Grey Highlands vacation rentals

We found 1,000 vacation rentals — enter your dates for availability

Select from 34 homes, 23 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:Jul 3 - Jul 10

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!

West Grey

8% off
Price is $275
$1,927 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: Enjoy skiing, hiking, and exploring scenic lakes and parks in the stunning landscapes of Grey Highlands.
  • Beautiful Hiking Trails: Discover picturesque hiking trails around the Blue Mountains, perfect for all skill levels.
  • Charming Neighborhoods: Experience the friendly atmosphere and warm vibes of the local communities.
  • Family-Friendly Activities: Engage in a variety of activities suitable for all ages, ensuring fun for the whole family.
  • Cozy Accommodations: Choose from an array of vacation rentals, including condos and private homes, for a comfortable stay.

Popular types of accommodation in Grey Highlands

Planning a getaway to Grey Highlands? Discover the charm of this beautiful region with our top vacation rental options, including condos, apartments, and houses. Whether you’re looking for great locations or accommodations featuring hardwood floors, we have the perfect Grey Highlands rentals to suit your needs. Explore Grey Highlands MLS listings and find the ideal spot for your next adventure.

  • Condos: The top choice for vacation rentals in Grey Highlands, offering modern amenities and convenience for a comfortable stay.
  • Apartments: A popular option, these rentals provide a home-like atmosphere ideal for solo travelers or couples.
  • Houses: Perfect for families or groups seeking spacious accommodations and privacy during their getaway.
  • Chalets: Charming mountain-style lodgings that offer a cozy retreat amidst nature.
  • Cottages: Quaint and inviting, these rentals are perfect for those looking for a rustic experience near the water or woods.**

Top attractions in Grey Highlands

Grey Highlands, Ontario, is a fantastic destination for outdoor enthusiasts and adventure seekers, offering a range of activities from skiing to romantic escapes. Explore the scenic lakes, parks, and nature reserves, and don't miss the beautiful hiking trails around the Blue Mountains. Whether you're looking for a beach experience or a peaceful getaway, Grey Highlands has something for everyone to enjoy in the great outdoors.

  • Eugenia Lake: A picturesque destination perfect for outdoor activities, Eugenia Lake offers scenic views, a relaxing beach atmosphere, and a romantic setting for couples. Enjoy swimming, picnicking, or simply soaking in the natural beauty.
  • Eugenia Falls Conservation Area: This reserve is an adventure lover's paradise, featuring hiking trails and stunning views of the falls. Explore the diverse wildlife and lush surroundings while engaging in outdoor activities.
  • Hoggs Falls: A breathtaking waterfall that provides a perfect backdrop for romantic getaways and outdoor adventures. Experience the thrill of nature as you hike nearby trails and enjoy the tranquil sounds of cascading water.

Things to do recommended for couples

For a romantic getaway in Grey Highlands, enjoy a round of golf at the elegant Duntroon Highlands Golf Club, just 18 miles away. Experience the serene landscapes and luxury vibes, perfect for couples looking to bond over a leisurely day on the greens.

Things to do recommended for families

Families will love exploring the scenic trails at the Bruce Trail or visiting the charming village of Flesherton. Enjoy outdoor fun at the local parks, and don’t miss the seasonal activities like apple picking and winter sports at the nearby hills.

Things to do recommended for groups

Explore the stunning trails at the Bruce Trail for a scenic hike with friends, or enjoy a wine tasting at local vineyards. Don't miss the thrill of zip-lining at Scenic Caves or relaxing around a campfire under the stars for a memorable group experience.

*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 planning a trip with a group, family, pets, or looking for extended stays, be sure 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 and any additional features you might want, like a full kitchen or outdoor space for group activities. Luckily, you can easily filter for these options and more 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 suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Grey Highlands: For many families, a vacation wouldn’t be the same without their beloved pets. If you can relate, explore Vrbo listings that welcome furry companions. Many pet-friendly properties come equipped with feeding bowls and cozy 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 filter, 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 as well.

Where to stay in Grey Highlands

Grey Highlands, Ontario, is a fantastic destination for outdoor enthusiasts and adventure seekers. With its charming neighborhoods and friendly atmosphere, visitors can enjoy skiing, hiking, and exploring the scenic beauty of Grey County. The region offers a perfect blend of family-friendly activities and thrilling adventures, making it an ideal spot for all types of travelers. Discover the warm vibes of the municipality of Grey Highlands and create unforgettable memories in this captivating area.

  • Flesherton: Nestled in the heart of Grey Highlands, Flesherton is a charming village that offers visitors a delightful outdoor experience. Known for its stunning scenery, this destination is perfect for couples seeking a romantic getaway. Popular activities include skiing at nearby resorts and exploring the surrounding nature reserves. Notable attractions include a picturesque lake and a modern civic government building, providing a unique blend of natural beauty and community charm. Whether you're hitting the slopes or simply enjoying the tranquil landscapes, Flesherton is a must-visit for outdoor enthusiasts.
  • Markdale: Markdale is another enchanting village in Grey Highlands that beckons adventurers and outdoor lovers alike. This vibrant community is renowned for its skiing opportunities, with easy access to ski fields and resorts that cater to all levels. Markdale's landmarks, including beautiful lakes and serene nature reserves, offer a perfect backdrop for hiking, picnicking, and exploration. The local parks provide ample space for relaxation and recreation, making it an ideal spot for families and thrill-seekers. Whether you're carving through fresh powder or soaking in the natural surroundings, Markdale promises an unforgettable adventure.
  • Kimberley: A hidden gem in the Grey Highlands, Kimberley is a village that appeals to sports enthusiasts and adventure seekers. Known for its excellent skiing options, visitors flock to the local ski resorts and fields for a thrilling winter experience. Beyond skiing, Kimberley boasts a stunning lake and nature reserves that invite exploration year-round. The modern civic government building adds a touch of local culture to the village. With its combination of sports, adventure, and natural beauty, Kimberley is a fantastic destination for those looking to embrace the great outdoors.

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 simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient way to plan new trips, keep track of your travel arrangements, and organize your bookings. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: 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 (16.9 mi / 27.2 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)
  • Metcalfe Rock (8.4 mi / 13.6 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)

Frequently asked questions

What is the best area to stay in Grey Highlands, Ontario, Canada when booking a vacation rental?
When considering a vacation rental in Grey Highlands, Ontario, a great area to stay is in the charming village of Flesherton. This neighborhood offers a warm, welcoming atmosphere and is surrounded by the natural beauty of the Niagara Escarpment. It's a fantastic base for outdoor enthusiasts, with plenty of opportunities for hiking, cycling, and exploring the scenic landscapes.

Nearby, the popular Eugenia Falls Conservation Area is a must-visit, where you can enjoy picturesque views of the waterfall and lush trails. Additionally, the quaint shops and local eateries in Flesherton provide a delightful experience for visitors looking to immerse themselves in the community's culture.

Another excellent option is the area around Markdale, which boasts a vibrant small-town feel and easy access to various amenities. Here, you can visit the local markets and enjoy the friendly community spirit. The nearby scenic views and outdoor activities make Markdale a wonderful choice for those looking to unwind and connect with nature.

Both neighborhoods offer a range of properties, making it relatively easy to find a vacation rental that suits your needs.
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 areas for renting a beach house in Grey Highlands?
For renting a beach house in Grey Highlands, travelers should look towards the scenic shores of Lake Eugenia, which is a popular spot for water activities and relaxation. This area offers a variety of vacation rentals, including cozy cottages and larger homes, many of which come equipped with amenities such as private docks, outdoor fire pits, and spacious decks for enjoying the beautiful lake views. Visitors can expect properties with fully equipped kitchens, making it easy to prepare meals after a day of swimming or boating.

Additionally, the nearby Beaver Valley area provides further options for those seeking a more rustic experience. Here, you can find charming cabins located in the woods, often featuring wood-burning stoves, outdoor seating areas, and access to hiking trails. The proximity to local attractions, such as the Beaver Valley Ski Club for winter sports or picturesque trails for summer hikes, adds to the appeal of this region.
Where are the best Grey Highlands ski resort rentals?
For the best ski resort rentals in Grey Highlands, Ontario, travelers should focus on the area surrounding the Blue Mountain Resort, which is one of the most popular ski destinations nearby. The town of Thornbury, located just a short drive from the resort, offers a variety of vacation rentals that cater to winter sports enthusiasts. Many of these properties feature cozy amenities such as wood-burning fireplaces, hot tubs, and outdoor decks that provide stunning views of the surrounding snow-covered landscape.

In the village of Blue Mountain, you can find ski-in/ski-out accommodations that allow for easy access to the slopes. These rentals often come equipped with full kitchens, spacious living areas, and convenient storage for ski equipment. The proximity to the village's shops and restaurants adds to the appeal, allowing guests to enjoy après-ski activities without having to travel far.

Additionally, the nearby town of Flesherton offers a more tranquil setting, with charming cabins and cottages located in the woods. These rentals typically provide amenities like fireplaces, private patios, and access to scenic trails for snowshoeing or cross-country skiing.
What is the most popular type of vacation rental accomodation in Grey Highlands?
In Grey Highlands, vacation houses are the most popular type of rental, with about 21 available throughout the area. These spacious homes are ideal for families and groups, featuring multiple bedrooms, fully equipped kitchens, and often outdoor spaces for enjoying the beautiful Ontario landscape. Cottages are also quite common, with around 20 options that provide a cozy, rustic feel, typically situated near scenic spots for outdoor activities. Additionally, there are about 10 chalets available, which offer a charming alpine ambiance, superb for those looking to immerse themselves in nature. For travelers seeking a more compact option, several apartments and cabins can also be found, suiting different preferences.
Are there any family house rentals in Grey Highlands?
In Grey Highlands, Ontario, there are numerous family-friendly house rentals available—specifically, around 33 options throughout the region. This picturesque area is known for its natural beauty and outdoor activities, making it an ideal spot for families. Many of these properties feature spacious living areas, well-equipped kitchens for preparing meals, and outdoor spaces where kids can enjoy the fresh air. Common amenities include Wi-Fi, cozy fireplaces, and sometimes even game rooms for entertainment.

Visitors can explore nearby points of interest such as the stunning trails of the Bruce Trail or the scenic views at Eugenia Falls Conservation Area. The charming village atmosphere in places like Flesherton and Markdale adds to the appeal, with local shops and restaurants just a short drive away.
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 feature pools and hot tubs. This picturesque region offers a serene escape with its beautiful landscapes and proximity to outdoor activities. Travelers can expect many amenities in these rentals, including private pools, relaxing hot tubs, spacious outdoor areas for gatherings, and fully equipped kitchens for those who enjoy cooking. The area is ideal for families and groups looking to unwind after a day of exploring the nearby trails or enjoying seasonal activities.
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 can find a variety of pet-friendly house rentals, with approximately 28 options available. This beautiful area in Ontario offers a mix of scenic landscapes and outdoor activities, making it an ideal destination for those traveling with pets. Many vacation homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, allowing for a comfortable stay.

Grey Highlands is surrounded by nature, providing numerous opportunities for outdoor adventures. Nearby, you can explore hiking trails in places like the picturesque Beaver Valley or visit the scenic Eugenia Falls, which offer great spots for walks with your furry friends. The area also features charming local shops and pet-friendly cafes, adding to the overall experience for visitors with pets.
Are there any remote work vacation rentals in Grey Highlands?
In Grey Highlands, Ontario, there are around 44 vacation rentals that cater to remote work needs. This area is known for its picturesque landscapes, making it a serene backdrop for those looking to balance work and leisure. Many properties are equipped with reliable internet service and Wi-Fi, ensuring a smooth remote working experience.

Travelers can expect amenities like dedicated workspaces or desks in some rentals, allowing for a comfortable office setup. The accommodations often feature cozy living spaces, full kitchens for meal preparation, and outdoor areas where guests can unwind after a day of work.

Grey Highlands also offers access to beautiful natural attractions, including hiking trails and scenic vistas, ideal for breaks during the workday. 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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their own meals and enjoy home-cooked dining experiences. Many properties also include cozy fireplaces, great for creating a warm atmosphere during the cooler months. Onsite parking is common, providing convenience for those traveling by car. Additionally, rentals often come with decks or patios, offering outdoor spaces to relax and take in the natural surroundings. Coffee and tea makers are also typically available, ensuring guests can enjoy their favorite beverages at any time.
When is the best time to visit Grey Highlands for a vacation rental?
February is the most popular time to visit Grey Highlands, making it an ideal choice for travelers seeking a winter wonderland. The peak season runs from December to February, attracting outdoor enthusiasts eager to enjoy skiing, snowboarding, and snowshoeing at local resorts. With temperatures typically ranging from the low 20s to mid-30s Fahrenheit, visitors can comfortably embrace the crisp winter air while exploring the beautiful landscapes of Ontario.

This season offers a vibrant setting, where the charm of the snowy environment is complemented by cozy accommodations and a variety of winter activities. Many travelers take advantage of the well-maintained trails and ski rentals available, ensuring a straightforward adventure.

For those looking for a more budget-friendly experience, consider planning your trip in May. While this month is outside the peak season, it offers a unique opportunity to witness the stunning spring blooms and enjoy the area's natural beauty without the crowds. Mild temperatures in May, generally in the 50s to low 60s Fahrenheit, provide a pleasant backdrop for hiking and exploring the picturesque towns in Grey Highlands.

Ultimately, choosing the best time to visit Grey Highlands hinges on whether you seek the exhilarating excitement of winter sports or the tranquil beauty of spring.
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, Ontario, Canada?
In Grey Highlands, Ontario, visitors can enjoy a range of attractions that showcase the region's natural beauty and outdoor activities. The Beaver Valley is a popular spot for hiking and cycling, with numerous trails that offer stunning views of the surrounding landscape and the Beaver River. You can find vacation rentals nearby that provide easy access to these trails and the charming village of Thornbury, which offers shops and restaurants.

For winter sports enthusiasts, the area is close to the ski resorts of Blue Mountain and the surrounding hills, making it a great base for skiing and snowboarding during the winter months. The scenic village of Flesherton is also worth exploring, with its local shops and cafes, as well as the nearby Eugenia Falls, which provides a picturesque setting for nature walks.

In addition, the region is home to several conservation areas, such as the Kolob Gardens and the Pretty River Valley Provincial Park, which offer opportunities for birdwatching, picnicking, and enjoying the tranquility of nature.
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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