportunities nearby.
  • Visit Toronto Zoo: Spend a day discovering diverse wildlife at one of Canada's largest zoos, conveniently located for easy access from here.
  • Relax at nearby beaches: Unwind on sandy shores and soak up the sun at local beaches, perfect for a peaceful retreat during your stay in the region.

Other Places to Stay in Guildwood, ON

Guild Inn Gardens
Guild Inn Gardens Vacation Rentals
Scarborough Village
Scarborough Village Vacation Rentals
More Places to Stay Near Guildwood

Guildwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor spaces: Take advantage of the scenic parks and waterfront trails nearby to enjoy the natural beauty that this area offers for outdoor recreation.
  • Visit regional dining options: Savor the diverse culinary scene to experience authentic flavors unique to this destination’s community and culture.
  • Plan your transportation: Use convenient transit options or consider renting a vehicle to easily access key attractions and hidden gems in the region.
  • Engage with the local community: Participate in neighborhood events or visit local markets to get a genuine feel for the area's vibrant culture during your stay.

Transportation Options

  • GO Transit: This regional transit service provides convenient train and bus options for easy access to downtown Toronto and neighboring areas.
  • TTC Subway and Bus Services: The Toronto Transit Commission offers extensive subway and bus routes that connect the neighborhood with the broader city, making it simple to explore here and beyond.
  • Major Roadways: Well-connected highways and main roads enable smooth car travel throughout the region, ideal for quick trips or scenic drives around here.
  • Taxis and Ridesharing: Rideshare services and traditional taxis are readily available for flexible, door-to-door transportation within this part of Toronto.

Local Customs Options

  • Community Festivals: Participating in local festivals allows you to experience the vibrant spirit of this area and connect with its friendly residents.
  • Respect for Nature: Embracing eco-friendly practices is common here, encouraging visitors to preserve the natural beauty of the region during their stay.
  • Local Dining Etiquette: Enjoying regional cuisine often involves casual, family-oriented dining customs that welcome everyone with warmth and hospitality.
  • Seasonal Celebrations: Observing traditional seasonal events provides insight into the area's cultural heritage and community values throughout the year.

Frequently Asked Questions About Guildwood?

1. What are the top vacation rentals in Guildwood?

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

2. Which vacation homes in Guildwood are best for families?

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

3. How many Rentbyowner vacation rentals are available in Guildwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 110 in the Guildwood 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 Guildwood.