Vacation rentals with a kayak in Georgina

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Top-rated kayak rentals in Georgina

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Guest favorite

Guest suite in Port Perry

4.87 out of 5 average rating, 182 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Guest favorite

Cottage in Georgina

4.9 out of 5 average rating, 262 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

Cabin in Nestleton Station

4.92 out of 5 average rating, 111 reviews

Cozy, Quirky and Modern Lakefront Cottage

Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

Guest favorite

Condo in Innisfil

5 out of 5 average rating, 113 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own 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! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 138 reviews

#TheFridayFlat: An Autumn Retreat to Unwind

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!

Guest favorite

Cottage in Georgina

4.99 out of 5 average rating, 150 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

Loft in Kawartha Lakes

4.99 out of 5 average rating, 203 reviews

The Lakeland Loft/A quiet getaway/near Bobcaygeon

The Lakeland Loft is situated on a peaceful one acre property with over 200 feet of shore line and surrounded by forest and walking trails. This property is minutes from the Bobcaygeon Lock by road or boat. The loft is located on the second story of a self contained building and has a private entrance. The Loft has been totally renovated for use by guests and has everything you will need for a comfortable stay. There is a dock for guest use. A public boat launch is about 5 minutes away.

Guest favorite

Yurt in Irondale

4.98 out of 5 average rating, 289 reviews

Tall Pines Nature Retreats ~ L’Orange

Experience nature while staying in a unique yurt with private hot tub. Explore a magical riverside property and observe wildlife from one of several sitting areas. Sit by a campfire and gaze at the stars. Relax in the indoor soaker tub admiring intricate hand painted artwork on the ceiling of the yurt. Paddle, swim or float in the sandy river. Your stay includes complimentary use of paddling equipment canoe, kayaks, SUP or snowshoes, seasonally available.

Guest favorite

Cottage in Kinmount

4.94 out of 5 average rating, 293 reviews

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 215 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

Guest favorite

Guest suite in Washago

4.99 out of 5 average rating, 127 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.

Guest favorite

Rental unit in Port Perry

4.97 out of 5 average rating, 167 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.