Vacation Rentals in Collingwood

464 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Collingwood holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

464 Holiday rentals and Airbnb in Collingwood

Search Top Kid-Friendly Holiday Rentals in Collingwood, Canada

Make winter family memories around a massive dining table with plenty of room for all generations at ski holiday rentals in Collingwood, Canada.

Chalet Mins To Village | Mountain View | Ev Charge - Collingwood
9.9 23 reviews

Chalet Mins To Village | Mountain View | Ev Charge

chalet, Thornbury
This modern chalet at 163 Tyrolean in Thornbury offers panoramic mountain views and is a mere 500-metre walk to Blue Mountain Village.
Sleeping up to 10 guests with 4 queen beds and a sofa bed, this family-friendly property boasts a fully stocked kitchen, a 70-inch TV with surround sound, a wood-burning fireplace, and on-site parking for 8 cars, including an EV charger, with ski access and Scandinave Spa nearby.
Maple & Mountain At Rivergrass - Collingwood
9.0 66 reviews

Maple & Mountain At Rivergrass

chalet, Grey Highlands
This chalet is located in the heart of the Blue Mountains, just a stone's throw from both Plunge! Aquatic Centre and the popular Blue Mountain Resort. The property has consistently received high ratings from guests, with excellent marks for location and cleanliness.
The two-bedroom chalet spans 120 square metres and features a fully equipped kitchen, a fireplace, and a private balcony. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, and a spa, as well as free Wi-Fi and parking.
Northview-blue Mountain-sauna-firepit-balcony-parking - Collingwood
9.5 216 reviews

Northview-blue Mountain-sauna-firepit-balcony-parking

chalet, Thornbury
This Swiss-style chalet is situated in the Blue Mountains, just a short walk from Blue Mountain Resort and a short drive from Northwinds Beach, offering a peaceful escape in a scenic setting. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The chalet provides ample space for a large group, with five bedrooms and two bathrooms, spanning a generous 279 square metres. Guests can enjoy a range of amenities, including a private sauna, a terrace, a garden, and a fully equipped kitchen, making it perfect for relaxing and enjoying the surrounding natural beauty.
Hidden Gem! Amazing End Unit Town Home - Collingwood
10 7 reviews

Hidden Gem! Amazing End Unit Town Home

apartment, Grey Highlands
This two-bedroom apartment is situated in the historic Snowbridge area of The Blue Mountains, just a short drive from the popular attractions of Blue Mountain Village and Collingwood. The property enjoys excellent user ratings and is perfect for families or groups of up to six guests. This ground floor suite offers a comfortable and spacious living area and comes fully equipped with a kitchen, air conditioning, and a private garden. Guests can enjoy access to a communal swimming pool, a jacuzzi, and ample parking, as well as a range of nearby activities, including golf, hiking, and skiing.

Best Collingwood holiday rentals with parking

Wintergreen Retreat With Private Sauna & Patio 82291 - Collingwood
9.5 138 reviews

Wintergreen Retreat With Private Sauna & Patio 82291

house, Grey Highlands
This comfortable house is located in Blue Mountains, just 1.8km from Blue Mountain Resort and 600m from Plunge! Aquatic Centre, offering easy access to the slopes and other attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house spans 120 square metres and features three bedrooms, a fully equipped kitchen with dishwasher, air conditioning, a private sauna, a patio, and a fireplace. Guests can enjoy free parking and Wi-Fi, as well as towels and linen provided for their convenience.
Alpine Cove -  Condo In Collingwood - Sleeps 6 - Collingwood
9.7 215 reviews

Alpine Cove - Condo In Collingwood - Sleeps 6

apartment, Collingwood
This two-bedroom apartment in Cranberry Resort, Collingwood, is conveniently located near Collingwood town centre and a 16km drive from Blue Mountain Village.
The 625 sq ft self-catering property features an open-plan living area with a pull-out sofa, sleeping up to six guests, and includes amenities such as parking, Wi-Fi, and a fully equipped kitchen.
The Rocky Den: Semi Detached Mountain View Chalet - Collingwood
9.5 84 reviews

The Rocky Den: Semi Detached Mountain View Chalet

apartment, Thornbury
This semi-detached chalet is situated in the Tyrolean district of Blue Mountain Village, just 5 kilometres from the main village area and a short distance from ski access, Scandinave Spa, and the Georgian Trail. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 4-bedroom chalet comfortably accommodates 10 guests and features a spacious open-plan kitchen, dining, and living area with wood accents and exposed beams. Guests can enjoy a private bar area, a large outdoor patio with an oversized picnic table, and a sauna, perfect for relaxing after a day on the slopes or exploring the nearby trails.
Condo For 4 Overlooking Downtown Collingwood - Collingwood
9.9 58 reviews

Condo For 4 Overlooking Downtown Collingwood

apartment, Collingwood
This Collingwood apartment, situated on Hurontario Street, offers a prime downtown location, a five-minute walk from Georgian Bay and a 15-minute (24km) drive from Blue Mountain Village.
The two-bedroom flat features a fully equipped kitchen with dishwasher, a Roku smart TV, and accommodates up to four guests, with convenient access to Loblaws and Giant Tiger supermarkets.

Frequently asked questions about holiday rentals in Collingwood

  • What are some interesting places to visit in or near Collingwood?

    Collingwood is a great base for exploring the area. You can visit the Blue Mountain Village, with its shops, restaurants and ski slopes, or head to the Scenic Caves Nature Adventures for zip-lining and cave tours. If you're looking for something a bit more relaxed, try the Collingwood Farmers' Market or the Collingwood Museum.
  • What are the best Airbnb and holiday rentals in Collingwood?

  • Which walking or cycling routes are the best in Collingwood?

    The waterfront trail along Georgian Bay is a popular choice for walking and cycling, offering stunning views of the water. You can also try the Collingwood Trail, a 10 km paved route that winds through the town and surrounding countryside. For a more challenging ride, try the 40 km Georgian Bay Loop, which takes you through rolling hills and past picturesque villages.
  • What are the most popular Airbnbs in Collingwood?

  • What sports or outdoor activites can visitors enjoy in and around Collingwood?

    Collingwood is known for its outdoor activities. In the summer, you can enjoy swimming, boating, fishing, hiking, and mountain biking. In the winter, skiing, snowboarding, snowshoeing, and ice skating are popular. There are also plenty of opportunities for golfing, tennis, and other recreational activities.
  • What are the best holiday rentals with a pool in Collingwood?

  • What other towns or cities can be easily accessed from Collingwood?

    From Collingwood, you can easily reach other towns and cities in the region. Within an hour's drive, you can visit Barrie, known for its waterfront and cultural attractions, or the charming town of Thornbury, famous for its artisan shops and restaurants. For a longer day trip, you can head to Toronto, the largest city in Canada, or to the Niagara Falls region.
  • What are the best rentals for families and kids in Collingwood?

  • What amenities are commonly available in vacation rentals in Collingwood?

    Vacation rentals in Collingwood typically offer a range of amenities, including kitchens, bathrooms, bedrooms, living areas, and laundry facilities. Many also have outdoor spaces like patios or balconies, and some may include amenities like hot tubs, saunas, or fireplaces. Be sure to check the listing for specific amenities.
  • What are the best rentals or Airbnbs with a jacuzzi in Collingwood?

  • What time of year is best to rent a vacation rental Collingwood?

    The best time to rent a vacation rental in Collingwood depends on your interests. Summer is popular for outdoor activities, while winter is ideal for skiing and snowboarding. Spring and autumn offer pleasant weather for hiking and exploring the area. Keep in mind that prices may vary depending on the season.

Popular destinations

Find Holiday Rentals with a Jacuzzi in Collingwood, Canada

Thaw out instantly in a steaming outdoor tub surrounded by winter snowbanks at ski holiday rentals with a hot tub in Collingwood, Canada.

Tranquility Oasis Ski-in Out Hot Tub Shuttle - Collingwood
9.0 7 reviews

Tranquility Oasis Ski-in Out Hot Tub Shuttle

apartment, Thornbury
This Thornbury flat offers ski-in/ski-out access within a dedicated ski district, with shuttle services simplifying travel to local amenities.
This 46 square meter apartment accommodates up to 10 guests, featuring a fully equipped kitchen with a dishwasher, air conditioning, Wi-Fi, a private hot tub, and on-site parking.
Mountainside Haven: Hot Tub + Steps To Blue - Collingwood
9.5 76 reviews

Mountainside Haven: Hot Tub + Steps To Blue

house, Grey Highlands
This townhouse is located in Blue Mountains, just 6.7 kilometres from Craigleith Provincial Park and 9 kilometres from Collingwood Eddie Bush Memorial Arena, offering easy access to the surrounding natural beauty and local attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom townhouse spans 180 square metres and comfortably accommodates up to eight guests. Enjoy a range of amenities including a private balcony, air conditioning, a well-equipped kitchen, a seasonal outdoor pool, a fireplace, free Wi-Fi, and proximity to both Blue Mountain Resort and Plunge! Aquatic Centre.
The Stella At Blue View Chalet - Collingwood
No reviews

The Stella At Blue View Chalet

chalet, Grey Highlands
This five-bedroom Grey Highlands lodge is situated in The Blue Mountains, an 11-minute walk from Monterra Golf and a 12-minute walk from the Brights Gallery.
The 246 square metre property sleeps 14 guests and boasts a private garden with patio, terrace, and fire pit, plus shared access to a swimming pool and jacuzzi, alongside a fully equipped kitchen, Wi-Fi, and air conditioning.
Chalet Styled Townhome, Very Clean, Great Condition. - Collingwood
10 353 reviews

Chalet Styled Townhome, Very Clean, Great Condition.

apartment, Thornbury
This chalet-style townhome is situated directly on Blue Mountain, at the base of the Happy Valley ski run, just minutes from the Blue Mountain Village. It has received excellent ratings for location, cleanliness, and overall user experience.
The property offers 116 square metres of space and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. It features a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, a garden, and a spa, making it an ideal choice for families and groups seeking a luxurious and relaxing getaway.

Find Holiday Rentals with a Fireplace in Collingwood, Canada

Cuddle up with a hot chocolate while watching the snow fall outside by a crackling fireplace at ski rentals in Collingwood, Canada.

3 Bedroom, 2.5 Bath Townhouse In Collingwood - Collingwood
9.6 70 reviews

3 Bedroom, 2.5 Bath Townhouse In Collingwood

house, Clearview Township
This modern townhouse is located in Collingwood, just a short distance from Blue Mountain Village, skiing, downtown Collingwood, and Wasaga Beach, making it a great base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall experience.
The townhouse has three bedrooms, two bathrooms, and can comfortably accommodate seven guests. Guests can enjoy a fully equipped kitchen, a spacious garden with a deck, a barbecue, and a fire pit, as well as central air conditioning and free Wi-Fi.
Blue Mountain Chalet W/ Hot Tub  5 Min To Village & Skiing  Near Georgian Bay - Collingwood
9.8 7 reviews

Blue Mountain Chalet W/ Hot Tub 5 Min To Village & Skiing Near Georgian Bay

chalet, Clearview Township
This Clearview Township lodge is situated a short drive (approximately 6.4km) from Scandinave Spa Blue Mountain and 9.6km from Plunge! Aquatic Centre.
Sleeping up to 16 guests, this five-bedroom, six-and-a-half-bathroom property boasts a fully equipped kitchen, Jacuzzi, air conditioning, Wi-Fi, and laundry facilities, offering easy access to Blue Mountain Ski Resort, Lake Huron, and Wasaga Beach Provincial Park.
Crosswinds Haven: 3bdr Backing Onto Blue Mountain - Collingwood
9.6 53 reviews

Crosswinds Haven: 3bdr Backing Onto Blue Mountain

house, Grey Highlands
This three-bedroom townhome in Grey Highlands' Crosswinds community provides direct views of Blue Mountain and is located 800 metres from Blue Mountain Village, with downtown Collingwood a 15-minute drive away.
This property accommodates up to eight guests and features a contemporary kitchen, a gas fireplace, a secondary living space with a Smart TV, a private BBQ grill, and parking for two vehicles.
Hillside Blue Mtn Family Loft @ North Creek Resort - Collingwood
9.2 152 reviews

Hillside Blue Mtn Family Loft @ North Creek Resort

house, Thornbury
This apartment is located in the North Creek Resort area, just a short distance from Northwinds Beach and Blue Mountain Resort, offering easy access to both water activities and skiing/hiking opportunities. It has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment provides comfortable accommodation for up to 5 guests and features 2 bedrooms, a living room, a fully equipped kitchen, and 2 bathrooms, all spread across 71 square metres. Guests can enjoy a range of amenities including a swimming pool, a tennis court, a jacuzzi, a terrace, a garden, a restaurant, and free parking.

Discover Collingwood, Canada’s Finest High-End Holiday Rentals

Find luxury ski holiday rentals in Collingwood, Canada for a premium alpine experience.

Spa Golf Bike - Collingwood
8.7 28 reviews

Spa Golf Bike

house, Collingwood

Find Holiday Rentals with a Steam Room in Collingwood, Canada

Bake away the alpine cold and prep your legs for tomorrow's fresh powder at ski holiday rentals with a sauna in Collingwood, Canada.

Home W/ Sauna, Across From Blue Mtn Village - Collingwood
9.0 2 reviews

Home W/ Sauna, Across From Blue Mtn Village

apartment, Grey Highlands
Newer House With Sauna/games/walking To Village - Collingwood
9.5 133 reviews

Newer House With Sauna/games/walking To Village

apartment, Grey Highlands
Updated Wintergreen Condo With Private Sauna - Collingwood
No reviews

Updated Wintergreen Condo With Private Sauna

apartment, Grey Highlands
Modern Town@wintergreen 2min Walk To Village/sauna - Collingwood
10 14 reviews

Modern Town@wintergreen 2min Walk To Village/sauna

house, Grey Highlands
©2026 cozycozy.com