Large Luxury Cottages, Chalets & Mansions for Retreats, Events, Meetings & Offsites

Enjoy a diverse array of Ontario’s most spectacular large luxury cottages, chalets & mansions that are fully equipped with the business & leisure amenities necessary for today’s executives and employees.

Large luxury cottages, chalets & mansions available in Toronto, GTA, Ottawa, Muskoka, Niagara Region, Prince Edward County, Hamilton, Southwestern Ontario, Collingwood, Blue Mountains, Simcoe Region, Kawarthas and more!

We have preferential arrangements with the cottages, chalets & mansions we work with to give you the best possible rates.


Cottages, chalets, and mansions are a refreshed and rejuvenated approach to corporate retreats and offsites. Rather than separating guests across a large venue, these intimate spaces bring companies and teams together to break down hierarchical barriers, work cross-departmentally, and connect on a higher level in a casual environment.

For smaller teams it is near impossible to find an exclusive venue as most hotels and resorts are too large to reserve for so few individuals. Ideal for groups of 10-30 people, these private properties fill that void and make it easy to curate a customized experience.


Although they provide the same benefit of exclusivity, cottages, chalets and mansions vary in terms of onsite support and flexibility.

Discover the differences between Do It Yourself, Commericially-Run, and Full Service homes and explore Retreatify-approved venues below.


With no property personnel on site, Do It Yourself cottages, chalets, and mansions offer a hands-on experience where your team can take ownership of their retreat. Typically a residential home, the owners will provide all the necessary information, manuals, and house rules, but have little involvement during your stay. This creates a very relaxed and private environment, but requires additional effort from the group to set up activities, meetings, and entertainment.

Located in Sandbanks Provincial Park, this 3000 sq ft waterfront oasis sits on 3 acres and features a total of 7 bedrooms and 13 beds. With no neighbours close by and access to the entire home and barn, guests can enjoy a peaceful stay in Prince Edward County.

Set on 53 acres of farmland, Valhalla is a spacious 1860s stone retreat home that’s been tastefully restored with luxury amenities. Your team will enjoy 7 beautifully furnished bedrooms, a fully equipped gourmet kitchen, outdoor hot tub, billiards room, integrated sound system, and so much more.

Just 50 minutes outside of Toronto, Eden offers a private oasis for all seasons. The 8,400 sq ft mansion can accommodate up to 26 guests with its 10 bedrooms, large meeting spaces, games room and theatre room. Groups will also enjoy 3 acres of private pond for kayaking, canoeing, and more.

Island Retreat offers soaring ceilings, sun drenched rooms and a relaxed beach vibe on the waterfront of Prince Edward County. The cottage’s 6 bedrooms, 3 family rooms, and massive deck provide ample space for breakout meetings, morning yoga, mid-day presentations, and afternoon brainstorming. 

Relax and retreat to the heart of PEC. Located just 10 minutes from Picton, this 1.5 acre property offers the perfect balance of privacy and convenience. Surrounded by wineries, berry farms, and apple archards, The County Retreat 4-season main cottage and seasonal Chalet can sleep up to 16 people.

Avalon is a luxurious all-season retreat home with 100+ ft of private shoreline on Lake Simcoe. Its 5 bedrooms, open-concept gourmet kitchen, million-dollar views, and custom furniture and finishings is sure to please even the most discerning guest.

A fully renovated waterfront cottage on Smith’s Bay, Wilolea Retreat is a 5 bedroom back-split home with walkouts to the water from both levels. Located minutes from Vickies Veggies, wineries, cheese shops, and art galleries, this cottage will steal your heart and keep you coming back for more! 


Similarly to Do It Yourself venues, Commercially-Run homes provide an exclusive space for your team to build unity and cohesiveness. However, with property management companies and multiple partners owning these venues, guests have access to a whole team for assistance during their stay. Still offsite but located nearby, this concierge-like service provides 24/7 support for emergencies, troubleshooting, and even recommendations.

A legendary stay at the base of Blue Mountain, Tyrolean Village’s new collection of 7 and 8 bedroom chalets were built with corporate groups in mind. Each featuring a fully equipped kitchen, 7 washrooms, hot tub, games room, and spacious dining and living room areas, your team has everything they need at their fingertips.

Parks Creek Retreat is a hidden gem that encourages groups to disconnect from the fast pace of life and reconnect with nature. Situated on 18 acres of forest, the 4-season timber frame structure has four bedrooms that comfortably sleep 12 guests while offering modern amenities.


Full Service properties operate similarly to a hotel, with onsite staff available to assist you with everything you need. A much more hands-off experience for attendees, full service cottages, chalets, and mansions typically provide pre-built retreat packages that include their own onsite activities and culinary services for quick and easy planning.

With 140 acres of pristine wilderness at your door, Silver Springs is unrivaled. Less than two hours from Toronto, the magnificent 15 bedroom, 17 bathroom facility boasts first rate amenities including a steam room, meeting room, billiard room and wine cellar. Guests can also treat their tastebuds to fresh and nutritious meals from Chef Gregory Galoska.

Lavish but not pretentious, Exodia is an enchanting 12,000 sq ft Georgian revival Heritage Mansion surrounded by three acres of English gardens. Your team will enjoy a 5-star dining room, 3 breakout rooms and so much more right in Southwestern Ontario’s Port Dover.


Activities are where your retreat or offsite can come to life. Cottages, chalets, and mansions encourage visitors to explore and take advantage of their surroundings, with several venues providing equipment for nearby canoeing, kayaking, hiking, snowshoeing, and more. The type of activities you plan to partake in during your retreat or offsite may even dictate the location of the venue you choose so your activities are just steps away. 

If you want to take your activities and entertainment to the next level, Retreatify can connect you mobile service providers who have years of experience collaborating with corporate groups. From axe throwing to cooking classes to yoga and workshop facilitators, the fun can come to you so your team can fully relax and enjoy their time together.


Whether it is testing your own skills in the kitchen or savouring the creations of professional chefs, private venues open the doors for groups to enjoy a culinary experience.

Here are the varied food and dining options for cottages, chalets, and mansions:

Bring Your Own Groceries

A very unique and convenient feature of private homes is their large, fully equipped kitchens. In Do It Yourself and Commercially-Run homes, guests are welcome to bring their own groceries and use the kitchen to make meals and snacks. Cooking together as a group can be a great way to continue developing team building skills in an unstructured environment.

Private Chef Experience

If your itinerary is full with scheduled activities and meetings, you can leave the cooking to the pros and invite a private chef to create delicious fare right in your venue. Private chefs are accustomed to serving larger groups and understand the types of meals that best suit corporate offsites. They also handle the grocery shopping, meal prep, meal service, clean up, and garbage removal so your team can focus on the tasks at hand. Sound perfect? Explore Retreatify’s network of corporate-approved private chefs who are sure to leave your taste buds satisfied.


Local caterers can also eliminate the stresses of cooking by providing delicious and nutritious meals for your team. An option for quick lunches and snacks, caterers can a more affordable option than private chefs when dining service and personnel are not required.


Pricing for cottages, chalets, and mansions is typically based on a fixed nightly rate rather than a per person rate. Home owners and property managers may include a cleaning fee into this rate, which is industry standard.

A unique characteristic of these venues is their dynamic pricing, which fluctuates based on the season. With more demand in the summer months, prices are typically at their highest from June to September, but exception deals can be found in the shoulder season.


With a limited amount of space in chalets, cottages, and mansions, groups are likely required to share bedrooms and/or bathrooms. We highly recommend using the home’s floor plans and layout descriptions to assign rooms in advance and minimize surprises for guests. It is also helpful to reference your company’s policies on accommodations as it could inform the number of bedrooms and bathrooms you require.

Full Service cottages, chalets, and mansions will typically have designated meeting rooms equipped with audio/visual equipment to support conference calls, presentations, and more.

Do It Yourself and Commercially-Run properties feature open living spaces and large outdoor patios that can serve as a unique, comfortable meeting space. These venues often include flat screen TVs and WiFi, while additional items such as flip charts and projectors can be made available upon request.

With minimal to no personnel onsite at a Do It Yourself or Commercially Run cottage, chalet, or mansion, you do not have immediate assistance when problems arise. This requires an increased level of preparation and responsibility from attendees. For peace of mind, Retreatify ensures our partners provide guests with a list of emergency procedures and contacts should something go wrong. We also do everything in our power to mediate crises so your team can get back on track.

Cottages, chalets, and mansions are often located in rural locations where access to stores and supplies is a drive away. Teams should be reminded to bring everything they need with them and consider picking up groceries prior to arrival.

Being a more intimate space, cottages, chalets, and mansions have limited areas for attendees to go off on their own. If your group is comfortable being around each other for the majority of the time, coordinators should come prepared with a well-planned itinerary so guests do not become bored and disengaged.

Cottages, chalets, and mansions typically do not have onsite cleaning services and require a longer turn-over time in between bookings. Due to this, home owners and property managers will require a minimum night stay, especially during peak season. Retreatify has special arrangements with our partners to book for less than the minimum when possible.

A cottage, chalet, or mansion’s house rules may affect the types of activities and entertainment that can be held onsite. It is helpful to communicate your ideas with the property manager or home owner in advance, so your itinerary is not disturbed. These rules can include limitations on alcohol and loud music in the evening, which could conflict with night-time social events on the property.


Explore past cottage, chalet, and mansion retreats we’ve assembled for ideas and inspiration.

Is a cottage, chalet, or mansion experience what you're looking for?

Retreatify Concierge will save you an average of 7.5 planning hours, ensure you’re presented with high-quality options to choose from, and negotiate the best rates for you – free of charge. 

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