Grey Highlands holiday lettings

We found 966 holiday rentals — enter your dates for availability

Select from 34 homes, 24 cottages and other holiday rentals in Grey Highlands to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a pool. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Grey Highlands

Showing deals for:15 May - 22 May

Image gallery for Enjoy the beautiful Getaway chalet and all the outdoor activities at Irish Lake!

Tranquil Irish Lake
9.4 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)

Enjoy the beautiful Getaway chalet and all the outdoor activities at Irish Lake!

Markdale

7% off
Price is £1,563
for 7 nights, 1 chalet
£223 per night
includes taxes & fees
Enjoy the beautiful Getaway chalet and all the outdoor activities at Irish Lake!

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Delight in the natural landscape of Grey Highlands

The waterfalls, wildlife and forests are the perfect backdrop to your holiday home in Grey Highlands. Travellers appreciate the hiking in this welcoming city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 see while you're in town? Venture out of your holiday home and experience everything that Grey Highlands has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities or just want to spend some time taking in the scenery, Grey Highlands is a great spot to appreciate mother nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Eugenia Lake (4.8 mi / 7.7 km)
  • Metcalfe Rock (8.4 mi / 13.6 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 holiday rental?
When considering a holiday rental in Grey Highlands, Ontario, the village of Flesherton is a fantastic area to stay. This charming community boasts a selection of holiday properties, making it a convenient base for exploring the region. Visitors to Flesherton can enjoy the picturesque scenery of the surrounding countryside and take advantage of its proximity to the beautiful Eugenia Falls, a popular attraction that offers stunning views and hiking opportunities. The nearby Grey Highlands Arts Council also provides a delightful glimpse into the local arts scene, often showcasing exhibitions and events that celebrate the creativity of the area.

Another excellent option is the Beaver Valley region, known for its breathtaking landscapes and outdoor activities. This area features a range of accommodations, from quaint cabins to spacious lodges. It's an ideal spot for those looking to engage in outdoor pursuits such as hiking, mountain biking, or skiing in the winter months at the nearby Blue Mountain Resort, which is just a short drive away. The Beaver Valley is also home to unique shops and eateries that reflect the local culture, adding to the overall experience of the stay.
How much does it cost to rent a holiday home in Grey Highlands?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Grey Highlands holiday 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 areas for renting a beach house in Grey Highlands?
For renting a beach house in Grey Highlands, Ontario, travellers should explore the beautiful shores of Lake Eugenia and the nearby Beaver Valley. The area around Lake Eugenia offers several holiday rentals with amenities that include private docks, outdoor seating areas, and spacious living rooms, making it a great spot for families and groups looking to enjoy the water. Many properties here also feature fully equipped kitchens for self-catering, along with barbecues for outdoor cooking during the summer months.
Where are the best Grey Highlands ski resort rentals?
For the best ski resort rentals in Grey Highlands, Ontario, travellers should consider the area around the popular ski destination of Blue Mountain, which is approximately a 30-minute drive away. In the charming village of Thornbury, located along the shores of Georgian Bay, you can find a variety of rental properties that cater to ski enthusiasts. Many of these accommodations come equipped with modern amenities such as full kitchens, hot tubs, and spacious living areas, superb for relaxing after a day on the slopes.

In the nearby town of Flesherton, there are also quaint cottages and lodges available, often featuring rustic charm and scenic views of the surrounding countryside. These properties typically include amenities like fireplaces, outdoor patios, and some even offer access to local trails for snowshoeing or cross-country skiing.
What is the most popular type of holiday rental accomodation in Grey Highlands?
In Grey Highlands, holiday houses are the most popular type of rental, with around 23 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the beautiful Ontario countryside. Cottages are also common, with about 20 options providing a charming, rustic experience along with amenities like outdoor seating and fireplaces. Additionally, there are several chalets and cabins that offer a cosy retreat, often surrounded by nature, great for those seeking a peaceful getaway.
Are there any family house rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous family-friendly house rentals available, with around 37 options to choose from. This picturesque area, known for its stunning landscapes and outdoor activities, is great for families looking to explore nature together. Many properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and adults can relax.
Can I rent a holiday home with a pool or hot tub in Grey Highlands?
In Grey Highlands, Ontario, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for those seeking relaxation amidst nature. This picturesque area is known for its stunning landscapes, including rolling hills and beautiful forests, which provide a serene backdrop for your holiday.

Travellers can expect amenities such as private pools, hot tubs, and spacious outdoor areas ideal for gatherings or family time. Many properties also come with fully equipped kitchens, allowing for comfortable self-catering, and cosy living spaces great for unwinding after a day of exploring.
Can I find long-stay holiday rentals in Grey Highlands?
A long-stay holiday 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, travellers will find a variety of pet-friendly house rentals, with around 27 options available. These accommodations often feature amenities such as spacious outdoor areas, which are great for pets to roam freely, as well as fully equipped kitchens and comfortable living spaces for relaxation after a day of exploring. Some properties may also include features like fireplaces and hot tubs, enhancing the cosy atmosphere for both pets and their owners.
Are there any remote work holiday rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous options for remote work holiday rentals, with about 45 properties available to suit your needs. This area is known for its stunning natural landscapes, making it a peaceful retreat for those looking to combine work and leisure. Many of these rentals feature dedicated office spaces, equipped with desks, ergonomic chairs, and high-speed Wi-Fi to ensure a productive work environment. Some properties may also include additional 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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.
When is the best time to visit Grey Highlands for a holiday rental?
February is the most popular time to visit Grey Highlands, Ontario, especially for those seeking winter adventures. This month falls within the peak season, which runs from December to February, attracting winter sports enthusiasts eager to experience the region's snowy landscapes. Visitors can enjoy activities such as skiing and snowboarding at local resorts, as well as snowshoeing and ice skating in the picturesque surroundings.

During February, temperatures typically hover around -5°C to -10°C, creating a magical winter wonderland superb for outdoor exploration. The crisp air and stunning scenery lend themselves to a variety of activities, making it an ideal time for travellers. Additionally, Grey Highlands is known for its charming small-town atmosphere, allowing for cozy evenings by the fireplace after a day of outdoor fun.

If you're looking for a more budget-friendly option, consider visiting in May. While this month marks the low season, it offers a wonderful opportunity to embrace the beauty of spring as the landscape comes alive with vibrant greenery and blooming flowers. May is also an excellent time for hiking and exploring the many trails in the area, all while enjoying the fresh air and mild temperatures around 10°C to 15°C.
How early should I book a Grey Highlands holiday rental?
Book your Grey Highlands holiday 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 holiday 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, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The charming village of Flesherton serves as a hub for local shops and restaurants, providing a quaint atmosphere for holidaymakers. Nearby, the scenic Eugenia Falls offers stunning views and opportunities for hiking along the trails that wind through the surrounding forest.

For those interested in winter sports, the Beaver Valley area is renowned for skiing and snowboarding, while also offering picturesque landscapes for snowshoeing during the colder months. In the summer, the Beaver Valley is popular for hiking and mountain biking, with numerous trails suiting varying skill levels.
Can I change or cancel my Grey Highlands home rental booking on Vrbo?
To find Grey Highlands holiday 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Grey Highlands holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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