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Cottage vacation rentals in Collingwood

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Quick stats about cottage rentals in Collingwood

  • Nightly prices starting at

    Collingwood vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

  • Verified guest reviews

    Over 160 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!

Top-rated cottage rentals in Collingwood

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
A dining table is set with decorative blue and white dishware. In the background, a fire pit is surrounded by red chairs, with vibrant greenery and a wooden swing adding to the outdoor ambiance. A flower arrangement and candles enhance the table setting.
Cottage in Innisfil

Greystone cottage in Innisfil

Welcome to our charming cottage in Innisfil, just a short walk from beautiful Lake Simcoe. Enjoy a spacious backyard featuring a cozy fire pit, a peaceful swing, bicycles and a BBQ area perfect for relaxing evening. You’ll find a fun game room equipped with AC, pool table, air hockey for entertainment during your stay. Conveniently located near grocery stores, Home Hardware, restaurants at Friday Harbour, and other local amenities. Come experience the beautiful atmosphere with your loved ones.

4.96 out of 5 average rating, 104 reviews
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

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.

4.98 out of 5 average rating, 199 reviews
Guest favorite
A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.
Cottage in Wasaga Beach

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!

4.94 out of 5 average rating, 303 reviews
Top guest favorite
Cottage in Kimberley

Vintage School House ~ Family, Pets, Hiking

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.

4.92 out of 5 average rating, 380 reviews
Guest favorite
An inviting exterior of a single-story cottage is depicted, featuring a patio area with a table and chairs. A green umbrella provides shade, while landscaped garden beds and a pathway enhance the setting amidst lush greenery and a clear sky.
Cottage in Wasaga Beach

Cozy Riverfront Cottage with Dock

Escape to our cozy waterfront cottage on the Nottawasaga River in Wasaga Beach! This bright, pet friendly 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 Beach 1 and a short drive to Blue Mountain Ski Resort, Collingwood, Creemore and the Wasaga Casino. Your ideal getaway awaits!

4.88 out of 5 average rating, 328 reviews
Superhost
The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.
Cottage in Waubaushene

Waterfront Paradise on the Georgian Bay

This beautiful cottage of 2950sqft faces a breathtaking view of the Georgian Bay with over 105ft of lakefront. During the summer, this cottage is perfect for ATV and bike trails, wateractivities and fishing. The cottage includes kayaks and a paddle board for the guests to enjoy. During the winter, the cottage is ideal for ice fishing and is only a 13 minute drive to Mount St. Louis skiing. Under 10 minute driving distance to beaches, Tim Horton’s, LCBO, gas station, ice cream parlour and more.

4.84 out of 5 average rating, 191 reviews
Guest favorite
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

4.96 out of 5 average rating, 182 reviews
Top guest favorite
An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.
Cottage in Mono

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

4.95 out of 5 average rating, 167 reviews
Top guest favorite
A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.
Cottage in Georgian Bay

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

4.98 out of 5 average rating, 156 reviews
Guest favorite
An open kitchen features modern stainless steel appliances, including an oven and refrigerator. A large window allows natural light to fill the space, with a dining table set for four. Greenery in a vase adds a touch of nature to the countertop.
Cottage in Meaford

New and Cozy Cottage Minutes to Georgian Bay!

Conveniently located near the amenities, shops, and restaurants of downtown Meaford, our cozy stay is just steps from the Georgian Trail, a short walk from Georgian Bay, and a quick 20-minute drive from Blue Mountain Ski Resort. In Meaford and the surrounding areas, you'll find tons of local options to ski, bike, hike, swim, fish, golf and relax with family and friends. Embrace the Grey Highland's year-round beauty and enjoy the perfect blend of relaxation and outdoor excitement!

4.92 out of 5 average rating, 165 reviews
Superhost
An indoor hot tub is surrounded by wooden paneling and large windows that allow sunlight to fill the space. Natural stone accents and a serene greenery image on the wall enhance the calming atmosphere. Two wooden chairs are positioned nearby for relaxation.
Cottage in Kimberley

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

4.85 out of 5 average rating, 385 reviews
Top guest favorite
A charming cottage exterior is surrounded by vibrant flower beds and lush greenery. The entrance features a set of stairs leading to a spacious deck, where colorful furniture is positioned. A garage with a dark door complements the inviting atmosphere of the property.
Cottage in Grey Highlands

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.

4.93 out of 5 average rating, 197 reviews

Popular amenities for Collingwood cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a pool

Superhost
Cottage in Meaford

Cottage w Heated Pool & Hot Tub Near Blue Mountain

4.89 out of 5 average rating, 142 reviews
Superhost
A spacious cottage is surrounded by neatly manicured lawns and lush greenery. The exterior features a large deck with railings, offering views of the landscape. Tall trees and shrubs contribute to a serene outdoor environment.
Cottage in Midhurst

Circle Pine Getaway Private Modern Cottage Living

4.89 out of 5 average rating, 114 reviews
Top guest favorite
A wooden dining area features a round table surrounded by four wooden chairs. The kitchen showcases wooden cabinets, a stove, a microwave, and a refrigerator. Natural light enters through a window above the sink, enhancing the warm wood tones of the room.
Cottage in Wasaga Beach

GATED RESORT COTTAGE

4.95 out of 5 average rating, 330 reviews
Guest favorite
Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

4.84 out of 5 average rating, 299 reviews
Guest favorite
A charming beach house features a sloped roof and inviting front porch. Steps lead up to the door, flanked by chairs on either side. Large windows allow natural light into the cottage, while sandy grounds create a seamless connection to the surrounding beach.
Cottage in Tiny

Cozy beach house on Georgian Bay

4.88 out of 5 average rating, 147 reviews
Superhost
A spacious dining area is highlighted by a large wooden table set for eight, featuring elegant glassware and tasteful place settings. A contemporary light fixture hangs above, while a cozy living area with a stone fireplace and open kitchen is visible in the background.
Cottage in Blue Mountain Resort Area

Blue Chalet at Blue. Luxury 3 BDRM Getaway Cottage

4.87 out of 5 average rating, 86 reviews
Guest favorite
The exterior of the Luna Log House showcases a modern log design with a welcoming entrance. Double garage doors are framed by stone accents and decorative wooden gables. A well-maintained lawn features shrubs and flowers, complemented by a clear sky above.
Cottage in Chatsworth

5-Bed Log House w/ Sauna + Firepit on 10 acres

4.9 out of 5 average rating, 71 reviews
Guest favorite
A spacious wooden deck surrounds a heated above-ground pool, providing a refreshing blue oasis. Surrounding greenery offers privacy and a sense of seclusion, with patio furniture positioned for relaxation. Umbrellas are situated for shade, inviting guests to enjoy outdoor leisure.
Cottage in Victoria Harbour

Gorgeous Winfield Chalet Cottage

4.94 out of 5 average rating, 98 reviews

Cottage rentals with a hot tub

Guest favorite
A modern kitchen features a large island with a sleek countertop and ample storage below. The space includes stainless steel appliances, a geometric tile backsplash, and warm wood accents. Natural light floods in, highlighting the open concept layout that connects to the dining area.
Cottage in Flesherton

Lake Eugenia-Private, Quiet Retreat

4.84 out of 5 average rating, 105 reviews
Superhost
The exterior of the cottage displays a modern architectural design with large floor-to-ceiling windows, allowing for ample natural light. A spacious wooden deck surrounds the front, featuring lush greenery and vibrant flowers, creating an inviting atmosphere for relaxation.
Cottage in Innisfil

Crystal Beach Cottage & Spa

4.87 out of 5 average rating, 373 reviews
Superhost
A large, modern blue cottage with a multi-level structure stands against a bright sky. The spacious wooden deck in front is accompanied by landscaped greenery and decorative boulders, providing an inviting outdoor area. Large windows and a prominent entryway enhance the exterior's appeal.
Cottage in Blue Mountain Resort Area

Luxury Blue Mountain Chalet, Hot Tub, Sauna, Games

4.9 out of 5 average rating, 201 reviews
Guest favorite
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil

Stunning Lakefront Cottage Hot Tub & Sauna

4.87 out of 5 average rating, 222 reviews
Guest favorite
A charming cottage is seen surrounded by trees, with a large deck above. A fire pit is centrally located in the grassy yard, circled by several wooden chairs. A kayak rests nearby, hinting at outdoor activities, while the serene natural setting offers a peaceful retreat.
Cottage in Waubaushene

Charlie the Cottage | Hot Tub | Trail | Hike/Run

4.86 out of 5 average rating, 558 reviews
Top guest favorite
A wooden deck surrounds a cozy cabin, featuring a shaded barbecue area and two hot tubs. Colorful flower pots add vibrancy, while a large red umbrella provides shade. Lush greenery surrounds the space, enhancing the outdoor setting.
Cottage in Tiny

Private 40 Acre Cottage with Hot Tub

4.97 out of 5 average rating, 320 reviews
Top guest favorite
A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.
Cottage in Innisfil

Spacious family cottage 45 mins from GTA!

4.88 out of 5 average rating, 168 reviews
Guest favorite
The exterior of the cottage showcases a charming two-story structure with a covered porch. Warm lighting illuminates the entrance, while a wooden staircase leads to the front door. Lush greenery and a stack of logs add a natural touch to the inviting atmosphere.
Cottage in Victoria Harbour

Forest Oasis in Tay w/Large Jacuzzi Hottub

4.88 out of 5 average rating, 107 reviews

Pet-friendly cottage rentals

Guest favorite
A wooden deck connects two buildings, featuring outdoor furniture including two lounge chairs and a blue plastic chair. A picnic table is positioned in front, and a grill can be seen nearby. Lush greenery surrounds the area, providing a calm outdoor environment.
Cottage in Grey Highlands

Private 5 Acre Chalet with Bunkie & Sauna

4.95 out of 5 average rating, 164 reviews
Superhost
The exterior of the studio apartment is shown, featuring a combination of white and gray siding. A modern garage door and a front door are visible, framed by a small patio area. Trees provide a natural backdrop, with Lake Simcoe glimpsed in the distance.
Cottage in Barrie

The Guesthouse on the North Shore Trail

4.74 out of 5 average rating, 497 reviews
Top guest favorite
The exterior of a modern cottage is framed by tall trees and colorful foliage. A spacious deck wraps around the cottage, providing outdoor seating options. The gravel pathway leads to the entrance, surrounded by natural landscaping and decorative stones.
Cottage in Tiny

Fall Escape - dazzling colours & stunning beach

4.97 out of 5 average rating, 133 reviews
Guest favorite
Cottage in Victoria Harbour

Serenity, Simplicity and Stone

4.83 out of 5 average rating, 249 reviews
Guest favorite
Cottage in Flesherton

All-Season Cottage on the Lake

4.95 out of 5 average rating, 159 reviews
Top guest favorite
A two-story cottage features a light gray exterior with a white railing surrounding a spacious balcony. A large, round umbrella provides shade over outdoor seating, while vibrant greenery and floral details adorn the front yard. A dark garage door is visible beneath the balcony.
Cottage in Innisfil

❤️ Charming Cottage/Lake View/10PPL/5BDR/3BATH

4.99 out of 5 average rating, 142 reviews
Guest favorite
A serene lakeside scene is captured at sunset, with vibrant hues of pink and purple reflecting on calm waters. Silhouetted trees line the shore, and subtle rock formations add depth to the landscape.
Cottage in Waubaushene

The Cottage on Coldwater; where bay & trail meet.

4.82 out of 5 average rating, 200 reviews
Guest favorite
An outdoor seating area features a circular arrangement of comfortable furniture, including a low table and spacious couches with light-colored cushions. Black wooden chairs provide additional seating. The background shows a grassy area leading to the water, with trees and a trampoline visible in the distance.
Cottage in Gilford

Lake Side Manor With Games Room

4.88 out of 5 average rating, 101 reviews

Destinations to explore