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Upper Beaches holiday lettings

We found 87 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in Upper Beaches that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Upper Beaches

  • Scenic Toronto Beaches: Enjoy the stunning shoreline and picturesque views along the Toronto Beaches, perfect for leisurely strolls.
  • Family-Friendly Attractions: The Upper Beaches offers a variety of activities suitable for families, ensuring a fun-filled getaway.
  • Cultural Experiences: Immerse yourself in local history and community spirit through museums and historic colleges.
  • Diverse Accommodation Options: Choose from an array of rental options, including stylish apartments and cosy condos to suit your needs.
  • Welcoming Atmosphere: Experience the friendly vibe of the neighbourhood, making it easy to connect with locals and fellow travellers.

Popular types of accommodation around Upper Beaches

You've chosen Upper Beaches for your getaway, and now the excitement begins—selecting your perfect accommodation. Popular options include houses, stylish apartments, and cosy condos. Whether you're after a spacious town house, a detached residence, or a modern rise apartment with extra bedrooms, Upper Beaches offers a variety of rentals to suit your needs. Explore your options and embark on a memorable holiday!

  • Houses: The top choice for visitors in Upper Beaches, these spacious homes offer a comfortable and personalised stay, perfect for families or groups.
  • Apartments: A popular option for solo travellers or couples, these self-contained units provide convenience and privacy in the heart of the area.
  • Condos: Ideal for those seeking a modern living experience, condos often feature great amenities and are located near local attractions.
  • Cottages: Quaint and charming, cottages provide a homely atmosphere for a relaxing getaway, often situated in peaceful surroundings.
  • Cabins: Perfect for nature lovers, cabins offer a rustic retreat, allowing guests to immerse themselves in the great outdoors.**

Top attractions near Upper Beaches

Upper Beaches in Toronto is perfect for family getaways and outdoor adventures, offering a delightful mix of urban parks, historic colleges, and fascinating museums. Whether you're seeking cultural experiences or a vibrant city atmosphere, this charming area caters to all types of travellers. Explore the local attractions and immerse yourself in the rich history and community spirit that Upper Beaches has to offer.

  • University of Toronto - St. George Campus: A stunning blend of historic architecture and vibrant campus life, this university offers a rich cultural experience with its beautiful gardens and museums, perfect for leisurely strolls.
  • The Distillery Historic District: A charming pedestrian area featuring Victorian-era buildings, this district is ideal for families, offering unique shops, art galleries, and outdoor dining experiences in a lively atmosphere.
  • Hockey Hall of Fame: A must-visit for sports enthusiasts, this museum showcases the history of ice hockey through interactive exhibits and memorabilia, celebrating Canada's beloved sport and its cultural significance.

Things to do recommended for couples

Seeking a romantic getaway in Upper Beaches? Enjoy an enchanting evening at The Danforth Music Hall for live music, savour a delightful meal at Spin Toronto, or embrace the thrill of skiing together at Earl Bales Ski and Snowboard Centre. Perfect experiences await you!

Things to do recommended for families

Families will love the energetic atmosphere at Rogers Centre, just 3.1km from Upper Beaches, or enjoy some ice skating at George Bell Arena, 5.0km away. For a more relaxed experience, visit the Carnegie Centennial Centre, located 6.2km from the area, perfect for wellness and leisure.

Things to do recommended for groups

Groups visiting Upper Beaches can enjoy a day of shopping at CF Toronto Eaton Centre, savour local delicacies at St. Lawrence Market, and immerse themselves in the vibrant culture at Massey Hall. Each venue offers a unique slice of Toronto's lively atmosphere, perfect for group exploration.

What do I need to keep in mind when booking a vacation around Upper Beaches

If you're travelling with a group, family, pets, or seeking extended stays, it's important to refine your search according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Upper Beaches with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Upper Beaches with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Upper Beaches: For many families, a holiday isn’t truly fulfilling without their beloved pet by their side. If this resonates with you, explore Vrbo properties that welcome furry companions. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Upper Beaches: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your criteria.

Where to stay near Upper Beaches

Upper Beaches, a charming neighbourhood in Toronto, offers families a delightful blend of urban culture and scenic beauty. Stroll along the picturesque Toronto Beaches, explore the vibrant local community, and enjoy the friendly atmosphere. With its outdoor spaces and family-friendly attractions, the Upper Beaches area is perfect for those seeking a memorable city-themed vacation. Venture into nearby areas for a deeper experience of Toronto’s rich culture and welcoming environment.

  • Toronto: Toronto, a bustling metropolis located approximately 2.5km from Upper Beaches, offers a vibrant urban experience for visitors. Known for its diverse culture, the city is a hub for family-friendly activities, outdoor adventures, and iconic attractions. Enjoy shopping at the Eaton Centre, catch a live performance at the Royal Alexandra Theatre, or visit local landmarks like the Rogers Centre and the CN Tower. With a plethora of dining options and cultural experiences, Toronto is a must-visit for any traveller seeking a lively city atmosphere.
  • Downtown Toronto: Just 2.5km from Upper Beaches, Downtown Toronto is the city's heart and soul, attracting families, sports enthusiasts, and culture seekers alike. This dynamic neighbourhood is home to an array of shopping malls and theatres, providing endless entertainment options. Visit the Scotiabank Arena for exciting sports events, explore the historic St. Lawrence Market, or admire the iconic skyline. With its vibrant nightlife and cultural offerings, Downtown Toronto is perfect for those wanting to immerse themselves in the city's energy.
  • Beach Hill: Situated a mere 124m from Upper Beaches, Beach Hill is a charming neighbourhood ideal for families and outdoor lovers. This picturesque area offers quaint shopping spots and a welcoming community atmosphere. Explore local attractions such as the history museum, take in views from the lookout, or admire the neighbourhood's symbolic landmarks. With its close proximity to the beach and access to beautiful parks, Beach Hill is perfect for those looking to enjoy a leisurely day outside while soaking up the local culture.

Best time to go to Upper Beaches

If you're planning a trip to Upper Beaches, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
March33.3°F (0.7°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnySlightly HighSlightly High
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of accommodation.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides an ideal platform for planning new adventures, refining your existing arrangements, or managing your bookings. The properties you've saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Upper Beaches?
In Upper Beaches, holiday houses are quite popular, with around 18 available throughout the area. These properties provide ample space and typically include multiple bedrooms, fully equipped kitchens, and private outdoor spaces for relaxation. The neighbourhood is known for its proximity to the scenic waterfront, parks, and local shops, making it an attractive option for families or groups looking for a comfortable home base. Additionally, there are several apartments available, offering a more compact living arrangement with amenities such as kitchenettes and access to communal areas.
Are there any beach house rentals in Upper Beaches?
In Upper Beaches, there are several beach house rentals available, offering a charming retreat for visitors. These properties are typically located close to the shoreline and provide easy access to the scenic beaches and parks in the area. Guests can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or balconies, great for enjoying the fresh air and coastal views. The neighbourhood is well-connected, making it convenient for visitors to explore local attractions and enjoy the vibrant community atmosphere.
How much does it cost to rent a holiday home in Upper Beaches?
Prices for holiday rentals in Upper Beaches 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper Beaches to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper Beaches holiday house rentals?
You can find great discounts on house rentals in Upper Beaches on Vrbo, 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.
What are popular rental amenities in Upper Beaches?
In Upper Beaches, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature blenders and coffee/tea makers for added convenience. Onsite parking is commonly available, which is a great benefit for those travelling by car. Additionally, air conditioning is a standard amenity, ensuring a comfortable stay during warmer months.
Can I find family house rentals in Upper Beaches?
In Upper Beaches, Ontario, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhood is well-known for its proximity to beautiful parks and the scenic waterfront, providing ample opportunities for outdoor activities. Many of these homes offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play safely.

Visitors will appreciate the convenience of amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. Additionally, the area boasts nearby attractions like Woodbine Beach and the charming local shops and cafes along Queen Street East, great for family outings.
Can I rent a holiday home with a pool or hot tub in Upper Beaches?
In Upper Beaches, Ontario, there are several holiday homes available for rent that feature both pools and hot tubs. This charming neighbourhood, known for its proximity to the waterfront and scenic parks, offers a great mix of amenities for travellers. Many properties come equipped with private swimming pools and inviting hot tubs, great for relaxation after a day of exploring the area.

Expect to find spacious living areas, fully equipped kitchens, and outdoor spaces that may include patios or decks for enjoying the pleasant weather. The Upper Beaches area provides easy access to local shops, cafes, and the beautiful shoreline, enhancing the overall experience for families or groups seeking a comfortable getaway.
Are there any Upper Beaches holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Upper Beaches 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 on Vrbo 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.
Can I book pet-friendly holiday rentals in Upper Beaches?
In Upper Beaches, Ontario, there are several pet-friendly holiday rentals available for those travelling with their furry companions. The area is known for its charming residential streets and proximity to beautiful parks, making it an ideal choice for pet owners. Many of the holiday rentals come equipped with amenities such as fully furnished kitchens, comfortable living spaces, and private outdoor areas where pets can enjoy some fresh air.

Visitors can take advantage of nearby parks like Kew Gardens and Woodbine Park, both of which offer ample space for walking and playing with pets. These parks feature scenic walking trails, picnic areas, and even beach access along Lake Ontario, providing a lovely backdrop for outdoor adventures.
Can I find long-stay holiday rentals in Upper Beaches?
A long-stay holiday rental in Upper Beaches 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Upper Beaches for a holiday rental?
The best time to visit Upper Beaches for a holiday rental is during the peak season from June to August, with July being particularly popular among visitors. This vibrant summer period is ideal for those keen on enjoying the warm weather while taking in the stunning lakeside views and sandy beaches. Families and friends flock to this charming area for outdoor activities, such as swimming, cycling along the waterfront trails, and indulging in picnics in the local parks.

In July, temperatures typically range from 20 to 30 degrees Celsius, providing a comfortable climate great for exploring the scenic coastline or relaxing at the beach. With numerous festivals and events happening throughout the summer, visitors can experience firsthand the local culture and community spirit.

For those seeking a more budget-friendly experience, consider planning your visit in October. This month offers a quieter atmosphere, allowing for peaceful strolls along the shore and the chance to enjoy the beautiful fall foliage that blankets the area in vibrant colours. The crisp air and fewer crowds make it a great time for leisurely outdoor activities, such as hiking and photography.

Ultimately, the best time to book a holiday rental in Upper Beaches depends on whether you prefer the bustling summer vibe or the serene charm of autumn.
Are there any remote work holiday rentals in Upper Beaches?
In the Upper Beaches area of Ontario, there are several remote work holiday rentals available, with around 18 options for travellers seeking a conducive environment for productivity. This charming neighbourhood, known for its relaxed atmosphere and proximity to the waterfront, offers a variety of accommodations that cater to remote workers. Many of these rentals come equipped with essential amenities such as free Wi-Fi, designated workspaces, and comfortable desk chairs, ensuring that guests can work efficiently while enjoying their stay.

The Upper Beaches is not only a great place for work but also provides access to local parks, beautiful beaches, and vibrant cafes, making it easy to unwind after a day of remote work. Nearby, you can explore the scenic paths along the Lake Ontario shoreline or visit the local shops and restaurants that enhance the community's appeal. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Upper Beaches holiday rental?
Book your Upper Beaches holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper Beaches, Ontario, Canada?
In Upper Beaches, Ontario, visitors can enjoy a variety of attractions that highlight the area's unique charm. The picturesque Woodbine Beach offers a lovely spot for sunbathing or leisurely strolls along the boardwalk, with nearby parks such as Kew Gardens providing beautiful green spaces for picnics and outdoor activities.

The neighbourhood also boasts the historic Beaches Boardwalk, which is superb for cycling or walking while enjoying views of Lake Ontario. For those interested in local culture, the nearby Arts and Culture Centre frequently hosts events and exhibitions.

Additionally, the vibrant Queen Street East is lined with boutique shops, cafes, and restaurants, making it an ideal destination for dining and shopping.
Can I change or cancel my Upper Beaches home rental booking on Vrbo?
To find Upper Beaches holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upper Beaches holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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