Best Vacation Homes in Sheridan
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
3 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $81/Night
7 Nights - US $569
House
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
96.88 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
US $79/Night
7 Nights - US $553
US $164/Night
7 Nights - US $1,149
House
10.0(8 Reviews)
1 Bedroom
1 Bath
3 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $73/Night
7 Nights - US $514
House
9.5(34 Reviews)
1 Bedroom
1 Bath
1 Guest
182.99 ft²
- Parking
View- Air Conditioner
- Internet
US $80/Night
7 Nights - US $560
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
3 Guests
1500 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $300/Night
7 Nights - US $2,101
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $219/Night
7 Nights - US $1,532
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $143/Night
7 Nights - US $999
Sheridan Luxury Rentals
House
3 Bedrooms
3 Baths
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $949/Night
7 Nights - US $6,643
New
House
5 Bedrooms
5 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $784/Night
7 Nights - US $5,488
US $568/Night
7 Nights - US $3,977
House
6.8(4 Reviews)
3 Bedrooms
3 Baths
7 Guests
1646.88 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $464/Night
7 Nights - US $3,248
House
1 Bedroom
3 Baths
6 Guests
495.14 ft²
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
US $449/Night
7 Nights - US $3,140
House
8.8(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
Pool- Air Conditioner
- Internet
- Child Friendly
US $434/Night
7 Nights - US $3,041
New
House
4 Bedrooms
3 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $403/Night
7 Nights - US $2,822
House
1 Bedroom
2 Baths
5 Guests
- Parking
- View
- Air Conditioner
- Internet
US $394/Night
7 Nights - US $2,755
Sheridan Pet Friendly Vacation Rentals
Apartment
9.4(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $312/Night
7 Nights - US $2,184
Apartment
1 Bedroom
1 Bath
4 Guests
EV Charge Station- Parking
- View
- Air Conditioner
US $87/Night
7 Nights - US $611
Apartment
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
Pet Friendly- Child Friendly
US $142/Night
7 Nights - US $997
Hotel
8.3(412 Reviews)
1 Bath
372.43 ft²
Private Pool- Oceanfront
Hot Tub- Breakfast
US $175/Night
7 Nights - US $1,228
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $119/Night
7 Nights - US $831
Apartment
8.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $117/Night
7 Nights - US $817
House
6.8(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Internet
- Pet Friendly
US $198/Night
7 Nights - US $1,383
House
2 Bedrooms
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $163/Night
7 Nights - US $1,143
Sheridan Large Vacation Homes
House
9.8(17 Reviews)
6 Bedrooms
3 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $220/Night
7 Nights - US $1,538
House
10.0(2 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $354/Night
7 Nights - US $2,475
House
9.0(2 Reviews)
6 Bedrooms
4 Baths
14 Guests
2700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $141/Night
7 Nights - US $990
House
8.8(8 Reviews)
3 Bedrooms
2 Baths
10 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $216/Night
7 Nights - US $1,514
Villa
4.0(3 Reviews)
6 Bedrooms
5 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $810/Night
7 Nights - US $5,672
House
2.0(1 Review)
5 Bedrooms
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $271/Night
7 Nights - US $1,896
House
5 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Air Conditioner
- Internet
- Child Friendly
US $1,353/Night
7 Nights - US $9,468
Villa
6 Bedrooms
5 Baths
15 Guests
5199 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,056/Night
7 Nights - US $7,395
Why Choose Rent By Owner for your Sheridan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Sheridan Vacation Rentals
Where are the best neighborhoods to stay in Sheridan?
When exploring Sheridan in Mississauga, Ontario, you’ll find a variety of neighborhoods that cater to different preferences and lifestyles. Each area offers its own unique atmosphere, making it easy to find the perfect setting for your stay. Whether you prefer a quiet, residential environment or a vibrant community with convenient amenities, Sheridan provides excellent options for your vacation rentals. By choosing the right neighborhood, you can enjoy a seamless experience that reflects the local charm and convenience of Mississauga’s most sought-after areas.
Clarkson-Lorne Park
This neighborhood offers a tranquil setting within the region, making it an ideal choice for those seeking a peaceful retreat. Here, you can find a variety of well-maintained vacation rentals that provide both comfort and convenience.
View 168+ Rentals in Clarkson-Lorne ParkClearview
Located nearby, the area provides easy access to local amenities and scenic surroundings, perfect for a relaxing stay in this part of the region. You'll discover thoughtfully curated vacation rentals that cater to a range of preferences and needs.
View 142+ Rentals in ClearviewBest Times to Visit Sheridan
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the region's unique climate and local events while making the most of your stay in Sheridan, Mississauga, Ontario.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy pleasant weather and longer daylight hours, making it ideal for outdoor activities around this destination.
Average Temperature Daytime: around 25°C - Nighttime: about 15°C
Fall (September to November)
Autumn offers colorful foliage and mild temperatures, providing a picturesque setting perfect for exploring the region’s natural beauty.
Average Temperature Daytime: around 20°C - Nighttime: about 10°C
Off-Season Highlights
Winter (December to February)
During the cold winter months, the area experiences lower temperatures and occasional snowfall, creating a cozy atmosphere for indoor relaxation or winter sports nearby.
Average Temperature Daytime: -2°C - Nighttime: -8°C
Spring (March to May)
Early spring sees milder weather and blooming landscapes, though some days may still be cool, making it a quieter time for exploring with fewer tourists present.
Average Temperature Daytime: around 10°C - Nighttime: about 3°C
Weekly Weather Forecast for Sheridan
How to Book Your Sheridan 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 Sheridan
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 outdoor dining with a patio or barbecue area available at many properties.
- Relax by a private or shared swimming pool, perfect for warm summer days in the region.
- Take advantage of landscaped gardens or well-maintained yards for outdoor gatherings.
- Access to walking trails or nearby parks for outdoor recreation and exploration.
- Utilize a fire pit or outdoor fireplace for cozy evenings under the stars.
- Benefit from covered patios or verandas for relaxation regardless of the weather.
- Gain convenient parking facilities equipped with outdoor lighting for added safety during night visits.
Top Attractions Around Sheridan
What attractions are nearby?
During your stay, you'll have the opportunity to explore nearby parks, recreational areas, and cultural attractions that showcase the best of Sheridan and its surrounding region.
Family Activities
- Playdium Mississauga: Enjoy a day of family-friendly entertainment with arcade games and interactive attractions at this popular entertainment complex nearby.
- Living Arts Centre: Experience engaging performances and cultural activities suitable for all ages at this vibrant arts venue in the area.
- Erindale Park: Spend quality outdoor time picnicking, biking, or simply relaxing by the Credit River in this spacious park known for its lush surroundings.
Adult Activities
- Golfing at Riverstone Golf Course: Enjoy a relaxing round of golf surrounded by scenic views right in this part of Mississauga, ideal for unwinding during your stay.
- Exploring Meadowvale Conservation Area: Take a peaceful walk through the natural landscapes and appreciate the local wildlife that flourish here in the region.
- Sailing or boating on Lake Wabukayne: Engage in water activities just moments away, offering a refreshing way to experience the area's outdoor beauty.
- Dining at local restaurants: Savor diverse culinary options featuring regional cuisines, perfect for experiencing the area's vibrant food scene.
Other Places to Stay in Sheridan, ON
Mississaugua Golf and Country Club
Sheridan Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region’s diverse culinary scene to enjoy authentic cuisine and support local eateries during your stay.
- Plan Outdoor Activities: Make the most of nearby parks and outdoor spaces to experience the natural beauty and tranquility that this destination offers.
- Utilize Convenient Transportation: Consider local transit or car rentals to easily access attractions and explore beyond your vacation rental in the area.
- Engage with the Community: Participate in community events or visit local markets to immerse yourself in the regional culture and create memorable experiences.
Transportation Options
- Public Transit (Mississauga Transit): You can rely on this regional bus service for convenient transportation across the area, making it easy to explore local attractions and amenities.
- GO Transit:** This commuter train and bus network connects here with Toronto and other major cities, offering a quick and accessible travel option for visitors staying nearby.
- Private Car Services: Professional taxi and ride-sharing options are readily available for flexible and direct transportation throughout the region.
- Rental Cars: Renting a vehicle provides the ultimate freedom to explore the area at your own pace, especially if you prefer traveling outside of public transit schedules.
Local Customs Options
- Local Dining Etiquette: Respect for shared dining customs, such as punctuality and courteous table manners, enhances your experience when enjoying meals in this area.
- Community Events and Festivals: Participating in local celebrations and festivals offers a genuine glimpse into the region's traditions and fosters connections with residents.
- Environmental Respect: Following recycling and waste disposal practices demonstrates appreciation for the area's commitment to sustainability and cleanliness.
- Greeting Etiquette: A friendly nod or handshake is customary when meeting new acquaintances, reflecting the welcoming spirit of this destination.
Sheridan Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Sheridan?
There are a lot of options in Sheridan. If you plan on staying in the Sheridan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sheridan:
- Luxury Apartment Living in an Elite Neighborhood
- 1,200sq.ft comfy & clean home with luxury bedding.Sleep as a king!
- Private Greece inspired guest suite in Erindale
- Gorgeous Basement Apartment Awaits
- Bromsgrove Hideaway
- Modern 1-Bedroom Private Suite near SQUARE ONE w/Laundry, EV Charger & BBQ Area
- Comfortable City Home
- Charming 1-bedroom apartment in enchanting Mississauga with AC, WiFi
- Brand New and Spacious 2 Bedroom Unit in beautiful, quiet neighborhood
- Stylish Lower Level Guest Suite in Family Home
2. How many vacation rentals have private pools in Sheridan?
There are 13 vacation rentals with private pools near Sheridan. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sheridan are best for families?
If you are looking for a family-friendly vacation home in Sheridan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sheridan:
4. How many Rentbyowner vacation rentals are available in Sheridan?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 224 in the Sheridan 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 Sheridan.
5. What is the cancellation policy for vacation rentals in Sheridan, Mississauga?
Cancellation policies vary by listing, so you should review the specific rental's terms before booking. Many properties offer flexible or moderate cancellation options, which are detailed on the listing page.
6. How do I ensure my booking is secure and trustworthy in this area?
All bookings are handled through a trusted platform that verifies listings and hosts, providing secure payment methods and a secure booking process to give you peace of mind when reserving your stay.
7. Are there any additional fees I should be aware of when booking vacation rentals here?
Additional fees such as cleaning fees, service fees, or taxes are often included in the total price estimate during checkout. Be sure to read the detailed breakdown on the listing page before confirming your reservation.
8. What amenities can I expect in vacation rentals around here?
Most properties offer key amenities like Wi-Fi, parking, and kitchen facilities. Specific amenities vary per listing, so check the property details carefully to ensure it meets your needs.
9. How close are holiday rentals here to local attractions or transportation options?
Many rentals are conveniently located near public transit routes or main roads, making it easy to access the area's attractions and amenities. For precise locations and transportation options, refer to individual property descriptions.
Sheridan Top Rated Vacation Rentals
House
9.5(6 Reviews)
4 Bedrooms
5 Baths
8 Guests
2497.23 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $251/Night
7 Nights - US $1,754
Hotel
9.2(702 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $205/Night
7 Nights - US $1,434
Hotel
9.2(590 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $269/Night
7 Nights - US $1,884
House
9.2(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $326/Night
7 Nights - US $2,284
US $135/Night
7 Nights - US $946
US $137/Night
7 Nights - US $959
Hotel
8.4(994 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $98/Night
7 Nights - US $685
Hotel
8.3(78 Reviews)
3 Baths
308.57 ft²
- Private Pool
- EV Charge Station
- Parking
- Pool
US $272/Night
7 Nights - US $1,901
