Simcoe County vacation rentals

We found 2,441 vacation rentals — enter your dates for availability

Select from 461 houses, 136 condos, and other vacation rentals to find the perfect place for your stay in Simcoe County. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Popular cities in Simcoe County

Vacation rentals with weekly discounts - Simcoe County

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Find out more about Simcoe County

Find out more about Simcoe County

Why visit Simcoe County

  1. Scenic Shores: Enjoy the stunning beauty of Lake Simcoe's beaches and waterfronts, perfect for relaxation and exploration.
  2. Charming Towns: Discover the quaint towns of New Tecumseth and Grey County, offering unique shops and local culture.
  3. Outdoor Activities: Experience a range of adventures, including hiking, biking, and water sports in beautiful natural settings.
  4. Family-Friendly Fun: Engage in a variety of activities suitable for all ages, ensuring a memorable trip for families.
  5. Cozy Accommodations: Choose from charming cottages and modern condos that provide comfort and essential amenities.

Popular types of accommodation in Simcoe County

If you're exploring vacation rentals in Simcoe County, you're in for a treat! Our most popular accommodations include charming cottages, houses, and modern condos. Whether you're seeking a cozy bedroom home, a mobile home, or a well-equipped rental suite, we have options to suit every traveller. Many properties also feature essential amenities like air conditioning and shared facilities, ensuring a comfortable and enjoyable stay. Discover your perfect getaway today!

  • Cottages: Cottages are the most sought-after vacation rentals in Simcoe County, offering a charming and cozy retreat.
  • Houses: These homes provide a spacious and comfortable setting, perfect for families or groups seeking privacy during their stay.
  • Condos: Condos combine modern amenities with convenient locations, ideal for those looking for a stylish getaway.
  • Cabins: Rustic cabins offer a unique experience amidst nature, attracting outdoor enthusiasts and those seeking tranquility.
  • Chalets: Chalets are popular for their picturesque settings and are perfect for those wanting a mountain or lake view.**

Top attractions in Simcoe County

Simcoe County is a perfect destination for outdoor enthusiasts and those seeking a romantic getaway. Popular attractions include scenic reserves, urban parks, and beautiful beaches. Whether you're travelling with family or looking for cultural experiences, the region offers a variety of activities and points of interest to explore, ensuring a memorable vacation for everyone.

  1. Wasaga Beach Provincial Park: Experience the stunning sandy shores and vibrant beach vibes at Wasaga Beach, renowned for its family-friendly atmosphere and picturesque sunsets, perfect for swimming and sunbathing.
  2. CFB Borden Military Museum: Immerse yourself in Canadian military history at this unique museum, featuring captivating exhibits and artifacts that highlight the country’s rich military culture and heritage.
  3. Collingwood Harbour: Enjoy outdoor adventures at Collingwood Harbour, a scenic marina offering water activities, beautiful views, and a lively atmosphere ideal for boating and exploring the surrounding nature.

Things to do recommended for couples

Discover the charm of Simcoe County with your partner. Hit the slopes at Mount St. Louis Moonstone for thrilling skiing, unwind at the Bamboo Spa for a rejuvenating experience, or enjoy some friendly competition at Skull Island Adventure Golf. Perfect for creating lasting memories together!

Things to do recommended for families

Experience thrilling adventures at Wasaga 500 Go Karts, enjoy sports at Barrie Community Sports Complex, and create family memories at Horseshoe Adventure Park. Simcoe County offers fun-filled activities that cater to all ages, ensuring an unforgettable family vacation.

Things to do recommended for groups

Experience the excitement at Casino Rama, where city vibes and romance blend seamlessly. Enjoy a round of golf at Nottawasaga Inn Resort Golf Club amidst beautiful outdoor scenery. Don’t miss the vibrant atmosphere of the 400 Market, perfect for discovering local goods and flavours.

What do I need to keep in mind when booking a vacation in Simcoe County

If you're planning a trip with a group, family, or pets, or if you're considering longer stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Simcoe County with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Simcoe County with young kids: Journeying with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, being close to family-friendly attractions is a wise consideration.
  • Taking your pets with you to Simcoe County: For many, a family vacation wouldn’t feel complete without their furry companion. If that resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Simcoe County: If you're seeking vacation rentals with special rates 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 amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Simcoe County

Simcoe County offers an idyllic escape for outdoor enthusiasts and those seeking scenic beauty. Explore the stunning shores of Lake Simcoe, unwind in the charming towns of New Tecumseth, or venture into the picturesque landscapes of Grey County. With its friendly atmosphere and family-friendly activities, this region promises a romantic getaway filled with adventure and relaxation. Discover the trendy local spots and embrace the welcoming spirit of Simcoe County on your vacation.

  • Collingwood: Nestled along the shores of Georgian Bay, Collingwood is a vibrant city known for its stunning outdoor adventures and winter sports. Famous for its proximity to Blue Mountain, a premier ski resort, visitors can indulge in skiing, snowboarding, and various winter activities. In the warmer months, the area transforms into a haven for hiking, biking, and water sports, with the beautiful beaches and scenic waterfront inviting relaxation and exploration. Collingwood's charming downtown features local shops, restaurants, and cafes, making it an ideal spot for a leisurely stroll after a day of adventure.
  • Wasaga Beach: Renowned for having the longest freshwater beach in the world, Wasaga Beach is a must-visit destination for sun-seekers and outdoor enthusiasts. Situated along the shores of Georgian Bay, this lively city offers a variety of recreational activities, from swimming and sunbathing to hiking and biking in the surrounding natural areas. In winter, Wasaga Beach transforms into a popular destination for skiing and snowboarding at nearby resorts. With numerous dining options and local attractions, including festivals and events throughout the year, Wasaga Beach provides a perfect blend of relaxation and adventure.
  • Midland: Located at the heart of the scenic Georgian Bay region, Midland is a charming city that offers a unique blend of culture, history, and outdoor adventure. Visitors can explore the local waterfront, enjoy recreational activities like boating and fishing, or visit the nearby ski resorts for winter fun. Midland is also home to the Huronia Museum and the beautiful Little Lake Park, perfect for picnics and leisurely walks. With its rich Indigenous heritage and modern civic amenities, Midland encapsulates the spirit of Ontario's natural beauty and vibrant community life.

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, be sure to use our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient space to plan new adventures, pick up where you last stopped, or manage your travel arrangements. You can easily access the properties you’ve saved and booked, now organized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Simcoe County getaway

Experience the unique character of Simcoe County with a stay in a vacation home rental. This city has something for everyone. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Simcoe County

Are you searching for top things to see and do during your stay? Venture out of your vacation home and check out everything that makes Simcoe County a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Blue Mountain Ski Resort (29.5 mi / 47.5 km)
  • Snow Valley Ski Resort (3.8 mi / 6.2 km)
  • Splashon Water Park Barrie (5 mi / 8.1 km)
  • Settlers' Ghost Golf Club (6.7 mi / 10.8 km)
  • Horseshoe Valley (7.5 mi / 12.1 km)
  • Hardwood Ski and Bike (8.5 mi / 13.7 km)

Exploring the natural landscape of Simcoe County

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Simcoe County. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Barrie Centennial Park (5.4 mi / 8.6 km)
  • Hardwood Ski and Bike (8.5 mi / 13.7 km)
  • Wasaga Beach Nordic Centre (14.7 mi / 23.7 km)
  • Tower Island (15 mi / 24.2 km)
  • Bass Lake Provincial Park (16 mi / 25.7 km)
  • Lake Simcoe (18 mi / 28.9 km)

Transportation to and around Simcoe County

If you're traveling by train, make your way to Bradford Station or Washago Station to see more of the city.

Frequently asked questions

What is the best area to stay in Simcoe County when booking a vacation rental?
One of the most popular neighborhoods to find a Simcoe County vacation home is Creemore. When you lock in a Vrbo vacation rental, you will have the whole place to yourselves. This means you don't have to share it with anybody other than your favorite people.
What is the most popular type of vacation rental accommodation in Simcoe County?
The most in-demand types of vacation rentals in Simcoe County are cottages. After something a little different? Vrbo has numerous options to match our guests' unique requirements, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a vacation rental in Simcoe County?
The average price for a vacation rental in Simcoe County is based on several factors, such as season, property type and length of stay. Whether you're in search of a sprawling villa with room to move around or a quaint cottage for you and your other half, just add your travel dates to find stays with amazing value.
How much does it cost to rent a beach house in Simcoe County?
Prices for beach houses in Simcoe County vary depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to view available options and prices. From there you can use our filter tool to tailor your search by nearby activities, amenities, ratings and more.
What are popular rental amenities in Simcoe County?
Off-street parking options, a fridge and a microwave oven top the list of most popular rental amenities in Simcoe County. Whether you plan to go on your own, with your other half or a group of best friends, Vrbo can help you find a vacation rental that matches your style with all the features you need.
Are there large group vacation rentals in Simcoe County?
You can choose from 128 vacation homes in Simcoe County that can sleep 10 or more guests. Whether you're organizing time away with the family or a special event like a birthday party, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in Simcoe County?
Keeping the kids entertained during your stay in Simcoe County is a snap with these awesome family-friendly attractions:

  • Snow Valley Ski Resort
  • Nottawasaga Inn Resort Golf Club
  • Wasaga Beach Provincial Park

Can I find two-bedroom vacation rentals in Simcoe County?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 167 two-bedroom vacation homes Simcoe County has to offer.
Are there vacation rentals with WiFi in Simcoe County?
Pick from 360 vacation rentals with WiFi in Simcoe County. If you'd like to disconnect from the world on your break, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Simcoe County?
The minimum required age is generally 16, 18 or 21. It can change between properties on Vrbo, so look at the rules of your preferred Simcoe County stay before booking.
How long can I rent a vacation rental in Simcoe County for?
How long you can book a vacation rental in Simcoe County is up to the property. Simply enter your preferred dates to see a list of options offering extended stays. With plenty of creature comforts such as kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get someplace just right to call your home away from home in Simcoe County.

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