Vacation rentals with a kayak in Wasaga Beach

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Top-rated kayak rentals in Wasaga Beach

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Guest favorite

Bungalow in Keswick South

4.98 out of 5 average rating, 40 reviews

Sunset Shores Lakehouse w/Hot Tub

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

Superhost

Cottage in Elmvale

4.88 out of 5 average rating, 74 reviews

Lakefront Cedar Haven-Canoe, Kayak, 1 hr from TO

Waterfront all seasons cottage just over 1 hr from Toronto. Situated on a quiet private lane on Orr Lake. 3 br on 2 levels with lake view from inside too. Come to relax and unwind. Steps to golf course. 20 min to Wasaga and other Beaches along picturesque Georgian Bay. 12 min to Horseshoe Valley and Moonstone for skiing. Close to grocery and steps to LCBO/General store. AC, Fireplace and 1.5 GB internet. Use the canoes, kayaks and floats for endless fun! Make those lasting memories today!

Guest favorite

Cottage in Georgina

4.91 out of 5 average rating, 266 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning cottage retreat, just 7 minutes from the 404 and 45 minutes from Toronto. Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy southwest-facing views with breathtaking sunrises and sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay.

Guest favorite

Cottage in Georgina

4.99 out of 5 average rating, 152 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.

Guest favorite

Cottage in Port Severn

4.88 out of 5 average rating, 131 reviews

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

No linens provided (No Blankets, sheets pillowcases or towels). Sorry NO PETS as guests on the property and NO SMOKING indoors. The cottage is right on the water, lots of wildlife, great for bird watching, Large 4 lake system, miles of boating on Gloucester pool, then for a further adventure it is connected to Georgian bay by locks on the Trent Severn. Honey Harbor, Midland, Whites Falls and lots of provincial parks close by, great fishing, ATV and hiking trails, fish right off the dock

Guest favorite

Cottage in Orillia

4.94 out of 5 average rating, 110 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 wshrm, beautiful Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Hiking, skiing, frozen lake to walk or ski on. Proximity to Orillia's cute shops and restaurants. Casino Rama is 2km away for a completely different kind of fun with concerts, gaming, restaurants, and spa. Kayaks in spring and fall. Hot tub and bbq year round.

Superhost

Home in Washago

4.94 out of 5 average rating, 54 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Guest favorite

Cabin in Washago

4.93 out of 5 average rating, 256 reviews

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 (15 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.

Guest favorite

Cottage in Gravenhurst

4.93 out of 5 average rating, 120 reviews

Marrakahshe Retreat: A Curated Lakeside Experience

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

Guest favorite

Cottage in Washago

4.93 out of 5 average rating, 14 reviews

Beachfront on the Green River

Welcome to the Green River in Washago Ontario with 20 km’s of water way to explore. Situated 15 mins from Orillia, Gravenhurst or casino Rama. Use the canoe, kayaks, stand up paddle boards and lily pad or just sit on the dock and watch the world go by. This place is made for making memories with a bonfire pit, outdoor shower, bocci ball, corn hole and giant checker game. Great fishing for kids right off the dock with sandy walk in beach area. No Pets

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Cottage in Orillia

4.87 out of 5 average rating, 102 reviews

FRIEND LAKE HOUSE

Amigo Lake House, the perfect getaway for any season! Sunny South waterfront views, soak up the sun during the day and star gaze the picturesque sky over the lake at night. Start the morning with a cup of coffee and watch the sunrise over the lake, explore on the kayak/paddle boards, play games in the backyard, barbecue a savoury meal, stay warm by the fire or take dip in the hot tub.

Superhost

Cottage in Lafontaine

4.82 out of 5 average rating, 230 reviews

Beach house (with pool open May-Oct)

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! 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.