
Holiday rentals with a kayak in Grey Highlands
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Grey Highlands
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 ~ 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.

Luxury Lakefront Cottage | Hot Tub & Sunset Views
Private lakefront cottage on Lake Simcoe with hot tub, sunset views, and a rare shallow sandy-bottom waterfront — a unique feature that’s hard to find. Ideal for large family and group getaways near Toronto, just a short drive from Hwy 404. Enjoy swimming, kayaking, paddleboarding, BBQ, firepit, private dock, fishing, and lakeside fun. Spacious 6 bedrooms, 4 bathrooms, a chef’s kitchen, and open-concept living make it perfect for relaxing and gathering. Close to town, yet private and peaceful.

Waterfront Sunrise Cottage
Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

Kiss & Bond Water View Colpoys Bay 4 -Seasons
Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

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 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.

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!!!

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.

The Tiny House Experience
A unique experience awaits you in our cozy tiny house set back in the cedars. The lake is just steps from your front door where you can sit on the dock or canoe and kayak on the quiet inland lake. It is rustic tiny living, yet equipped with enough modern amenities to make your stay an enjoyable one. We welcome guests to bring friendly dogs and we expect that our guests will welcome the attention you will get from our dogs as well.
Popular amenities for Grey Highlands kayak rentals
Holiday House Rentals with a Kayak

The Sixth Great Lake Luxury

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

2 min walk to the lake & 20 min drive to Blue Mnt

The Lake House at Irish

The Cedar House

Riverside Retreat /w Hot Tub & Sauna in Elora

Ski, Swim, Soak, Boat & Golf

168 Fairway to Ski View Retreat
Cottages with a kayak

CozyPeaceful LakeCottage HotTub Canada

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Cottage on the Rocks - with Hot Tub and Sauna!

Waterfront Paradise on the Georgian Bay

The Bay View Cottage w/hot tub

Granny's Cottage

FRIEND LAKE HOUSE

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

Oak Cabin on Sparrow Lake

Waterfront Cottage on Severn Falls

The Beach Deck Retreat

Hawthorn Cottages - Bunkie #1

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.
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $310 NZD | $284 NZD | $312 NZD | $247 NZD | $308 NZD | $281 NZD | $283 NZD | $300 NZD | $267 NZD | $279 NZD | $289 NZD | $344 NZD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with a kayak in Grey Highlands

Total holiday rentals
Explore 60 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cleveland Holiday rentals
- Central New York Holiday rentals
- Rentals with a sauna Grey Highlands
- Cottage rentals Grey Highlands
- Rentals with a fireplace Grey Highlands
- Guesthouse rentals Grey Highlands
- Rentals with a fire pit Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Rentals with a washing machine and dryer Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with lake access Grey Highlands
- Waterfront rentals Grey Highlands
- Private suite rentals Grey Highlands
- Hotel rooms Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Cabin rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Rentals with an EV charger Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a hot tub Grey Highlands
- Rentals with breakfast Grey Highlands
- Apartment rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Loft rentals Grey Highlands
- Family-friendly rentals Grey Highlands
- Condo rentals Grey Highlands
- House rentals Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a kayak Grey 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
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Wasaga Beach Area
- Elora Gorge
- Sauble Beach
- Awenda Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Centennial Beach
- Wye Marsh Wildlife Centre
- Sauble Falls Provincial Park
- Mono Cliffs Provincial Park
- Sunset Point Park
- Harrison Park
- Elora Quarry Conservation Area
- Innisfil Beach Park
- MacGregor Point Provincial Park
- Guelph Lake Conservation Area
- Craigleith Provincial Park





