
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$8,369 GYD per night before taxes and fees

Verified guest reviews
Over 10,900 verified reviews to help you choose

Pet-friendly vacation rentals
Find 100 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.

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!

Jewel of Blue Mountain- steps 2 village- sleeps 10
Welcome to the Jewel of Blue Mountain, a luxury retreat steps from Village nightlife, slopes, and restaurants. This spacious 4 bd 4 bth house is perfect for families, ski groups, and long weekends enjoying the full Blue Mountain experience. The modern open-concept main floor is ideal for gatherings—cozy up by the fireplace after a day on the slopes, relax on the large sectional, or enjoy a great meal at the huge dining table ONLY TWO PARKING SPACES ARE AVAILABLE LICENSE NO. LCSTR20230000046

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!

Modern Ski In/Out Mountain Side Ground Floor
SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

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!

Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to start of Oct) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

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.

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.

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

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
Welcome to Maple & Mountain, a cozy 2-bedroom, 2-bathroom retreat with warm Canadiana charm, a fireplace and stunning golf course and mountain views, just a 5–7 minute walk to Blue Mountain Village. Unwind by the fire or enjoy the view after a day of skiing, hiking or exploring Blue. *Shuttle service *Year-round hot tub with indoor changeroom & washrooms *Seasonal outdoor pool *SMART TVs, Wi-Fi & cable *Equipped kitchen *Booster seat & Pack ’n Play *Self check-in

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

The Boutique Retreat

Ski in/out @ North Creek W King bed! New Hot Tub

Luxurious Creek Retreat With Hot Tub

Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue

Beach House Hideaway by Post Office Motel *HOT TUB

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Peak to Beach

Sunny Days | Hot Tub, Walk & Shuttle to Village
Family- and pet-friendly home rentals

King’s Escape at Blue Mountain

Mountain Cedar Chalet! Across from The Village

Tiny Home Nestled between Thornbury & Meaford

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

Valley View Farm Retreat ~ Family, Pets, Hiking

Beach & Hiking Nearby • Large Private Fenced Yard

Cozy Collingwood Retreat | Walk to Beach & Cafés

Driftwood on 6th Heritage Downtown Collingwood
Family-friendly home rentals with a pool

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

Hidden Haven | Shuttle to Blue Mountain Village

Private condo getaway at base of Blue Mountain

Cozy & Charming Retreat at Blue Mountain

Mountain Hideaway | Games, Sauna & Summer Pool

Blue Mountain condo in Historic Snowbridge

Blue Mountain Studio with King Bed

Luxury Blue Mountain Condo | Walk to the 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$29,919 GYD | G$31,592 GYD | G$30,546 GYD | G$28,663 GYD | G$29,291 GYD | G$29,082 GYD | G$32,011 GYD | G$31,802 GYD | G$26,780 GYD | G$26,362 GYD | G$25,734 GYD | G$32,429 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
- Niagara Falls Vacation rentals
- Detroit Vacation rentals
- Mississauga Vacation rentals
- Mont-Tremblant Vacation rentals
- Buffalo Vacation rentals
- Traverse City Vacation rentals
- Brampton Vacation rentals
- Niagara Falls Vacation rentals
- London 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
- Villa rentals Collingwood
- Waterfront rentals Collingwood
- Cabin rentals Collingwood
- Rentals with a hot tub Collingwood
- Rentals with lake access Collingwood
- Pet-friendly rentals Collingwood
- Hotel rooms Collingwood
- Apartment rentals 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
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Cobble Beach Golf Resort Community
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Island Lake Conservation Area
- Kee To Bala
- Craigleith Provincial Park





