20 Best Collingwood Apartments on Holiday Lettings - Condos

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185 Vacation rentals

(5) Excellent 

8

Vacation condo in Collingwood

Ontario / Collingwood

2 7 5 nights min

  • 2 bedrooms
  • Sleeps 7
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Collingwood Condo in prestigious Lighthouse Point. Full kitchen, balcony, BBQ, and large rec centre with swimming pool, whirlpool, deck, loungers,tennis courts, saunas, exercise room, games room, lots of trails, on Georgian Bay. 1 bedroom has queen size bed, 1 bedroom h …see more

from $159 / night

$954 / week

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avg. 2 hours 43 minutes

from $159 / night

19

Vacation home in Collingwood

Ontario / Collingwood

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
100 year old renovated charming bungalow house with 3 bdrm in downtown Collingwood. Master bedroom with en-suite, 2 other bdrm and a separate full bath. Close to all the amenities Collingwood has to offer and a short drive to Blue Mountain. Each bedroom has a queen bed …see more

from $120 / night

$715 / week

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from $120 / night

23

Ski condo to rent in Collingwood

Ontario / Collingwood

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Probably the best condo at the Mountain Springs Resort (MSR) at Blue Mountain. This Condo is a 15 minute walk to the Village at Blue or hop on a free bus if you prefer a quick Shuttle ride. This unique complex offers a spectacular view of Blue Mountain and just the righ …see more

from $159 / night

$874 - $1,033 / week

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avg. 2 hours 53 minutes

from $159 / night

(2)  

20

Vacation condo with shared pool in Collingwood

Ontario / Collingwood

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located at the Mountain Spring Resort on the north base hill, this condo loft is a second floor two level condo and it features a full kitchen sofa bed in living area, also a 3/4 sofa bed on same level as well as full bathroom, loft space features queen size bed and ful …see more

from $139 / night

$785 / week

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from $139 / night

(6) Excellent 

25

Vacation apartment in Collingwood

Ontario / Collingwood

2 1 night min

  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
Relax in the cozy suites at The Lodge, in the heart of the Club experience, for a quiet peaceful retreat. The minimum stay of 2 nights apply when you book a Friday or a Saturday. Any other day of the week is a minimum of 1 night stay. Approximately 527 to 560 square f …see more

from $153 / night

$1,068 / week

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from $153 / night

(5) Very Good 

22

Apartment rental in Collingwood

Ontario / Collingwood

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
This beautiful two-bedroom, two-level condo is located in scenic Collingwood/Blue Mountains, Ontario. Nestled at the base of Blue Mountain with ski-in, ski-out access(snow conditions permitting) to Blue Mountain's North Chair(expert terrain),this tranquil and light-fill …see more

from $115 / night

$794 - $1,151 / week

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avg. 3 hours 0 minutes

from $115 / night

11

Cottage rental in Collingwood

Ontario / Collingwood

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Conveniently located in the heart of Ontario’s finest four-season destination area, just minutes from superb winter skiing, beautiful summer beaches and a wide range of year round events and attractions, this 700 sq ft, 2 bedroom, 2 bathroom condo provides you with a pe …see more

from $91 / night

$635 / week

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from $91 / night

(5) Excellent 

22

Collingwood Vacation apartment rental

Ontario / Collingwood

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Welcome to your perfect home away from home in the heart of the Cranberry Village and minutes from Blue Mountain Ski Resort. From the moment you enter this truly welcoming space, you will notice that nothing was spared in updating this newly renovated unit. The warm …see more

from $139 / night

$807 / week

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Responds fast!
avg. 2 hours 57 minutes

from $139 / night

7

Vacation apartment in Collingwood

Ontario / Collingwood

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Brand new 2 Bedroom 2 Bathrooms fully furnished unit with amazing views on Blue Mountain and Georgian Bay! The unit has everything you need to enjoy a short run away from busy life, a romantic get away or a family vacation. It includes the master bedroom with queen be …see more

from $120 / night

$676 - $1,121 / week

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from $120 / night

20

Vacation home rental

Ontario / Collingwood

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
The family 3-star Georgian Manor Resort offers quick access to Blue Mountain Village, Collingwood Cooking Academy and Scenic Caves Nature Adventures. Breakfast is served in the restaurant each morning. Guests can use an ironing service, a wake up service and bicycle r …see more

from $159 / night

$1,113 / week

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from $159 / night

(7) Very Good 

14

Collingwood ski apartment to rent.

Ontario / Collingwood

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Welcome to our Resort Studio located in the heart of Cranberry Village, Collingwood. This gem is located minutes away from Blue Mountain Village, Scandinave Spa & Downtown Collingwood. We offer a free bottle of wine with a 2 night stay! The unit comes furnished with 2 …see more

from $73 / night

$397 / week

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Responds fast!
avg. 2 hours 43 minutes

from $73 / night

11

Vacation cottage in Collingwood

Ontario / Collingwood

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Romantic get-away for 2? Scenic hiking base camp? Rock climbing? Fall colours escape? A family gathering at Devil’s Glen Country Club? Whatever your passion be, this little cabin located about 20 minutes south of Collingwood is well suited for you! On your way to Singha …see more

from $74 / night

$516 / week

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from $74 / night

9

Ski condo to rent in Collingwood

Ontario / Collingwood

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
This Condo is in the heart of Cranberry Resort with access to all facilities for adults and children. Five minutes away from Blue-mountain ski hill, Scandinavian Spa and tones of other sport and relaxing activities in the area. Please visit our web site - www.cranberr …see more

from $207 / night

$1,073 / week

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from $207 / night

(2) Very Good 

7

Vacation apartment in Collingwood

Ontario / Collingwood

1 6 30 nights min

  • 1 bedroom
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful and spacious 1 bedroom + den condo, located in Collingwood and backs onto the Georgian Bay Trails system is a great location to sleep following a day of: skiing on the hills of Blue Mountain; relaxation at the Scandinavian Spa (open every day except Chris …see more

from $120 / night

$835 / week

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avg. 2 hours 38 minutes

from $120 / night

34

Vacation apartment rental

Ontario / Collingwood

3 8 90 nights min

  • 3 bedrooms
  • Sleeps 8
  • 90 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Close to Blue Mountains and the Village, this condominium is perfect for the couple or family looking to retreat to Collingwood for the winter season. Close to downtown Collingwood for arts, theatre, shopping and many fabulous, quaint restaurants. For those looking for …see more

from $120 / night

$835 / week

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from $120 / night

10

Collingwood Vacation condo rental

Ontario / Collingwood

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in Collingwood, Ontario, this resort is nearby the Blue Mountains and the Georgian Bay. This 750-acre resort features a full-service marina and spa along with an 18-hole golf course. At the Cranberry Golf Resort, guest rooms include free Wi-Fi, a coffee maker …see more

from $165 / night

$1,150 / week

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from $165 / night

(1) Excellent 

22

Vacation cottage with golf nearby in Collingwood

Ontario / Collingwood

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Feel at Home while enjoying your Holidays in our Fully RENOVATED and Newly Furnished, Modern, Bright and Spacious 1 Bedroom & 1 Bath European Style Vacation Condo. Gorgeous Suite located in the heart of Cranberry Village in Collingwood next to the Cranberry Resort Hotel …see more

from $112 / night

$755 - $795 / week

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Responds fast!
avg. 1 hour 27 minutes

from $112 / night

(9) Very Good 

12

Chalet rental in Collingwood

Ontario / Collingwood

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning
Enjoy the privacy of hanging out with your friends and family. This chalet sleeps 12, with a sauna, wood-burning fireplace, full kitchen, slate pool table, dart board, 50-inch plasma tv, cable, wireless internet and air-conditioning. Newly installed 6 person outdoor hot …see more

from $398 / night

$2,284 / week

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Responds fast!
avg. 2 hours 45 minutes

from $398 / night

8

Collingwood Vacation hotel apartment rental

Ontario / Collingwood

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
.•:*¨¨*:•. Georgian Manor Resort in Collingwood, Ontario Canada .•:*¨¨*:•. AVAILABLE JULY 18 - 25, 2015 > only an 8 min drive to the Elvis Presley festival in downtown Collingwood, July 23-26, 2015 > 1 Bedroom Suite with 1 Sofa Bed, Sleeps up to 4 People ( $48.85 …see more

from $155 / night

$1,087 / week

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from $155 / night

(1) Good 

19

Vacation cottage in Collingwood

Ontario / Collingwood

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
This traditional cottage is a great vacation getaway choice for families or small groups. The 650 sq ft, 3 bedroom cottage plus bunkie is just a short stroll away from a beautiful Georgian Bay sandy beach with a gradual entry into the water making it ideal for children …see more

from $80 / night

$556 / week

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from $80 / night

6

Vacation home rental

Ontario / Collingwood

3 6 90 nights min

  • 3 bedrooms
  • Sleeps 6
  • 90 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Stone waterfront home with guest home on the property . Very private and unique Renovated last yr, Comfortable furniture Views out every window. 2 Gas Fireplaces Looking for a Mature Couple that wants to ski for 4 months while i go to Florida and walk the beach :) …see more

from $85 / night

$594 / week

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from $85 / night

8

Vacation condo with shared pool in Collingwood

Ontario / Collingwood

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is our timeshare resort week, but we cannot go this year. All the paperwork for your stay at the resort will be done properly with Georgian Manor. Available for seven nights Dec 23-30, 2017. Luxury unit in Georgian Manor Resort in Collingwood, 10 min. drive to Blue …see more

from $175 / night

$1,224 / week

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from $175 / night

18

Vacation home with golf nearby in Collingwood

Ontario / Collingwood

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
*Entire Detached House except unfinished basement & garage! Sleeps 7. CALENDAR IS ALWAYS CURRENT! MIN AGE 25. 2 bedrooms + Den. 1.5 bathrooms. 2 queen beds, 1 queen sofabed, 1 futon. CLOSE TO LAKE, HIKING, RESTAURANTS, CAFES, SHOPPING, GOLF, SPAs, SKIING! 50yds: Bear …see more

from $198 / night

$1,183 - $1,517 / week

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Responds fast!
avg. 3 hours 29 minutes

from $198 / night