Vacation rentals in Collingwood

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Top-rated vacation rentals in Collingwood

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Guest favorite
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, 562 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, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closing for the season on September 22. Hot Tub open all year round!

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, 916 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. ★ Enhanced Cleaning Protocol ★ 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 closing for the season on September 22. Hot Tub open all year round!

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
5 out of 5 average rating, 336 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, top 1% in the area, is 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
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, 138 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
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, 168 reviews

Dear Napier Street

Our colourful upper studio private suite is located on a quiet treed street in beautiful Collingwood. The vibrant, nostalgic decor of this Wes Anderson inspired space is an evolving at project, setting a happy vacation tone. It's a ten minute walk of the 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, connecting you to the iconic terminal, downtown and beyond.

Top guest favorite
An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.
Townhouse in Blue Mountain Resort Area
4.94 out of 5 average rating, 533 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

Top guest favorite
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, 116 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 favorite
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, 152 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 favorite
Guest suite in Collingwood
4.91 out of 5 average rating, 1,181 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

Top guest favorite
The living area features a comfortable sofa adorned with cushions, positioned near a stone fireplace. Large windows allow natural light to fill the room, showcasing views of the surrounding greenery. A dining table with wooden chairs is visible, creating a cozy space for gatherings.
Chalet in Blue Mountain Resort Area
4.92 out of 5 average rating, 407 reviews

Immaculate Blue Mountains chalet

Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127

Top guest favorite
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, 302 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 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, 725 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

When is the best time to visit Collingwood?

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Avg. priceﺩ.ﺇ488ﺩ.ﺇ485ﺩ.ﺇ455ﺩ.ﺇ437ﺩ.ﺇ452ﺩ.ﺇ474ﺩ.ﺇ496ﺩ.ﺇ533ﺩ.ﺇ463ﺩ.ﺇ437ﺩ.ﺇ419ﺩ.ﺇ514
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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 210 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 120 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 $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Collingwood condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 condo rentals with pools in Collingwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Collingwood have a bbq area?

    Absolutely! We offer over 10 apartment rentals with a bbq area in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Collingwood have a gym?

    Absolutely! We offer over 30 condo rentals with a gym in Collingwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Collingwood have wifi?

    Absolutely! We offer over 140 house rentals with wifi in Collingwood. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 10 apartment 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 50 homes with a bbq area, over 40 homes with self check-in, over 20 homes with a gym, over 140 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

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