Wintergreen holiday rentals

We found 23 holiday rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Wintergreen

  • Outdoor Activities: Enjoy skiing, hiking, and beautiful beaches amidst stunning landscapes.
  • Charming Accommodation: Choose from cosy condos, private homes, and delightful cottages for a relaxing stay.
  • Golfing Paradise: Play on breathtaking golf courses perfect for couples and families alike.
  • Cultural Exploration: Discover nearby towns with a laid-back atmosphere and local charm.
  • Adventure and Relaxation: Experience a unique blend of thrilling activities and serene retreats in nature.

Popular types of accommodation around Wintergreen

If you're pondering the ideal accommodation for your getaway in Wintergreen, look no further! Our most sought-after options include cosy condos, charming houses, and delightful cottages. Whether you're after a wintergreen rental, a holiday home at Wintergreen Resort, or a snug condominium, we have an array of vacation rentals to suit your needs. Enjoy your stay with confidence, knowing we prioritise transparency and value.

  • Condos: The top choice for holidaymakers in Wintergreen, offering modern amenities and a convenient location for your stay.
  • Houses: A popular option for families or groups seeking spacious accommodations and a home-like atmosphere.
  • Cottages: A charming retreat that provides a cosy and rustic experience, perfect for a peaceful getaway.
  • Apartments: Ideal for couples or solo travellers, these self-contained spaces offer comfort and flexibility.
  • Chalets: A delightful choice for those who want a mountain retreat with character and stunning views.**

Top attractions near Wintergreen

Wintergreen, nestled in The Blue Mountains of Ontario, offers a delightful mix of outdoor activities and cultural experiences. Visitors can enjoy beautiful beaches, explore marinas, and hit the ski hills for some thrilling winter sports. With picturesque landscapes surrounding you, it's an ideal spot for families, groups, or solo travellers seeking adventure and relaxation in nature's embrace.

  • Blue Mountain Ski Resort: A premier ski destination, offering thrilling slopes and adventure activities. Enjoy the vibrant outdoor atmosphere, perfect for snow enthusiasts and families alike.
  • Collingwood Scenic Caves: A family-friendly park featuring stunning caves and eco-friendly trails. Explore nature while soaking in breathtaking views, ideal for outdoor lovers.
  • Blue Mountain Beach: A picturesque beach with serene vibes, perfect for relaxation and water activities. Enjoy the sun, sand, and stunning views of the surrounding area.

Things to do recommended for couples

Ready for a romantic getaway in Wintergreen? Hit the slopes at Blue Mountain Ski Resort for some thrilling skiing, unwind at the serene Scandinave Spa, or enjoy a wine tasting at Georgian Hills Vineyards—perfect for a lovely afternoon together amidst beautiful scenery.

Things to do recommended for families

Families can splash around at the Plunge Aquatic Centre, located 644m from Wintergreen. This aquatic venue is perfect for kids, offering a range of fun water activities and a vibrant atmosphere that ensures a fantastic day out for the whole family.

Things to do recommended for groups

Enjoy a round of golf at Cranberry Resort Golf Course or Collingwood Golf Course, both offering stunning outdoor vibes just a short drive from Wintergreen. For an adrenaline rush, embark on an adventure at Scenic Caves Nature Adventures with ziplining amidst breathtaking scenery.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking with Stayz is a breeze

Are you aiming to save on your upcoming adventure? Being flexible with your travel dates can make a difference, as prices can fluctuate. You might also enjoy substantial savings by opting for a longer stay. To discover a Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Wintergreen

Wintergreen, nestled in The Blue Mountains of Ontario, offers a delightful mix of relaxation and adventure. With stunning golf courses and breathtaking views, it's perfect for couples seeking a romantic getaway or families looking for fun. Explore nearby towns and enjoy the laid-back atmosphere, where recreation meets budget-friendly options. Whether you're after scenic hikes or cozy retreats, Wintergreen promises an unforgettable experience for every traveller.

  • Collingwood: Located a mere 8.0km from Wintergreen, Collingwood is an adventure-seeker’s paradise. This vibrant city is renowned for its outdoor pursuits, especially skiing, making it a popular destination during the winter months. With numerous ski resorts nearby, visitors can enjoy exhilarating slopes and stunning views. Beyond skiing, Collingwood offers a range of body treatments for those looking to unwind after a day of adventure. The scenic beauty of the area is complemented by local landmarks such as the picturesque lake and charming beaches, perfect for a relaxing day out.
  • The Blue Mountains: The Blue Mountains is a stunning region where Wintergreen resides and is celebrated for its outdoor adventures. This city attracts thrill-seekers with its excellent ski facilities and breathtaking landscapes. Here, you can indulge in various activities, from skiing to relaxing body treatments at local wellness centres. The proximity to beautiful lakes and family-friendly beaches adds to its allure, making it an ideal destination for both adventure enthusiasts and families looking for a fun day out.
  • Blue Mountain Village: Just 483m from Wintergreen, Blue Mountain Village epitomises the essence of adventure. This lively hub is perfect for those keen on skiing and enjoying the great outdoors. With its array of ski resorts and leisure facilities, visitors can immerse themselves in the thrill of winter sports. Beyond the slopes, the village is home to a beautiful lake, a lively theme park, and serene parks, providing ample opportunities for relaxation and enjoyment. The vibrant atmosphere makes it a must-visit for anyone looking to experience the best of the Blue Mountains.

Best time to go to Wintergreen

If you're planning a trip to Wintergreen, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like April to May and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.5°F (-6.4°C)Light RainVery CloudyAverageAverage
February20.5°F (-6.4°C)Light RainMostly CloudyAverageSlightly High
March29.3°F (-1.5°C)Light RainMostly CloudyAverageAverage
April39.7°F (4.3°C)Light RainMostly CloudyLowSlightly Low
May52.2°F (11.2°C)Light RainMostly SunnyLowSlightly Low
June60.6°F (15.9°C)Light RainMostly SunnyHighAverage
July67.1°F (19.5°C)Light RainMostly SunnyHighAverage
August66.6°F (19.200000000000003°C)Light RainMostly SunnyHighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly CloudyAverageAverage
November37.0°F (2.8000000000000003°C)Light RainMostly CloudyLowSlightly Low
December28.2°F (-2.1°C)Light RainMostly CloudyAverageSlightly High

What do I need to keep in mind when booking a vacation around Wintergreen

If you’re travelling with a group, family, pets, or planning for an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful Stayz booking tips for you.

  • Travelling to Wintergreen with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Stayz.
  • Travelling to Wintergreen with young kids: Travelling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are great for families.
  • Taking your pets with you to Wintergreen: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wintergreen: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Stayz Trips: Planning made easy

Stayz's Trip Board offers a handy area to plan new adventures, resume your previous arrangements, or manage your travel itineraries. You can easily access your saved or booked properties, which are sorted into categories like Potential, Upcoming, or Current Trips. To begin enjoying the benefits of Trip Boards, simply head over to: https://www.stayz.com.au/trips.

**Based on Stayz properties bookings.

More Holiday Rentals ideas

People also search for