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Holiday rentals with a kayak in Collingwood

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Collingwood

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

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Guest favourite
A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.
Home in Wasaga Beach
4.89 out of 5 average rating, 132 reviews

Relax & enjoy fall- 20 min drive to Blue Mnt

Lovely, spacious house- 2 min walk to the beautiful & longest freshwater beach in the world. 20 min to Blue Mountain.Lots to do in the area during all seasons: various trails for hiking, biking, 500 Go-Karts & Wasaga Adventure Park, Skydiving & Boat Cruise Wasaga Beach Casino, etc. Adorable 3 Bedroom 2 Bathrooms cottage situated in a beautiful, quiet area perfect for families, friends and couples. This family friendly bungalow is thoughtfully designed for comfort and is packed with amenities

Top Guest favourite
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.

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.

Top Guest favourite
A charming two-story home features natural wood siding with a welcoming front porch. Two wicker chairs are set on the porch, complemented by decorative planters. Lush greenery surrounds the property, enhancing the inviting atmosphere.
Cottage in Meaford
4.96 out of 5 average rating, 73 reviews

The Avalon - Entire home steps to Meaford Harbour

This newly renovated contemporary 4 season home is the perfect place for couples & families to kick back & relax after a day out exploring. This clean and stylish home is located just steps from the glistening shores of Georgian Bay & in the heart of downtown Meaford. Restaurants, cafes, & boutique shops, are steps away, & a short drive to the hills of Blue Mountain (25min) for a day of skiing makes this the perfect Canadian getaway providing year-round fun. Located just 2 hrs from the GTA.

Guest favourite
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, 135 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.

Guest favourite
A view of the cottage from a rocky outcrop showcases its modern design. The structure features large windows and a deck, surrounded by lush greenery. Trees with autumn foliage frame the scene, while a fenced yard provides privacy.
Cottage in Waubaushene
4.94 out of 5 average rating, 143 reviews

Forest Harbour Hideaway

Situated on beautiful Georgian Bay, this cozy and quaint waterfront cottage delivers an escape from reality with all the comforts of home! With private access to the water and dock, and two public beaches within a 5 minute walk, unwind, relax and reset in the heart of our quiet cottage neighbourhood. Both Midland and Orillia are 20 minutes away by car, where you can find a variety of shops, restaurants and local attractions, like Sainte-Marie Among the Hurons and Wye Marsh Wildlife Centre.

Guest favourite
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, 10 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.

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
4.91 out of 5 average rating, 111 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
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, 135 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, 109 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.

Guest favourite
A charming cottage exterior is framed by greenery, featuring a balcony with string lights and a Canadian flag. Two pink chairs are positioned on the sandy area in front, and steps lead up to a welcoming entrance with large glass doors.
Cottage in Lafontaine
4.84 out of 5 average rating, 267 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

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, 123 reviews

Modern Country Getaway by the Bay

Enjoy relaxing in our bungalow near Georgian Bay only a 30 min drive to Blue Mountain Village. A perfect base for a family holiday or couples retreat. Beach access is located only 300m from the house. Spend an evening by the fire at our large fire pit. Meaford is nestled in between some of the best fresh water beaches of Sauble and Wasaga.

Popular amenities for Collingwood kayak rentals

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 $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Collingwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Collingwood rentals

  • 4.9 Average rating

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

Destinations to explore

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