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luxury houses for rent Collingwood, Canada

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45

Contemporary house with pool and garden Collingwood (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.

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$9,900 EC / month
3bedrooms
4bathrooms

By Sotheby's International Realty Canada

18

House Collingwood (Canada)

Annual Rental! Fantastic bungalow in the tree streets of downtown Collingwood. This cozy two bedroom, one bathroom home is perfect for a small family or couple. One floor living with generous size bedrooms, a large mudroom and well equipped eat-in kitchen. Ample driveway parking, partial use of the private backyard and shared use of a large shed. Located near schools, shopping, restaurants, public transit and of course minutes to the ski hills and the water. **Owners use standalone office in the backyard and driveway on the north side of the house**

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$1,800 EC / month
2bedrooms
1bathroom

By Sotheby's International Realty Canada

45

House with terrace Collingwood (Canada)

Exceptional Ski Season Lease. A beautifully appointed winter retreat for those who appreciate quality, comfort and an exceptional location. Tastefully furnished, impeccably maintained and move-in ready, 73 Archer offers a refined home-away-from-home for those looking to experience the best of the Collingwood and Blue Mountain winter lifestyle. This impressive three-bedroom, four-bath residence combines contemporary style with generous living and entertaining spaces, creating an ideal retreat for family and guests after a day on the slopes. The bright, open-concept main level is warm and inviting, with a beautifully appointed kitchen flowing seamlessly into the dining and living areas. Large windows fill the space with natural light, while a walkout extends the living area outdoors to a spacious deck-perfect for enjoying crisp winter mornings and the peaceful surroundings. All three bedrooms are privately positioned on the second level, offering a comfortable separation between entertaining and sleeping spaces. The beautifully finished lower level provides an additional family room and TV area, creating the perfect setting for movie nights, games or unwinding by the end of the day. A walkout leads directly to the covered patio and backyard, adding yet another inviting space to enjoy. Thoughtfully furnished and exceptionally cared for throughout, this home offers the ease of a truly turnkey seasonal rental-simply arrive, settle in and enjoy the winter. Ideally located just minutes from Downtown Collingwood, Blue Mountain Village, ski hills, private ski clubs, trails, dining, shopping and the waterfront. Whether spending the day skiing, entertaining friends or enjoying a quiet evening at home, 73 Archer offers the space, comfort and effortless lifestyle that make a winter season in Collingwood so special.

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$3,400 EC / month
3bedrooms
4bathrooms

By Sotheby's International Realty Canada

13

House with terrace Collingwood (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!

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$2,600 EC / month
3bedrooms
3bathrooms

By Sotheby's International Realty Canada

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18

House Collingwood (Canada)

This modern, rustic farmhouse has been beautifully renovated while maintaining the vintage charm of the home of Collingwoods original Harbour Master. Located smack dab in downtown Collingwood, this property is walking distance to the shops, restaurants, harbour, is surrounded by parks and hiking trails and is a mere 10 minute drive to the ski hills and the Village at Blue. this gorgeous home boasts 3 bedrooms and 2 bathrooms plus a lovely open concept living area complete with fireplace. The shabby chic design is adorned by shiplap and bright white elements which present a charming and cozy ambiance while serving as a clean and airy backdrop to enhance the sense of space and light in the home. Yet to be lived in this home offers 4 parking spaces and is available as soon as possible! Flexible term, offered furnished or unfurnished. No Pets. Tenant is responsible for utilities, gas, hydro, water and internet, tenant insurance. The landlords are responsible for plowing (driveway only) and property taxes.

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$1,900 EC / month
3bedrooms
2bathrooms

By Sotheby's International Realty Canada

50

House Collingwood (Canada)

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'*

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$3,500 EC / month
4bedrooms
4bathrooms

By Sotheby's International Realty Canada

5 listings near Collingwood

Nearby
35

House with garden and terrace Nottawa (Canada)

Beautiful ski rental in a converted church! Unique space available for a family of up to six people in Nottawa village close to Osler, Devils Glen and Blue Mountain. Offered at $3750 per month for the four month ski season with two cozy bedrooms, three piece bathroom, large open plan living/dining area and kitchen. Queen bed in one bedroom and two set of single bunk beds in the second bedroom. Parking for two cars and walking distance to Variety store, Nottawa General or The Dornoch restaurant in this amazing village. Deposit of 50% of total rental due within two days of the signed lease agreement, with the balance due three weeks prior to lease start date. Listing Realtor will write lease. Tenant to provide proof of full time residence prior to accepted lease, and proof of liability insurance prior to lease commencement.

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$2,700 EC / month
2bedrooms
1bathroom

By Sotheby's International Realty Canada

Nearby
26

House with terrace The Blue Mountains (Canada)

Seasonal rental! Spend your spring, summer, fall and/or winter just steps from Blue Mountain Resort in the heart of Southern Georgian Bay. This beautifully updated 4 bedroom chalet is the ideal vacation rental. Take advantage of award winning golf, extensive bike and running trails, the waters of Georgian Bay, Ontario's best skiing or world class shops and restaurants. With multiple sitting rooms, a large updated kitchen, private backyard with hot tub, ample parking and sleeping for 11, this is the perfect place for a family or to entertain friends. Pricing: April-June/September-November = $4000/month. July/August = $5000/month. December-March = $6000/month. Utilities in addition to rent.

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$2,800 EC / month
4bedrooms
3bathrooms

By Sotheby's International Realty Canada

Nearby
32

House The Blue Mountains (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.

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$2,800 EC / month
4bedrooms
4bathrooms
land 0.1ha

By Sotheby's International Realty Canada

Nearby
13

House with terrace The Blue Mountains (Canada)

Seasonal Ski Rental! 116 Delphi Lane. Experience elevated ski living at this beautifully appointed and tastefully furnished home, ideally located directly across from Georgian Peaks Ski Club and just minutes from Alpine and Craigleith. The main floor features a drive-in garage, dedicated mudroom, fully equipped kitchen, powder room and inviting dining area. Step onto the finished deck and enjoy views of the Georgian Peaks slopes. The second floor offers an expansive living room with soaring vaulted ceilings, plush sectional seating and a second television, perfect for relaxing après-ski. The third floor features a queen guest bedroom with access to a four-piece bathroom and a private primary suite with a king bed, luxury linens, blackout curtains, custom built-in closet and three-piece ensuite with dual sinks. The fully finished basement offers two additional bedrooms, one with a twin-over-double bunk bed and the other with two twin beds, plus a three-piece bathroom. Fully furnished and turnkey, with linens and towels provided. Snow removal, internet and Netflix included. Hydro, Enbridge gas and water are tenant-paid (approximately $300 per month, depending on usage). Pets permitted; tenants responsible for pet-related damage. Available November 15 to March 31. Lease terms: 50 percent due upon signing, 50 percent due 21 days before commencement, plus a $5,000 damage and utility deposit.

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$5,300 EC / month
2bedrooms
4bathrooms

By Sotheby's International Realty Canada

Nearby
20

House Meaford (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.

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$23,000 EC / month
4bedrooms
5bathrooms

By Sotheby's International Realty Canada

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