Sheridan holiday lettings

We found 24 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Sheridan that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
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Why visit Sheridan

  • Family-friendly attractions: Sheridan offers a variety of activities perfect for families, ensuring enjoyable outings for all ages.
  • Urban parks: Experience beautiful green spaces that provide a serene escape within the vibrant city environment.
  • Modern educational institutions: Explore cutting-edge facilities that highlight Sheridan’s commitment to education and innovation.
  • Diverse accommodation options: Choose from charming holiday homes, stylish apartments, and contemporary condos to suit your needs.
  • Friendly atmosphere: Enjoy a welcoming community vibe, making it ideal for both business and leisure travellers.

Popular types of accommodation around Sheridan

If you're contemplating a getaway to Sheridan, you'll find an array of delightful accommodation options at your disposal. Our most sought-after choices include charming private holiday homes, modern apartments, and stylish condos. Whether you're searching for rental properties in Sheridan or apartments for rent, we've got the perfect solution to suit your needs and ensure a memorable stay.

  • Houses: The top choice for visitors to Sheridan, these homes offer spacious and comfortable stays perfect for families and groups.
  • Apartments: A popular option for couples and solo travellers, providing convenience and a home-like atmosphere.
  • Condos: Ideal for those seeking modern amenities and a touch of luxury during their stay in Sheridan.
  • Cottages: A delightful choice for a quaint and peaceful retreat amidst nature.
  • Villas: A luxurious option for those wanting to indulge in upscale living during their holiday.**

Top attractions near Sheridan

Sheridan, located in Mississauga, Ontario, is an excellent choice for family, city, or business-themed holidays. Visitors can enjoy a variety of attractions, including urban parks, conference venues, and modern educational institutions. The area offers a blend of outdoor activities and urban experiences, making it ideal for those seeking family-friendly outings or vibrant city life. Explore the local points of interest to make the most of your holiday in this charming neighbourhood.

  • University of Toronto Mississauga: A modern institution set amidst scenic landscapes, this campus offers a vibrant atmosphere with impressive architecture and engaging academic programmes, perfect for those who appreciate a blend of education and nature.
  • Mississauga Celebration Square: A lively landmark that serves as a community hub, featuring family-friendly events, outdoor activities, and welcoming locals, making it an ideal spot for relaxation and socialising.
  • Toronto Congress Centre: A prominent venue for conferences and events, characterised by its professional ambience, making it suitable for business travellers and those seeking networking opportunities.

Things to do recommended for couples

For a romantic getaway in Sheridan, consider the thrill of indoor skydiving at iFLY Toronto Oakville, just 621m away. Alternatively, enjoy a fun-filled round at Putting Edge Mississauga, or embrace the winter charm at Glen Eden Ski and Snowboard Centre, located 8.7km from your stay.

Things to do recommended for families

Families visiting Sheridan will love the sports atmosphere at Paramount Fine Foods Centre, just 5.0km away. For adventure, Playdium offers exciting arcade fun 3.1km from Sheridan. Meanwhile, Prince of Wales Park, located 6.2km away, provides a serene space for relaxation and wellness.

Things to do recommended for groups

Explore the vibrant Square One Shopping Centre for a day of retail therapy, enjoy a round of golf at the scenic Mississauga Golf and Country Club, or immerse yourselves in culture at the Living Arts Centre, where entertainment and romance await just a short distance away.

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

When planning your trip, whether you're travelling with a group, as a family, with your pets, or seeking longer stays, it's essential to apply the right filters according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Sheridan with a group: Think about how many bedrooms you will require, as well as any additional features like a fully equipped kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search to include all of these options and more on Vrbo.
  • Traveling to Sheridan with young kids: Traveling with young children can be quite demanding. It's essential to prioritise their comfort and safety, as well as to look for age-appropriate facilities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Sheridan: For many families, a holiday isn't truly complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sheridan: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include extras like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Sheridan

Exploring Sheridan, Mississauga offers a delightful mix of family-friendly attractions and vibrant urban experiences. This charming neighbourhood is perfect for those seeking a friendly atmosphere, whether for business or leisure. Nearby, you'll discover a variety of cities with their own unique vibes, from bustling urban getaways to serene parks. With great locations to choose from, Sheridan is an ideal base for your Canadian adventure, ensuring a memorable holiday for every type of traveller.

  • Mississauga: Located approximately 3.1km from Sheridan, Mississauga is a vibrant city that seamlessly blends urban living with family-friendly attractions. Visitors can indulge in retail therapy at major shopping centres or enjoy a variety of dining options. The city is home to landmarks such as the local sports facility stadium and a convention centre, making it a hub for business and entertainment. With its well-maintained parks and cultural venues, Mississauga offers a delightful city-themed experience for families and tourists alike.
  • Erin Mills: Just 621m from Sheridan, Erin Mills is a charming neighbourhood known for its family-oriented atmosphere. It features modern shopping centres and educational facilities, making it a convenient stop for visitors. The area boasts a beautiful urban park, perfect for leisurely strolls or picnics, and a notable modern college university nearby. Erin Mills combines a suburban feel with easy access to urban conveniences, ensuring a lovely experience for those in search of a more relaxed setting.
  • Clarkson: Situated 1.2km from Sheridan, Clarkson is a quaint neighbourhood that offers a mix of family, city, and business experiences. Visitors can explore local shopping centres and enjoy music concerts in the area. Landmark attractions include a historic place and a sports facility stadium, adding an element of cultural richness. Clarkson's charming ambience, coupled with its proximity to urban amenities, makes it a delightful destination for those looking to immerse themselves in a community atmosphere.

Best time to go to Sheridan

If you're planning a trip to Sheridan, 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 CloudyModerately LowSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudyModerately 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 SunnyModerately HighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnyModerately HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnyModerately 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 CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate considerably. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to narrow your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's user-friendly Trip Board offers you a dedicated space to plan new holidays, pick up where you last stopped, or review and organise your travel arrangements. You can easily access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Sheridan?
Prices for holiday rentals in Sheridan 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 Sheridan 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 Sheridan holiday house rentals?
You can find great discounts on house rentals in Sheridan 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.
Are there any Sheridan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Sheridan 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 find long-stay holiday rentals in Sheridan?
A long-stay holiday rental in Sheridan 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 Sheridan for a holiday rental?
The best time to visit Sheridan for a holiday rental is during the peak season from May to July, particularly in July when the weather is at its finest. This vibrant month invites travellers to enjoy the outdoors, where the warm temperatures typically range from 15 to 25 degrees Celsius create a great atmosphere for sightseeing, hiking, and enjoying local festivals.

During these summer months, visitors can fully immerse themselves in the beauty of Sheridan's natural landscapes. The region's scenic parks, such as the nearby Rattlesnake Point Conservation Area, offer stunning hiking trails and panoramic views, ideal for outdoor enthusiasts eager for adventure and exploration.

For those considering a more budget-friendly option, December emerges as a quieter time to visit. While temperatures can drop to around -5 degrees Celsius, this month provides a unique charm as the area is transformed into a winter wonderland, offering opportunities for cozy indoor activities and holiday festivities.
How early should I book a Sheridan holiday rental?
Book your Sheridan 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 Sheridan, Ontario, Canada?
In Sheridan, Ontario, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. The picturesque Rattray Marsh Conservation Area is a key highlight, featuring scenic walking trails and opportunities for birdwatching along Lake Ontario's shoreline. This tranquil setting is great for those looking to immerse themselves in nature.

Nearby, the historic village of Streetsville offers a charming atmosphere with its quaint shops, cafes, and the scenic Credit River, ideal for leisurely strolls. The area is rich in heritage, with several old buildings and community events that reflect its history.

For those interested in the arts, the nearby Mississauga Art Gallery, located in the city of Mississauga, showcases a variety of contemporary exhibitions and hosts events throughout the year.
Can I change or cancel my Sheridan home rental booking on Vrbo?
To find Sheridan 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 Sheridan 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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