Grey Highlands vacation rentals

We found 972 vacation rentals — enter your dates for availability

Select from 34 homes, 21 cottages, and other vacation rentals in Grey Highlands to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a garden. No matter what you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.
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Find out more about Grey Highlands

Find out more about Grey Highlands

Why visit Grey Highlands

  1. Outdoor adventures: Grey Highlands is perfect for skiing, hiking, and exploring scenic trails and lakes.
  2. Stunning natural beauty: Experience breathtaking landscapes that showcase the region's charm.
  3. Charming neighborhoods: Discover quaint areas catering to various budgets, ideal for families and couples.
  4. Relaxing accommodations: Choose from cozy condos, stylish apartments, or spacious vacation homes for a memorable stay.
  5. Nature preserves: Explore beautiful parks and enjoy romantic beach outings, connecting with nature.

Popular types of accommodation in Grey Highlands

If you’re exploring vacation rentals in Grey Highlands, you’ll find a variety of options to suit your needs. The most popular types of accommodations include condos, apartments, and houses. Whether you’re looking for Grey Highlands homes or houses, we provide transparent listings and information on guest experiences. Dive into our Grey Highlands MLS listings to discover the perfect getaway tailored just for you!

  • Condos: The top choice for vacation rentals in Grey Highlands, offering modern amenities and convenient locations for your stay.
  • Apartments: A popular option providing a comfortable and home-like atmosphere, ideal for couples or small families.
  • Houses: Perfect for larger groups, these homes offer privacy and the comforts of home during your getaway.
  • Cabins: A charming choice for those seeking a rustic experience, surrounded by nature and tranquility.
  • Chalets: Cozy and inviting, these accommodations blend luxury with a unique alpine charm.**

Top attractions in Grey Highlands

Grey Highlands, Ontario, is perfect for outdoor enthusiasts and adventure seekers, offering a range of activities from skiing to exploring beautiful parks and lakes. Visitors can enjoy romantic experiences, beach outings, and nature preserves, making it an ideal destination for those looking to connect with nature. With its stunning scenery and diverse attractions, Grey Highlands promises a memorable vacation for travelers seeking both relaxation and adventure.

  1. Blue Mountain Ski Resort: Experience the thrill of winter sports at one of Ontario's premier ski destinations. With a variety of slopes for all skill levels, this resort offers stunning views and plenty of outdoor adventures year-round, from skiing and snowboarding to hiking and mountain biking.
  2. Eugenia Lake: A picturesque spot perfect for relaxation and romance, Eugenia Lake boasts sandy beaches and beautiful scenery. Enjoy swimming, picnicking, or simply soaking in the serene surroundings of this charming lake.
  3. Eugenia Falls Conservation Area: Explore the natural beauty and adventure at Eugenia Falls. This conservation area features scenic trails and stunning waterfalls, making it ideal for hiking and photography enthusiasts.

Things to do recommended for couples

Experience romance in Grey Highlands with thrilling adventures at Blue Mountain Ski Resort, just 17 miles away, or enjoy skiing at Beaver Valley Ski Club right in the area. For a soothing retreat, unwind together at the Scandinave Spa Blue Mountain, located 18 miles away, where relaxation awaits.

Things to do recommended for families

During your family vacation in Grey Highlands, enjoy a splash at the Plunge Aquatic Center, just 17 miles away. This family-friendly spot offers a fun aquatic experience perfect for kids of all ages, ensuring a memorable day for everyone!

Things to do recommended for groups

In Grey Highlands, your group can enjoy golfing at the Blue Mountain Golf and Country Club and Lora Bay Golf Club, both offering beautiful outdoor settings. For adventure, try the Scenic Caves Nature Adventures zipline course for an exhilarating experience in nature!

What do I need to keep in mind when booking a vacation in Grey Highlands

No matter if you’re traveling with a group, with family, bringing along pets, or seeking extended stays, be sure to refine your search according to your top priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Grey Highlands with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily apply filters for these options and many others on Vrbo.
  • Traveling to Grey Highlands with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with ensuring access to 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 Grey Highlands: For many families, a vacation wouldn’t be the same without their furry companions. If you relate to this, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Grey Highlands: If you're searching for vacation rentals with 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 features like parking, a well-equipped kitchen, or a private pool in your search to enhance your experience.

Where to stay in Grey Highlands

Grey Highlands, Ontario, is a delightful destination perfect for outdoor enthusiasts and adventure seekers. From scenic trails to thrilling ski slopes, this region offers a warm and friendly atmosphere for all visitors. Explore charming neighborhoods that cater to every budget, providing relaxing and family-friendly experiences. Whether you're seeking luxury or a budget getaway, Grey Highlands promises a memorable vacation filled with adventure and breathtaking landscapes.

  • The Blue Mountains: Located approximately 16 miles from Grey Highlands, The Blue Mountains is a prime destination for adventure enthusiasts and outdoor lovers. Known for its stunning ski resorts, this area transforms into a winter wonderland where visitors can enjoy skiing, snowboarding, and a variety of winter sports. In the warmer months, the natural beauty continues to shine with picturesque lakes and beaches, making it perfect for hiking, biking, and relaxation. The nearby national park offers breathtaking views and trails, ensuring a memorable experience for nature lovers and thrill-seekers alike.
  • Collingwood: Situated about 21 miles from Grey Highlands, Collingwood is a charming town known for its outdoor adventures and vibrant atmosphere. Visitors flock to this area for skiing and snowboarding, with top-tier ski resorts available for all skill levels. Beyond winter sports, Collingwood boasts beautiful bays and lakes ideal for summer activities like kayaking and fishing. The town also features modern civic buildings and a friendly community vibe, making it a great spot for exploring local shops, restaurants, and cultural events throughout the year.
  • Flesherton: Nestled right within the Grey Highlands, Flesherton offers a tranquil escape for those seeking outdoor beauty and romance. Known for its scenic views and peaceful surroundings, this charming town is a gateway to numerous ski fields and resorts, perfect for winter sports enthusiasts. Nature reserves and parks in the area provide excellent opportunities for hiking, picnicking, and wildlife watching, making it an ideal destination for couples and families looking to connect with nature and each other.

Best time to go to Grey Highlands

If you're planning a trip to Grey Highlands, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.1°F (-6.6°C)Light RainVery CloudyAverageAverage
February20.5°F (-6.4°C)Light RainMostly CloudyModerately HighSlightly High
March29.3°F (-1.5°C)Light RainMostly CloudyAverageAverage
April39.7°F (4.3°C)Light RainMostly CloudyModerately LowSlightly Low
May52.2°F (11.2°C)Light RainMostly SunnyModerately LowSlightly Low
June60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
July67.1°F (19.5°C)Light RainMostly SunnyModerately HighAverage
August66.6°F (19.2°C)Light RainMostly SunnyModerately HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly CloudyAverageAverage
November37.0°F (2.8°C)Light RainMostly CloudyModerately LowSlightly Low
December28.2°F (-2.1°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down your search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. It truly benefits those who take the lead in planning! Become a part of our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and start reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area to plan new trips, continue from where you last stopped, or manage your travel arrangements. You can easily find your saved or booked properties organized under Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Delight in the natural landscape of Grey Highlands

The waterfalls, wildlife and forests are a perfect backdrop to your vacation home in Grey Highlands. Travelers appreciate the hiking in this welcoming city. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Grey Highlands

Do you want to discover attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Grey Highlands a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Beaver Valley Ski Club (1.9 mi / 3 km)
  • Georgian Hills Vineyards (13.2 mi / 21.2 km)
  • Lora Bay Golf Club (16.6 mi / 26.7 km)
  • Blue Mountain Ski Resort (16.8 mi / 27 km)
  • Ridge Runner Mountain Coaster (17.2 mi / 27.6 km)
  • Plunge Aquatic Center (17.2 mi / 27.7 km)

Exploring the natural features in Grey Highlands

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Grey Highlands. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Eugenia Falls Conservation Area (4 mi / 6.5 km)
  • Eugenia Lake (4.8 mi / 7.7 km)
  • Blue Mountain Beach (16.4 mi / 26.4 km)
  • Scenic Caves Nature Adventures (16.5 mi / 26.5 km)
  • Collingwood Scenic Caves (16.5 mi / 26.6 km)
  • Bruce Trail Lookout (16.6 mi / 26.7 km)

Frequently asked questions

What is the best area to stay in Grey Highlands when booking a vacation rental?
If you’re organizing a trip to Grey Highlands, Markdale is one of the most popular locations to stay. Whether you’re looking for a cottage, condo or another property type, you’ll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in Grey Highlands?
According to our data, cottages are the most sought-after vacation rental type in Grey Highlands. But as you know, everyone’s idea of the perfect trip differs. Vrbo has vacation rentals of all sizes and shapes, so you’re bound to find your ideal match.
How much does it cost to rent a vacation rental in Grey Highlands?
A number of things can determine how much you pay for a vacation rental in Grey Highlands, such as the time of year, property type and length of stay. But, all our vacation homes have something in common — incredible value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Grey Highlands?
Prices for beach houses in Grey Highlands differ depending on the size and style of the property and time of year you’re traveling. All you need to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use the filters to refine your search by ratings, amenities, nearby activities and more.
Are there large group vacation rentals in Grey Highlands?
Grey Highlands has 19 vacation rentals that can host 10 or more people. These properties come with enough space to share good times with friends and family.
Can I find two-bedroom vacation rentals in Grey Highlands?
Grey Highlands has five two-bedroom properties to pick from. Find a vacation home with all the space and comfort you’re looking for at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Grey Highlands?
There are 23 vacation rentals with WiFi in Grey Highlands. If you want to disconnect from daily life on your trip, but still want to be connected to the internet, these properties have 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 Grey Highlands?
The minimum age allowed can differ between properties on Vrbo, so look at the rules of the vacation home in Grey Highlands you want to book. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Grey Highlands for?
The length of time you can rent a vacation rental in Grey Highlands is up to the property. Simply enter your preferred travel dates to display a list of options offering extended stays. With a range of creature comforts like washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to discover someplace just right to call your home away from home in Grey Highlands.
Does Vrbo offer discounts for vacation homes in Grey Highlands?
On Vrbo, we’ve got some incredible discounts and bargains for Grey Highlands. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re planning a weekend getaway or a longer stay, Vrbo has a variety of options for every budget and style.

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