Holiday rentals in Collingwood

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Top-rated holiday rentals in Collingwood

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Guest favourite
Home in Meaford
4.87 out of 5 average rating, 462 reviews

Decked in Old Hollywood Glam @ The Beachhouse POM

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 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, 173 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
Dome in Utopia
4.95 out of 5 average rating, 242 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
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, 141 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
A spacious living area features a gray sectional couch adorned with blue and white decorative pillows. A textured throw blanket is draped over the arm. An area rug with a geometric pattern anchors the space, complemented by wall art depicting a waterfront scene.
Serviced apartment in Collingwood
4.98 out of 5 average rating, 158 reviews

Suite 67

This beautiful couples retreat is a 900 sq. ft., 1 bedroom upper apartment located in the heart of downtown Collingwood. Steps to shops and restaurants and a short drive to all the major ski hills in the area. Featuring, vaulted ceilings, sectional couch and 65” TV. The kitchen comes complete with all cooking needs and dishes supplied, a breakfast bar and dining area, Master bedroom with a King size bed, 5-piece ensuite, 2 piece powder room with laundry and door to large outdoor deck.

Top guest favourite
A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.
Apartment in Blue Mountain Resort Area
4.98 out of 5 average rating, 183 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept 20) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

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, 343 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.

Top 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.
Flat in Blue Mountain Resort Area
4.99 out of 5 average rating, 186 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 * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top 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, 310 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
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.
Flat in Blue Mountain Resort Area
4.96 out of 5 average rating, 329 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 *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top guest favourite
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.
Flat in Blue Mountain Resort Area
5 out of 5 average rating, 111 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Top guest favourite
An outdoor terrace is presented with two circular tables and matching chairs, offering views of surrounding greenery. The wooden deck features a light color and is flanked by white railings, allowing for an inviting space to enjoy fresh air.
Apartment in Collingwood
4.94 out of 5 average rating, 738 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

Popular amenities for Collingwood holiday rentals

When is the best time to visit Collingwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$172 SGD$171 SGD$161 SGD$154 SGD$159 SGD$167 SGD$189 SGD$188 SGD$157 SGD$150 SGD$148 SGD$181 SGD
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 380 holiday rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 16,280 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

    370 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