Family-friendly vacation rentals in Collingwood

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Top-rated family-friendly rentals in Collingwood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Meaford
4.87 out of 5 average rating, 524 reviews

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

Top guest favorite
A bright and airy private suite features a comfortable blue couch facing a coffee table. Natural light fills the space through two windows, while vibrant artwork decorates the walls. A spacious bed is placed at the back, with a door leading to a bathroom visible on the right.
Guest suite in Collingwood
4.96 out of 5 average rating, 219 reviews

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.

Top guest favorite
A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.
Cottage in Wasaga Beach
4.94 out of 5 average rating, 278 reviews

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!

Guest favorite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 269 reviews

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.

Top guest favorite
The modern kitchen features sleek white cabinetry and stainless steel appliances, including a stove and refrigerator. A dining table with light blue chairs complements the spacious living area, which is adorned with a cozy sofa and a coffee table. Natural light illuminates the space.
Condo in Collingwood
4.94 out of 5 average rating, 243 reviews

Lovely Condo *King Bed*Ski Hills*Spa*Lake*Beach

Tastefully Renovated, Furnished and Fully Equipped Condominium Suite with European Touch of Living Style. *Centrally Located and Next to Living Stone Hotel in Cranberry Village - Perfect Spot for All Attractions *Free Parking *In-suite Washer/Dryer *10 mins drive to Blue Mountain Village, Ski-Hills, Scandinave Spa, Golf Courses, Scenic Caves *Close to the Lake and Beaches *On-side Café, Bakery & Restaurants Property Surrounded by great trails-perfect for hiking, biking, cross country skiing

Top guest favorite
A spacious living area is highlighted by a stunning gallery wall featuring scenic photography. A comfortable gray sectional sofa and a cozy chair are positioned near a window, allowing natural light to illuminate the space. A gas fireplace adds warmth to the inviting setting.
Townhouse in Collingwood
4.97 out of 5 average rating, 114 reviews

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!

Top guest favorite
A weathered wooden sign prominently displays the text 'THE POST OFFICE INN' in bold white lettering. The rustic background features a mix of natural brown tones and red accents, showcasing the character of the historic building.
Guest suite in Nottawa
4.98 out of 5 average rating, 161 reviews

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.

Guest favorite
A charming A-frame cabin is surrounded by tall trees, featuring a triangular roof and wooden siding. The entrance includes a white door with a window above, complemented by a small wooden deck with stone accents.
Cabin in Clarksburg
4.96 out of 5 average rating, 126 reviews

Tiny A-Frame near the Bruce Trail

Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Guest favorite
Home in Collingwood
4.92 out of 5 average rating, 108 reviews

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.

Guest favorite
A modern kitchen and living area is displayed, featuring a central island with stools, sleek cabinetry, and stainless steel appliances. Soft lighting from a pendant lamp enhances the space. A textured rug lies on warm wooden flooring, and a cozy sofa provides a comfortable seating option.
Guest suite in Collingwood
4.89 out of 5 average rating, 166 reviews

Cozy & Spacious, Downtown C-Wood With Sauna

Welcome to your cozy lower-level getaway! Enjoy a warm, newly renovated private suite just a 5-minute walk to downtown shops, restaurants, and the waterfront, and only 10 minutes to Blue Mountain. • Private entrance • Two comfy queen bedrooms • Full kitchen with quartz counters • Smart TV & Wi-Fi • In-suite laundry Relax in the fully fenced backyard with fire pit, sauna, and seasonal outdoor shower. Coffee, snacks and other essentials included for a comfortable stay

Top guest favorite
A modern living space showcases a comfortable gray sectional sofa with colorful accent pillows. A small black table sits in front, complemented by a light area rug. The room is brightened by natural light flowing through two windows, enhancing the inviting atmosphere.
Home in Collingwood
4.95 out of 5 average rating, 198 reviews

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.

Top guest favorite
A cozy bedroom features a spacious bed adorned with a decorative floral coverlet and an assortment of pillows in soft hues. An arched floor lamp provides warm lighting, while a piece of wall art adds a personal touch. Natural light filters through a window with light grey curtains.
Condo in Collingwood
4.99 out of 5 average rating, 166 reviews

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

Popular amenities for Collingwood family-friendly rentals

When is the best time to visit Collingwood?

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Avg. priceﺩ.ﺇ525ﺩ.ﺇ555ﺩ.ﺇ536ﺩ.ﺇ466ﺩ.ﺇ492ﺩ.ﺇ488ﺩ.ﺇ562ﺩ.ﺇ558ﺩ.ﺇ470ﺩ.ﺇ463ﺩ.ﺇ452ﺩ.ﺇ569
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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 ﺩ.ﺇ147 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!

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