Vacation rentals with a kayak in Grey Highlands

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Top-rated kayak rentals in Grey Highlands

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Guest favorite

Cabin in South Bruce Peninsula

4.94 out of 5 average rating, 152 reviews

The Morhaven-Hot tub +Sauna + Fire pit

Escape to The Morhaven on the Bruce Peninsula, nestled on Lake Huron & close to the Bruce Trail. Come & experience the Red Bay sunset, hike through stunning forests or simply enjoy the lake. A short drive from many different outdoor activities like cross country skiing, snow shoeing, kayaking & much more. The ideal home base for day trips to Tobermory & Sauble Beach. Surrounded by conservation area, The Morhaven is an ideal spot for those looking for a private, quiet, nurturing space to unwind.

Nov 5 – 12

ﺩ.ﺇ1,316 per night

Guest favorite

Apartment in Meaford

4.96 out of 5 average rating, 280 reviews

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park Golfing Close by 🏖 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.

Mar 12 – 19

ﺩ.ﺇ456 per night

Guest favorite

Guesthouse in Kemble

4.82 out of 5 average rating, 134 reviews

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.

Jun 21 – 28

ﺩ.ﺇ411 per night

Superhost

Cottage in Flesherton

4.81 out of 5 average rating, 272 reviews

Walk to the Beach * Outdoor Sauna * Hot Tub

Welcome to our cozy, comfortable (500 sqft) cottage, located in the beautiful Beaver Valley. Enjoy the outdoor sauna, hot tub, shower and fire circle. Grill and dine indoors or out. With the public beach and boat launch only minutes away, you'll find everything you need for a wonderful vacation. You'll love this cottage, which practically exudes charm and hospitality, both inside and out. Be sure, while you're here, to take in the five, beautiful area waterfalls! INSTA: /HIDDENHIDEOUTS

Jun 19 – 26

ﺩ.ﺇ1,046 per night

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Oct 5 – 12

ﺩ.ﺇ407 per night

Guest favorite

Cottage in Georgina

4.98 out of 5 average rating, 132 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Oct 15 – 22

ﺩ.ﺇ633 per night

Guest favorite

Condo in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/2bth Pool option

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Apr 15 – 22

ﺩ.ﺇ356 per night

Guest favorite

Home in Wiarton

4.96 out of 5 average rating, 110 reviews

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

Oct 1 – 8

ﺩ.ﺇ944 per night

Guest favorite

Cabin in Owen Sound

4.97 out of 5 average rating, 226 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Jan 26 – Feb 2

ﺩ.ﺇ541 per night

Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

Nov 28 – Dec 5

ﺩ.ﺇ1,593 per night

Guest favorite

Guesthouse in Gravenhurst

4.92 out of 5 average rating, 121 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

May 27 – Jun 3

ﺩ.ﺇ679 per night

Guest favorite

Tiny home in Kimberley

5.0 out of 5 average rating, 114 reviews

Boho Beaver Cabin 1 with Complimentary Paddling

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 complimentary paddling. 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

Dec 9 – 16

ﺩ.ﺇ540 per night