Vacation Rentals, Hotels & Places to Stay in Collingwood

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  • Renovated 4 bedroom ski season rental in Thornbury. Walk to all town amenities and events. Close to...

    $14,500.00

    Thornbury Ski Season Rental: Renovated 4 BDRM!

    Thornbury

    Renovated 4 bedroom ski season rental in Thornbury. Walk to all town amenities and events. Close to all private ski clubs and Blue Mountain. Includes parking, ski locker, family games, high speed ...

  • Ski Season rental in Collingwood Creekside – Available December 1st to March 31st. $2700 monthly. Ex...

    $2,700.00

    Ski Season Rental Blue Mountain

    Collingwood

    Ski Season rental in Collingwood Creekside – Available December 1st to March 31st. $2700 monthly. Excellent 2-bedroom 3-bathroom house to enjoy this winter season! Tastefully decorated and completely ...

  • Century home downtown Collingwood, On. Walking distance to all stores, 15 mins drive to ski hills. L...

    $9,500.00

    Winter Season Rental

    Collingwood

    Century home downtown Collingwood, On. Walking distance to all stores, 15 mins drive to ski hills. Lots of parking. Perfect retreat for weekend get away. Contact Bob. Thx

  • Ski Season rental in Collingwood Creekside – Available December 1st to March 31st. $2700 monthly. Ex...

    $2,700.00

    Ski Season Rental Blue Mountain

    Collingwood

    Ski Season rental in Collingwood Creekside – Available December 1st to March 31st. $2700 monthly. Excellent 2-bedroom 3-bathroom house to enjoy this winter season! Tastefully decorated and completely ...

  • Only available for week mentioned ~ No Partial Weekly Rate regardless if you stay 1 night or full 7...

    $900.00

    Collingwood Vacation Rental ~ March 15 - 22, 2025

    Courtice

    Only available for week mentioned ~ No Partial Weekly Rate regardless if you stay 1 night or full 7 nights ~ Check in Saturday March 15 to Saturday March 22, 2025 ~ 7 nights for $900.00. The condo is ...

  • ROYAL HARBOUR RESORT, 1 Harbour Street, Thornbury, ON N0H 2P0 VIDEO at www.royalharbourresort.com 2...

    $1,000.00

    BLUE MOUNTAIN Dec 29 - Jan 5

    Thornbury

    ROYAL HARBOUR RESORT, 1 Harbour Street, Thornbury, ON N0H 2P0 VIDEO at www.royalharbourresort.com 2 bedroom, 2 bath, 1500 sq. ft. WEEK 52 - Dec 29 - Jan 5

  • Four-month ski season rental available at the esteemed Lighthouse Point in Collingwood, Ontario. The...

    $9,600.00

    Seasonal Rental Lighthouse Point Collingwood

    Collingwood

    Four-month ski season rental available at the esteemed Lighthouse Point in Collingwood, Ontario. The property is conveniently located an 8-minute drive from Blue Mountain and Scandinave Spa, and just ...

  • 5 nights over Christmas 2024 in a Lodge Studio at the Hilton Grand Vacations Club! Dec 23-28. Spacio...

    $1,000.00

    Christmas at Blue Mountain

    Grey County

    5 nights over Christmas 2024 in a Lodge Studio at the Hilton Grand Vacations Club! Dec 23-28. Spacious unit with kitchenette sleep 2. Free parking and shuttle to nearby ski lifts. year round hot tubs ...

  • Don't let Winter time keep you away from fun or relaxing! Our cottage offers plenty of opportunities...

    Please Contact

    Winter time is magic here

    Canada

    Don't let Winter time keep you away from fun or relaxing! Our cottage offers plenty of opportunities to explore Bruce Peninsula in the winter time! Located in Pike Bay, halfway between Wiarton and ...

  • This Blue Mountain Chalet sleeps 10. Family friendly. Walking distance to the Village of Blue Mounta...

    $3,600.00

    Blue Mountain Ski Season Rental- monthly including March Break

    Grey County

    This Blue Mountain Chalet sleeps 10. Family friendly. Walking distance to the Village of Blue Mountain. Available for the entire ski season, including Christmas and New Year's. $3600 per month or $ ...

  • Private country home for rent. 3 bedroom, 2 full bath? fully furnished and equipped with all your ne...

    $3,500.00

    Country Home

    Canada

    Private country home for rent. 3 bedroom, 2 full bath? fully furnished and equipped with all your needs I.e. linens, pots, pans etc. Located 7 mins north/west of Singhampton. Centrally located to ...

  • For rent for Dec 28/24 through to Jan 4 /25 a 1 bedroom (queen bed), living room (sofa bed) and loft...

    $1,250.00

    Spend 2025 New Years week in Collingwood

    Collingwood

    For rent for Dec 28/24 through to Jan 4 /25 a 1 bedroom (queen bed), living room (sofa bed) and loft (2 single beds). It does have a full kitchen and 1 2/3 baths. Close proximity to Blue Mountain and ...

  • Timeshare in Collingwood Ontario for sale. 50 years, bought in 2006, free week every odd year 2 full...

    $2,500.00

    Timeshare in Colingwood

    Collingwood

    Timeshare in Collingwood Ontario for sale. 50 years, bought in 2006, free week every odd year 2 fully furnished bedrooms 1 washrooms full kitchen furnished living room parking available Great ...

  • I am renting my Vacation timeshare for the week of January 11th to the 18th 2025 *******************...

    $1,250.00

    1 Bedroom Vacation Condo in Collingwood Jan. 2025 for rent

    Canada

    I am renting my Vacation timeshare for the week of January 11th to the 18th 2025 *********************Available this week only************************* 1 bedroom, (queen bed, en-suite bath) 2 bath (1 ...

  • Living Stone Resort 19 Keith Ave ,Collingwood for a ski vacation. Only 10 Min's from Blue Mountain.1...

    $1,400.00

    Blue Mountain Area .Book for a vacation Dec 6th -Dec 13th only

    Middlesex County

    Living Stone Resort 19 Keith Ave ,Collingwood for a ski vacation. Only 10 Min's from Blue Mountain.1 bedroom sleeps up to 4. Please call Gerry 5192687444

  • POINTS timeshare for sale with about 80,000 points for 2025 with all fees paid until October 2025! T...

    $2,250.00

    Timeshare - travel anywhere in the world!

    Chatham

    POINTS timeshare for sale with about 80,000 points for 2025 with all fees paid until October 2025! The asking price includes the transfer fee of ownership for total of $2250.00. You can use points ...

  • Great location, 10 min from Blue Mountain Resort, 5 min downtown Collingwood. two queensize beds, tv...

    $1,450.00

    Seasonal rental Collingwood On.

    Collingwood

    Great location, 10 min from Blue Mountain Resort, 5 min downtown Collingwood. two queensize beds, tv, free wifi, Jacuzzi tub , shower, toilet and sink. You have your own entrance. Please serious ...

  • Ski chalet located at the top of the ski hill at Blue mountain. It is a 5-minute walk to the top of...

    Please Contact

    Top of Blue mountain ski chalet rental

    Grey County

    Ski chalet located at the top of the ski hill at Blue mountain. It is a 5-minute walk to the top of the north chairlift. It is a 3-minute drive to the top of Scenic cave's Nordic center and trailwood ...

  • Lighthouse Point Collingwood -1000 sq ft. 2 bedroom, sleeps 6. Bedroom #1- King bed with lake view....

    Please Contact

    Collingwood Condo vacation rental - waterview

    Collingwood

    Lighthouse Point Collingwood -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 bathroom, laundry 2nd floor. Powder ...

  • I don't know the nightly or weekly prices by heart, pls don't ask me how much ?, pls scroll down to...

    Please Contact

    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 - ...

  • 2025 WINTER SEASONAL RENTAL in The Blue Mountains! Calling all skiers, snowboarders, and winter spor...

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    2025 WINTER SEASONAL RENTAL in The Blue Mountains!

    Grey County

    2025 WINTER SEASONAL RENTAL in The Blue Mountains! Calling all skiers, snowboarders, and winter sports lovers! Prime winter season rental opportunity available in the beautiful Blue Mountains! Enjoy ...

  • Renovated 4 bedroom ski season rental in Thornbury. Walk to all town amenities and events. Close to...

    $14,500.00

    Thornbury Ski Season Rental: Renovated 4 BDRM!

    Thornbury

    Renovated 4 bedroom ski season rental in Thornbury. Walk to all town amenities and events. Close to all private ski clubs and Blue Mountain. Includes parking, ski locker, family games, high speed ...

  • Beautiful chalet in Craigleith located in a quiet cres. Great view of Blue Mountain. 4 bedrooms/ 2qu...

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    Blue Mountain/Craiglieth chalet for rent for the winter seaason.

    Grey County

    Beautiful chalet in Craigleith located in a quiet cres. Great view of Blue Mountain. 4 bedrooms/ 2queens, 1 double bunk , 1 twin bunk Laundry room,. open concept Kitchen/Diningroom/livingroom, wood ...