The agencies at Collingwood
These agencies offer a selection of luxury properties location at Collingwood. Feel free to contact them for personalized assistance.
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
Executive Ski-season lease for 2026/2027. The ultimate entertaining space with four bedrooms (two x King, two x Queen), three of which have their own ensuite bathroom (including brand new primary ensuite), two spacious living rooms, each complete with a gas fireplace and a brand new open concept kitchen/dining room with oversized island, coffee bar, gas fireplace and large live edge table. Come off the slopes and apres in the hot tub or in front of the fire, or head out on the town. Ample parking in the driveway and space in the garage for one car or all your gear. Just minutes from the hills, shopping and restaurants. Spend an incredible winter in the heart of Collingwood with friends and family!
…By Sotheby's International Realty Canada
2026-2027 ski-season lease. Welcome To Blue Fairways! Fantastic three bedroom, 2.5 bath townhouse in highly desirable Blue Fairways is the perfect vacation rental. The open concept main floor features a spacious living room with gas fireplace, a well appointed kitchen, dining area and walk-out to rear deck with barbeque. The main floor also includes a powder room, laundry room, large entryway with closet and interior access to the garage. Upstairs you will find two lovely guests bedrooms (Queen and twin with trundle) complete with generous closets, a four piece guest bathroom and a large primary bedroom (Queen) featuring a three piece ensuite bathroom with soaker tub. This property is complete with an exclusive single driveway and garage for gear storage (no parking in the garage). Visitor parking is available. Only minutes from both downtown Collingwood and Blue Mountain Village, you're in the heart of the action! **Utilities in addition to rent. No pets, no smoking. Minimum three month lease. Available December to April**
…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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These agencies offer a selection of luxury properties location at Collingwood. Feel free to contact them for personalized assistance.