
Vacation rentals with a kayak in Oro-Medonte
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Top-rated accommodations with a kayak in Oro-Medonte
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Charming waterfront cottage on Lake Simcoe
Charming 4 bedroom cottage plus Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees sandy bottom clear water. Proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks dock for sitting dining and lounging. We offer hot tub Sauna basketball net paddle boat floating mat kayaks canoe paddle board pool table, foosball. fishing gear, life jackets. Summertime is by the week, Saturday to Saturday.

Lake Simcoe Retreat
Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.

Relax at The Rock: Muskoka Waterfront Cottage
Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

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!

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.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage with loft is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

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.

The Friday Flat | Sunny Escape by the Marina
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

Muskoka Hideaway-hot tub/private trails/wood stove
Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Cottage on Lake Simcoe Amazing lake Views
Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

Waterfront Cottage sauna/golf/kayaks/beach/games
Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖‍♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove
Popular amenities for Oro-Medonte kayak rentals
House rentals with a kayak

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

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

Waterfront Muskoka guest suite near Casino Rama

Luxurious and Beautiful, Barrie

Couchiching Lake Retreat - Sauna! Near Downtown!

[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews

Sunsets on the beach

Waterfront Retreat | 6BR • Hot Tub • Private Beach
Cottage rentals with a kayak

Waterfront cottage on quiet Spence lake

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

Waterfront Paradise on the Georgian Bay

Muskoka Cottage on warm lake - 4 BR/2 BR/Hottub

AMIGO LAKE HOUSE

Forest Harbour Hideaway

Charming Lakefront Bala Cottage
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

The Blue Cottage

Gorgeous Muskokan Cottage on Six Mile Lake

90 Min to GTA Waterfront Cottage in Kawartha Lakes

Beautiful Vacation Home with a Large Backyard.

Beautiful Six Mile Lake Muskoka

Lakeside – Cozy Cottage Getaway

Charming Muskoka cottage, amazing views!
Quick stats about vacation rentals with a kayak in Oro-Medonte
Total rentals
220 properties
Nightly prices starting at
$42Â CAD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
30 properties have a pool
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- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Gull Lake
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Angus Glen Golf Club
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- The Georgian Peaks Club
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- TPC Toronto at Osprey Valley
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- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Georgian Bay Islands National Park
- Muskoka Bay Resort
- Windermere Golf & Country Club