
House holiday rentals in Collingwood
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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 4,260 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
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!
Top-rated house rentals in Collingwood
Guests agree: these houses are highly rated for location, cleanliness and more.

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

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.

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.

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.

JJ’s Collingwood bar & games house.
Welcome to beautiful 4 season Collingwood! This house offers a 4 bedroom 2 bathroom fully detached house on a large mature lot in Collingwood. This house is a 10 minute 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 maximum)

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Bright & Spacious Family Home Close to Ski Hill
Bright & spacious 5 bedroom home located in the heart of Collingwood. Walking distance to the waterfront, walking trails, local restaurants, grocery stores and only 6 mins away from Blue Mountain Village. The house features two separate living room spaces. The beautiful open concept kitchen & living room has vaulted ceilings and lots of natural light. A perfect gathering place for families or multiple couples. 6 snowboards, boots for men, one canoe and two bicycles free of charge

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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

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.

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
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.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

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
Popular amenities for house rentals in Collingwood
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

2 Bd Boardwalk Condo Patio Oasis

King Bed, Pool, Gym, Ravine View, Your Getaway!

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

KickBack in Beautiful tranquil central condo

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Golf, Spa & Blue Mountain Adventure Retreat | Pool

Stonehaven - large country retreat, with pool*
Weekly house rentals

Nature Retreat in The Pretty River Valley for 6

Spacious Luxury Home Near Beach | 4BR Modern Stay

Ultimate Blue Mountain Escape! Sauna/Firepit

The Lake House at Irish

[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews

Paradise in the Valley

Chalet Mins to Village | Mountain View | EV Charge

Snow valley ski (12km)Scandinavian therapy retreat
Private house rentals

Happy Place

5+ bdr Cottage Collingwood Blue Mountain Singhamp

Entire Luxury Townhouse | Barrie Hideaway

Porchside Retreat: Sauna and Treeline Backyard

Riverside townhouse steps to the beach & HOT TUB

Hillside Haven Retreat: Sunroom & Pond Escape

Eugenia Falls Modern Farmhouse

Eddie Manor: 1907 Gem in Downtown Meaford
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $219 SGD | $233 SGD | $170 SGD | $192 SGD | $188 SGD | $214 SGD | $218 SGD | $208 SGD | $210 SGD | $197 SGD | $249 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a sauna Collingwood
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- Rentals with breakfast Collingwood
- Rentals with a fireplace Collingwood
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- Rentals with a firepit Collingwood
- Rentals with lake access Collingwood
- Rentals with beach access Collingwood
- Fitness-friendly rentals Collingwood
- Rentals with a hot tub Collingwood
- Pet-friendly rentals Collingwood
- Apartment rentals Collingwood
- Rentals with a patio Collingwood
- Chalet rentals Collingwood
- Flat rentals Collingwood
- Rentals with outdoor seating Collingwood
- Family-friendly rentals Collingwood
- House rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Cobble Beach Golf Resort Community
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Kee To Bala
- Wasaga Beach Area
- Centennial Beach
- Inglis Falls
- Casino Rama Resort
- Forks of the Credit Provincial Park
- Caledon Ski Club LTD
- Harrison Park
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park
- Sunset Point Park





