
Family-friendly holiday rentals in Collingwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Collingwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

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.

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

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.

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.

The Post Office Motel & Spa in the ❤️ of Kimberley
*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

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.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

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.

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Forest Dome
This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.
Popular amenities for Collingwood family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely 3 Bedroom Condo with Stunning View and Pool

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Birdsong, the perfect Blue Mountains getaway

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

JJ’s small town country retreat

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

3 Peaks at Blue Mountains, your luxury staycation!
Family- and pet-friendly home rentals

Experience Country Living at Firefly Ridge

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

Serene mountainside home with View/Shuttle Bus

Cozy Collingwood Retreat | Walk to Beach & Cafés

Bright & Spacious Family Home Close to Ski Hill

Driftwood on 6th Heritage Downtown Collingwood

MapleHaven Cabin @ Lake Eugenia

Ultimate Georgian Bay Vacation Getaway
Family-friendly home rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Cozy Studio Mountainside stay in Blue Mountains

The Trails Retreat (Private Cabin)

Utopia villa and spa

Cozy & Charming Retreat at Blue Mountain

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Immaculate Blue Mountains chalet
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 SGD | $177 SGD | $172 SGD | $162 SGD | $171 SGD | $169 SGD | $195 SGD | $194 SGD | $163 SGD | $160 SGD | $157 SGD | $197 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 |
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 $51 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!
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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
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Kee To Bala
- Caledon Ski Club LTD
- Casino Rama Resort
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Bass Lake Provincial Park
- Inglis Falls
- Wye Marsh Wildlife Centre
- Harrison Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Sunset Point Park




