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Vacation rentals in Collingwood

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Top-rated vacation rentals in Collingwood

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Guest favorite
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
4.98 out of 5 average rating, 190 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)

Top guest favorite
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, 176 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.

Top guest favorite
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, 143 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 favorite
The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.
Chalet in Blue Mountain Resort Area
4.91 out of 5 average rating, 427 reviews

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

Top guest favorite
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
4.96 out of 5 average rating, 227 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 favorite
Condo in Collingwood
4.93 out of 5 average rating, 229 reviews

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.

Guest favorite
A serene backyard features a glowing hot tub and a cozy fire pit surrounded by colorful chairs. Soft string lights create a warm ambiance against the night sky, highlighting the green lawn and wooden fencing that offers privacy.
Guest suite in Kimberley
4.94 out of 5 average rating, 765 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Top guest favorite
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, 349 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 favorite
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.
Apartment in Blue Mountain Resort Area
5 out of 5 average rating, 118 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 *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)!

Top guest favorite
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.
Condo in Blue Mountain Resort Area
4.95 out of 5 average rating, 932 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

Top guest favorite
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.

Top guest favorite
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.
Condo in Collingwood
4.94 out of 5 average rating, 744 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 vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Stay near Collingwood's top sights

Scandinave Spa Blue Mountain

395 locals recommend

Sunset Point Park

149 locals recommend

Side Launch Brewing Co

76 locals recommend

Other great vacation rentals in Collingwood

Top guest favorite
Home in Collingwood
5 out of 5 average rating, 24 reviews

Family-Size Nottawa Loft 3BR

Top guest favorite
A tranquil winter scene showcases a spherical structure nestled alongside a gently flowing stream. Fresh snow blankets the ground and branches, while tall trees frame the peaceful environment under a clear blue sky.
Cabin in Kimberley
5 out of 5 average rating, 78 reviews

Private Luxury Creekside Cabin with Sauna

Top guest favorite
A charming A-frame cabin stands amidst tall grass, with the sun setting in the background. The metal roof glistens softly under the warm light, while large windows reflect the serene surroundings. Wildflowers can be seen in the foreground, adding natural beauty to the scene.
Guesthouse in Meaford
5 out of 5 average rating, 75 reviews

From A to Zen - a refined glamp

Top guest favorite
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
4.98 out of 5 average rating, 90 reviews

Blue Mountain Gallery Getaway

Guest favorite
A spacious living area features a comfortable sectional sofa adorned with patterned cushions. A rustic coffee table sits in the center, surrounded by natural wood flooring. A stone fireplace with a mounted TV above adds warmth, while snowshoes are displayed on the wall as decor.
Bungalow in Blue Mountain Resort Area
4.95 out of 5 average rating, 87 reviews

Relaxing 3 Bedroom Bungalow with Hot Tub

Top guest favorite
An open-concept living and dining area features a large wooden table with gray chairs. A comfortable gray sofa and armchairs are arranged around a coffee table. Large windows offer views of the mountains, framed by yellow drapes, and a light fixture hangs above the dining table.
Apartment in Blue Mountain Resort Area
5 out of 5 average rating, 58 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Guest favorite
The cottage exterior is highlighted by warm lighting that enhances its modern design. Large windows provide views of the surrounding greenery, while a spacious deck, adorned with string lights, complements the tranquil setting. The scene conveys a welcoming atmosphere for outdoor gatherings.
Chalet in Collingwood
4.92 out of 5 average rating, 52 reviews

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

Guest favorite
An open-concept kitchen and living area is presented, featuring a dining table surrounded by four chairs. The kitchen showcases modern cabinetry and appliances, while a plush sofa is positioned nearby, facing a wall-mounted TV. Natural light is invited through the window, enhancing the space.
Condo in Collingwood
4.92 out of 5 average rating, 26 reviews

Condo for 4 Overlooking Downtown Collingwood

When is the best time to visit Collingwood?

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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 vacation rentals in Collingwood

  • Total vacation rentals

    Explore 380 vacation rentals in Collingwood

  • Nightly prices starting at

    Collingwood vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 16,280 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    370 of Collingwood vacation 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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  3. Ontario
  4. Simcoe County
  5. Collingwood