Vacation Rentals, Hotels & Places to Stay in Collingwood

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    • 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 ...

    • Holiday Ski Rental

      $2,500.00

      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 ...

    • MAGNIFICENT Collingwood 3 Bedrm Luxury Winter Ski Rental at LHP

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      MAGNIFICENT Collingwood 3 Bedrm Luxury Winter Ski Rental at LHP

      Collingwood

      For Pictures & a Video Goto: https://rebrand.ly/skicwood -------------------------------------------------------------------------- * Short Term Rental from Dec 21st, 2023 to Mar 31st, 2024 * Newly ...

    • Turn Key Winter House Rental (2 bdrm, 3bth, laundry)

      $3,400.00

      Turn Key Winter House Rental (2 bdrm, 3bth, laundry)

      Collingwood

      Turn key rental available for 3 months starting Jan 1st. Can do longer if needed. Located in Collingwood. 2 bedroom/3 bathroom. 1 futon in the basement for a total of 3 beds. Plenty of space for ...

    • Blue Mountain Getaway - Hilton Grand Vacation Club

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      Blue Mountain Getaway - Hilton Grand Vacation Club

      Grey County

      Looking for a quick break this winter? Maybe time alone with a nice glass of vino...your partner, best friend, or mom? This is a great spot to clear your mind. Relax, enjoy the hot tub and read a ...

    • Livingstone Resort Collingwood Dec 30th 2023 to Jan 6th 2024

      $1,500.00

      Livingstone Resort Collingwood Dec 30th 2023 to Jan 6th 2024

      Collingwood

      7 nights at the Living Stone Resort - 2 Bedroom Townhomes Spacious 2 bedroom, 2 bath condo. Includes full kitchen, living/dining room, washer/dryer, free WIFI and access to on-site amenities. Pools, ...

    • 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 ...

    • 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 ...

    • Holiday Ski Rental

      $2,500.00

      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 ...

    • 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 - ...

    • Cranberry Resort Week - 2 Bedroom/2 Bathrooms Condo - New Years

      $1,600.00

      Cranberry Resort Week - 2 Bedroom/2 Bathrooms Condo - New Years

      Collingwood

      Cranberry Fairway Condo (Note - pictures are an example) Collingwood the week of Dec 30, 2023 to Jan 6, 2024. Just 90 minutes north of Toronto, Cranberry resort is a 750-acre recreational paradise. ...

    • 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 ...

    • 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 ...

    • 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!

      $13,000.00

      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 ...

    • 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

      $1,800.00

      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.

    • Collingwood 7 nights @ Living Stone Resort Time Share

      $1,500.00

      Collingwood 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.

    • 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 ...

    • 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. ...