Family-friendly holiday rentals in Collingwood

4.98 out of 5 average rating, 167 reviews

The exterior of a charming tiny house is showcased, featuring a rustic wooden design and a welcoming deck. Large windows allow for ample natural light, while a pergola extends over part of the deck, creating a shaded area for outdoor relaxation amidst a lush, green landscape.

Tiny home in Kimberley

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

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

4.98 out of 5 average rating, 195 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Guest suite in Collingwood

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.

4.96 out of 5 average rating, 181 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.

A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.

4.9 out of 5 average rating, 168 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

A spacious living area features tall windows allowing natural light to fill the room. A large screen TV is mounted above a gas fireplace, surrounded by comfortable seating. Decorative pillows enhance the sectional sofa, and an elegant coffee table sits centrally, adding to the inviting atmosphere.

4.97 out of 5 average rating, 230 reviews

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

Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084

4.94 out of 5 average rating, 232 reviews

Apartment in Collingwood

Modern Condo Collingwood *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 to Enjoy All Year Attractions *Short 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 & Restaurant Surrounded by great trails-perfect for hiking, biking, snowshoeing, cross country skiing and much more.

An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.

4.94 out of 5 average rating, 542 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

4.98 out of 5 average rating, 126 reviews

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

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 inviting living area features a large, comfortable couch and an armchair, with a coffee table centrally located. A fireplace adds warmth, and a wall-mounted TV is positioned above it. The open layout connects to a modern kitchen equipped with dining space for four.

4.9 out of 5 average rating, 145 reviews

Blue Mountain Getaway at North Creek Resort

-Private Newly Updated Studio -WIFI -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (King Bed and Pull Out Couch) -Free 24-hour Shuttle to the Village -1 km from Northwinds Beach (open) -Outdoor shared hot tub (open) Seasonal Pool (May24- Labour Day ) 10-8pm UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000082

A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.

4.93 out of 5 average rating, 576 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB & SEASONAL POOL 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closed for the season.

The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.

4.95 out of 5 average rating, 941 reviews

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool closed for the season

Home in Blue Mountain Resort Area

The living area features a modern design with a stone fireplace and a mounted TV. Large windows allow natural light, while a spacious coffee table sits between a sectional couch and a sleek armchair. A neutral color palette is complemented by decorative plants.

4.97 out of 5 average rating, 403 reviews

Mountain Cedar Chalet! Across from The Village

Luxury Directly Across from the Village! Unit 216 Mountain Walk Fully Renovated and Fully Stocked Modern kitchen with everything you need Coffee, teas, spices, oil, vinegar included Lots of linens, towels, extra blankets Balcony with BBQ Pack n' play, highchair Lego, playmobil, boardgames, XboxOne 2 TV with Netflix, Prime, Crave, Disney+, Cable Fast WiFi Free Parking for Three Cars NO. LCSTR20220000081

Popular amenities for Collingwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 293 reviews

A spacious living area features a comfortable brown sofa positioned near a glass coffee table. Natural light pours in through large windows with blinds, illuminating a dining area with seating for four. A modern kitchen is visible in the background, equipped with sleek appliances.

Guest suite in Moonstone

RELAX @ our HOT TUB and SAUNA in the woods

4.99 out of 5 average rating, 141 reviews

Tiny home in Kimberley

Boho Beaver Cabin 1 with saltwater hot tub

4.96 out of 5 average rating, 153 reviews

An outdoor fire pit surrounded by gravel is present, featuring two wooden chairs. A hot tub is located nearby, positioned in front of a geodesic dome with large windows. String lights are draped overhead, illuminating the outdoor space.

Dome in Utopia

Glamping Dome Riverview Utopia

4.95 out of 5 average rating, 478 reviews

The spacious bedroom features a king-sized bed adorned with decorative pillows, complemented by a wooden bedside tray. An armchair occupies one corner, with a desk and paddles adorning the wall. Floor-to-ceiling windows illuminate the room, while exposed wooden accents add a rustic touch.

Flat in Wasaga Beach

The Upper Deck

A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.

4.93 out of 5 average rating, 315 reviews

Cozy Studio Mountainside stay in Blue Mountains

An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.

4.98 out of 5 average rating, 129 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

A spacious living room features large windows allowing natural light to fill the area. Comfortable sofas are arranged around a coffee table, complemented by a soft rug. A fireplace adds warmth, while a large television is mounted above the mantel.

4.99 out of 5 average rating, 150 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.

4.94 out of 5 average rating, 346 reviews

Cozy & Charming Retreat at Blue Mountain

Family- and pet-friendly home rentals

A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.

4.84 out of 5 average rating, 328 reviews

Blue Mountain Condo. The perfect staycation!

Home in Blue Mountain Resort Area

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.94 out of 5 average rating, 220 reviews

Serene mountainside home with View/Shuttle Bus

A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.

4.87 out of 5 average rating, 473 reviews

Base of Blue Mountain, Modern Studio

4.97 out of 5 average rating, 107 reviews

The Lodge is surrounded by lush greenery and features a wraparound deck with outdoor seating. A gentle stream flows nearby, accentuating the natural landscape. The rustic exterior blends seamlessly with the forested backdrop, providing a peaceful and private retreat.

Chalet in Markdale

Grey Highlands Lodge

4.93 out of 5 average rating, 219 reviews

An outdoor space features a picnic table with an umbrella, set near a tranquil pond. A stack of firewood is positioned beside a large tree, with a fire pit nearby. Lush greenery surrounds the area, creating a peaceful atmosphere.

Guest house in Southgate

Cozy, quiet, clean cabin with wi-fi and fire pit.

A cozy sleeping area features a spacious bed adorned with soft linens and decorative pillows. Bedside lamps provide gentle illumination, while framed artwork adds a touch of color to the wall. A dresser and mirror complement the room's design.

4.88 out of 5 average rating, 789 reviews

Brookside Studio at Blue Mountain - King Bed

4.97 out of 5 average rating, 146 reviews

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

Superhost

An outdoor pool area is featured, surrounded by lounge chairs and picnic tables. A large building with expansive glass windows serves as a backdrop, while bright blue umbrellas provide shade. The surrounding greenery enhances the tranquil ambiance of the resort.

Apartment in Oro

4.79 out of 5 average rating, 133 reviews

Hillside Haven: Serene Studio Retreat for 4

Family-friendly home rentals with a pool

A modern living space features a stone fireplace and large windows that invite natural light. Comfortable seating is arranged around a dark coffee table, and a dining area with a long table is visible. The decor highlights a blend of contemporary style and a cozy atmosphere.

4.9 out of 5 average rating, 172 reviews

The Snowbridge Lookout on Monterra Golf Course

Superhost

Home in Blue Mountain Resort Area

4.89 out of 5 average rating, 257 reviews

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

An open-concept living area features a large sectional sofa and a coffee table centered on a textured rug. A cozy fireplace is flanked by windows, allowing natural light to fill the space. Decorative wall paddles add a subtle touch of charm.

4.92 out of 5 average rating, 130 reviews

The Fairway Chalet

4.97 out of 5 average rating, 115 reviews

A spacious living area features a modern kitchen with stainless steel appliances and light cabinetry. A comfortable sofa is paired with a low coffee table, adorned with greenery. Natural light flows in through large windows, enhancing the inviting space.

Flat in Coldwater

Cozy getaway for two with hot tub!

The open concept living area features a modern sofa and armchair arranged around a glass coffee table. A gas fireplace is centered on the wall beneath a mounted TV. Light streams through large windows, illuminating the space.

4.89 out of 5 average rating, 279 reviews

Hidden Haven - Shuttle to the Village & Ski lifts

The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.

4.87 out of 5 average rating, 147 reviews

Out of the Blue | Shuttle to Village & Ski lifts

A dining area features a wooden table set with a red-striped runner and natural decorations. In the background, the kitchen is visible, showcasing modern appliances and cabinetry. The living space is bright and welcoming, adorned with comfortable seating, including a grey couch and decorative accents.

4.96 out of 5 average rating, 342 reviews

Great kitchen, comfy beds, games, walk 2 village +