Holiday rentals in Collingwood

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Top-rated holiday rentals in Collingwood

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Guest favourite
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, 492 reviews

Beach House Hideaway by The Post Office Motel

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.

Top guest favourite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
4.99 out of 5 average rating, 176 reviews

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.

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, 239 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
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, 147 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.

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.
Flat 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.

Guest favourite
A vibrant bar and games room is featured, with a pool table occupying the center space. An air hockey table and foosball table are visible in the foreground. Colorful decor, including flags and artwork, adds to the lively atmosphere, while red lighting enhances the playful environment.
Home in Collingwood
4.91 out of 5 average rating, 241 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 4 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. than 10minute walk to sunset point beach and a 10 minute walk to downtown collingwood. House is in a prime location approximately 10 minute drive to blue mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga beach. Big fenced in backyard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maximum)

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, 373 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
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, 324 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, 188 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 favourite
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
4.97 out of 5 average rating, 107 reviews

Grey Highlands Lodge

Our Lodge is perfect for a quiet get away from everyday life, a tranquil patch of greenery nestled in the escarpment of Beaver Valley. If you’re looking for a place to relax and recharge, a place for solitude and restoration, then the Lodge may be just what you need. Enjoy yoga on the side deck, reading in a hammock beside the stream, or exploring the many hikes and nearby amenities just a stones throw away.

Popular amenities for Collingwood holiday rentals

When is the best time to visit Collingwood?

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Avg. price£100£99£93£89£92£97£110£109£91£91£91£113
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 £15 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    380 of Collingwood holiday rentals include wifi 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

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  4. Simcoe County
  5. Collingwood