
Vacation rentals with a kayak in Collingwood
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Collingwood
Guests agree: these kayak rentals 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

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.

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.

Wasaga on the Water with Loads of Amenities
Fully equipped cottage with modern amenities and everything you need for an amazing stay. This charming retreat offers a fully stocked kitchen, cozy living area, spacious bedrooms, and a well-appointed bathroom. Whether you're looking to relax by the fireplace, cook a delicious meal, or unwind in the outdoor retreat on the water, this cottage has it all. From linens and towels to kitchen appliances and entertainment options, we've thought of everything to ensure your stay is hassle-free.

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.

Cozy Beach Cottage with Pool | Georgian Bay
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 in Tiny township. 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.

Georgian Bay with Hot Tub & Sauna, on Tay Trail !
Welcome to Eagle Point Cottage, a modern-chic escape nestled along the scenic Tay Trail and Georgian Bay. 🥾Backs onto the scenic Tay Trail and Georgian Bay 💧Private hot tub and stand alone sauna building 🔥Natural gas BBQ and firepit in a quiet, fenced backyard 🌐High-speed Wi-Fi throughout the house 🛏️Sleeps 6 guests in the main house + 2 guests in a heated/cooled bunkie
Popular amenities for Collingwood kayak rentals
House rentals with a kayak

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

New home|LAKE FRONT|Hot tub|20ft ceilings

The Cedar House

Indoor Heated Pool and Sauna Right on the River

Sunsets on the beach

Ski, Swim, Soak, Boat & Golf

Waterfront cottage in Elmvale, Orr Lake

Serene Waterfront Escape On Private Lane
Cottage rentals with a kayak

Lake Eugenia Renovated Waterfront Cottage

Beautiful Lakeside Cottage w/ Sauna

Georgian Bay Getaway - Lakehouse

Charming 3bdrm cottage on Georgian Bay!

Huff Estates Farm 4BR Private Lake, Sauna, Hot Tub

Lake Eugenia all season cottage

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

Waterfront Cottage #2
Cabin rentals with a kayak

Hawthorn Cottages - Bunkie #8

The Blue Cottage

Deer Park, Cozy Cabin with Hot Tub, Amazing View

The Beach Deck Retreat

Hawthorn Cottages - Bunkie #1

Skipping Rock Cabin: Cozy Charm & Hot Tub Bliss

Hawthorn Cottages - Bunkie #2

Hawthorn Cottages - Bunkie #7
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 G$14,656 GYD 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Detroit Vacation rentals
- Mont-Tremblant Vacation rentals
- Rentals with a sauna Collingwood
- Cottage rentals Collingwood
- Rentals with a washer and dryer Collingwood
- Rentals with breakfast Collingwood
- Family-friendly rentals Collingwood
- Condo rentals Collingwood
- Townhouse rentals Collingwood
- Apartment rentals Collingwood
- Rentals with outdoor seating Collingwood
- Rentals with pools Collingwood
- Private suite rentals Collingwood
- Waterfront rentals Collingwood
- Fitness-friendly rentals Collingwood
- Chalet rentals Collingwood
- Rentals with an EV charger Collingwood
- Beachfront rentals Collingwood
- Rentals with a fireplace Collingwood
- Villa rentals Collingwood
- Rentals with a hot tub Collingwood
- Rentals with a patio Collingwood
- Rentals with a fire pit Collingwood
- Pet-friendly rentals Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Cabin rentals Collingwood
- Rentals with lake access Collingwood
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Bay Resort
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Alpine Ski Club
- Toronto Ski Club
- Mansfield Ski Club
- Hawk Ridge Golf & Country Club
- Inglis Falls
- Horseshoe Adventure Park
- King Valley Golf Club
- Legacy Ridge Golf Club
- Springwater Golf Course




