Vacation Rentals, Hotels & Places to Stay in Collingwood

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    • Celebrate the New Year in Collingwood

      $1,800.00

      Celebrate the New Year in Collingwood

      Collingwood

      Minutes from Blue Mountain, this 1080 sq. ft. 2-bedroom unit is waiting for you. Available December 29, 2023 to January 5, 2024 only. - accommodates up to 8 people (king bed in master bedroom, queen ...

    • BLUE MOUNTAIN CHALET WITH HOT TUB!!!

      $3,500.00

      BLUE MOUNTAIN CHALET WITH HOT TUB!!!

      Canada

      MONTHLY RENTALS ONLY!!!! AVAILABLE DECEMBER 1ST - JANUARY 2 ESCAPE THE CITY!!! Enjoy your stay at one of the most popular locations in Blue Mountain!!!! 2 minutes from Osler Bluff Ski Club, 5 minute ...

    • SKI SEASON RENTAL BLUE MOUNTAIN $17,900

      $17,900.00

      SKI SEASON RENTAL BLUE MOUNTAIN $17,900

      Collingwood

      Large modern home in Collingwood only minutes from the ski hills of Osler, Craigleith, Alpine, Beaver Valley, and Blue Mountain Resort. Numerous restaurants, entertainment and places of interest in ...

    • Seasonal Rental w Full Garage WiFi Incl.;  Collingwood, ON

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      Seasonal Rental w Full Garage WiFi Incl.; Collingwood, ON

      Collingwood

      1350 SF 3 bedroom condo, close to Blue Mountains and The Village, this cozy condo is great for a family looking for a winter ski home. Situated exactly between Blue Mountains and downtown Collingwood ...

    • Collingwood Condo vacation rental - waterview

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      Collingwood Condo vacation rental - waterview

      Collingwood

      Lighthouse Point Collingwood -March 2024 still available for rent !!! 1000 sq ft. 2 bedroom, sleeps 6. Bedroom #1- King bed with lake view. Bedroom #2 - bunk bed (double beds sleeps 4) 2nd floor full ...

    • MOUNTAIN VIEWS 4B2b - LARGE LOT, Near Village, Sauna, Hot Tub

      $16,000.00

      MOUNTAIN VIEWS 4B2b - LARGE LOT, Near Village, Sauna, Hot Tub

      Grey County

      Enjoy quiet morning sunrises on the mountain this winter! This cottage is one of the few near the Village at Blue Mountains, that is on a large lot and on a quiet road backing onto a forest. Getaway ...

    • Waterfront Dec 17 - 24  .. $800/wk

      $800.00

      Waterfront Dec 17 - 24 .. $800/wk

      Windsor

      ROYAL HARBOUR RESORT, 1 Harbour Street, Thornbury, ON N0H 2P0 Pictures at www.royalharbourresort.com Week 51 - Dec 17 - 24

    • Chalet Rental - Dec 3 - March 31 - Sleeps 11! Perfect WFH!

      $14,000.00

      Chalet Rental - Dec 3 - March 31 - Sleeps 11! Perfect WFH!

      Grey County

      Located on a quiet street less than 10 minutes to Blue Mountain, Osler, Craigleith, Alpine, Georgian Peaks, Toronto Ski Club, etc. (location: Brophy's Lane). Hiking trails and bike paths along the ...

    • Winter/Xmas Break Rental - Blue with a View

      $2,750.00

      Winter/Xmas Break Rental - Blue with a View

      Grey County

      Christmas Rental.....Park your car for the holiday. The shuttle will pick you up at front door and drop you off at the hill. OR.... Simply walk across the golf course to enjoy the many shops and ...

    • Holiday Ski Rental

      $3,000.00

      Holiday Ski Rental

      Grey County

      This four-bedroom townhouse chalet sleeps a maximum of ten people and is within walking distance of Blue Mountain Village. It features two king-size primary suites each with an ensuite bathroom, one ...

    • Collingwood New Years Eve week special

      $2,000.00

      Collingwood New Years Eve week special

      Collingwood

      Prime detached Mountain View Villa one bedroom plus loft. Sleeps six and includes full kitchen and two bathrooms with open concept vaulted ceiling living room with gas fireplace. Please see Airbnb ...

    • Holiday week in Collingwood Blue Mountain

      $1,999.00

      Holiday week in Collingwood Blue Mountain

      Collingwood

      Don’t miss out on a ski get-away this Christmas Winter Holiday Week! Very spacious ~ 1300 sq. ft. Condo at the Living Stone Golf Resort in Collingwood, complete with 2 large bedrooms and 2 full ...

    • Seasonal Rental - Winter

      $10,000.00

      Seasonal Rental - Winter

      Canada

      Skiers Welcome. Home available for winter ski season. $10,000 - main floor of house only. Near Walters Falls. Short drive to Beaver Valley and the Blue Mountains.

    • 7 nights @ Living Stone Resort Time Share

      $1,600.00

      7 nights @ Living Stone Resort Time Share

      Collingwood

      The two-bedroom townhouse condominium come complete with a living room, full kitchen and laundry facilities. The comfortable bedrooms have a king or two queen beds, as well as large windows that let ...

    • Celebrate New Years in Collingwood !

      $1,250.00

      Celebrate New Years in Collingwood !

      Collingwood

      You can say goodbye to 2023 and ring in the New Year 2024 in Blue Mountain skiing. Our vacation rental is available Dec 30 to Jan 6 and is part of the Cranberry Mountainview Villas group minutes from ...

    • Top of Blue Mountain Ski Season Rental 23/24

      $12,000.00

      Top of Blue Mountain Ski Season Rental 23/24

      Canada

      Ski Season Rental 23/24 in Swiss Meadows. A quiet oasis nestled in the trees at the top of Blue Mountain Resort. Cross Country Skiing Trails at Scenic Caves, and Bruce Trail Snowshoe and Hiking ...

    • Winter Vacation Rental in Beaver Valley~Near Skiing!!

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      Winter Vacation Rental in Beaver Valley~Near Skiing!!

      Kimberley

      Beautiful, rustic retreat in the heart of Beaver Valley, close to Collingwood and 4 minutes to Beaver Valley Ski Club. This is a Seasonal Rental (3 months), pet friendly and very peaceful.

    • Vacation rental

      $1,800.00

      Vacation rental

      Collingwood

      The one-bedroom suite is in a hotel/resort in Collingwood, 6-minute drive to the Blue Mountain Sky Resort, 10-minute drive to the Scenic Caves Nature Adventures. It has one Queen or King Bed, a ...

    • SKI CHALET -  BLUE MOUNTAIN,  COLLINGWOOD Price Reduced

      $22,400.00

      SKI CHALET - BLUE MOUNTAIN, COLLINGWOOD Price Reduced

      Ravenna

      WINTER BLISS - 4 BDRM AT BLUE MOUNTAIN Love the Snow Season in this idyllic 4 bedroom at the top of Blue Mountain in popular Swiss Meadows! Your family will love the proximity to the slopes, the ...

    • Luxurious Blue Mountain Chalet, 5 Bdrm / 5 Bath, Private Hot tub

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      Luxurious Blue Mountain Chalet, 5 Bdrm / 5 Bath, Private Hot tub

      Grey County

      Spacious and beautiful, fully furnished 5 bedroom / 5 bathroom chalet in Blue Mountain's desirable neighbourhood. Three of the bedrooms have private ensuites. Beautiful view of the mountain. Have a ...

    • Collingwood Vacation Rental - March 16 - 23, 2024

      $900.00

      Collingwood Vacation Rental - March 16 - 23, 2024

      Courtice

      Only available for week mentioned ~ No Partial Week Rate ~ Saturday March 16 to Saturday March 23, 2024 ~ $900.00 for 7 nights. The condo is located at Mountain View Villas at the Living Stone Golf ...

    • SKI CHALET - BLUE MOUNTAIN, COLLINGWOOD

      $22,400.00

      SKI CHALET - BLUE MOUNTAIN, COLLINGWOOD

      Ravenna

      WINTER BLISS - 4 BDRM AT BLUE MOUNTAIN Love the Snow Season in this idyllic 4 bedroom at the top of Blue Mountain in popular Swiss Meadows! Your family will love the proximity to the slopes, the ...

    • Hotel alternative - daily and weekly rental

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      Hotel alternative - daily and weekly rental

      Wasaga Beach

      I don't know the nightly or weekly prices by heart, pls don't ask me how much ?, pls scroll down to the end of this , find the links and put your dates to see the price. Not for monthly rental - ...

    • Short term rental for the Ski Season

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      Short term rental for the Ski Season

      Eugenia

      Cozy home in Eugenia to rent for the ski season. 7 minutes to Beaver Valley Ski Club, 35 Minutes to Collingwood. All the comforts of home with 2 propane fireplaces, 4 bedrooms and 2 bathrooms. ...

    • Furnished 4Bd 3Ba Ski Season Rental in Collingwood

      $13,324.00

      Furnished 4Bd 3Ba Ski Season Rental in Collingwood

      Collingwood

      Fully Furnished 4-Month Ski Season Rental (Dec 13-Apr 12) in Collingwood's Pretty River Estates - $13,324 for the season. All kitchen items provided. Right off Poplar Side Road and just minutes to ...

    • SKI SEASON RENTAL - BLUE MOUNTAIN COLLINGWOOD

      $17,900.00

      SKI SEASON RENTAL - BLUE MOUNTAIN COLLINGWOOD

      Collingwood

      Large modern home in Collingwood only minutes from the ski hills of Osler, Craigleith, Alpine, Beaver Valley, and Blue Mountain Resort. Numerous restaurants, entertainment and places of interest in ...

    • SKI  SEASON  RENTAL, BLUE MOUNTAIN-BEAVER VALLEY

      $12,500.00

      SKI SEASON RENTAL, BLUE MOUNTAIN-BEAVER VALLEY

      Meaford

      Luxury Ski Season Rental 4 Person. 20 Minutes to either Blue Mountain or Beaver Valley. 2 Bedroom each with Queen size bed and dedicated ensuite bathroom. Private fully furnished and equipped with ...