Holiday rentals with a kayak in Collingwood

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Top-rated rentals with kayak in Collingwood

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

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Top guest favourite
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.
Flat in Meaford
4.96 out of 5 average rating, 449 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 favourite
Three individuals are seen skiing on a snowy path leading to a cozy chalet surrounded by trees. The chalet features a sloped roof and large windows, while the snow-covered landscape creates a serene winter setting.
Guest house in Meaford
5 out of 5 average rating, 78 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, Sauble Beach, Blue Mountain, Scandinave Spa, Beaver Valley, Meaford harbour + theatre and Owen Sound’s major amenities. Or better yet- just stay put and unwind : x-country ski, snow shoe the trails, bake a gourmet pizza, stargaze by night, sunrise coffee on the porch, read by the woodstove, campfires, and your very own table set for two - straight out of a storybook.

Top guest favourite
Farm stay in Kimberley
4.95 out of 5 average rating, 105 reviews

Valley View Farm Retreat ~ Hiking, Skiing, Pets

Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -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.

Guest favourite
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, 172 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 favourite
Cottage in Tiny
4.97 out of 5 average rating, 149 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 favourite
A circular arrangement of red Adirondack chairs is situated on a stone patio by the water's edge. The clear blue waters of Georgian Bay are visible in the background, framed by trees that provide a tranquil setting for relaxation.
Cottage in Meaford
4.91 out of 5 average rating, 102 reviews

"Blue Vue" Georgian Bay Waterfront Cottage

1933 Original cottage on the beautiful clear waters of Georgian Bay just northwest of Meaford, this area offers some of the best swimming, cycling, hiking, fishing and exploring in cottage country. Our private property offers 120 feet of sandy beach with gradual slope into the water and beautiful underwater sandbars right out in front. Situated on a narrow private lane way, this cottage is close enough to town for convenient shopping yet is nestled into a friendly rural cottage community.

Top guest favourite
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
4.98 out of 5 average rating, 133 reviews

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.

Top guest favourite
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, 102 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.

Superhost
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
4.89 out of 5 average rating, 122 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 favourite
Tiny home in Kimberley
4.99 out of 5 average rating, 144 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 favourite
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
4.96 out of 5 average rating, 112 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.

Top guest favourite
The bungalow features a modern exterior with a sloped roof and stone-like walls. Large windows invite natural light, and potted plants are positioned at the entrance. A gravel path leads up to the porch, surrounded by trees, creating a serene and natural setting.
Home in Meaford
4.97 out of 5 average rating, 129 reviews

Modern Country Getaway by the Bay

Enjoy relaxing in our bungalow just steps from Georgian Bay and only a 30 min drive to Blue Mountain Village. Surrounded by mature trees and fresh lake air, the property offers privacy and stillness of the countryside. A great home base for a family holiday or couples retreat. Perfect for unwinding after a day outdoors. As evening falls, gather around our large outdoor fire pit, slow down, recharge, and reconnect with nature.

Popular amenities for kayak rentals in Collingwood

Quick stats about holiday rentals with a kayak in Collingwood

  • Total holiday rentals

    Explore 10 holiday rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at £45 per night before taxes and fees

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  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

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  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Collingwood holiday rentals include wifi 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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