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Cottage vacation rentals in Orillia

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Top-rated cottage rentals in Orillia

Guests agree: these cottages 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.

Jun. 6 – 13

$342 CAD per night

Cottage in Waubaushene

4.81 out of 5 average rating, 126 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.

May 3 – 10

$190 CAD per night

Guest favourite

Cottage in Brechin

4.96 out of 5 average rating, 134 reviews

Spacious waterfront cottage w/ spectacular sunsets

Hi welcome to Sunset Shores Vacations on beautiful Lake Dalrymple. Enjoy the perfect vacation with the most spectacular sunsets viewable from the living room/kitchen, large upper deck, lower patio or right down at the waters edge. The fishing is great you can even catch fish off the dock. Swimming is great especially for young children cause the water is shallow off the dock. Explore the lake with the use of canoes, kayaks and paddle boat. Enjoy ice fishing, snowmobiling or a winter retreat.

Nov. 7 – 14

$485 CAD per night

Cottage in Washago

4.87 out of 5 average rating, 101 reviews

Vintage Farmhouse Lakeview Cottage

Perfect getaway 1.5 hours from Toronto. Custom vintage themed private cottage across from the lake. Nestled on private wooded lot with room for your family to unwind. Spacious open concept living area with large fireplace. Vintage arcade games, foosball table, board games and yard games to enhance your family fun experience. Private deck areas for outdoor lounging/picnicking. Year round activities, kayaking, fishing, swimming (lake across road), golfing, x-country skiing. Casino 18 min.

May 11 – 18

$280 CAD 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.

Oct. 8 – 15

$257 CAD 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.

Sep. 15 – 22

$277 CAD per night

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 118 reviews

The Lantern Cottage - Lake Muskoka

This Muskoka cottage is a perfect getaway. It has a stylish, clean, airy decor. Small hot tub off the back deck. Good distance from neighbours for privacy. Suitable for couples, small families (max 5 people). Situated 60 m from Lake Muskoka with direct access to public dock, boat launch, sunset views, and fishing. Water access is a one minute stroll to the dock. Cottage has a partial view of the lake from the cottage porch. Primary guest must be a responsible adult based on reviews.

Apr. 7 – 14

$281 CAD per night

Guest favourite

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.

Jan. 3 – 10

$638 CAD per night

Cottage in Gravenhurst

4.92 out of 5 average rating, 106 reviews

HOT TUB！The Good Times on Morrison Lake

Welcome to “The Good Times” Cottage! The beautiful 4- season waterfront cottage is located at Morrison Lake, Gravenhurst, Muskoka! Only 2 Hours from Toronto. Our cottage is literally on the lake! The water is shallow sandy entry and deeper swimming off the dock which is perfect for both adults and kids! Hot tub ! Large windows facing to the lake! Large deck with patio lighting and seating! 2 kayaks and water mat for water fun! BBQ and fire pit! Unlimited wifi! — We have it all!

Oct. 16 – 23

$649 CAD per night

Guest favourite

Cottage in Port McNicoll

4.98 out of 5 average rating, 125 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

Oct. 4 – 11

$188 CAD per night

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 194 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

$234 CAD per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 206 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2024-017

Nov. 29 – Dec. 6

$259 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

Houses

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

Hotels

Stylish accommodations and amenities

Popular amenities for Orillia cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Waubaushene

4.86 out of 5 average rating, 396 reviews

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

Jun. 26 – Jul. 3

$692 CAD per night

Guest favourite

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Oct. 15 – 22

$443 CAD per night

Guest favourite

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

Jun. 5 – 12

$559 CAD per night

Guest favourite

Cottage in Midland

4.86 out of 5 average rating, 148 reviews

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

Jan. 10 – 17

$293 CAD 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!

Mar. 27 – Apr. 3

$1,094 CAD per night

Guest favourite

Cottage in Gravenhurst

4.97 out of 5 average rating, 149 reviews

Muskoka Oasis: Hot Tub, Sauna & Nature Retreat

Oct. 16 – 23

$603 CAD per night

Guest favourite

Cottage in Innisfil

4.99 out of 5 average rating, 120 reviews

Charming waterfront cottage on Lake Simcoe

Apr. 20 – 27

$1,070 CAD per night

Cottage in Waubaushene

4.84 out of 5 average rating, 121 reviews

Waterfront Paradise on the Georgian Bay

Mar. 5 – 12

$1,141 CAD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Bracebridge

4.96 out of 5 average rating, 140 reviews

Modern Century Home in Bracebridge Muskoka!

Jan. 18 – 25

$268 CAD per night

Guest favourite

Cottage in Georgina

4.97 out of 5 average rating, 125 reviews

Pearl by Lake Simcoe - with sauna and steam room

Dec. 22 – 29

$904 CAD per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 118 reviews

Cozy 4 Season Family Cottage

Sep. 20 – 27

$252 CAD per night

Guest favourite

Cottage in Bala

4.96 out of 5 average rating, 160 reviews

Lakefront Cottage with Sauna and Steam Room

Apr. 22 – 29

$616 CAD per night

Cottage in Gravenhurst

4.85 out of 5 average rating, 137 reviews

Riverside Gravenhurst cottage. Waterfront w/ sauna

Apr. 2 – 9

$384 CAD per night

Guest favourite

Cottage in Port Severn

4.97 out of 5 average rating, 111 reviews

Paradise Getaway

Jun. 17 – 24

$637 CAD per night

Guest favourite

Cottage in Wasaga Beach

4.89 out of 5 average rating, 205 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Dec. 25 – Jan. 1

$542 CAD per night

Guest favourite

Cottage in Tiny

4.96 out of 5 average rating, 109 reviews

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

Apr. 22 – 29

$465 CAD per night

Private cottage rentals

Guest favourite

Cottage in Orillia

4.97 out of 5 average rating, 64 reviews

Two ppl, whole house w/hot tub, kayak, waterfront

Jul. 20 – 27

$284 CAD per night

Cottage in Orillia

4.89 out of 5 average rating, 47 reviews

Prospect Lakefront Cottage!

May 31 – Jun. 7

$357 CAD per night

Guest favourite

Cottage in Orillia

5.0 out of 5 average rating, 12 reviews

Luxury lakefront cottage escape

Nov. 5 – 12

$512 CAD per night

Guest favourite

Cottage in Orillia

4.91 out of 5 average rating, 44 reviews

Serenity on the Lake

May 7 – 14

$299 CAD per night

Cottage in Kawartha Lakes

4.83 out of 5 average rating, 29 reviews

2BR/1BA Oasis | Stylish Retreat w/Modern Amenities

Jan. 6 – 13

$162 CAD per night

Guest favourite

Cottage in Orillia

5.0 out of 5 average rating, 11 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Jan. 16 – 23

$1,226 CAD per night

Guest favourite

Cottage in Orillia

4.97 out of 5 average rating, 60 reviews

Lakefront/Couchiching/simcoe-muskoka/ski/casino

Sep. 16 – 23

$599 CAD per night

Guest favourite

Cottage in Orillia

5.0 out of 5 average rating, 18 reviews

Waterfront Lake Simcoe/Couchiching cottage

Oct. 15 – 22

$639 CAD per night

Quick stats about cottage rentals in Orillia

Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
440 reviews
Nightly prices starting at
$55 CAD before taxes and fees

Destinations to explore