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Furnished short term rental or annual. This beautifully upgraded Collingwood seasonal rental, offering the perfect blend of luxury, comfort, and four-season lifestyle living in picturesque Southern Georgian Bay. Ideally located minutes from Blue Mountain, waterfronts, hiking trails, golf courses, shops, and restaurants, this spacious family home is designed for elevated seasonal living with room to truly settle in. Designed for both entertaining and extended stays, the home features 4 spacious bedrooms, 4 bathrooms, a vaulted entrance foyer, elegant furnishings, and open-concept living spaces filled with light. At the heart of the home is a stunning chef's kitchen complete with an oversized 11-foot island, premium 48-inch gas stove, and seamless flow into the expansive dining and living areas. The oversized dining table, grand piano, and integrated sound system create an exceptional setting for family gatherings, entertaining, and après-ski evenings. The fully finished lower level features radiant heated floors, a spacious media/recreation room, full bathroom, additional flex/work space, and excellent functionality for larger families, guests, or work-from-home living. A functional mudroom provides ample storage for skis, snowboards, and outdoor gear. Enjoy the large private backyard with BBQ, as well as added lifestyle amenities including an inflatable paddleboard and exercise bike - perfect for embracing Collingwood's active four-season lifestyle. Perfectly suited for ski season families, summer stays, relocating families, extended monthly rentals, or those looking to experience the area before buying. Conveniently located approximately 9 minutes to Blue Mountain Resort, 8 minutes to Osler Bluff Ski Club, and close to Alpine and Craigleith Ski Clubs. Available for seasonal, monthly, or annual rental opportunities. Pets considered. Utilities extra. Damage deposit and credit check required for annual rentals. *not available December 15, 2026 -April 15 2027'*
…By Sotheby's International Realty Canada
Winter Seasonal Rental at Lighthouse Point! This spacious, second floor unit offers an open concept and classy finishes throughout. The kitchen is equipped with stainless steel appliances and ample storage while the bright great room offers a combined dining/living room with many windows, gas fireplace for those cold winter nights and a walkout to a large deck with a gas barbecue. The primary bedroom has a king size bed and the convenience of a three piece ensuite bathroom. The guest bedroom offers a queen size bed and small work desk if required. Access to fantastic amenities including indoor pool and hot tub, gym, games room and more.
…By Sotheby's International Realty Canada
Collingwood Duplex with two separate apartments for rent: Unit One is furnished. Unit One is also available for a seasonal winter rental at the rate of $11,500 (all inclusive) for the four month season, with flexible dates. Monthly rent is $2750 (all inclusive). Exclusive parking for three cars, and outdoor space. Fully equipped kitchen, laundry facilities in the basement suite. Short walk to downtown Collingwood with its vibrant main street with shopping, dining and entertainment. Hop on your bike and join the many trails close by. Short drive to Wasaga Beach, Blue Mountain Village, Thornbury and Meaford for a variety of activities including various golf courses, beaches, green and snow related activities, entertainment, shopping and a wide range of restaurants for everyone's tastes! Easy to show. For seasonal rental, 50% of total rental is due within two business days of a fully signed lease agreement with the balance plus a security/damage deposit of $2500, three weeks prior to occupancy. Seasonal tenant must have a primary residence elsewhere and provide proof of liability insurance prior to occupancy. Tenants are responsible for snow removal and internet.
…By Sotheby's International Realty Canada
Fantastic annual rental opportunity in the highly desirable Blue Fairways community on the west side of Collingwood. This immaculate three bedroom, three bathroom condo with main floor primary suite, open concept kitchen, dining and living room with vaulted ceiling and tons of natural light and walk-out to massive deck overlooking the 12th Fairway of Cranberry Golf Course. Two generous size bedrooms upstairs overlooking the main floor and a large unfinished walk-out basement complete the space. A large, two car garage and two car driveway provide ample parking for you and your guests. Located steps from trails and golf and minutes to downtown Collingwood and Blue Mountain Village, you're in the heart of the action in Southern Georgian Bay!
…By Sotheby's International Realty Canada
ANNUAL OR SEASONAL LEASE! Fantastic ground floor Royal Windsor condo. Spacious one bedroom plus den layout with open concept kitchen, dining and living room with walk-out to patio. Located minutes from shops, restaurants, Blue Mountain Resort and private ski clubs and walking distance to golf, Georgian Bay and trails. Building amenities include party room, roof top patio with barbecues, gym, pool, a games room with golf simulator and underground parking. *List price is for annual, seasonal $2250/month + utilities*
…By Sotheby's International Realty Canada
Winter seasonal rental in beautiful Wyldewood Cove. Spacious two bed, two bath corner unit with water views. Open concept great room incorporating living room with gas fireplace; dining area and kitchen. Lots of space for the family to gather after a day on the slopes. Bright and spacious primary bedroom with queen bed, ensuite and waterviews. Guest bedroom with two twin beds. Rental rate is for four month ski season plus utilities, includes water and internet use. Tenants have use of exterior storage unit for skis, snowboards. Tenants have use of the year round inground salt water pool, and gym. One assigned parking spot comes with the unit, number 146. Short drive to area ski hills. Upon signed lease agreement 50 percent of rental rate is due to listing brokerage. Balance of rent plus utility and/or damage deposit of 2500 due three weeks prior to occupancy. Tenant is required to provide proof of liability insurance prior to occupancy and proof of alternate primary residence. Application with references required for landlord approval. Landlords may consider a small non-shedding dog.
…By Sotheby's International Realty Canada
Welcome to 43 Carpenter, with ideal family accommodations . This Winter seasonal lease is available from December 1. Price is per month and utilities are in addition. "Blue Fairway" is a family friendly development, central to all activities and amenities in Collngwood, Blue Mountains and Thornbury. Short drive to all locations with a variety of restaurants, coffee shops, indoor and outdoor activities. Area ski hills are a short drive from the property. 43 is one of the larger models with four bedrooms upstairs (one is being used as an office), and an additional bedroom is located in the basement with a den, full ensuite bathroom and walk-in closet. Large primary bedroom with king bed has a four piece ensuite and an additional full bathroom upstairs. Additional bedrooms with queen and double beds. Spacious main level with gas fireplace and open concept living room, dining, kitchen area. Patio doors from kitchen area gives access to private terrace, with a barbecue. Laundry on main level incorporated into convenient bathroom. Access to garage. Property is not available as an annual rental. 50% of total rental period is due upon fully signed agreement with balance and utility/damage deposit of $3000 (depending upon length of rental) due three weeks prior to occupancy. Tenants to provide proof of liability insurance prior to occupancy. Landlord preference is no pets, but may consider a small non-shedding dog.
…By Sotheby's International Realty Canada
Welcome to 4 Holly Court, an exceptional luxury retreat available for the 2026 ski season at $14,000 per month, utilities in addition. Set on a spectacular one-acre estate lot in one of Collingwood's most private and prestigious enclaves, this beautifully appointed residence offers an unrivalled blend of luxury, privacy, and convenience. Surrounded by distinguished estate homes, the property is just an eight-minute drive to the area's private ski clubs and only minutes from downtown Collingwood's restaurants, boutiques, grocery stores, entertainment, and the renowned Scandinave Spa. Thoughtfully designed with 3+2 bedrooms, the home features a spacious main-floor primary suite and has been impeccably furnished with timeless sophistication. Two elegant fireplaces, multiple living and entertaining areas with a ping pong table, home gym, and refined finishes throughout that create a warm yet luxurious setting, ideal for enjoying the winter season. Parking for up to eight vehicles provides ample space for family and guests. This exceptional offering is best suited to an executive or luxury seasonal tenant with excellent references, stable employment, and an AAA application. Absolutely no pets will be considered. A $7,000 utilities, services, and security deposit is required.
…By Sotheby's International Realty Canada
Stunning Annual Rental in the village of Nottawa, ideally suited to a young professional couple. Newly renovated two bedroom upper unit, constructed to new home build standards, with great attention to detail. The apartment features a bright open plan living/dining/ kitchen area with a stunning new white kitchen, stainless steel appliances and quartz counters. The flooring is luxury vinyl plank and there are two good sized bedrooms both with closets, four piece bathroom with heated floor and in suite laundry. There is access to a small deck and stairs to a designated yard area and parking for two cars plus additional visitor parking. Walk to the variety store, Nottawa General or the Dornoch restaurant in this amazing village, stroll to the baseball diamond, Pretty River or cycle the trails to Collingwood or Stayner from this beautiful apartment. LL looks forward to receiving applications from AAA+ tenants.
…By Sotheby's International Realty Canada
Bring your skis and walk to the Village! Unit is across from The Village, at Blue Mountain. Price is for the four month season with flexible dates available. Winter seasonal four month rental, plus utilities, (internet/cable TV included in rental rate). Beautiful, executive three bedroom condo at Wintergreen, steps to the Village at Blue Mountain and backing onto golf course. Entrance hall with large closet w/ski hanging. Primary bedroom with queen bed, separate tub (Jacuzzi ), sauna and en-suite. Guest bedroom with two twin beds, second level guest bedroom with two twin beds and separate Den. Spacious sunken living room with new (2024) gas fireplace and large flat screen TV. Updated kitchen, and tastefully decorated and furnished throughout. Non smoking policy. Barbecue is available on rear patio. Tenant to provide proof of liability insurance prior to commencement of lease. Application with references required. Listing brokerage to write lease. Tenant will be required to shovel off rear patio, if using BBQ and the front terrace of the unit. Parking passes available for the season, for Tenants. Owners will entertain a small, non-shedding, well trained dog. 50% of rental rate required within 2 business days of a signed lease agreement. The balance plus $2500 utility/damage deposit required three weeks prior to commencement of lease. Proof of alternate primary residence and proof of liability insurance also required.
…By Sotheby's International Realty Canada
Gorgeous mountain-style chalet in the Blue Mountains. Located near the base Blue Mountain, Craigleith and Alpine Ski Club in the Orchard, this home is perfect for all your family activities. It is just minutes from The Village at Blue, Craigleith Summer Club, local beaches, golf courses, walking trails, and endless hiking opportunities around Blue Mountain. Features include a beautiful open-concept chef's kitchen with a large breakfast island and an adjoining dining area. The living room boasts cathedral ceilings, a gas fireplace, and large windows with stunning views of the ski hills, making it perfect for entertaining family and friends. This beautiful home offers four bedrooms and 3.5 baths, with over 2800 square feet of finished living space across three levels. There are two bedrooms on the main level and two on the upper level, providing space and privacy. The finished basement includes a recreation room with a TV for cozy movie nights or games, and separate laundry facilities. Additionally, the property features double garage parking inside and two spaces outside on the parking pad, ensuring ample parking for your vehicles.
…By Sotheby's International Realty Canada
Winter 2026/2027 executive ski seasonal rental in the heart of the highly sought-after master's enclave, in Lora Bay. Welcome to this bright and elegant luxury home that offers countless stunning upgrades throughout. The Main level welcomes you with a gourmet chef's kitchen featuring 22 foot high ceilings, offering a grand open concept that's excellent for entertaining. Settle into an oversized beautiful custom built couch in the living room and cosy up to the warm fireplace after a long day on the ski hills. Main floor living at its best offering the primary bedroom with a custom king size bed, spacious walk-in closet and four-piece ensuite with stand alone tub. The second bedroom on the main floor has a custom made pull-out sofa bed and can double as an office. Finishing off the main floor is a second four piece bathroom, a laundry room with a convenient access to the garage. Enjoy the oversized two car garage which is the perfect place to store all your winter gear. The Second level loft offers views of Georgian Bay, two bedrooms, one with a queen bed, one with a bunk bed, a four piece bathroom making this home ideal for overnight guests and family. The Lora Bay active community offers social events, two beach access points and a prestigious Club House and restaurant. Minutes to both public and private ski clubs, cross country ski trails, snow shoeing, the Georgian Trail, Georgian Bay and a quick drive to either Thornbury or Meaford's downtown core with ample shops and restaurants. No pets.
…By Sotheby's International Realty Canada
Gorgeous, contemporary custom home, nestled on 30 acres, with five bedrooms each with a queen size bed and five bathrooms. Spacious Open Concept: Gourmet kitchen/dining with large harvest table for entertaining, and Living Room with wood burning fireplace for relaxing after a day on the slopes. Snow ploughing in addition to rental rate ($50 per time). Cleaning bi-weekly at tenant expense (approximately $140). Bed linens and towels provided. Hot tub at tenant expense ($90 twice per month). New outdoor six person custom sauna. Heated floors in basement and main level. Lower level boasts cozy Den; state of the art gym with Peleton bikes for tenant use; 5th bedroom and bathroom for extra convenience. Additional kitchenette recently added in lower level. Sonos music throughout. 15 minutes from The Peaks & 17 minutes from Beaver Valley Ski Club, perfect combination of seclusion, convenience and luxury, for a ski season you will never forget! Barbeque & Egg barbeque grill on terrace. Added security of large back-up generator on site, powering entire house. Utility/damage deposit of $5000. 50% of rental due upon signed lease agreement, with balance of all payments three weeks prior to occupancy. Hypo-allergenic, non-shedding Dog permitted, but needs to be crated when owners are not present. Tenant must provide liability insurance and proof of primary residence. Available December 4, 2026-April 1, 2027.
…By Sotheby's International Realty Canada
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