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Cottage vacation rentals in Oro-Medonte

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Top-rated cottage rentals in Oro-Medonte

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Cottage in Brechin

4.96 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.

Oct 22 – 29

ﺩ.ﺇ739 per night

Cottage in Waubaushene

4.81 out of 5 average rating, 127 reviews

The Cottage on Coldwater; where bay & trail meet.

Georgian Bay on one side and the Tay Trail on the other, this lakeside cottage offers gifts for all seasons. With spectacular views of the bay ready 4 ice fishing, sledding, skiing and snow shoeing over winter; hiking, biking, boating and swimming over summer with infinite possibilities in between, we're sure Waubaushene will suit your needs. Close to quaint Coldwater stores, kilometers of Parks, a short drive to 2 ski hills and just off Hwy 400, this hidden gem can accommodate adventure.

Jun 10 – 17

ﺩ.ﺇ552 per night

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 21 – 28

ﺩ.ﺇ620 per night

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

Tranquil & serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding or a stroll up Innisfil Beach Park for exercise. A custom outdoor steel fire place and an all season hot tub awaits you at any moment to loosen up those muscles & release tension or kick back in the sauna to sooth the mind, body & soul. A wonderful experience awaits you!

Aug 16 – 23

ﺩ.ﺇ1,402 per night

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Sep 26 – Oct 3

ﺩ.ﺇ1,113 per night

Cottage in Innisfil

4.83 out of 5 average rating, 241 reviews

Cozy cottage nestled in the forest, near the beach

Beautiful, modern, cottage-like home nestled in the trees. Located on a large and extremely private property at the end of a small gravel road with no neighbours on one side. Huge yard backs onto a forest with trails leaving your doorstep. Mapleview beach is only a short walk to the bottom of the road and there are so many other scenic beaches in the Sandy Cove area. The home is fully equipped, clean and cozy, with high speed internet and smart TVs, comfy bedding and pillowtop mattress.

Jun 13 – 20

ﺩ.ﺇ607 per night

Cottage in Georgina

4.97 out of 5 average rating, 126 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

Jul 15 – 22

ﺩ.ﺇ2,543 per night

Cottage in Innisfil

4.91 out of 5 average rating, 128 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water, all high tech.

Sep 21 – 28

ﺩ.ﺇ1,862 per night

Cottage in Waubaushene

4.86 out of 5 average rating, 396 reviews

Modern Cottage w/ Hot Tub on Trail - Hike/Run

Modern cottage with sunset views of Georgian Bay right on the paved Tay Shore Trail for running/biking/snowshoeing. Newly renovated from top to bottom! Enjoy the 500 sqft deck with year round Hot Tub, BBQ and patio table. Fire pit in the backyard. The house is on a large lot surrounded by evergreens for privacy. Across the trail you can access the water, 5 min walk to a sandy beach. 1.5hrs from Toronto, 30mins north of Barrie, 12mins to Mt St Louis Moonstone for skiing.

Jul 20 – 27

ﺩ.ﺇ1,615 per night

Cottage in Port McNicoll

4.98 out of 5 average rating, 126 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

Jan 11 – 18

ﺩ.ﺇ410 per night

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 ***

Jan 24 – 31

ﺩ.ﺇ2,505 per night

Cottage in Torrance

4.97 out of 5 average rating, 195 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 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.

May 20 – 25

ﺩ.ﺇ614 per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Oro-Medonte cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Washago

4.97 out of 5 average rating, 144 reviews

Mistywood Cottage

Dec 16 – 23

ﺩ.ﺇ1,989 per night

Cottage in Midland

4.86 out of 5 average rating, 150 reviews

House on the Hill, HotTub, Ski, Ice Fish, Trails

Mar 20 – 27

ﺩ.ﺇ787 per night

Cottage in Gravenhurst

4.93 out of 5 average rating, 108 reviews

HOT TUB！The Good Times on Morrison Lake

Sep 19 – 26

ﺩ.ﺇ1,645 per night

Cottage in Wasaga Beach

4.93 out of 5 average rating, 190 reviews

Charming riverside cottage, walk to beach

Jan 17 – 24

ﺩ.ﺇ1,430 per night

Cottage in Gravenhurst

4.97 out of 5 average rating, 149 reviews

Muskoka Oasis: Hot Tub, Sauna & Nature Retreat

Sep 17 – 24

ﺩ.ﺇ1,545 per night

Cottage in Gravenhurst

4.83 out of 5 average rating, 115 reviews

Winter Escape Waterfront Cottage Hottub&Sauna!

Jun 6 – 13

ﺩ.ﺇ1,560 per night

Cottage in Port Severn

4.94 out of 5 average rating, 127 reviews

Muskoka Cottage on Gibson Lake - 5 BR/3 BATHS

Nov 22 – 29

ﺩ.ﺇ1,454 per night

Cottage in Gravenhurst

4.87 out of 5 average rating, 246 reviews

Renovated Lake front cottage with hottub

Sep 25 – Oct 2

ﺩ.ﺇ928 per night

Pet-friendly cottage rentals

Cottage in Wasaga Beach

4.89 out of 5 average rating, 205 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Nov 12 – 19

ﺩ.ﺇ1,015 per night

Cottage in Port Severn

4.97 out of 5 average rating, 111 reviews

Paradise Getaway

Aug 8 – 15

ﺩ.ﺇ1,624 per night

Cottage in Tiny

4.94 out of 5 average rating, 118 reviews

Cozy 4 Season Family Cottage

Oct 3 – 10

ﺩ.ﺇ607 per night

Cottage in Tiny

4.96 out of 5 average rating, 109 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Jan 15 – 22

ﺩ.ﺇ1,019 per night

Cottage in Gravenhurst

4.86 out of 5 average rating, 138 reviews

Riverside Gravenhurst cottage. Waterfront w/ sauna

Apr 12 – 19

ﺩ.ﺇ909 per night

Cottage in Brechin

4.9 out of 5 average rating, 73 reviews

Cottage on Lake Simcoe Amazing lake Views

May 28 – Jun 4

ﺩ.ﺇ671 per night

Cottage in Washago

4.92 out of 5 average rating, 83 reviews

The Red Door Inn Cottage - Lakefront Cottage

Aug 31 – Sep 7

ﺩ.ﺇ1,176 per night

Cottage in Tiny

4.97 out of 5 average rating, 74 reviews

Ultimate Georgian Bay Vacation Getaway

Nov 17 – 24

ﺩ.ﺇ1,077 per night

Private cottage rentals

Cottage in Washago

4.87 out of 5 average rating, 102 reviews

Vintage Farmhouse Lakeview Cottage

Oct 22 – 29

ﺩ.ﺇ760 per night

Cottage in Orillia

5.0 out of 5 average rating, 12 reviews

Luxury lakefront cottage escape

Sep 10 – 17

ﺩ.ﺇ1,486 per night

Cottage in Keswick

4.91 out of 5 average rating, 32 reviews

Private lakefront cottage of Lake Simcoe

Jul 17 – 24

ﺩ.ﺇ1,008 per night

Cottage in Victoria Harbour

5.0 out of 5 average rating, 19 reviews

Harbourside Hangout - a place to chill or explore

Jul 27 – Aug 3

ﺩ.ﺇ588 per night

Cottage in Mulmur

5.0 out of 5 average rating, 43 reviews

The Squire's Cottage

Jan 4 – 11

ﺩ.ﺇ324 per night

Cottage in Georgina

4.82 out of 5 average rating, 11 reviews

Cozy 2 BR Single Family Unit by Lake Simcoe

Oct 6 – 13

ﺩ.ﺇ538 per night

Cottage in Elmvale

4.94 out of 5 average rating, 36 reviews

Cottage on Orr Lake

Aug 18 – 25

ﺩ.ﺇ1,123 per night

Cottage in Tiny

4.98 out of 5 average rating, 41 reviews

Edmore Cottage at Tiny Beaches

Jun 6 – 13

ﺩ.ﺇ773 per night

Quick stats about cottage rentals in Oro-Medonte

Total rentals
310 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
290 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees

Destinations to explore