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

Total vacation rentals
Explore 270 vacation rentals in Collingwood

Nightly prices starting at
Collingwood vacation rentals start at G$8,350 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
260 of Collingwood vacation rentals include wi-fi 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.

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.

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 Retreat | Walk to Beach & Cafés
Enjoy a relaxing getaway in a cozy, newly renovated retreat in a prime Collingwood location. Walk to great cafés and restaurants, stroll down for sunset swims at Sunset Point Beach, or take a short drive to the trails, skiing, and village at Blue Mountain Resort — all less than 15 minutes away. Perfect for couples, friends, or solo travelers looking for a cozy base to explore Collingwood and the beautiful Georgian Bay area. Licensed through the Town of Collingwood.

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

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.

K's Cozy Condo -Mins. to Ski, Trails, Shops, Beach
Make yourself at home at this quiet end unit condo! Your home away from home in Cranberry Village- walking distance to a bar, restaurants & café; bakery, specialty grocery abd other shops. Just minutes from skiing, beaches, Scandinave Spa & Downtown Collingwood's shops & restaurants. Great for romantic getaways, family vacations or business travellers! Free Parking, in unit washer & dryer, WiFi & TV

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

*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

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Beach House Hideaway by Post Office Motel *HOT TUB

Cozy & Charming Retreat at Blue Mountain

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

White Cedar Chalet (Pool & Free Village Shuttle)

Upgraded 3-Bed Chalet in Blue Mtn Village

Bright & Spacious Family Home Close to Ski Hill

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

Creekside Smart Studio at Blue Mountain
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

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

Hip Hideaway | Winter Cozy, Walk to Blue Mtn

Cozy Studio Mountainside stay in Blue Mountains

The Trails Retreat (Private Cabin)

Serene mountainside home with View/Shuttle Bus

Private condo getaway at base of 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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,852 GYD | G$31,522 GYD | G$30,478 GYD | G$26,512 GYD | G$27,973 GYD | G$27,764 GYD | G$31,939 GYD | G$31,731 GYD | G$26,721 GYD | G$26,303 GYD | G$25,677 GYD | G$32,357 GYD |
| 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
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Detroit Vacation rentals
- Niagara Falls Vacation rentals
- Mississauga Vacation rentals
- Mont-Tremblant Vacation rentals
- Buffalo Vacation rentals
- Brampton Vacation rentals
- Traverse City Vacation rentals
- London Vacation rentals
- Niagara Falls Vacation rentals
- Prince Edward Vacation rentals
- Rentals with a sauna Collingwood
- Cottage rentals Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Townhouse rentals Collingwood
- Rentals with breakfast Collingwood
- Rentals with a kayak Collingwood
- Beachfront rentals Collingwood
- Rentals with a fireplace Collingwood
- Villa rentals Collingwood
- Waterfront rentals Collingwood
- Cabin rentals Collingwood
- Fitness-friendly rentals Collingwood
- Rentals with a hot tub Collingwood
- Rentals with a fire pit Collingwood
- Rentals with an EV charger Collingwood
- Rentals with a washer and dryer Collingwood
- Rentals with a patio Collingwood
- Pet-friendly rentals Collingwood
- Rentals with lake access Collingwood
- Apartment rentals Collingwood
- Rentals with outdoor seating Collingwood
- Private suite rentals Collingwood
- Condo rentals Collingwood
- Chalet rentals Collingwood
- Rentals with pools Collingwood
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- 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
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Centennial Beach
- Cobble Beach Golf Resort Community
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Harrison Park
- Caledon Ski Club LTD
- Couchiching Beach Park





