Grey Highlands vacation rentals

We found 1,046 vacation rentals — enter your dates for availability
Select from 33 homes, 22 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.

Holiday rentals with weekly discounts - Grey Highlands

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Image gallery for Historic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres

Exterior
10 out of 10, Exceptional, (109 reviews)
Exceptional
(109 reviews)

Historic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres

Grey Highlands

6% off
Price is CA $803
CA $7,240 total
includes taxes & fees
Historic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres

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Find out more about Grey Highlands

Why visit Grey Highlands

  • Outdoor Adventures: Grey Highlands is perfect for hiking, skiing, and exploring stunning lakes and nature preserves.
  • Scenic Landscapes: Immerse yourself in the breathtaking beauty of Grey County's diverse scenery.
  • Family-Friendly Activities: Enjoy various outdoor pursuits that cater to families and adventure seekers alike.
  • Relaxing Atmosphere: Experience the welcoming and friendly vibes that make for a memorable getaway.
  • Diverse Accommodation Options: Choose from cozy cabins, private homes, and apartments to suit your holiday needs.

Popular types of accommodation in Grey Highlands

If you’re seeking a comfortable stay in Grey Highlands, you’ll find a variety of options to suit your needs. The most popular types of holiday rentals include condos, private holiday homes, and apartments. Whether you're looking for a cozy cabin rental or a whole home in Grey Highlands, our platform connects you to the best choices for your next getaway, ensuring transparency and savings along the way.

  • Condos: These modern, self-contained units are the top choice for visitors seeking convenience and amenities during their stay in Grey Highlands.
  • Private Holiday Homes: Ideal for those wanting a home-away-from-home experience, these spacious residences offer comfort and privacy.
  • Apartments: A great option for solo travelers or couples, apartments provide a cozy space with essential living facilities.
  • Chalets: Perfect for nature enthusiasts, chalets offer a charming retreat amidst the beautiful landscapes of Grey Highlands.
  • Cottages: These quaint and inviting spaces are perfect for a relaxing getaway, often surrounded by picturesque scenery.**

Top attractions in Grey Highlands

Grey Highlands, Ontario, is a haven for outdoor enthusiasts and adventure seekers. With stunning lakes, nature preserves, and state parks, visitors can immerse themselves in the beauty of nature while enjoying a romantic getaway or a relaxing beach experience. Whether you're skiing in the winter or hiking during the warmer months, Grey Highlands offers a diverse array of attractions that cater to every traveller's interests.

  • Eugenia Lake: A picturesque destination perfect for relaxation, Eugenia Lake offers scenic views and a sandy beach, making it ideal for romantic outings and outdoor activities.
  • Eugenia Falls Conservation Area: This reserve is a haven for adventure seekers, featuring stunning waterfalls and rugged trails that invite exploration and connection with nature.
  • Hoggs Falls: A breathtaking waterfall surrounded by lush greenery, Hoggs Falls provides a perfect blend of outdoor excitement and romantic ambiance, ideal for hiking and photography.

Things to do recommended for couples

Experience the charm of Grey Highlands with a cozy hike through scenic trails, followed by a romantic picnic at a local vineyard. Don't miss stargazing at night, where the clear skies create a magical atmosphere for couples to connect and unwind together.

Things to do recommended for families

Explore the scenic trails and breathtaking views at the picturesque Eugenia Falls, or enjoy a fun family outing at the quaint local farms offering seasonal activities like berry picking. Don’t miss the nearby lakes for swimming, fishing, and picnicking, perfect for family bonding.

Things to do recommended for groups

Experience the thrill of ziplining at Scenic Caves Nature Adventures, located 26km from Grey Highlands. This exciting ropes course offers breathtaking views and a perfect outdoor adventure for your group, making it an unforgettable part of your trip to Ontario.

*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 friends, family, pets, or seeking extended stays, be sure to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Grey Highlands with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Grey Highlands with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with amenities suitable for their age, like private swimming pools. 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 families, a vacation just isn't the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer 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 with great offers 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 preferences like a parking spot, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Grey Highlands

Grey Highlands is a haven for outdoor enthusiasts and adventure seekers, offering a perfect blend of thrilling activities and friendly vibes. Explore the scenic landscapes of Grey County, where families can enjoy various outdoor seating options and engage in exciting pursuits. During your stay, immerse yourself in the welcoming atmosphere that the region is known for, making it an ideal destination for a memorable holiday experience.

  • Markdale: Nestled in the scenic Grey Highlands, Markdale is a charming village that lures outdoor enthusiasts and adventure seekers alike. The area is renowned for its excellent skiing opportunities, with nearby ski fields and resorts offering thrilling winter sports experiences. In addition to skiing, visitors can explore the breathtaking natural landscapes, featuring beautiful lakes and serene nature reserves. Markdale's parks provide ideal spots for picnicking and leisurely strolls, making it a delightful destination for families and nature lovers.
  • Flesherton: Flesherton is a picturesque village celebrated for its stunning scenery and romantic ambiance. Surrounded by lush greenery, this quaint location is perfect for those seeking a peaceful retreat. The village is home to various ski fields and resorts, catering to winter sports aficionados. Beyond skiing, visitors can take advantage of the captivating views and explore local attractions, including tranquil lakes and a modern civic government building that adds a unique touch to the area. Flesherton's blend of outdoor beauty and charming community makes it a perfect getaway.
  • Kimberley: Located in the heart of Grey Highlands, Kimberley is a vibrant village known for its adventurous spirit and sports activities. With a strong emphasis on skiing, the area boasts excellent ski resorts and fields that attract winter sports enthusiasts. In addition to exhilarating slopes, Kimberley is surrounded by beautiful nature reserves and lakes, offering ample opportunities for outdoor exploration. Whether you're hitting the slopes or enjoying a peaceful day by the water, Kimberley provides an engaging experience 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.

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 HighAverage
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 HighSlightly High
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 next getaway? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down options by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume previous ones, or manage your existing travel arrangements. You’ll be able to see your saved or booked properties neatly organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The information above was last updated:

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)
  • Scandinave Spa Blue Mountain (18.1 mi / 29.1 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)

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 around the charming village of Flesherton. This picturesque community offers a delightful blend of natural beauty and local culture, making it an ideal spot for visitors. The area is known for its proximity to the stunning Eugenia Falls Provincial Park, where you can enjoy scenic hiking trails and breathtaking views. Additionally, the nearby Beaver Valley is a fantastic destination for outdoor enthusiasts, offering opportunities for skiing in the winter and hiking in the warmer months.

Flesherton features a variety of rental properties, from quaint cottages to more spacious homes, suiting different group sizes and preferences. The village is also home to several unique shops and eateries, providing a taste of local flavour that enhances your stay. Another appealing aspect of the region is its community spirit, with various events and festivals happening throughout the year, ensuring that there's always something to enjoy during your visit.
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 areas for renting a beach house in Grey Highlands?
For renting a beach house in Grey Highlands, the area around the scenic shores of Lake Eugenia is a prime choice. This picturesque lake offers a variety of vacation rentals, including charming cottages and modern homes that often come with amenities such as private docks, outdoor seating areas, and fully equipped kitchens. Many properties boast stunning views of the water, providing a superb backdrop for relaxation and outdoor activities.

Additionally, the nearby Beaver Valley is known for its beautiful landscapes and recreational opportunities. Here, visitors can find rentals that feature amenities like hot tubs, fire pits, and access to hiking trails. Properties in this region typically cater to families or groups looking to explore the natural beauty of the area while enjoying comfortable accommodations.

The town of Flesherton, with its quaint shops and local dining options, is also in proximity, enhancing the convenience for travellers seeking a beach getaway.
Where are the best Grey Highlands ski resort rentals?
For the best ski resort rentals in Grey Highlands, Ontario, travellers should consider the areas surrounding the Beaver Valley Ski Club and the nearby Blue Mountain region. The charming town of Flesherton offers a variety of rental options, including cosy chalets and family-friendly cabins that provide direct access to the ski slopes. Many of these properties come equipped with essential amenities such as fully stocked kitchens, spacious living areas with fireplaces, and outdoor decks for enjoying the serene winter landscape.

In the Blue Mountain area, which is just a short drive from Grey Highlands, visitors can find a range of modern condos and lodges that cater to ski enthusiasts. These accommodations often feature amenities like ski-in/ski-out access, heated pools, fitness centres, and on-site dining options, providing convenience and comfort after a day on the slopes. Additionally, many properties include amenities such as hot tubs, superb for unwinding in the evenings.

For those looking to explore the surrounding natural beauty, the Grey Highlands region offers numerous hiking and snowshoeing trails during the winter months. Properties located near the scenic Beaver Valley provide access to breathtaking views and opportunities for outdoor activities, 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 type of vacation rental, with approximately 63 available across the picturesque region. These properties are typically situated in serene areas, superb for those looking to enjoy the beautiful natural surroundings. Most vacation houses feature spacious layouts, multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as decks or patios for relaxation after a day of exploring.

Cottages also have a significant presence, with around 60 options that provide a charming and rustic experience. Similar to vacation houses, cottages usually come with essential amenities, including kitchen facilities and comfortable living areas. For those seeking a more unique stay, there are about 30 chalets available, which often boast alpine-style architecture and can include features like fireplaces and stunning views.

Additionally, there are several apartments and cabins scattered throughout Grey Highlands, suiting various traveller preferences and group sizes.
Are there any family house rentals in Grey Highlands?
In Grey Highlands, Ontario, there are a variety of family-friendly house rentals available, with around 33 options to choose from. This area is renowned for its stunning natural landscapes, making it an excellent choice for families looking to enjoy outdoor activities. Many of these properties come equipped with spacious living areas, full kitchens for preparing meals together, and large outdoor spaces where children can play and explore.

Visitors can find homes with amenities such as private patios, fire pits, and sometimes even hot tubs, great for unwinding after a day of adventure. The locale is also close to attractions like the scenic Beaver Valley, ideal for hiking, biking, and even skiing in the winter months. Furthermore, nearby parks offer playgrounds and picnic areas, ensuring that families have plenty of options for fun and relaxation.
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 or hot tubs, making it a delightful destination for relaxation and enjoyment. The area is known for its beautiful natural landscapes, with properties often located near scenic spots such as the Beaver Valley and the picturesque hills of the region. Many of these rentals offer amenities like private pools, hot tubs, spacious outdoor areas, and well-equipped kitchens, superb for family gatherings or retreats with friends. Additionally, some homes may include fireplaces and game rooms, enhancing the comfort and entertainment options during your stay.
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 a variety of pet-friendly house rentals available, with around 28 options for travellers to choose from. This charming area in Ontario is known for its picturesque landscapes and outdoor activities, making it an excellent destination for those travelling with pets. Many of the vacation rentals in Grey Highlands come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The region offers easy access to stunning natural attractions like the Beaver Valley and the numerous hiking trails that wind through the beautiful scenery. Additionally, pet owners will appreciate the proximity to various parks and open spaces where their furry friends can enjoy the great outdoors.
Are there any remote work vacation rentals in Grey Highlands?
In Grey Highlands, Ontario, there are plenty of options for remote work vacation rentals, with around 132 available throughout the area. This picturesque region, known for its scenic landscapes and outdoor activities, is ideal for those looking to balance work and leisure. Many of the properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desk chairs, making it easy to stay productive while enjoying a tranquil setting.

Travellers can expect a range of accommodations, from cozy cabins to spacious homes, often featuring fully equipped kitchens for self-catering and outdoor spaces to unwind after a day of work. The area is also well-suited for nature lovers, with nearby hiking trails and parks offering opportunities for relaxation and exploration during breaks. 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 rental amenities include well-equipped kitchens, superb for those who enjoy cooking during their stay. Many properties feature inviting fireplaces, adding a cosy atmosphere, especially during the colder months. Onsite parking is commonly available, making it convenient for guests arriving by car. Most rentals also offer decks or patios, allowing visitors to take in the picturesque surroundings while enjoying their morning coffee or tea, with many places providing a coffee or tea maker for added convenience.
When is the best time to visit Grey Highlands for a vacation rental?
The best time to visit Grey Highlands for a vacation rental is during the peak season from December to February. This period attracts winter enthusiasts who flock to the area for its exhilarating outdoor activities, such as skiing and snowboarding at local resorts. With a blanket of snow covering the landscape, visitors can enjoy picturesque winter scenery and a range of winter sports, making it an ideal time for adventure seekers.

February, in particular, is a standout month, as it typically boasts chilly temperatures ranging from -5 to -10 degrees Celsius, creating superb conditions for a variety of snow activities. The vibrant setting during this month is palpable, with many fellow travellers sharing in the excitement of winter sports and cozy evenings by the fire.

If you're considering a more budget-friendly option, May is a fantastic time to visit Grey Highlands. This month sees fewer tourists, allowing for a more tranquil experience as you explore the beautiful hiking trails and lush green landscapes that spring brings. You can enjoy the stunning natural beauty and peaceful surroundings without the hustle and bustle of the peak season.
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, visitors can discover a variety of attractions that highlight the region's natural beauty and outdoor activities. The Beaver Valley, known for its stunning landscapes, offers opportunities for hiking, cycling, and exploring scenic trails. The area is particularly popular during the fall when the foliage transforms into vibrant colours.

For those interested in winter sports, the Blue Mountain Resort is nearby, providing skiing and snowboarding options, along with winter hiking trails.

Additionally, the charming town of Flesherton features quaint shops and eateries, while the Grey Highlands Arts Council often hosts local art exhibitions that showcase the talents of regional artists.
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 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 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.

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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