Grey Highlands vacation rentals

We found 959 vacation rentals — enter your dates for availability

Select from 35 homes, 24 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:Mar 20 - Mar 27

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

8% off
Price is $240
$1,681 for 7 nights
All fees included
Enjoy the beautiful Getaway chalet and all the outdoor activities at Irish Lake!

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Find out more about Grey Highlands

Why visit Grey Highlands

  • Outdoor Adventures: Grey Highlands is a haven for outdoor enthusiasts, offering activities like skiing in winter and hiking in summer amidst stunning landscapes.
  • Beautiful Natural Attractions: Explore serene lakes, breathtaking waterfalls, and picturesque rolling hills that make this region visually captivating.
  • Charming Neighborhoods: Discover luxurious homes and family-friendly amenities, providing a friendly atmosphere for relaxation and exploration.
  • Diverse Accommodation Options: Choose from cozy condos, spacious vacation homes, and modern apartments to suit all preferences.
  • Romantic Outings: Enjoy romantic beach experiences and open houses, perfect for creating memorable moments with loved ones.

Popular types of accommodation in Grey Highlands

If you're exploring vacation rentals in Grey Highlands, you’ll find a diverse selection to suit your needs. Our most popular options include cozy condos, spacious houses, and modern apartments. Whether you're looking for a charming house with hardwood floors or a comfortable residential property, Grey Highlands has something for everyone. Enjoy your stay in this beautiful region while experiencing the comfort and convenience of our top-rated accommodations.

  • Condos: The top choice for vacation rentals in Grey Highlands, offering modern amenities and convenient access to local attractions.
  • Houses: A popular second option, perfect for families or groups seeking a home-like atmosphere during their stay.
  • Apartments: A favored third choice, providing compact living spaces ideal for solo travelers or couples.
  • Chalets: Fourth on the list, these charming accommodations evoke a rustic vibe, perfect for mountain lovers.
  • Cottages: A cozy fifth option, offering a quaint escape surrounded by nature for a tranquil getaway.**

Top attractions in Grey Highlands

Grey Highlands, Ontario, is perfect for outdoor enthusiasts and adventure seekers, offering ski vacations and stunning natural attractions like lakes, waterfalls, and reserves. Visitors can enjoy romantic outings and beach experiences while exploring charming Grey Highlands houses and open houses. Don't miss the chance to discover the beautiful landscapes and local attractions that make this destination a memorable getaway.

  • Eugenia Lake: This picturesque lake offers a serene beach experience, perfect for relaxation and romance. Enjoy stunning scenery and outdoor activities such as swimming, kayaking, and picnicking along its shores.
  • Eugenia Falls Conservation Area: An adventurous reserve featuring hiking trails and breathtaking views of Eugenia Falls. The area is ideal for nature enthusiasts looking to explore diverse landscapes and experience the thrill of the outdoors.
  • Hoggs Falls: A stunning waterfall set in a scenic environment, Hoggs Falls provides a romantic escape. Engage in outdoor activities like hiking and photography while soaking in the natural beauty of the flowing water.

Things to do recommended for couples

For a romantic getaway in Grey Highlands, explore the slopes at Blue Mountain Ski Resort or Beaver Valley Ski Club for some thrilling skiing together. Unwind with a wine tasting at Georgian Hills Vineyards, where you can enjoy a cozy atmosphere and beautiful scenery, perfect for couples.

Things to do recommended for families

Families will have a blast at the Plunge Aquatic Center, an exciting aquatic facility located 17 miles from Grey Highlands. Enjoy thrilling water slides, splash pads, and family-friendly pools that guarantee a fun-filled day for everyone.

Things to do recommended for groups

In Grey Highlands, groups can enjoy a round at Lora Bay Golf Club for a sporty vibe, tackle the thrilling zipline at Scenic Caves Nature Adventures for an adventurous experience, or appreciate a captivating performance at the Meaford Hall Arts and Cultural Centre for a touch of culture and entertainment.

*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 Grey Highlands

If you're traveling with a group, your family, pets, or planning for an extended stay, it's important to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Grey Highlands with a group: Think about how many bedrooms you’ll require, as well as features like a complete kitchen or outdoor areas for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Grey Highlands with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities, like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Grey Highlands: For many families, a vacation isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Grey Highlands: If you're searching for vacation rentals that offer discounts for month-long stays, 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 as well.

Where to stay in Grey Highlands

Grey Highlands offers an unforgettable adventure for nature lovers and outdoor enthusiasts. Explore picturesque landscapes, from rolling hills to serene lakes, while enjoying the friendly atmosphere. Nearby neighborhoods boast luxurious homes and family-friendly amenities, making it perfect for travelers seeking both relaxation and excitement. From skiing in winter to hiking in summer, Grey Highlands invites you to experience its unique blend of adventure and community charm.

  • Flesherton: Nestled in the scenic Grey Highlands, Flesherton is a charming village known for its breathtaking outdoor experiences. Travelers flock here for romantic getaways amidst stunning landscapes. The area is a paradise for outdoor enthusiasts, offering excellent skiing opportunities at nearby ski resorts and fields. Visitors can also explore local attractions such as tranquil lakes, nature reserves, and picturesque parks, making Flesherton an ideal destination for those looking to connect with nature.
  • Markdale: Located in the heart of Grey Highlands, Markdale is a vibrant village that appeals to adventure seekers and outdoor lovers alike. Known for its thrilling ski experiences, the village provides easy access to ski fields and resorts, perfect for winter sports enthusiasts. Beyond skiing, Markdale offers a variety of recreational activities, surrounded by beautiful lakes and lush parks. The nearby nature reserves invite exploration, making it a fantastic spot for those eager to experience the great outdoors.
  • Kimberley: Kimberley, another delightful village in Grey Highlands, is a haven for adventure aficionados and ski enthusiasts. The area boasts fantastic skiing opportunities, with several ski fields and resorts within reach. Kimberley is also home to breathtaking hiking trails, ideal for those looking to explore the stunning natural scenery. Visitors can enjoy the serene beauty of nearby lakes, nature reserves, and parks, providing ample opportunities for relaxation and outdoor activities.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Are you aiming to save on your upcoming travel adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you might enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. Being the organizer truly has its benefits. Become a member of our One Key rewards program to unlock exclusive savings and accumulate OneKeyCash on eligible stays. Sign up today and start reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new trips, manage ongoing plans, and review your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply go to: https://www.vrbo.com/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 Lake (4.8 mi / 7.7 km)
  • Blue Mountain Beach (16.4 mi / 26.4 km)
  • Collingwood Scenic Caves (16.5 mi / 26.6 km)
  • Bruce Trail Lookout (16.6 mi / 26.7 km)
  • Craigleith Provincial Park (17.5 mi / 28.2 km)
  • Devil's Glen Provincial Park (18.3 mi / 29.5 km)

Frequently asked questions

What is the best area to stay in Grey Highlands when booking a vacation rental?
When planning a vacation rental in Grey Highlands, Ontario, one of the best areas to consider is the charming village of Flesherton. This picturesque location is not only known for its stunning scenery but also offers a welcoming community atmosphere. Flesherton is conveniently situated near the scenic Beaver Valley, which is great for outdoor enthusiasts looking to hike, bike, or simply enjoy nature. A highlight in the area is the beautiful Eugenia Falls, where visitors can take in breathtaking views and enjoy a peaceful picnic.

Another excellent option is the township of Markdale, which has a variety of vacation rentals that cater to different preferences. This area is known for its rich agricultural heritage and is close to local attractions such as the Markdale Golf and Country Club, making it a great choice for those who enjoy a relaxing round of golf amidst beautiful landscapes. The town also features charming shops and restaurants that showcase local flavors and crafts.

For those who prefer a more secluded experience, the area around Lake Eugenia offers a tranquil retreat. This spot is particularly appealing for families or groups looking to unwind by the water, with opportunities for swimming, fishing, and kayaking.
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 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 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 near Grey Highlands, Ontario, travelers should focus on the town of Thornbury and the surrounding area, which provides convenient access to Blue Mountain Resort, one of the premier skiing destinations in the region. In Thornbury, visitors can find a variety of accommodations, including cozy chalets and modern townhomes that cater to families and groups. Many of these properties come equipped with amenities such as full kitchens, spacious living areas, and outdoor decks, superb for relaxing after a day on the slopes.

Additionally, the area around Collingwood offers a range of rental options with easy access to both skiing and snowboarding at Blue Mountain. Here, travelers can expect to find rentals that feature hot tubs, fireplaces, and sometimes even ski-in/ski-out access, enhancing the winter getaway experience. The nearby scenic waterfront and charming downtown area of Collingwood also provide plenty of dining and shopping opportunities, making it an attractive option for those looking to enjoy both outdoor activities and local culture.

For those seeking a more rustic experience, the rural areas surrounding Grey Highlands have charming cabins and lodges that are superb for a winter retreat. Many of these properties highlight the natural beauty of the region, with amenities such as fire pits, wood-burning stoves, and proximity to snowshoeing trails or cross-country skiing routes.
What is the most popular type of vacation rental accomodation in Grey Highlands?
In Grey Highlands, vacation houses are the most popular rental option, with around 23 available throughout the area. These properties typically offer spacious living arrangements with multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the serene surroundings. Cottages, which number about 17, provide a charming and rustic experience, often featuring cozy interiors and close proximity to nature trails and lakes, ideal for outdoor enthusiasts. Additionally, several chalets, apartments, and cabins can be found, each providing an ambiance and amenities such as fireplaces, hot tubs, and easy access to local attractions like the Scenic Caves Nature Adventures and Beaver Valley Ski Club.
Are there any family house rentals in Grey Highlands?
In Grey Highlands, Ontario, families can choose from a diverse selection of vacation rentals, with around 35 options available. This picturesque area is ideal for those looking to enjoy outdoor activities alongside family-friendly amenities. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces superb for barbecues or relaxing after a day of adventures.

Visitors can explore nearby attractions such as the scenic trails of the Beaver Valley, which offer opportunities for hiking and biking, or head to local ski hills like Beaver Valley Ski Club in the winter months. Additionally, the charming towns of Flesherton and Markdale are just a short drive away, where families can find quaint shops and local eateries.
Can I rent a vacation home with a pool or hot tub in Grey Highlands?
In Grey Highlands, Ontario, there are several vacation homes available for rent that come equipped with pools and hot tubs. This picturesque area, known for its stunning landscapes and outdoor activities, offers a variety of properties in neighborhoods like Flesherton and Markdale. Travelers can expect amenities that enhance their stay, such as private outdoor pools, relaxing hot tubs, and spacious decks for enjoying the scenic views. Additionally, many rentals include fully equipped kitchens and cozy living areas, superb for families or groups looking to unwind after a day of exploring the beautiful surroundings.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Grey Highlands?
In Grey Highlands, travelers will find a variety of pet-friendly house rentals, with approximately 28 options available. Many of these homes come equipped with amenities such as full kitchens, cozy living rooms, and outdoor spaces, which are ideal for families or groups traveling with pets. The region is known for its natural beauty, and many properties feature large yards or nearby trails, allowing for easy outdoor access for pets.

The area also offers proximity to several parks and outdoor activities, including hiking trails and scenic spots superb for exploring with furry companions.
Are there any remote work vacation rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous remote work vacation rentals available—around 42 options for travelers seeking a productive getaway. This picturesque region offers a blend of natural beauty and comfortable accommodations ideal for remote work. Many properties come equipped with essential amenities such as high-speed WiFi, dedicated workspaces with desks and ergonomic chairs, and some even include additional features like computer monitors to enhance your work experience.

The area is known for its stunning landscapes, including the nearby Beaver Valley and the scenic trails of the Bruce Trail, making it a great locale for relaxation after a day's work. Visitors can enjoy outdoor activities like hiking and cycling, while also having easy access to charming local shops and dining options. 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 travelers 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 include WiFi, which allows guests to stay connected, and fully equipped kitchens that make meal preparation convenient. Many rentals also feature patios, providing an outdoor space to relax and enjoy the surrounding nature. Additionally, you'll often find amenities like blenders for making smoothies or cocktails, and coffee or tea makers to start the day off right.
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 range of attractions that highlight the area's natural beauty and outdoor activities. The charming village of Flesherton serves as a great starting point for exploring the surrounding countryside, with its quaint shops and local eateries. The nearby Beaver Valley is popular for hiking, skiing in the winter, and offers stunning views of the valley landscape.

The scenic Bruce Trail runs through this region, providing opportunities for hiking enthusiasts to experience the area's diverse ecosystems and picturesque views. In the winter months, the area attracts visitors to ski resorts like the Blue Mountain Resort, located a short drive away, which offers various winter sports and activities.

For those interested in local history and culture, the Grey Highlands Historical Society provides insights into the area's rich heritage.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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