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House holiday rentals in Collingwood

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Top-rated house rentals in Collingwood

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Guest favourite
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.87 out of 5 average rating, 462 reviews

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Guest favourite
A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.
Home in Blue Mountain Resort Area
4.84 out of 5 average rating, 107 reviews

The Cozy Corner Townhome - Shuttle to the Village

Cozy Lookout is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you can find ski hills, restaurants, shops, and more. Snowbridge provides a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and beautiful walking trails that offer stunning views of Blue Mountain for guests to enjoy throughout their

Top guest favourite
A charming century home features a blend of red brick and light siding. The entryway is highlighted by a covered porch and decorative star. Lush greenery surrounds the property, adding to its inviting appeal under clear blue skies.
Home in Meaford
4.97 out of 5 average rating, 159 reviews

Close to Beach & Skiing with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

Top guest favourite
Home in Collingwood
4.95 out of 5 average rating, 129 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

Superhost
Home in Blue Mountain Resort Area
4.88 out of 5 average rating, 250 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

Guest favourite
The entrance of a charming house features a welcoming porch with a red front door. Flanking the entrance, bright orange lilies bloom alongside well-maintained greenery. Sunlight filters through the surrounding trees, casting a warm glow on the home's exterior.
Home in Meaford
4.94 out of 5 average rating, 194 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

Top guest favourite
A serene sunset is captured over Georgian Bay, with warm orange and gold hues reflecting on the water. Silhouetted figures are seated on a dock, gazing out towards the horizon, creating a sense of tranquil evening ambiance.
Home in Victoria Harbour
4.84 out of 5 average rating, 149 reviews

Georgian Bay Paradise

Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Top guest favourite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.98 out of 5 average rating, 123 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favourite
A vibrant bar and games room is featured, with a pool table occupying the center space. An air hockey table and foosball table are visible in the foreground. Colorful decor, including flags and artwork, adds to the lively atmosphere, while red lighting enhances the playful environment.
Home in Collingwood
4.91 out of 5 average rating, 224 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 3 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. Less than 10minute walk to sunset point 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 backyard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maxim)

Guest favourite
The living area features large windows allowing natural light to illuminate the space. A modern sectional sofa with colorful pillows and a decorative throw faces a sleek coffee table. A cozy fireplace is positioned beneath a wall-mounted TV, creating a warm environment.
Home in Blue Mountain Resort Area
4.88 out of 5 average rating, 128 reviews

Blue Mountain Retreat In Historic Snowbridge

Experience our bright and modern home in the heart of Blue Mountain, located within the upscale Snowbridge complex. This spacious 4-bedroom, 4-bathroom corner townhome is only minutes from the slopes. Enjoy complimentary year round shuttle service to/from the Village/ski lift and access to a seasonal swimming pool and beach. This vacation rental features mountain views, is surrounded by Monterra golf, and offers direct access to paved trails and hills for extra fun.

Top guest favourite
Home in Blue Mountain Resort Area
4.9 out of 5 average rating, 104 reviews

Rivergrass Oasis: Across from Blue Mtn | Hot Tub!

Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

Guest favourite
A kitchen area is showcased with a wooden dining table surrounded by four chairs. A refrigerator is visible alongside light wood cabinetry and a patterned backsplash. A simple table runner and floral centerpiece enhance the setting, complemented by soft lighting fixtures in the ceiling.
Home in Barrie
4.77 out of 5 average rating, 318 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Popular amenities for house rentals in Collingwood

When is the best time to visit Collingwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$198 SGD$198 SGD$184 SGD$172 SGD$194 SGD$190 SGD$216 SGD$220 SGD$210 SGD$169 SGD$167 SGD$232 SGD
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Quick stats about house rentals in Collingwood

  • Total holiday rentals

    Explore 130 holiday rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Collingwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Collingwood rentals

  • 4.8 Average rating

    Collingwood stays are highly rated by guests – averaging 4.8 out of 5!

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