
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 $88Â NZD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

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, 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 Accommodation with a Kayak in Collingwood
Guests agree: these holiday homes with a 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

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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.

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

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.

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.

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

Waterfront Cottage with Steam Sauna by Bruce Trail
Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

Lake days last longer-Muskoka Lakeside Cottage
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

Black River Haus - Scandi Riverfront Cabin Muskoka
Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (20 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

Lakefront Cottage | Sandy Shore, Hot Tub & Dock
Luxury lakefront cottage on beautiful Lake Simcoe with a rare shallow sandy-bottom waterfront, perfect for swimming and families. Relax in the hot tub and enjoy spectacular sunset views from the private dock. Ideal for family vacations and group getaways near Toronto, minutes from Hwy 404. Enjoy kayaking, paddleboarding, fishing, BBQ, a fire pit, 6 bedrooms, 4 bathrooms, a chef's kitchen, and bright open-concept living. Peaceful, private, and close to town.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.
Popular amenities for Collingwood kayak rentals
Holiday House Rentals with a Kayak

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

Private river access with pool, canoes, kayak

The Lake House at Irish

Modern Country Getaway by the Bay

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

The Cedar House

Georgian Bay Vibes, Relax and Reset in Meaford

Ski, Swim, Soak, Boat & Golf
Cottages with a kayak

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Riverfront Cottage with HotTub

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Cottage on the Rocks - with Hot Tub and Sauna!

Waterfront Paradise on the Georgian Bay

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

CARL in Muskoka: Waterfront Cottage with Hot Tub
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

Waterfront Cottage on Severn Falls

Deer Park, Cozy Cabin with Hot Tub, Amazing View

Two - YES 2 cozy cabins !

The White Cottage with infinity views

Skipping Rock Cabin: Cozy Charm & Hot Tub Bliss

Beautiful Vacation Home with a Large Backyard.

MapleHaven Cabin @ Lake Eugenia
Destinations to explore
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Traverse City Holiday rentals
- London Holiday rentals
- Niagara Falls Holiday rentals
- Prince Edward Holiday rentals
- Rentals with a sauna Collingwood
- Cottage rentals Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Townhouse rentals Collingwood
- Rentals with breakfast Collingwood
- Beachfront rentals Collingwood
- Rentals with a fireplace Collingwood
- Villa rentals Collingwood
- Waterfront rentals Collingwood
- Cabin rentals Collingwood
- Fitness-friendly rentals Collingwood
- Rentals with a hot tub Collingwood
- Rentals with a fire pit Collingwood
- Rentals with an EV charger Collingwood
- Rentals with a washing machine and dryer Collingwood
- Rentals with a patio Collingwood
- Rentals with lake access Collingwood
- Pet-friendly rentals Collingwood
- Apartment rentals Collingwood
- Rentals with outdoor seating Collingwood
- Private suite rentals Collingwood
- Condo rentals Collingwood
- Family-friendly rentals Collingwood
- Chalet rentals Collingwood
- Rentals with pools Collingwood
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Centennial Beach
- Cobble Beach Golf Resort Community
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Inglis Falls
- Harrison Park
- Couchiching Beach Park
- Sunset Point Park
- Sibbald Point Provincial Park





