
Cottage vacation rentals in Collingwood
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Top-rated cottage rentals in Collingwood
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Cozy Winter Escape - Ski, Hike & Chill by the fire
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Beautiful year round getaway for family & friends
This great 2-storey beach house is located beside a provincial park entrance with biking/walking trails. In summer enjoy the bars & shops of Beach Area 1. Kids love the Elmvale Zoo & Rounds Ranch - just minutes away. Blue Mountain offers excellent winter skiing, unique shops & restaurants. The more adventurous might explore the Scenic Caves of Collingwood or hanging bridge. Relax with family & friends at a crackling campfire or in the 7 person year round hot tub. Your mini vacation awaits.

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Vintage School House ~Hiking, Skiing, Pet Friendly
Gather with family or friends in this vintage 5 bedroom School House in the Beaver Valley. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach. -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

Luxury Chalet in Blue Mountains with HotTub Sauna
*4 SEASONS COTTAGE*This newly renovated chalet in the heart of Blue Mountains accommodate16 people with 6 bedrooms,10 beds(2 queen, 1 twin,1 double and 3 double over double bunk beds)and 4 baths.This chalet comes with great features such as beach access,private backyard,all brand-new mattresses and beddings,pool table and ping pong table,arcade games,poker table 2 living rooms with TVs,sauna,hot tub and an indoor fireplace.4 minutes drive from Northwinds Beach.License number LCSTR20220000131

Woodski Winter Haven: Mountain Cottage Near Skiing
This private mountain retreat is just 15 minutes from Blue Mountain, features 3.2 acres of beautiful scenery, a swimming pool and a renovated home for 10 guests (Max 8 adults). The house sits at the foot of a private 500ft mountain that is yours to explore all year around. Inside, there is a spacious home built for entertainment. Enjoy all-year fun at the property or head out to enjoy the amazing activities nearby. Only 5 minutes to the beach and 15 minutes to the best skiing in Ontario!

Cozy Riverfront Cottage with Dock
Escape to our cozy waterfront cottage on the Nottawasaga River in Wasaga Beach! This bright, airy retreat comfortably sleeps 4 and features a large private dock and fire pit both overlooking the river plus modern amenities, outdoor dining area and BBQ. Enjoy direct river access from the dock for fishing and boating. Perfectly located just minutes from the main Beach 1 and a short drive to Blue Mountain Ski Resort, Collingwood, Creemore and the Wasaga Casino. Your ideal getaway awaits!

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
30 minutes to Georgian Bay, 25 to Collingwood/Blue Mountain, and only 10 to Lake Eugenia's public beach. Our lovely, spacious, 5 Bed 5 bath retreat is nestled comfortably in the woods, convenient to almost every kind of activity and adventure. With 5 wash rooms and a large, INDOOR, jetted hot tub, it provides the perfect combination of convenience, relaxation, and outdoor adventure! BBQ, pool table, fireplace, fire pit, board games and high speed wifi. INSTA: @HIDDENHIDEOUTS

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Orr Lake Oasis
Sit, kick back, laugh & relax in this calm, stress-free, pet-friendly, stylish space with family and friends. Enjoy the great cottage views, games and much more. Drink your favourite drink by the hot tub or by the fire pit overlooking the lake. Take a steam in the barrel sauna just a hop away or take a walk on the local trails. Shop and dine at a tasty local restaurant 10 minutes away or drive out to the city of Midland just under 20 minutes

GATED RESORT COTTAGE
[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Hilltop garden cottage
enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.
Popular amenities for Collingwood cottage rentals
Cottage rentals with a hot tub

Greenery Lane - w/ private pond, hot tub & sauna!

Riverfront Hideaway*Hot Tub*Games Room*Firepit*BBQ

Cozy Farmhouse in Beaver Valley

Comfy thoughtful private cottage

Cozy Cottage w/ Hot Tub/GameRoom/Skiing/more!

Stylish & Bright Beach Gem ~ Spectacular Lake View

Birch Meadow Acres

Luxe Beach House | Hot Tub&Games | Steps to Sand
Pet-friendly cottage rentals

Blue Cottage Five minutes walk to ski lift

Wasaga on the Water with Loads of Amenities

A modern retreat on Georgian Bay STRTT-2026-089

Charming cottage on the Beach

Hawthorn Cottage #9 - 2 Bedroom

The Beach House

Lovely Country Cottage near Georgian Bay

Charming 3bdrm cottage on Georgian Bay!
Private cottage rentals

Cozy Cottage/Ski/Trails/4 Season Fun/Main St.

Edmore Cottage at Tiny Beaches

Wasaga Beach Retreat on the Water

4 bedroom summer cottage, 2 min. walk to Beach 1!

Waterfront Cottage #2

Cozy Beachfront Cottage: Private Beach, Hot Tub

Lily By The Bay...Steps Away From Balm Beach

Modern all-season cottage overlooking Lake Eugenia
Quick stats about cottage rentals in Collingwood

Nightly prices starting at
Collingwood vacation rentals start at G$33,499 GYD per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Collingwood rentals

4.8 Average rating
Collingwood stays are highly rated by guests—averaging 4.8 out of 5!
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