Holiday houses in Collingwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Collingwood

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.87 out of 5 average rating, 494 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 favourite
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, 273 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!

Top Guest favourite
A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.99 out of 5 average rating, 157 reviews

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.

Guest favourite
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.
Townhouse in Blue Mountain Resort Area
4.97 out of 5 average rating, 240 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

Top Guest favourite
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.
Apartment in Wasaga Beach
4.95 out of 5 average rating, 486 reviews

The Upper Deck

The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

Top Guest favourite
A modern bathroom features a freestanding soaking tub situated next to a window, allowing natural light to fill the space. The vanity displays a mirror and toiletries. Nearby, a spacious bed with soft linens is visible, set against a backdrop of wooden walls.
Place to stay in Wasaga Beach
4.99 out of 5 average rating, 375 reviews

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.

Guest favourite
Guest suite in Collingwood
4.91 out of 5 average rating, 1,208 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. The Tiny Home has a separate entrance and private back patio giving guests lots of privacy. For the ultimate relaxation experience, you can add access to the sauna as an optional upgrade to your stay. Absolutely no pets due to Allergies

Guest favourite
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, 161 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 favourite
Tiny home in Kimberley
4.99 out of 5 average rating, 144 reviews

Boho Beaver Cabin 1 with saltwater hot tub

So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver

Guest favourite
The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.
Cottage in Meaford
4.97 out of 5 average rating, 111 reviews

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.

Guest favourite
A charming porch area is depicted, featuring a macramé swing chair hung beside a white door. The door displays textured glass panels and is complemented by a black wall lantern. Warm wooden decking enhances the inviting entrance.
Guest suite in Meaford
4.94 out of 5 average rating, 325 reviews

The Beach Button

Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

Top Guest favourite
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, 189 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.

Popular amenities for Collingwood holiday rentals

When is the best time to visit Collingwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$187 AUD$186 AUD$174 AUD$167 AUD$173 AUD$181 AUD$205 AUD$204 AUD$170 AUD$170 AUD$170 AUD$212 AUD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Collingwood?

    Collingwood has a range of welcoming neighborhoods, including areas near the waterfront and the historic downtown. Staying around these spots gives easy access to dining, shops, and outdoor recreation.

  • What are the best things to do in Collingwood with kids?

    Families often enjoy parks with playgrounds, cycling paths, and interactive museum experiences. The waterfront area is popular for seasonal boat rides, ice cream, and gentle walking trails.

  • What are some of the best things to do in Collingwood?

    Explore local trails, splash in the waterfront parks, and discover Collingwood’s spirited arts scene in galleries and studios. Heritage architecture and seasonal outdoor festivals add to the lively atmosphere.

  • How is the weather in Collingwood?

    Collingwood has cold winters around 12–32°F (-11–0°C), with mild summers near 49–70°F (10–21°C). Layered clothing is useful year-round, especially with lake breezes and seasonal rainfall.

  • What are the best places to visit in Collingwood?

    Explore the waterfront promenade, historic downtown, and local galleries. Many visitors also spend time in community parks and public gardens around town.

  • What are some hiking trails in Collingwood?

    Collingwood has scenic trails, including forested routes and those with views of Georgian Bay. Some paths feature interpretive signs about local history and nature.

  • What are some family activities we can do in Collingwood?

    Families can explore playgrounds, embark on gentle cycling routes, and visit interactive museums. The waterfront area often’suggested for picnics or seasonal boat rentals.

  • What are some of the best day trip ideas from Collingwood?

    Nearby destinations are popular for hiking, exploring small-town shops, and relaxing at sandy beaches. The surrounding region has orchards and conservation areas for those who enjoy local nature.

  • Are there any pet friendly accommodations available in Collingwood?

    Many accommodations in Collingwood welcome pets, especially near the waterfront and in residential neighborhoods. Walking paths and local parks make outings with pets simple.

  • What are some local tips for visiting Collingwood?

    Locals favor layers and waterproof shoes for changing lake weather. Exploring farmer’s markets and independent coffee shops can give a taste of regional flavors and community spirit.

  • What is Collingwood known for?

    Collingwood is known for its shipbuilding heritage, vibrant waterfront, and proximity to ski hills. The community often draws visitors for outdoor activities and local cultural events.

  • What are the best hidden gems to explore in Collingwood?

    Explore lesser-known art studios, tucked-away parks, and quiet side streets in the historic district. Locals sometimes suggest wandering through markets for one-of-a-kind goods and treats.

  • What are the best foods to try in Collingwood?

    Collingwood has dishes featuring Ontario-grown apples, local cheeses, and fresh fish from Georgian Bay. Bakeries, farm-to-table restaurants, and seasonal specialties round out the culinary scene.

  • What should I bring for a trip to Collingwood?

    Pack layers, sturdy footwear, and rain jackets regardless of the season due to changeable lake weather. Sunscreen, hats, and reusable water bottles add comfort for outdoor adventures.

  • What is the nightlife in Collingwood like?

    Collingwood has lively pubs, intimate live music venues, and community events in the arts district. Casual neighborhood spots often host open mics and local musicians.

  • What are the most popular events or festivals in Collingwood?

    Collingwood has vibrant festivals throughout the year, including waterfront celebrations in summer, arts-focused gatherings, and events inspired by harvest and winter holidays. Local markets and outdoor concerts are often recommended for those interested in community experiences.

  • Are there family friendly vacation rentals in Collingwood?

    Family-friendly vacation rentals are common in Collingwood, especially near public parks and the waterfront. These stays often have extra space for group activities and easy access to local attractions.

  • When is the best time to visit Collingwood?

    Late spring through early fall is often recommended for pleasant temperatures and outdoor activities. Winters draw those interested in snow sports and cozy gatherings.

Quick stats about holiday rentals in Collingwood

  • Total holiday rentals

    Explore 390 holiday rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 18,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Collingwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Collingwood rentals

  • 4.9 Average rating

    Collingwood stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood