
Family-friendly holiday rentals in Collingwood
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Collingwood

Total holiday rentals
Explore 270 holiday rentals in Collingwood

Nightly prices starting at
Collingwood holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 10,870 verified reviews to help you choose

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
260 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 family-friendly rentals in Collingwood
Guests agree: these family-friendly homes 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.

Dear Napier Street
Our charming upper studio private suite is located on a quiet treed street in beautiful Collingwood. Its decor celebrates the charm of small town life, celebrating a connection to nature and setting a happy vacation tone. It's a ten minute walk to our historic downtown, offering unique shops, galleries and creative places to eat and drink. Sunset Point Park is closeby and a network of more than sixty trails is one block away. We are a ten minute drive to Blue Mountain where adventure awaits.

Stylish Log Chalet w/ Hot tub Minutes to Village
A real gem! Warm & inviting, our 3 bdrm chalet comfortably sleeps 8 & offers an upscale setting for your special Blue Mountain getaway. Decorated with a mix of vintage & modern to provide the very best comfort, we offer a 6 person Hottub on our south facing upper deck, Gourmet Kitchen, Spa Bathroom, 3 Smart TVs, WiFi, Laundry, Propane BBQ, & so much more. Come with families, friends, or just the 2 of you, to relax & put your feet up. In the country yet 2 minutes from town. You'll love it!

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Blue Mountain Gallery Getaway
Welcome to a cozy family escape featuring a stunning gallery wall showcasing scenic photography of South Georgian Bay. This peaceful retreat is just minutes from Blue Mountain Village or downtown Collingwood. Listen to the soothing sounds of the Cranberry Marsh Wetland, or walk to nearby Georgian Bay. Whether you’re hitting the slopes, the spas or the shops, unwind in a space that’s as inspiring as it is relaxing. Send us a message if you have any questions — we're always happy to help!

The Nottawa Nest
Spacious loft apartment, nestled in the heart of Nottawa, a quiet and friendly village just 5min. south of downtown Collingwood and 15min. from Blue Mountain and Wasaga Beach. Enjoy next door the local pub restaurant, cafe, bookstore & LCBO variety store. This beautifully finished getaway has two comfortable bedrooms, laundry room with daybed, dedicated work space, open concept living room & kitchen with cathedral ceiling & gas fireplace. Perfect for two couples, small family or group.

The Nottawa Post Office Inn
Welcome to the Nottawa Post Office Inn! A cozy get away situated in the quaint village of Nottawa just 5 minutes south of downtown Collingwood and 15 minutes from Blue Mountain & Wasaga Beach. Enjoy a self contained suite with private entrance while being conveniently located within a two minute walk to the village variety store, LCBO, local Pub restaurant, cafe and art gallery. Perfect location to leave your car parked while finding all you need to make your stay a pleasant one.

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.

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.
Popular amenities for Collingwood family-friendly rentals
Family-friendly home rentals with a hot tub

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Boho Beaver Cabin 1 with saltwater hot tub & sauna

Glamping Dome Riverview Utopia

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Ski in/out @ North Creek W King bed! New Hot Tub
Family- and pet-friendly home rentals

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking

The Snowbridge Lookout on Monterra Golf Course

Whispering Pines Cabin in Woodland Acres

Serene mountainside home with View/Shuttle Bus

White Cedar Chalet (Pool & Free Village Shuttle)

Cozy Collingwood Retreat | Walk to Beach & Cafés

Bright & Spacious Family Home Close to Ski Hill

Tiny A-Frame near the Bruce Trail
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Après Blue- 2bed2bath w/Pool 6 min walk to village

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

Cozy Studio Mountainside stay in Blue Mountains

Luxury Blue Mountain Condo-Walk to Village-Pool

The Trails Retreat (Private Cabin)

Cozy & Charming Retreat at Blue Mountain

Rustic Chic Renovated 2Bd Condo by Village
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $195 SGD | $189 SGD | $164 SGD | $173 SGD | $172 SGD | $198 SGD | $197 SGD | $166 SGD | $163 SGD | $159 SGD | $200 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 |
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- Family-friendly rentals Simcoe County
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Georgian Bay Islands National Park
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Cobble Beach Golf Resort Community
- Inglis Falls
- Harrison Park
- Sibbald Point Provincial Park
- Sunset Point Park
- Couchiching Beach Park





