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House holiday rentals in Collingwood

Find and book unique houses on Airbnb

Quick stats about house rentals in Collingwood

  • Total holiday rentals

    Explore 140 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 4,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    140 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!

Top-rated house rentals in Collingwood

Guests agree: these houses are highly rated for location, cleanliness and more.

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Superhost
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

Beach House Hideaway by Post Office Motel *HOT TUB

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

4.87 out of 5 average rating, 554 reviews
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

Beach & Hiking Nearby • Large Private Fenced Yard

Whether you’re looking to rest and recharge or head out on an adventure in the hills, this cozy century home is the perfect base. Located in the heart of Meaford, you’re walking distance to shops, restaurants, and the waterfront. Enjoy a large fenced backyard, fire pit, patios, two living rooms, laundry, and a fully stocked kitchen. Recently updated while keeping its original charm, it’s a great spot for families, groups, kids, and pets to relax and unwind. Perfect for making lasting memories :)

4.97 out of 5 average rating, 175 reviews
Guest favourite
A charming two-story home is set amidst lush greenery and various sculptures. A rust-colored pedestal supports a stone artwork in the foreground, surrounded by landscaped gardens and mature trees. A gravel pathway leads to the entrance, enhancing the inviting exterior.
Home in Collingwood

The Artist's House B&B: Relax, Explore Collingwood

Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

4.91 out of 5 average rating, 119 reviews
Top guest favourite
Home in Collingwood

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, 3 queen beds. 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.

4.95 out of 5 average rating, 153 reviews
Superhost
Home in Blue Mountain Resort Area

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.

4.84 out of 5 average rating, 293 reviews
Guest favourite
Home in Wasaga Beach

The Boutique Retreat

Steps to the longest and best fresh water beach in the world and just an hour outside Toronto, The Boutique Retreat is a must stay! Gorgeous designer house with everything you could ask for-comfy beds, great coffee maker, big TV and fully equipped kitchen. Imagine the best retreat ever- huge hot tub, amazing sauna, bonfire lounges ,cold plunge pool, Pinterestable Silo Lounge , French country Bbq area plus more . This is place is the coolest ever and just waiting for you and your friends!

4.93 out of 5 average rating, 99 reviews
Top guest favourite
An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.
Home in Meaford

Birdsong, the perfect Blue Mountains getaway

Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

4.98 out of 5 average rating, 118 reviews
Guest favourite
Home in Meaford

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

This stunning century home has been family-owned for over 50 years. A limestone cottage built in 1850 with a modern addition this is a huge house on an entirely secluded acarage with a lake-sized swimming pond with floaties and a dock. A true escape through time, but with modern amenities, this property is loved by all ages. There is ample room to gather and to retreat. It's a perfect choice for families and / or groups of friends to get together in their own private world.

4.97 out of 5 average rating, 114 reviews
Superhost
Home in Collingwood

Cozy Collingwood Farm Retreat

Welcome to this very private 2 bedroom home located on a fenced-in 10 acre property that is located just 3 minutes to downtown Collingwood, and 10 minutes to Blue Mountain. Come and relax here after a day on the slopes or hiking trails , and enjoy the warmly decorated living room with a wood stove! Perfect property all to yourself to enjoy ultimate privacy while still being in town and close to everything! Bring the pooch and enjoy everything this property has to offer.

4.9 out of 5 average rating, 119 reviews
Superhost
A spacious dining area features a long wooden table surrounded by white chairs, elegantly set with placemats. Light streams in from large windows, showcasing a decorative cabinet filled with various artifacts. A stylish pendant light hangs overhead, enhancing the atmosphere.
Home in Collingwood

Luxury 5 Bedroom Home in Collingwood |

Located in the heart of Collingwood. This stylish place to stay is perfect for group trips. Just a 2 minute drive to all local restaurants and big box stores in Collingwood. Just a 12 minute drive to the blue mountain village and 14 minute drive to Wasaga beach! Home was just built recently and features over 3000 sqft of luxury space. There are 5 large bedrooms and 4 washrooms with 3 showers. Plenty of space for your family or friends to enjoy your time in the area.

4.83 out of 5 average rating, 118 reviews
Guest favourite
A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.
Home in Blue Mountain Resort Area

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

4.93 out of 5 average rating, 249 reviews
Top guest favourite
A modern living space showcases a comfortable gray sectional sofa with colorful accent pillows. A small black table sits in front, complemented by a light area rug. The room is brightened by natural light flowing through two windows, enhancing the inviting atmosphere.
Home in Collingwood

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.

Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

4.95 out of 5 average rating, 221 reviews

Popular amenities for house rentals in Collingwood

When is the best time to visit Collingwood?

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Avg. price$239 SGD$217 SGD$231 SGD$199 SGD$204 SGD$195 SGD$212 SGD$216 SGD$205 SGD$208 SGD$195 SGD$246 SGD
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