Vacation Rentals By Owner In Collingwood, ON

Summary:brbrSouth Wind Retreat is located at the heart of Cranberry Resort, minutes from downtown Collingwood, and approximately a 10 minute drive from the Village at Blue Mountain with beautiful walking trails at your finger tips.brbrbrbrThe Space:brbrSouth Wind Retreat is a cozy 625 square feet condo. 2 bedrooms / 1 bathroom unit that sleeps 5 between a Queen Bed and Bunk Bed (Twin over Double). There is a spacious 4 piece bathroom with in suite washer and dryer. Condo was fully renovated featuring a cozy vibe in the heart of Cranberry Village / Living Resort. brbrbrbrTop Amenities:brbr- TV with cable with Apple TV. Log into your own Netflix in the living roombrbr- TV with Roku to log into your own Netflixbrbr- WiFibrbr- Keurig Coffee Makerbrbr- Enjoy 6 complementary K-cups to get you started brbr- Stainless steel appliancesbrbr- Cookware - Everything you need to prep a mealbrbr- Plastic Plates, Cups, and Bowls for young childrenbrbr- Toaster & Kettle brbr- Linens and Towels providedbrbr- Shampoo, Conditioner, and Body Wash provided brbr- Hair Dryerbrbr- Washer and Dryer brbr- Iron and Ironing boardbrbr- Patio with seatingbrbrbrbrSouth Wind is located at the heart of Cranberry Resort (Living Stone), it is minutes to Downtown Collingwood, and approximately a 10 minute drive from the Village at Blue Mountain. Right at your fingertips you will have access to the trails which are great for biking and walking.brbrbrbrProudly Managed by Hosting BluebrbrbrbrGuest Access:brbrGuests have access to the full condo with no restrictions. There is 1 reserved parking space in front of the unit. And visitor parking for an additional car at a first come, first serve basis.brbrbrbrThe Neighborhood:brbrLocated in the heart of Living Stone Resort. The unit is surrounded by walking trails and the golf course. Great for those that want to be centrally located but still within minutes to all the activities the area has to offer.brbrbrbrGetting Around:brbrDowntown Collingwood and Blue Mountain are accessible mostly by car. The Georgian trail is located a minute away from the condo and can be used to bike and walk.brbrbrbrInteraction with Guests:brbrWe will be available anytime to help with questions or anything needed by the airbnb app, text, or phone

South Wind - Modern Condo in Collingwood - Sleep 5

Collingwood, Ontario, Canada

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Exceptional(6)

$203.91

Relax at this upscale two bedroom Condo Style apartment in Collingwood with huge windows. Home was newly built in 2021, and located on an upscale street. Close to all amenities, including historic Downtown, famous Blue Mountain Ski Resort, numerous Golf Courses, Hiking, and of course the beautiful Georgian Bay. Sleeps six comfortably, with one Queen bed, one Double bed, and one Sofa bed. Cozy up to the fireplace after a day of skiing and relax in this spacious condo style basement apartment.

Stanley House - Upscale 2 Bedroom Gem - New Listing

Collingwood, Ontario, Canada

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$130.06

Originally build in 1905, this red brick house is a couple steps outside of the Collingwood Historic District. The house's original features speak to the ship building boom of the region. Walking distance to 25 restaurants, grocery, shops and LCBO.brbrThis property is made for hosting a family - formal and causal living rooms, dinning room, and ample deck space. The second floor houses 2 full bathrooms, 3 bedrooms with Queens & a Wall Mounted TV and a 4th bedroom with a single bed. The mud room provides ideal storage for winter or summer sporting gear and is furnished with heated boot drying racks. brbrRental includes 4 parking spots, snow removal, high speed internet, FibeTV and utilities. Fully furnished and equipped. Onsite property manager to care for land and building needs.brbrHouse is fully furnished and equipped. Enjoy all that Collingwood has to offer from a beautiful home. Enjoy the 4 season outdoor sporting opportunities in the region.brDowntown Collingwood - steps from the Historic District. br10 minutes from Blue Mountain.brWalking distance to 25 restaurants, grocery store, LCBO.brDowntown Collingwood and bustling Blue Mountains Village offer amazing experiences and services. You can walk to the waterfront and see the history of the industries that founded Collingwood. brbrProperty manager is onsite, in separate & private accommodations. They will care for the property and can assist with any repairs needed during your stay. This house has been renovated but largely we've retained the 1905 structure.

Elegant & Updated Century Red Brick in Downtown Collingwood

Collingwood, Ontario, Canada

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Exceptional(6)

$418.3

welcome to beautiful 4 season collingwood!brThis house offers a 3 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. Less than 10minute walk to sunset beach and a 10 minute walk to downtown collingwood. House is in a prime location approximately 10 minute drive to blue mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga beach. Big fenced in back yard for fires or whatever you would like, plenty of parking (3 car maximum)brThe spacebrGuests may use entire house. Whether it's relaxing upstairs on the couches enjoying the 75 inch smart tv with cable and internet. Enjoying the big fenced in pet friendly backyard, having a fire at the fire pit or playing pool and having a few drinks in the bargames room downstairs. Entire property is yours to enjoy. Upstairs:brlarge open concept room that hosts the kitchen/living room with a large high top dining table sits 6-8 people, 2 bedrooms and 1 bathroom.brDownstairs:brBar/games room include: pool table, wheel of fortune, fooseball table, darts, air hockey table (which can also be a beer pong table), basketball, cards, tv with cable and internet, a 2nd fridge for drinks or food. Also includes 1 bedroom with a full ensuite bathroom and laundry roombrAdditional things for guests to know this house comes completely furnished and with full amenities like: pots and pans, silverware, plates and cups, plenty of towels, hand soap sanitizing wipes/spray, pillows and blankets on all beds, bbq, propane, outdoor chairs. Also collingwood has some of the best water in the province on top of that the house has a filter that filters out the chlorine in the water upon use, so the water is 100% drinkable and useable for any consumption. License No# LCSTA20250008

JJ’s collingwood bar & games house.

Collingwood, Ontario, Canada

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$239.11

We would like to present luxurious chalet-style cottage unit located next door to the very beautiful brLiving Stone Golf Resort in Collingwood, Ontario. Living Stone Golf Resort is a recreational paradise with complete range of amenities for the whole family. It is only 90 minutes north of Toronto, five minutes from Blue Mountain and fifteen minutes from Wasaga Beach. A lot of attractions in the resort and surrounding area. All within walking and 5 minutes driving distance. Access to Golf course and shutting range. Nice, cozy, quite and on main floor unit with walk out patio. Forest walk summer and winter near the unit. Not enough time to see all of the beauty on 1 day.

Living Stone Condo Cozy Family Friendly

Collingwood, Ontario, Canada

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Exceptional(3)

$91.28

Relax in this cozy 3-bedroom home in beautiful Collingwood—perfect for families, couples, or small groups. Just 5 minutes from Blue Mountain and downtown, everything you need is nearby, yet you’ll feel a world away.brbrLocated on Cranberry Golf Course, the home offers peaceful surroundings and easy access to nearby trails. Whether summer or winter, this is your perfect Collingwood retreat.brbrIn the summer, explore nearby hiking trails, bike paths, and enjoy sunny beach days along Georgian Bay. In the winter, hit the slopes for skiing, snowboarding, or enjoy snowshoeing and ice skating—all just minutes away. Afterward, cozy up by the elegant electric fireplace in the living room, with picturesque views of a snow-covered park.brbrWhether you're seeking outdoor adventure or a quiet retreat, this home is a comfortable, family-friendly getaway!brbrGames Available - Catan, Blokus, playing cardsbrbrKitchenbrEnjoy cooking in our spacious kitchen, fully equipped with a coffee maker, blender, toaster, dishwasher, stove, microwave, fridge, and much more!brbrLiving roombrThe living area is an open floor plan, extending spacious energy with multiple large windows allowing natural lighting. The windows overlook a nature-filled park, which you can access from the patio door.brbrBedroomsbrThis home features 3 bedrooms on the top level, with 2 work desks and office chairs—the ideal setting for digital nomads or remote workers. The Master bedroom features a Queen bed with an ensuite, highlighted by a luxurious bathtub.

Spacious 3-bedroom cottage retreat minutes from Blue Mountain!

Collingwood, Ontario, Canada

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$164.5

pClose to sledding, snowboarding, and more, this smoke-free vacation home brings it all within reach. Lake Huron and Georgian Bay are just a short walk away, so leave your car at the property, which offers onsite parking. /ppRelax by the communal pool or sip a drink on the deck or patio of this 1500-sq-ft vacation home, which also features outdoor furniture and a BBQ grill. For a change of scenery, come inside and enjoy the free WiFi and TV. /ppAs you settle into this 4-bedroom, 2.5-bathroom rental, you'll find a living room, a dining area, a fireplace, and air conditioning. Bathroom amenities include a hair dryer, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, an electric kettle, and a microwave. And you can even pack a bit lighter because there's a washer and dryer. /p

Waterfront home w/beach, pool, and tennis. 5 min to Blue Mountain.

Collingwood, Ontario, Canada

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$791.98

BOOK 2 NIGHTS GET 1 FREE! (Inquire about dates)brbrThis large beautiful 4 bedroom, 3 bathroom renovated chalet is located within a 4 minute walk to Scandinave Spa, 2 minute drive to Blue Mountain Village and 5 min drive to Northwinds beach!brbrThis stylish place is perfect for group trips. No shortage of things to enjoy or space at this property!brWood burning outdoor barrel sauna, games room with pool table, fooseball, ping pong, seating area and smart tv.brbrLCSTA20260004

The sweet spot GAMES ROOM!

Collingwood, Ontario, Canada

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$445.29

Gorgeous, private, and immaculately maintained 4 season chalet, nestled in the trees, located minutes from the private ski hills and Blue Mountain and 10 minutes to downtown Collingwood. Has everything your family desires from summer to winter.brbrThe spacebrBeautifully decorated home with high end furnishings.brbrBedrooms:brbrMaster - KingbrGuest 1 - KingbrGuest 2 - QueenbrGreat Room - There is a large sectional, with large TV and two daybeds that convert to oversized queen beds. Lots of space in the great room for additional sleeping accommodations.brbr**Tesla wall charger availablebrbrDouble car garage and ample space to park additional cars in the driveway.brbrOther things to note:brHot tub open year round. Pool open in summer months.

Stunning Buckingham Chalet - Minutes to Blue Mountain with Pool

Collingwood, Ontario, Canada

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Exceptional(19)

$200.38

Drive pass Living Water Resort you'll find this jewel on the water...without resort pricing.br1450 square foot, 3 floor, 2 bed/2 bath townhouse with beautiful sunset view over Georgian Bay. Open planbrkitchen/dining/living room with gas fireplace and deck. Master with queen bed and electric fireplace,brSecond bedroom on upper level has queen bed and third bedroom lower level has Queen bed and full bathroom.brDecember through March MONTHLY rentals ONLY flat rate $100. per night or contact me for a Seasonal Rate!brOne week minimum rental at other times.brTwo car driveway plusbrvisitor parking. Snow cleared by condo corporation. brbrbrbrbr

Fabulous View of the Bay

Collingwood, Ontario, Canada

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$191.08

Waterfront - Lighthousepoint ** 30 day minimum booking. Views and family-friendly. An accessible ground floor, corner cottage, with garden and grass lawn, closest building to the recreation centre and the pier for afternoon strolls. Beautiful Georgian Bay is steps from the patio and the views span two sides of the unit with a stunning view of the marina and iconic Collingwood Terminal in the distance, visible while lying in bed! No boat docking. 4 pools, sauna, hot tub, tennis, pickle ball

Sea Shell’s Collingwood Lighthouse point

Collingwood, Ontario, Canada

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$205.47

2 bedroom condo at Living Stone Golf Resort is a family friendly resort. Each of the 2 bedrooms has 2 Queen size beds plus an en-suite with both tin and shower. The kitchen is well equipped and has all the amenities of home. The dining room will sit up to 6 and the living room has a pull out sofa bed.brLaw Cranberry Resort Limited is a 750-acre recreational paradise 90 minutes north of Toronto, touching the shores of Georgian Bay on Lake Huron with Blue Mountains as its backyard. This all-season resort has an 18-hole golf course, eight tennis courts, golf and tennis instruction, two outdoor pools and one indoor pool, horseback riding, mountain biking, hiking, cave exploring, children's programs, a marina, and water sports. You can also enjoy cross-country skiing, and downhill skiing is in the area. Niagara Falls is approximately 3 hours drive away.

2 bedroom condo at Living Stone Golf Resort

Collingwood, Ontario, Canada

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Exceptional(1)

$35.32

This bright and spacious private second floor studio apartment features a kitchenette, double murphy bed, shared laundry and a 4 piece bathroom. Located in the Cranberry neighbourhood it is minutes to downtown Collingwood and only 10 minutes to Blue Mountain Village. Wasaga Beach is a short drive away and Northwinds Beach is less than 10 minutes away.brbrClose to both the Georgian Trail and the Heather Pathway for biking and walking, and Cranberry Golf Course is right around the corner.brbrFeatured Amenities:br- Roku Smart TVbr- WiFibr- Everything you need to meals - pots, pans, cutlery, plates, bowls, glasses and utensilsbr- Microwave, Airfryer & Induction Cooktopbr- Coffee maker, Kettle and Toasterbr- Large fridge with bottom drawer freezerbr- Linens and Towels providedbr- Hand Soapbr- Hair Dryerbr- Washer and Dryer

Apartment

Collingwood Studio Apartment - Monthly

Collingwood, Ontario, Canada

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$67.21

3 bedroom, 2.5 bathroom townhouse that sleeps 8. Fully stocked kitchen including cappuccino machine.brOpen concept kitchen with fireplace and 12ft maple harvest table. Walkout to large deck furnished with patio table and gas BBQbrLiving room has leather pullout couch, big screen plasma TV (DVD player).brBasement has entrance from 2 car garage, additional 2 car parking and laundry facilitybrUpper level has very large master bedroom with 3 piece on suite wall mount TV with view of Blue Mountain. Additional 3 piece bathroom in hallway and 2 other bedrooms

Modern Condo Steps From Historic Downtown Collingwood Charm

Collingwood, Ontario, Canada

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Sleeps

$203.91

Private vacation home

Stanley House - Upscale 2 Bedroom Gem - New Listing

Collingwood, Ontario, Canada

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$159.48

Essence Suites Modern Condo *Collingwood *King Bed *Lake *Beach *Mountains *Spa

Collingwood, Ontario, Canada

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$142.74

Apartment

Private Queen Bed Studio near hiking, biking, golf, beach, spa and Blue Mountain

Collingwood, Ontario, Canada

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$156.11

Trendy Condo in Downtown Collingwood - 146 Hurontario Unit 4

Collingwood, Ontario, Canada

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$287.19