Simcoe County vacation rentals

We found 2,510 vacation rentals — enter your dates for availability
Select from 443 houses, 127 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

Holiday rentals with weekly discounts - Simcoe County

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Find out more about Simcoe County

Why visit Simcoe County

  • Stunning natural beauty: Simcoe County boasts breathtaking landscapes, including urban parks, nature reserves, and beautiful beaches, perfect for outdoor enthusiasts.
  • Outdoor adventures: Visitors can engage in a variety of activities like hiking, biking, and water sports, catering to all ages and skill levels.
  • Charming towns: Explore quaint communities filled with friendly locals and unique shops, providing a warm, welcoming atmosphere.
  • Family-friendly attractions: The region offers numerous activities suitable for families, ensuring fun for everyone.
  • Romantic getaways: With its picturesque scenery, Simcoe County is an ideal destination for couples seeking a romantic retreat.

Popular types of accommodation in Simcoe County

Planning a getaway to Simcoe County? You're in for a treat. This beautiful region offers a range of popular holiday rental options, including cozy cottages, spacious private homes, and modern condos. Whether you're looking to rent in Simcoe County for a family vacation or a romantic retreat, you'll find a variety of rental listings to suit your needs. Discover the perfect accommodation for your stay and enjoy everything this stunning area has to offer.

  • Cottages: Experience the charm of quaint cottages, the top choice for holiday rentals in Simcoe County, offering a cozy retreat amidst nature.
  • Private Holiday Homes: Enjoy the comfort and privacy of entire homes, perfect for families or groups seeking a home-away-from-home experience.
  • Condos: Modern condos provide a stylish and convenient stay, ideal for those looking for a blend of luxury and accessibility.
  • Cabins: Rustic cabins nestled in the woods offer a tranquil escape, ideal for nature lovers wanting to unwind.
  • Chalets: Enjoy the picturesque beauty of chalets that combine comfort with stunning views, perfect for a memorable getaway.**

Top attractions in Simcoe County

Simcoe County is a perfect destination for outdoor enthusiasts and those seeking a romantic getaway. With its stunning urban parks, nature reserves, and beautiful beaches, visitors can enjoy a variety of activities that cater to families and culture seekers alike. Whether you're looking to explore scenic landscapes or engage in outdoor adventures, Simcoe County offers an array of attractions that promise memorable experiences for everyone.

  • Wasaga Beach Provincial Park: Enjoy the stunning sandy beaches along the longest freshwater beach in the world. Perfect for swimming, sunbathing, and beach activities, this park offers a vibrant atmosphere with picturesque views of the waters of Georgian Bay.
  • CFB Borden Military Museum: Dive into Canada’s military history with fascinating exhibits and artifacts. This museum provides a unique cultural experience, showcasing the contributions of the Canadian Armed Forces through engaging displays and historical insights.
  • Collingwood Harbour: Experience adventure and outdoor activities at this beautiful marina. It's a great spot for boating, fishing, and enjoying the scenic waterfront, making it ideal for those seeking both relaxation and excitement.

Things to do recommended for couples

Experience the charm of Simcoe County with a romantic hike in the breathtaking Blue Mountain area or a cozy evening by the fireplace in one of the local inns. Don't miss the scenic views of Georgian Bay while enjoying a picnic at one of the beautiful parks.

Things to do recommended for families

Families visiting Simcoe County can explore the stunning landscapes at Wasaga Beach Provincial Park, enjoy interactive exhibits at the Simcoe County Museum, and experience the thrill of outdoor adventures at Horseshoe Resort, perfect for all ages.

Things to do recommended for groups

Explore the stunning landscapes of the Niagara Escarpment while hiking the scenic trails of the Bruce Trail. Enjoy a group outing at the Minesing Wetlands, where you can spot diverse wildlife and experience the beauty of nature together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Simcoe County with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Simcoe County with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Simcoe County: For many, a family getaway isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Simcoe County: If you're in search of holiday rentals with special offers 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 options like a parking spot, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Simcoe County

Simcoe County offers a delightful blend of scenic landscapes and vibrant communities, perfect for a romantic getaway or a family-friendly holiday. Explore the charming towns, enjoy outdoor adventures, and soak in the friendly atmosphere. With its stunning natural beauty and welcoming locals, you'll find countless opportunities to relax and create lasting memories. Discover the allure of Simcoe County and experience a truly enriching travel experience.

  • Collingwood: Nestled at the base of the Blue Mountains, Collingwood is a picturesque city renowned for its outdoor adventures and vibrant community. The area boasts proximity to stunning lakes and parks, making it a prime destination for nature lovers. In the winter, visitors flock to nearby ski resorts for thrilling slopes, while summer offers opportunities for hiking, biking, and water sports along the scenic waterfront. Collingwood's charming downtown features shops, cafés, and local eateries, ensuring a delightful travel experience year-round.
  • Wasaga Beach: Famous for its expansive sandy shores, Wasaga Beach is a vibrant city that attracts those seeking outdoor fun and breathtaking scenery. Located along the Nottawasaga Bay, it offers an array of activities such as swimming, sunbathing, and beach volleyball. In addition to its beautiful lakeside, Wasaga Beach is also a great starting point for exploring local hiking trails and enjoying the natural surroundings. The lively atmosphere, combined with numerous shops and dining options, makes it an ideal destination for families and adventure seekers alike.
  • Midland: Positioned along the shores of Georgian Bay, Midland is a charming city that blends outdoor adventure with rich history. The area is well-known for its stunning waterfront views and recreational activities, including boating and fishing. Visitors can explore the local parks and enjoy the scenic beauty of the bay, while also taking in the historical sites, including a modern civic government building that showcases local art and culture. Midland’s friendly vibe and access to nature make it a perfect spot for those looking to immerse themselves in Ontario’s natural beauty.

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new adventures, refine your travel arrangements, or keep track of your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please 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:

  • Scandinave Spa Blue Mountain (27.7 mi / 44.6 km)
  • Blue Mountain Ski Resort (29 mi / 46.6 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)
  • Vettä Nordic Spa (7.2 mi / 11.6 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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