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Holiday rentals with a kayak in Georgina

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Georgina

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Cottage in Brechin

4.93 out of 5 average rating, 118 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

6–13 Sep

$520 SGD per night

Guest favourite

Apartment 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!

17–24 Sep

$151 SGD per night

Guest favourite

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.

12–19 Oct

$235 SGD per night

Guest favourite

Apartment 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!

28 Mar – 4 Apr

$132 SGD per night

Guest favourite

Cottage in Innisfil

4.99 out of 5 average rating, 120 reviews

Charming waterfront cottage on Lake Simcoe

Charming four-bedroom cottage plus Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees with sandy bottom and clear water. The proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks and dock for sitting, dining and lounging. We offer hot tub, Sauna, BBQ. trampoline, bball net, paddle boat, floating mat, kayaks, canoe, paddle board, pool table, foosball. fishing gear, life jackets

13–20 Mar

$934 SGD per night

Guest favourite

Guest house in Kawartha Lakes

4.92 out of 5 average rating, 247 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

15–22 Sep

$192 SGD per night

Guest favourite

Guest house 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.

27 May – 3 Jun

$253 SGD per night

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to the one of a kind beach house - Paradise just outside of the City! Our waterfront 4 bedroom property features unobstructed lake views, a view of an infinite horizon featuring breathtaking sunsets, kayaks, a fire pit, BBQ, and an all-season hot tub. Whether it’s staying in and enjoying a movie, relaxing on our private beach, or exploring the nearby Darlington conservation areas, our home will provide you with everything you need for the perfect urban getaway!

3–10 Sep

$794 SGD per night

Guest favourite

Cabin in Washago

4.95 out of 5 average rating, 204 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.

15–22 Jun

$363 SGD per night

Guest favourite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

29 Aug – 5 Sep

$435 SGD per night

Guest favourite

Cottage in Georgina

4.9 out of 5 average rating, 239 reviews

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

Location, Location, Location! S/W Exposure! firepit, hot tub, west-facing sunset views, fishing, swimming, boating, and nearby amenities. In winter, it transforms into a winter wonderland, perfect for ice fishing and snowmobiling. New renovated 4-seasons retreat. Less than an hour from the GTA. This lakeside haven on Prestigious Cooks Bay provides the ideal getaway. Enjoy a rejuvenating experience with a *** Don't miss out on this incredible opportunity ***

12–19 Dec

$951 SGD per night

Guest favourite

Guest suite in Washago

4.99 out of 5 average rating, 103 reviews

Spacious Apartment Facing The Severn River

Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

5–12 Sep

$184 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodation and amenities

Popular amenities for kayak rentals in Georgina

Free parking on premises

Air conditioning

House rentals with a kayak

Guest favourite

Home in New Tecumseth

4.99 out of 5 average rating, 105 reviews

✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto

1–8 May

$1,466 SGD per night

Guest favourite

Home in Little Britain

5.0 out of 5 average rating, 12 reviews

Cozy Lakeside Cottage on Lake Scugog

30 Oct – 6 Nov

$213 SGD per night

Guest favourite

Home in Innisfil

5.0 out of 5 average rating, 14 reviews

Luxury home with pickleball!

10–17 Aug

$646 SGD per night

Guest favourite

Home in Kawartha Lakes

5.0 out of 5 average rating, 13 reviews

Sunset Retreat on Balsam Lake

14–21 Dec

$797 SGD per night

Guest favourite

Home in Toronto

4.99 out of 5 average rating, 96 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

27 Aug – 1 Sep

$1,397 SGD per night

Guest favourite

Home in Sebright

5.0 out of 5 average rating, 27 reviews

All Season Waterfront Retreat with Pool & Hot Tub

6–13 Jan

$1,093 SGD per night

Home in Innisfil

5.0 out of 5 average rating, 4 reviews

Cozy Cooks Bay Bungalow

13–20 Aug

$598 SGD per night

Guest favourite

Home in Toronto

4.94 out of 5 average rating, 31 reviews

Cottage and City all in one

1–8 Aug

$174 SGD per night

Cottage rentals with a kayak

Guest favourite

Cottage in Kirkfield

4.93 out of 5 average rating, 147 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

1–8 Oct

$533 SGD per night

Guest favourite

Cottage in Brechin

4.95 out of 5 average rating, 133 reviews

Spacious waterfront cottage w/ spectacular sunsets

4–11 Feb

$421 SGD per night

Cottage in Bowmanville

4.87 out of 5 average rating, 118 reviews

Super Cute & Modern 3 Bedroom Beach Bungalow

9–16 Jan

$392 SGD per night

Guest favourite

Cottage in Georgina

4.92 out of 5 average rating, 85 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

30 May – 6 Jun

$499 SGD per night

Guest favourite

Cottage in Georgina

4.96 out of 5 average rating, 57 reviews

Resort-Style Luxury Waterfront Cottage

3–10 Jan

$797 SGD per night

Guest favourite

Cottage in Keswick

4.91 out of 5 average rating, 32 reviews

Private lakefront cottage of Lake Simcoe

11–18 Jul

$345 SGD per night

Cottage in Georgina

4.81 out of 5 average rating, 68 reviews

Cheerful and by the Water 4 Bedroom Cottage

11–18 May

$377 SGD per night

Guest favourite

Cottage in Innisfil

4.94 out of 5 average rating, 18 reviews

Lakefront Luxury 5-Bedroom with Private Dock

4–11 Sep

$1,105 SGD per night

Cabin rentals with a kayak

Cabin in Washago

4.82 out of 5 average rating, 221 reviews

The Islandview

1–8 May

$358 SGD per night

Cabin in Norland

4.85 out of 5 average rating, 228 reviews

Waterfront Cottage with Hot Tub

4–11 Apr

$379 SGD per night

Guest favourite

Cabin in Uxbridge

5.0 out of 5 average rating, 6 reviews

Cabin by the Lake

28 Aug – 4 Sep

$253 SGD per night

Guest favourite

Cabin in Brechin

4.94 out of 5 average rating, 17 reviews

Waterfront Cottage Getaway with Amazing Lake Views

18–25 Mar

$234 SGD per night

Guest favourite

Cabin in Beaverton

4.93 out of 5 average rating, 15 reviews

Riverside Cabin Getaway

9–16 Jun

$183 SGD per night

Guest favourite

Cabin in Penetanguishene

4.83 out of 5 average rating, 18 reviews

Pet Friendly Nostalgic Cabin

15–22 May

$122 SGD per night

Guest favourite

Cabin in Nestleton Station

4.9 out of 5 average rating, 69 reviews

Cozy, Quirky and Modern Lakefront Cottage

4–11 Dec

$290 SGD per night

Guest favourite

Cabin in Innisfil

5.0 out of 5 average rating, 15 reviews

Rustic Cozy Cabin in Innisfil

16–23 Jun

$126 SGD per night

Quick stats about holiday rentals with a kayak in Georgina

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
900 reviews
Nightly prices starting at
$95 SGD before taxes and fees

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