Vacation rentals in Collingwood

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Top-rated vacation rentals in Collingwood

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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, 563 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 closed for the season. ** Please note: hot tub is closed from Nov 3rd for approx 2 weeks

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, 169 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, 238 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, 139 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 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, 920 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 ** Please note: hot tub is closed from Nov 3rd for approx 2 weeks

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
4.99 out of 5 average rating, 117 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
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.
Apartment in Collingwood
4.98 out of 5 average rating, 154 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.

Guest favourite
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, 756 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🌿

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, 223 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 3 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. Less 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 maxim)

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, 340 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, 1,184 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 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, 307 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!

Popular amenities for Collingwood vacation rentals

When is the best time to visit Collingwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$186 CAD$185 CAD$174 CAD$167 CAD$172 CAD$181 CAD$205 CAD$203 CAD$170 CAD$163 CAD$160 CAD$196 CAD
Avg. temp-7 °C-6 °C-1 °C6 °C12 °C17 °C20 °C19 °C15 °C9 °C3 °C-3 °C

Frequently Asked Questions

  • How is the weather in Collingwood?

    In Collingwood, the weather varies with the seasons. Summers are typically warm with temperatures around 80°F (27°C), while winters can be quite cold, averaging 20°F (-6°C), perfect for winter sports. Spring and fall bring moderate temperatures between 40°F (4°C) and 60°F (16°C) suitable for outdoor exploration.

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

    Popular activities in Collingwood range from outdoor adventures at the Blue Mountain Resort, exploring local history at the Collingwood Museum, enjoying the beach at Sunset Point, or strolling through the Collingwood Arboretum. Cycling and hiking along the Georgian Trail is also often recommended.

  • What is the best time of year to visit Collingwood?

    The most popular time to visit Collingwood is during the winter months, from December to March, when visitors can enjoy activities like skiing and snowboarding at Blue Mountain Resort. The Collingwood Elvis Festival in July is another draw, attracting thousands of fans annually.

  • What are the best places to stay in Collingwood?

    Popular areas to stay in Collingwood include the Downtown area for its easy access to shopping and dining, the Mountain House for proximity to ski slopes, and the Harbour area for waterfront views and outdoor activities.

  • What are the best places to visit in Collingwood?

    Popular places to visit in Collingwood include the Blue Mountain Resort for outdoor activities, Collingwood Harbour for its scenic beauty, and the historic Collingwood Downtown for its vibrant arts scene, local boutiques, and restaurants. The Collingwood Museum is also frequently recommended for history enthusiasts.

  • What are some hiking trails in Collingwood?

    Collingwood presents diverse hiking trails. The Georgian Trail offers a gentle path along the Georgian Bay, while the higher intensity trails of Blue Mountain Resort provide panoramic views. Also, the Loree Forest loop is a local favourite, particularly in autumn for the fall foliage.

  • What are some family activities to do in Collingwood?

    Families in Collingwood often enjoy visiting the Plunge Aquatic Centre, exploring the Scenic Caves Nature Adventures, or spending a day on the slopes at the Blue Mountain Resort. The Collingwood Farmers Market is also a favourite for local produce and crafts.

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

    Day trips in Collingwood often include visiting the scenic Blue Mountain Resort for outdoor activities, exploring the Georgian Trail for hiking or biking, and spending time at Sunset Point Beach. The Scenic Caves Nature Adventures is another popular destination for its walking trails and suspension bridge.

  • Are there vacation rentals with a dedicated workspace in Collingwood?

    Yes! Work meets play with ease at over 190 vacation rentals in Collingwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Collingwood?

    Four-legged friends are welcome in Collingwood. Choose from more than 110 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in condo rentals in Collingwood?

    Experience the best of Collingwood with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Collingwood apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Collingwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Collingwood have a bbq area?

    Absolutely! We offer over 40 house rentals with a bbq area in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Collingwood have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Collingwood have wifi?

    Absolutely! We offer over 20 townhouse rentals with wifi in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Collingwood have self check-in?

    Absolutely! We offer over 40 house rentals with self check-in in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Collingwood?

    Collingwood has more than 60 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Collingwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a bbq area, over 20 homes with a gym, over 40 homes with self check-in, over 130 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about Collingwood

Whether you’re a hiker, cyclist, skier, snowboarder, or beach lover, you’ll find plenty to do in Collingwood, gateway to Ontario’s Blue Mountains along Georgian Bay. For hikers and bicyclists, the Georgian Trail, built on a former railway route, runs 21 miles (34 kilometers) west from Collingwood along the bay. In winter, you can snowshoe or cross-country ski along this path. For more of a challenge, hikers and mountain bikers can continue on the 25-mile (41-kilometer) Tom Thomson Trail, which meets the Georgian Trail in Meaford and extends west to Owen Sound.

Collingwood is only a 30-minute drive from the world’s longest freshwater beach, Wasaga Beach, and you can swim or sunbathe at other Georgian Bay beaches nearby. At the local ski resort, the relatively gentle hills may not rival the Rocky Mountains, but the 42 runs can keep most snow lovers occupied. Collingwood, a community of about 20,000, has a surprisingly large number of good restaurants and cafés, and you can follow the Apple Pie Trail through the region, sampling local orchards, cideries, and bakeries.

What are the top things to do in Collingwood?

Skiing, Hiking, or Ziplining down the mountain

The main attraction in the Collingwood area is the ski resort, less than 20 minutes from town. Skiing and snowboarding — and a lively après-ski scene — draw winter visitors, but there’s plenty to do once the snow melts, too. From spring through fall, the resort is open for hiking, ziplining, tackling the ropes course, and a variety of adventure activities.

Scenic Caves Nature Adventures

This adventure park located on the Niagara Escarpment — with views across Georgian Bay — is another destination for outdoor activities in summer and winter. There’s a network of caves to explore, the region’s longest suspension bridge to cross, and nearly ten miles (15 kilometers) of hiking paths to wander. In winter, you can snowshoe or cross-country ski across an extensive trail network.

Creemore

Wander among the heritage buildings in this village 20 minutes south of Collingwood, checking out the galleries and shops, or stopping for a pint in the local craft brewery. The town’s quirkiest attraction is its former prison, a tiny stone structure built in 1892 that’s reputed to be North America’s smallest jail.

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 $28 CAD 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 and 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

  • Wifi availability

    370 of Collingwood vacation 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

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