Vacation rentals with a kayak in Collingwood

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Top-rated kayak rentals in Collingwood

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

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Top guest favorite
A cozy seating area features two rattan swivel chairs with a view of Georgian Bay through large windows. The hardwood floor is complemented by a small round side table, while a potted plant adds a touch of greenery to the inviting space.
Apartment in Meaford
4.96 out of 5 average rating, 440 reviews

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👋Entire apartment to yourself 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶‍♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town

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, 72 reviews

From A to Zen - a refined glamp

A unique and tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Lake Huron, Blue Mountain, Beaver Valley, Meaford’s harbour and theatre and Owen Sound’s major amenities. Or better yet, just stay put and unwind - paddle the river, bake a gourmet pizza, sunrise coffee on one porch, endless sunsets on another, campfires, kites, disc golf, hike the Bruce, star gaze, and your very own table set for two - straight out of a storybook.

Guest favorite
Home in Meaford
4.92 out of 5 average rating, 12 reviews

Northwoods Ski Lodge - Georgian Bay Waterfront

Immerse yourself in aqua blue vistas and magnificent sunsets at this family friendly expansive waters edge lodge on Georgian Bay! Take in the breathtaking views from every room with panoramic windows and doors, entertain & dine on the large sun deck, roast marshmallows in the fire pit or explore the bay in your very own kayaks! Shallow cobblestone entry is perfect for little ones! Located minutes from DT Meaford, several beaches, playgrounds & golf course, the perfect home away from home!

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
4.84 out of 5 average rating, 167 reviews

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 boat 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.

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
4.96 out of 5 average rating, 137 reviews

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.

Top guest favorite
A bright bedroom features a spacious, inviting bed adorned with soft white linens. A tray holding a book, a candle, and glasses of wine rests on the bed. Framed photographs of coastal scenes hang above the headboard, complemented by a lamp casting a gentle glow.
Apartment in Midland
5 out of 5 average rating, 50 reviews

Hidden Gem

Welcome to your cozy 1 bedroom basement apartment nestled in a quiet neighbourhood. Enjoy the convenience of being close to amenities, ski hills, bike trails and beautiful Georgian Bay beaches. Step outside to your cozy backyard patio, perfect for morning coffee or evening relaxation. Guests can hit the slopes, partake in local festivals, soak in the beaches or bike to explore the trails, this location caters to your adventurous spirit providing the warmth, comfort relaxation afterwards.

Top guest favorite
An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.
Home in Meaford
4.98 out of 5 average rating, 98 reviews

Birdsong, the perfect Blue Mountains getaway

Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye to the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

Top guest favorite
A spacious outdoor deck features a large wooden dining table, surrounded by black wicker chairs. The setting overlooks a calm lake, framed by lush trees under a clear blue sky. Sunlight reflects off the water, creating a serene atmosphere.
Cottage in Flesherton
5 out of 5 average rating, 12 reviews

Eugenia Modern Lakehouse

Escape to our newly-built and meticulously cleaned family-friendly cottage nestled right on the shores of beautiful Lake Eugenia. Designed for comfort and relaxation, this bright and modern retreat is perfect for families or small groups looking to unwind in nature — with all the comforts of home. Please note that parties are not permitted at the cottage. Noise travels quickly over the water, and we are committed to maintaining a peaceful and relaxing environment for our neighbours.

Guest favorite
Red Adirondack chairs are positioned on the dock, overlooking a sandy beach area and a lake. The cottage is visible in the background, surrounded by trees, with colorful kayaks resting on the shoreline. A welcoming atmosphere is created by the spacious outdoor setting.
Cottage in Flesherton
4.91 out of 5 average rating, 114 reviews

Sunset Cottage on Lake Eugenia -Hot Tub-4 Seasons

Well maintained/clean family lake front 4-bedroom cottage with sandy beach entry & 5" off the dock. We offer a large living room with a wood burning fireplace, dining room with full lake views, open kitchen, finished basement rec room with queen pull-out couch and laundry. Access to acres of privately owned forest land great for hiking, mountain biking, ATV’s, snowshoeing, close to the bruce trail, waterfalls and abundant nature. Our ideal guests are families with or without kids.

Top guest favorite
A charming wooden cabin stands surrounded by lush green farm fields. Two light-colored chairs are positioned on the porch, providing a welcoming touch. The cabin features large windows and a unique circular entry, complemented by the vibrant greenery of trees and crops nearby.
Tiny home in Kimberley
4.99 out of 5 average rating, 137 reviews

Boho Beaver Cabin 1 with saltwater hot tub

So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver

Top guest favorite
The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.
Cabin in Flesherton
4.95 out of 5 average rating, 111 reviews

MapleHaven Cabin @ Lake Eugenia

A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.

Superhost
Home in Collingwood
4.69 out of 5 average rating, 29 reviews

New look The Greenview Retreat

Relax with the whole family.2 bedroom/ 2.5 bath with hammock Great place to spend your holiday. Location is 10 minutes from Blue Mountain Skiing. 6 mInutes from Scandinave Spa, 6 minutes from Collingwood’s beautiful downtown shops, restaurants, breweries amd trails. Georgian trail is minutes from the condo. 2 parking spots plus overflow No smoking pets welcome subject to limitations. Kitchen is stocked with utensils

Popular amenities for Collingwood kayak rentals

Quick stats about vacation rentals with a kayak in Collingwood

  • Total vacation rentals

    Explore 10 vacation rentals in Collingwood

  • Nightly prices starting at

    Collingwood vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Collingwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Collingwood rentals

  • 4.9 Average rating

    Collingwood stays are highly rated by guests—averaging 4.9 out of 5!

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