Grey Highlands vacation rentals

We found 967 vacation rentals — enter your dates for availability

Select from 35 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.

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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)
  • 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?
When considering a vacation rental in Grey Highlands, Ontario, a popular area to stay is the charming village of Flesherton. This quaint community offers a delightful blend of rural charm and accessibility. Visitors can explore the nearby Eugenia Falls, a stunning natural attraction that provides a superb backdrop for outdoor enthusiasts and photographers alike. The Flesherton village itself boasts a few lovely shops and cafes, making it a pleasant spot to unwind after a day of exploring.

Another excellent area is the picturesque town of Markdale, known for its welcoming atmosphere and local amenities. Here, visitors can easily access the scenic trails of the Beaver Valley, ideal for hiking and enjoying the beautiful landscapes of the area. Markdale also features a variety of restaurants and shops, providing a taste of local culture.
How much does it cost to rent a vacation home in Grey Highlands?
Prices for vacation rentals in Grey Highlands vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Grey Highlands to more spacious homes.
Are there any discounts for Grey Highlands vacation house rentals?
You can find great discounts on house rentals in Grey Highlands on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Grey Highlands ski resort rentals?
For ski resort rentals in Grey Highlands, Ontario, travellers should focus on the area surrounding the Beaver Valley Ski Club and the nearby Blue Mountain region. In the charming village of Thornbury, located just a short drive from the slopes, visitors can find a variety of rental properties, including cozy chalets and modern cabins. Many of these accommodations come equipped with essential amenities such as full kitchens, fireplaces, and outdoor spaces for enjoying the scenic views of the surrounding hills.

Further along, the town of Flesherton offers additional rental options, where guests can experience rustic cottages and lodges that often feature wood-burning stoves and hot tubs, superb for unwinding after a day on the mountain. These properties typically have easy access to local restaurants and shops, enhancing the overall experience for travellers.
What is the most popular type of vacation rental accomodation in Grey Highlands?
In Grey Highlands, vacation houses are the most popular accommodation, with around 23 available throughout the area. These properties offer spacious living areas, multiple bedrooms, and often feature amenities like fully equipped kitchens and outdoor decks for enjoying the picturesque surroundings. Cottages are also a popular choice, with about 20 available, providing a quaint and rustic atmosphere that appeals to those seeking a getaway in nature. Additionally, several chalets and cabins can be found, suiting travellers looking for a more unique or secluded experience.
Are there any family house rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous family-friendly house rentals available—specifically around 37 in total. This picturesque area is ideal for families, offering a blend of outdoor adventures and serene retreat options. Many properties provide spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely.
Can I rent a vacation home with a pool or hot tub in Grey Highlands?
In Grey Highlands, there are several vacation homes available for rent that feature pools and hot tubs, making it a delightful choice for those seeking relaxation amidst nature. This picturesque area, known for its stunning landscapes and outdoor activities, offers rentals in various neighbourhoods, including the charming community of Flesherton and the scenic surroundings of the Beaver Valley.
Can I find long-stay vacation rentals in Grey Highlands?
A long-stay vacation rental in Grey Highlands is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Grey Highlands?
In Grey Highlands, there are several pet-friendly house rentals available, with around 27 options to choose from. This picturesque region in Ontario is renowned for its natural beauty, making it an attractive destination for travellers with pets. Many of the vacation rentals offer amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, ideal for families or groups looking to enjoy a relaxing getaway.
Are there any remote work vacation rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous vacation rentals suitable for remote work, with around 45 options available. This picturesque region offers a great balance of natural beauty and modern amenities, making it an ideal location for those looking to work remotely. Many of the properties feature dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment. High-speed Wi-Fi is commonly available, along with other amenities such as computer monitors for added convenience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Grey Highlands vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Grey Highlands with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Grey Highlands?
In Grey Highlands, popular vacation rental amenities typically include kitchens fully equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Many properties also feature refrigerators and ovens, which are essential for self-catering stays. Additionally, outdoor patios are common, providing a lovely space for guests to relax and enjoy the scenic surroundings.
How early should I book a Grey Highlands vacation rental?
Book your Grey Highlands vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Grey Highlands?
In Grey Highlands, Ontario, visitors can enjoy a variety of attractions that showcase the natural beauty and outdoor activities of the region. The picturesque village of Flesherton offers charming shops and cafes, making it a great base for exploring. Nearby, the scenic Eugenia Falls is a popular spot for hiking and photography, with trails that offer stunning views of the waterfall and surrounding landscape.

For those interested in winter sports, the area around Beaver Valley is known for its excellent skiing and snowboarding facilities, attracting outdoor enthusiasts during the colder months. The Beaver Valley Ski Club provides a range of slopes suitable for all skill levels.

In the summer, the beautiful Bruce Trail runs through the region and offers a fantastic opportunity for hiking, with varied landscapes and breathtaking views. The area is also home to several conservation areas, such as the Kolob Terrace and the nearby scenic lakes, which are great for fishing, kayaking, and enjoying leisurely picnics.
Can I change or cancel my Grey Highlands home rental booking on Vrbo?
To find Grey Highlands vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Grey Highlands vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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