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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

4.96 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.

Sep 29 – Oct 6

G$42,770 GYD 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 5 – 12

G$27,688 GYD per night

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.

Oct 16 – 23

G$63,075 GYD 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 7 – 14

G$35,342 GYD 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.

May 11 – 18

G$26,188 GYD per night

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.

Mar 22 – 29

G$41,119 GYD 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.

Nov 6 – 13

G$76,846 GYD per night

Cottage in Gravenhurst

4.93 out of 5 average rating, 108 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

G$93,768 GYD 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.

Jun 9 – 16

G$55,567 GYD per night

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

Jan 17 – 24

G$23,895 GYD 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

G$35,013 GYD per night

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

Dec 18 – 25

G$37,252 GYD per night

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Orillia cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

May 16 – 23

G$76,399 GYD per night

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Nov 30 – Dec 7

G$71,055 GYD per night

Cottage in Midland

4.86 out of 5 average rating, 150 reviews

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

Jan 18 – 25

G$44,724 GYD per night

Cottage in Georgina

4.9 out of 5 average rating, 239 reviews

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

Mar 24 – 31

G$142,558 GYD per night

Cottage in Innisfil

4.99 out of 5 average rating, 121 reviews

Charming waterfront cottage on Lake Simcoe

Jan 7 – 14

G$139,890 GYD per night

Cottage in Gravenhurst

4.97 out of 5 average rating, 149 reviews

Muskoka Oasis: Hot Tub, Sauna & Nature Retreat

Sep 30 – Oct 7

G$88,098 GYD per night

Cottage in Waubaushene

4.84 out of 5 average rating, 121 reviews

Waterfront Paradise on the Georgian Bay

Apr 14 – 21

G$145,975 GYD per night

Cottage in Gravenhurst

4.83 out of 5 average rating, 115 reviews

Winter Escape Waterfront Cottage Hottub&Sauna!

Dec 10 – 17

G$79,135 GYD per night

Pet-friendly cottage rentals

Cottage in Gravenhurst

4.85 out of 5 average rating, 137 reviews

Riverside Gravenhurst cottage. Waterfront w/ sauna

Dec 27 – Jan 3

G$47,706 GYD per night

Cottage in Port Severn

4.97 out of 5 average rating, 111 reviews

Paradise Getaway

Jun 17 – 24

G$83,085 GYD per night

Cottage in Georgina

4.97 out of 5 average rating, 125 reviews

Pearl by Lake Simcoe - with sauna and steam room

Jan 18 – 25

G$131,237 GYD per night

Cottage in Wasaga Beach

4.89 out of 5 average rating, 205 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Jul 6 – 13

G$76,403 GYD per night

Cottage in Tiny

4.94 out of 5 average rating, 118 reviews

Cozy 4 Season Family Cottage

Sep 23 – 30

G$34,874 GYD per night

Cottage in Tiny

4.96 out of 5 average rating, 109 reviews

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

Feb 22 – Mar 1

G$57,893 GYD per night

Cottage in Bracebridge

4.95 out of 5 average rating, 151 reviews

Charming cottage on Lake Muskoka

Dec 5 – 12

G$110,112 GYD per night

Cottage in Orillia

4.78 out of 5 average rating, 36 reviews

Simcoe Sunrise - Cozy Waterfront Home in Orillia

Feb 3 – 10

G$85,693 GYD per night

Private cottage rentals

Cottage in Orillia

4.89 out of 5 average rating, 47 reviews

Prospect Lakefront Cottage!

Jul 20 – 27

G$49,881 GYD per night

Cottage in Orillia

5.0 out of 5 average rating, 12 reviews

Luxury lakefront cottage escape

Apr 8 – 15

G$63,755 GYD per night

Cottage in Orillia

4.97 out of 5 average rating, 64 reviews

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

Jul 19 – 26

G$35,483 GYD per night

Cottage in Kawartha Lakes

4.83 out of 5 average rating, 29 reviews

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

Mar 6 – 13

G$94,213 GYD per night

Cottage in Orillia

4.91 out of 5 average rating, 81 reviews

AMIGO LAKE HOUSE

May 5 – 12

G$102,794 GYD per night

Cottage in Orillia

5.0 out of 5 average rating, 11 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Jan 18 – 25

G$179,189 GYD per night

Cottage in Orillia

4.89 out of 5 average rating, 55 reviews

Bluebird Cottage - Lakefront - Casino

Aug 31 – Sep 7

G$111,411 GYD per night

Cottage in Washago

5.0 out of 5 average rating, 17 reviews

Waterfront Cottage for your Family near Muskoka

Nov 5 – 12

G$66,173 GYD 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
G$8,361 GYD before taxes and fees

Destinations to explore