Grey Highlands vacation rentals

We found 980 vacation rentals — enter your dates for availability

Select from 37 homes, 25 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.

Vacation rentals with weekly discounts - Grey Highlands

Showing deals for:Nov 7 - Nov 14
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Find out more about Grey Highlands

Find out more about Grey Highlands

Why visit Grey Highlands

  1. Stunning natural landscapes: Experience breathtaking lakes, serene nature preserves, and majestic waterfalls throughout Grey Highlands.
  2. Outdoor adventures: Enjoy a variety of activities, from hiking and skiing to exploring picturesque rural areas.
  3. Family-friendly atmosphere: Embrace the warmth of friendly locals and a welcoming community ideal for visitors of all ages.
  4. Quality accommodations: Choose from cozy condos, charming chalets, and spacious homes for a comfortable stay.
  5. Nearby attractions: Discover a perfect blend of relaxation and recreation in the scenic surroundings of Grey County.

Popular types of accommodation in Grey Highlands

Discover the perfect getaway in Grey Highlands with our selection of stunning vacation rentals. Whether you're looking for cozy condos, charming chalets, or spacious private homes, we’ve got you covered. Our Grey Highlands house vacation rentals offer the ideal blend of comfort and adventure, ensuring a memorable stay. Explore the beauty of this picturesque region while enjoying the reassurance of quality accommodations tailored to your needs.

  • Condos: A preferred choice for many visitors to Grey Highlands, condos offer modern amenities and a convenient location for exploring the area.
  • Houses: Ideal for families or groups, these homes provide a comfortable and spacious environment for a memorable stay.
  • Chalets: Embrace the charm of the outdoors with chalets, perfect for those seeking a cozy retreat amidst nature.
  • Apartments: For a more urban experience, apartments are a great option, offering flexibility and accessibility.
  • Cottages: These quaint accommodations provide a charming and rustic atmosphere, perfect for a peaceful getaway.**

Top attractions in Grey Highlands

Grey Highlands offers an ideal getaway for outdoor enthusiasts and adventure seekers. With stunning lakes, serene nature preserves, and breathtaking waterfalls, this region is perfect for romantic escapes or scenic adventures. Whether you're exploring the trails or enjoying winter sports, Grey Highlands caters to every traveller’s desire for natural beauty and excitement. Don't miss the chance to immerse yourself in the picturesque landscapes and vibrant outdoor activities this charming area has to offer.

  1. Eugenia Lake: Experience romance and stunning scenery at Eugenia Lake, where you can relax on the beach or enjoy outdoor activities. The serene environment makes it perfect for picnics or leisurely walks along the shore.
  2. Eugenia Falls Conservation Area: Embrace adventure in this beautiful reserve, featuring hiking trails and breathtaking views of the falls. It's an ideal spot for nature lovers and those seeking outdoor excitement.
  3. Hoggs Falls: Discover the enchanting Hoggs Falls, where romance meets adventure. The picturesque waterfall is surrounded by lush greenery, offering a perfect backdrop for exploration and photography.

Things to do recommended for couples

For a memorable couples getaway in Grey Highlands, enjoy skiing at Beaver Valley Ski Club or Blue Mountain Ski Resort for thrilling outdoor adventures. Don't forget to visit Georgian Hills Vineyards for a romantic wine tasting experience, perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Grey Highlands can enjoy a splash at Plunge Aquatic Centre, located 27.4km away. This aquatic centre offers family-friendly vibes and a variety of water activities that are sure to entertain both kids and adults alike during your vacation.

Things to do recommended for groups

Groups visiting Grey Highlands can enjoy a day at Lora Bay Golf Club or Monterra Golf for a round of golf amidst beautiful landscapes. For adventure seekers, Scenic Caves Nature Adventures offers thrilling ziplining and ropes courses, perfect for creating lasting memories together.

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

When planning your trip, whether you're traveling with a group, your family, or pets, or if you're considering an extended stay, be sure to use the appropriate filters to match your 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, as well as any amenities like a full kitchen or outdoor area suitable for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Grey Highlands with young kids: Travelling with young children can present its own set of challenges. 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, a family getaway 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 Grey Highlands: If you're in search of vacation rentals that offer 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Grey Highlands

Grey Highlands, Ontario, offers an unforgettable vacation filled with outdoor adventures and stunning landscapes. Whether you’re skiing down the slopes or exploring the beautiful rural areas, you're sure to experience the warmth of friendly locals and a family-friendly atmosphere. Nearby attractions in Grey County provide a perfect blend of relaxation and recreation, making it a fantastic destination for travellers seeking both excitement and tranquility in the heart of nature.

  • Markdale: Nestled in the heart of Grey Highlands, Markdale is a charming village that attracts outdoor enthusiasts and adventure seekers. This picturesque location is renowned for its ski experiences, with easy access to various ski fields and resorts. Visitors can enjoy a variety of activities, from winter sports to hiking during the warmer months. The village is surrounded by beautiful landscapes, featuring serene lakes, lush parks, and nature reserves that invite exploration and relaxation. Markdale is a perfect destination for those looking to immerse themselves in nature while enjoying a quaint small-town atmosphere.
  • Flesherton: Flesherton is a delightful village located within Grey Highlands, offering a unique blend of outdoor beauty and romantic scenery. This idyllic spot is popular for its captivating landscapes, making it an ideal retreat for couples and nature lovers alike. Visitors can partake in skiing adventures at nearby resorts or unwind in the tranquil ambiance of local parks and nature reserves. The village's picturesque lakes and stunning views create a perfect backdrop for leisurely strolls and intimate picnics, ensuring a memorable experience for travelers seeking both adventure and serenity.
  • Kimberley: Another gem in the Grey Highlands, Kimberley is a vibrant village celebrated for its outdoor activities and adventurous spirit. Nestled in a stunning natural setting, it serves as a gateway to exhilarating skiing and hiking trails. The area boasts a wealth of local attractions, including pristine lakes, nature reserves, and expansive parks that encourage exploration and outdoor fun. Whether you're hitting the slopes or enjoying a leisurely hike, Kimberley offers a perfect blend of adventure and scenic beauty that caters to all kinds of outdoor enthusiasts.

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. Peak season runs in February and July to August, while off-peak times, like April to May and November tend to have fewer bookings and better deals.

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 HighSlightly High
August66.6°F (19.2°C)Light RainMostly SunnyModerately HighAverage
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

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

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to craft new travel plans, revisit your existing arrangements, or manage your bookings effectively. Your saved or reserved properties are thoughtfully organized into categories: Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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:

  • Blue Mountain Ski Resort (16.8 mi / 27 km)
  • 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)
  • 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)
  • Hoggs Falls (5 mi / 8.1 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)

Frequently asked questions

What is the best area to stay in Grey Highlands when booking a vacation rental?
One of the most sought-after areas to find a Grey Highlands vacation home is Markdale. When you lock in your stay with Vrbo, you will have the entire place to yourselves. That means you don't have to share it with anybody apart from your people.
What is the most popular type of vacation rental accommodation in Grey Highlands?
Based on our research, houses are the most in-demand vacation property type in Grey Highlands. But as you might expect, everyone's idea of the perfect stay is bound to be different. Vrbo has vacation homes in a variety of shapes and sizes, so you're sure to find your ideal match.
How much does it cost to rent a vacation rental in Grey Highlands?
Different factors can determine the price of a vacation rental in Grey Highlands, like the length of stay, season and type of property. However, all Vrbo homes have one thing in common — exceptional value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Grey Highlands?
Prices for beach houses in Grey Highlands may differ depending on the type and size of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filter tool to refine your search by amenities, ratings, nearby activities and more.
Are there large group vacation rentals in Grey Highlands?
Grey Highlands has 24 vacation rentals that can cater to 10 or more people. These stays come with plenty of space to enjoy good times with family and friends.
Can I find two-bedroom vacation rentals in Grey Highlands?
Grey Highlands has five two-bedroom properties for you to pick from. Enjoy a vacation home with all the privacy and comfort you need at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Grey Highlands?
Grey Highlands has 28 vacation rentals with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to checking emails, these Vrbo homes make it a cinch to get online.
How old do you have to be to rent a vacation rental in Grey Highlands?
You should check with the Grey Highlands vacation rental you want on Vrbo as the minimum age varies. However, it's typically 16, 18 or 21.
How long can I rent a vacation rental in Grey Highlands for?
The amount of time you can rent a Grey Highlands vacation rental for is up to each property. Simply put in your dates of travel to browse options offering extended stays. They feature the things you need to make your extended vacation more comfortable and enjoyable, like laundries and air conditioning. Some vacation homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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