Holiday houses in Collingwood

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Top-rated holiday rentals in Collingwood

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Guest favourite
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.
Apartment in Blue Mountain Resort Area
4.97 out of 5 average rating, 233 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 (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Guest favourite
Home in Meaford
4.87 out of 5 average rating, 525 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
Guest suite in Collingwood
4.96 out of 5 average rating, 220 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.

Guest favourite
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, 270 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 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, 188 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.

Top Guest favourite
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, 115 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!

Guest favourite
An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.
Tiny home in Meaford
4.86 out of 5 average rating, 429 reviews

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

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, 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.

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, 497 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
The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.
Apartment in Blue Mountain Resort Area
4.96 out of 5 average rating, 381 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top Guest favourite
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.
Condo in Blue Mountain Resort Area
4.93 out of 5 average rating, 627 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 expected to open the week of June 1 2026

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, 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.

Popular amenities for Collingwood holiday rentals

When is the best time to visit Collingwood?

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Avg. price$188 AUD$195 AUD$189 AUD$167 AUD$172 AUD$181 AUD$205 AUD$203 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 19,520 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

    180 properties have a dedicated workspace

  • Wi-Fi availability

    370 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

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