
Holiday rentals with a kayak in Collingwood
Find and book unique kayak rentals on Airbnb
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 €78 per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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!
Top-rated rentals with kayak in Collingwood
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

From A to Zen - a refined glamp
A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook
4.97 out of 5 average rating, 100 reviews
Valley View Farm Retreat ~ Family, Pets, Hiking
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.
4.96 out of 5 average rating, 134 reviews
Relaxing fall getaway / games room
Beautiful and charming home, 2 min walk to the beach, 20 min drive to Blue Mountain and Scandinave Spa. High speed WiFi, 3 TVs, spacious and elegantly decorated rooms perfect for families to connect. Central AC, 2 gas fireplaces. Fully equipped kitchen, fire pit, and gas BBQ. Games room with arcade games, pool table, basketball game, foosball table. Minutes to Canadian Tire, Walmart, LCBO, Tim Hortons, Starbucks and brand new Wasaga Beach casino, come relax and enjoy this amazing get away.
4.94 out of 5 average rating, 111 reviews
Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games
Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!
4.96 out of 5 average rating, 106 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 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
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
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
Birdsong, the perfect Blue Mountains getaway
Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for 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.
4.98 out of 5 average rating, 117 reviews
Ski, Swim, Soak, Boat & Golf
Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.
4.85 out of 5 average rating, 112 reviews
Boho Vintage Box Car Utopia
Escape to a one-of-a-kind retreat in a beautifully renovated 2-bedroom vintage boxcar with a private hot tub. High speed internet available for entertainment or a work vacation. Located on Rustic Roots Farm & Eco-Retreat just 1 hr north of Toronto. Explore 64 acres of trails, relax by the spring-fed pond, enjoy bonfires, or fish along the winding Nottawasaga River. With organic gardens, wildlife, and birdwatching all around, it’s the perfect place to slow down and reconnect.
4.96 out of 5 average rating, 140 reviews
Boho Beaver Cabin 1 with saltwater hot tub & sauna
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 and sauna. 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
4.99 out of 5 average rating, 152 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.
4.96 out of 5 average rating, 128 reviewsPopular amenities for kayak rentals in Collingwood
House rentals with a kayak

Modern Country Getaway by the Bay
4.97 out of 5 average rating, 151 reviews
168 Fairway to Ski View Retreat
4.72 out of 5 average rating, 61 reviews
Welcoming Waterfront Cottage
4.95 out of 5 average rating, 41 reviews
Sweeping Views - 100 acre Beaver Valley Farmhouse
4.97 out of 5 average rating, 59 reviews
The Cedar House
5.0 out of 5 average rating, 32 reviews
Indoor Heated Pool and Sauna Right on the River
4.93 out of 5 average rating, 28 reviews
The Lake House at Irish
5.0 out of 5 average rating, 49 reviews
Blu Lake House | Waterfront Fall Special
5.0 out of 5 average rating, 51 reviewsCottage rentals with a kayak

Spacious family cottage 45 mins from GTA!
4.88 out of 5 average rating, 166 reviews
Forest Oasis in Tay w/Large Jacuzzi Hottub
4.88 out of 5 average rating, 107 reviews
3BR on Lake Simcoe | Gorgeous Views 1hr From City
4.86 out of 5 average rating, 270 reviews
✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto
4.98 out of 5 average rating, 146 reviews
Lakeview Oasis 4-bedroom Cottage with Jacuzzi
4.83 out of 5 average rating, 144 reviews
Georgian Bay Waterfront Cottage HotTub King Bed
4.94 out of 5 average rating, 109 reviews
Cottage on the lake
4.96 out of 5 average rating, 118 reviews
Hot Tub & Sauna Retreat by Georgian Bay Trails
4.82 out of 5 average rating, 193 reviewsCabin rentals with a kayak

Skipping Rock Cabin: Cozy Charm & Hot Tub Bliss
4.92 out of 5 average rating, 37 reviews
Deer Park, Cozy Cabin with Hot Tub, Amazing View
4.82 out of 5 average rating, 265 reviews
The White Cottage with infinity views
4.96 out of 5 average rating, 52 reviews
The MM Hideout
4.96 out of 5 average rating, 24 reviews
Hawthorn Cottages - Bunkie #1
4.95 out of 5 average rating, 21 reviews
Two - YES 2 cozy cabins !
4.95 out of 5 average rating, 40 reviews
Cozy 'Off the Grid" Rustic Cabin
4.96 out of 5 average rating, 272 reviews
Quiet relaxing Blue Mountains cottage
4.85 out of 5 average rating, 46 reviewsDestinations to explore
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Centennial Beach
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Cobble Beach Golf Resort Community
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Island Lake Conservation Area
- Kee To Bala
- Craigleith Provincial Park





