
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.

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

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.

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.

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.

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.

"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.

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.

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.

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.

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

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.

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
House rentals with a kayak

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

The Cedar House

Indoor Heated Pool and Sauna Right on the River

Georgian Bay Vibes, Relax and Reset in Meaford

Ski, Swim, Soak, Boat & Golf

Waterfront cottage in Elmvale, Orr Lake

Serene Waterfront Escape On Private Lane
Cottage rentals with a kayak

Serenity Cottage, Jetski, Hot Tub, Ice rink

Lake Eugenia Renovated Waterfront Cottage

Georgian Bay Waterfront Cottage with Sandy Beach

Lake Eugenia all season cottage

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

Stylish Modern Beach Oasis+Hot Tub-90 min from GTA

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

Forest Harbour Hideaway
Cabin rentals with a kayak

Spectacular Georgian Bay Cottage

Hawthorn Cottages - Bunkie #8

The Blue Cottage

The Beach Deck Retreat

Hawthorn Cottages - Bunkie #1

Two - YES 2 cozy cabins !

Skipping Rock Cabin: Ski, Soak & Warm Up

Cabin 14, A Cozy Muskoka Studio Cabin on the Lake
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

Verified guest reviews
Over 430 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Caledon Ski Club LTD
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Inglis Falls
- Harrison Park
- Forks of the Credit Provincial Park
- Burl's Creek Event Grounds
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Awenda Provincial Park
- Couchiching Beach Park
- Orillia Opera House




