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Cottage vacation rentals in Orillia

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Top-rated cottage rentals in Orillia

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Top guest favorite

A tranquil lakeside dock is highlighted under a colorful sunset, with four chairs positioned for optimal viewing. The still water reflects the vibrant hues of the sky, creating a serene atmosphere. Lush greenery borders the scene, enhancing the natural beauty.

Cottage in Severn Bridge

4.99 out of 5 average rating, 170 reviews

CozyPeaceful LakeCottage HotTub Canada

Cozy Lakefront Cottage located on Sparrow Lake is the idea of relaxation. Enjoy the stunning sunsets while lounging on the large deck with a beverage in hand. The loons singing in the background. Perfect to enjoy with the whole family or on a couples retreat. The area is perfect for boating, fishing, walking, and biking around the neighbourhood. A mini toboggan hill Sparrow Lake is part of the Trent-Severn Waterway and you can boat to either Georgian Bay or Lake Couchiching in a few hours

Top guest favorite

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

4.96 out of 5 average rating, 134 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

A cozy corner features two checkered chairs positioned near a stone hearth. Natural light filters through a large window, highlighting the textured wall. A small table topped with a potted plant adds a touch of greenery, while the warm surroundings evoke a sense of comfort.

Cottage in Victoria Harbour

4.81 out of 5 average rating, 214 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.

Cottage in Washago

4.99 out of 5 average rating, 142 reviews

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).

Top guest favorite

A serene lake view captures twilight colors reflected on the calm surface of the water. Soft pastel hues of pink, purple, and orange fill the sky, while the silhouette of trees frames the horizon, adding to the peaceful ambiance of the lakefront.

Cottage in Keswick

4.99 out of 5 average rating, 166 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.

Top guest favorite

A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.

Cottage in Bracebridge

4.99 out of 5 average rating, 135 reviews

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.

A spacious wooden dock extends over the calm waters of Lake Couchiching, featuring two white Muskoka chairs positioned for relaxing views. The serene landscape includes small islands visible in the distance under a bright blue sky with scattered clouds.

Cottage in Washago

4.79 out of 5 average rating, 261 reviews

The Islandview

Welcome to The Islandview! Located on the sandy shores of Lake Couchiching, this gorgeous 4 season, 2-story open concept cottage is the perfect getaway. Escape to the private sun filled deck or dock on the water. Entertain in the open concept kitchen, two large living areas, or outdoors around the fire. During the day, enjoy watching the kids swim on the beach and at night take in the breathtaking sunsets. 5min to Washago & 10min to Casino Rama. Fully equipped with everything you need!

Cottage in Orillia

4.91 out of 5 average rating, 103 reviews

Couples retreat w/hot tub: Romantic Getaway

Escape to tranquility in this spacious, serene home, now offered at an affordable rate for couples seeking a private retreat. Enjoy exclusive access to the entire property. Nestled along a canal leading to Lake Simcoe, this stunning home features a fully-equipped kitchen, outdoor BBQ, and a cozy firepit. Unwind in your private hot tub overlooking the water, or relax in the comfortable living and dining area. With fast Wi-Fi and beautiful surroundings, it's the perfect romantic getaway.

Top guest favorite

The living room features wooden walls and beams with ample natural light from a large window. A grand piano is positioned next to a cozy armchair, complemented by a clock above a stone fireplace. A colorful rug adds a touch of warmth to the space.

Cottage in Brechin

4.92 out of 5 average rating, 110 reviews

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.

Top guest favorite

A spacious cottage is set against a lush green backdrop, featuring a distinct barrel sauna nearby. A manicured lawn hosts a small putting green with flags, alongside several lounge chairs. The architecture blends modern and natural elements, creating an inviting outdoor environment.

Cottage in Washago

4.96 out of 5 average rating, 107 reviews

Cottage w/sauna/games room/golf/|kayaks/beach

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

Top guest favorite

A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.

Cottage in Torrance

4.97 out of 5 average rating, 233 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 Minimum 6 nights with a Sunday check in.

Top guest favorite

A bright, open space is revealed with large glass doors showcasing views of the lake. Minimalist furniture is arranged, including a light-colored sofa and a sleek dining table. Natural light floods in through the wood-beamed ceiling, enhancing the relaxed atmosphere.

Cottage in Brechin

4.98 out of 5 average rating, 129 reviews

Nordic Spa- Sauna: Spring Getaway

*** AMAZING WINTER PROMO: BOOK 2 NIGHTS and get the third free ( for winter travel to up to March 6) Your own private Nordic Spa !! Wood fired hot tub + sauna and Cold Plunge ! 1 hour and 20 mins from Toronto. 75 Feet of waterfront with the cottage being 18 feet from the edge of the lake. It is an incredible property to enjoy everything Lake Simcoe has to offer in the summer and winter ! Close to Orilla, ski hills and amazing ice fishing.

Vacation rentals for every style

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A space thats all yours, with room for everyone

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Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Orillia cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A hot tub filled with bubbling water is positioned under an overhang, offering views of the tranquil Spence Lake. Colorful autumn foliage reflects on the water's surface, enhancing the serene atmosphere of the surrounding landscape.

Cottage in Bracebridge

4.94 out of 5 average rating, 116 reviews

Waterfront cottage on quiet Spence lake

The exterior of a spacious cottage is shown, surrounded by trees and colorful fall foliage. A wooden path leads to a large deck with railings. The structure features a blend of wood and siding, showcasing large windows and multiple rooflines that add to its charm.

Cottage in Gravenhurst

4.96 out of 5 average rating, 228 reviews

Cottage in Gravenhurst

A spacious wooden dock extends over the calm water, featuring comfortable seating options. A large red umbrella provides shade for a dining table, while multiple Adirondack chairs line the edge. A distinctive swing chair adds a unique touch, with scenic views of the surrounding nature.

Cottage in Gravenhurst

4.87 out of 5 average rating, 203 reviews

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

A large inflatable duck with headphones floats in a swimming pool, surrounded by evening lighting. A covered seating area features string lights, enhancing the tranquil and fun atmosphere. The backdrop includes a well-lit house surrounded by greenery, creating a relaxing outdoor space.

Cottage in Alcona

4.9 out of 5 average rating, 235 reviews

Utopia Villa and Spa

Cottage in Port Severn

4.94 out of 5 average rating, 140 reviews

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

Top guest favorite

A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.

Cottage in Innisfil

4.87 out of 5 average rating, 145 reviews

Spacious family cottage 45 mins from GTA!

The cottage is nestled among tall trees, surrounded by lush greenery and vibrant flowers. Soft lighting from the windows casts a warm glow, emphasizing the inviting atmosphere. Stone pathways and landscaping create a harmonious blend with the natural setting.

Cottage in Tiny

4.86 out of 5 average rating, 127 reviews

The Bay View Cottage w/hot tub

The cottage exterior is framed by vibrant autumn foliage, showcasing a spacious wooden deck with railing. A welcoming entrance leads to two levels, where natural materials blend harmoniously with the surrounding landscape. Sunlight filters through trees, enhancing the serene outdoor setting.

Cottage in Bracebridge

4.94 out of 5 average rating, 139 reviews

3.5 acre Private River View 5+1 BR, Hot Tub, Sauna

Pet-friendly cottage rentals

Cottage in Washago

4.93 out of 5 average rating, 55 reviews

Stunning Waterfront w/Hot Tub - Nature's Cottage

Cottage in Wasaga Beach

4.88 out of 5 average rating, 285 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Cottage in Gravenhurst

4.98 out of 5 average rating, 95 reviews

Luxury Lakefront retreat with sauna

A spacious green yard is visible alongside the water, featuring red outdoor chairs arranged in a circle. A boat dock holds a covered area with kayaks, while lush trees provide shade around the property. The serene waterfront reflects a calm atmosphere.

Cottage in Orillia

4.8 out of 5 average rating, 81 reviews

Simcoe Sunrise - Cozy Waterfront Home in Orillia

Cottage in Oro-Medonte

5 out of 5 average rating, 25 reviews

THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!

Cottage in Kirkfield

4.91 out of 5 average rating, 212 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

Cottage in Port Severn

4.92 out of 5 average rating, 107 reviews

Tree Tops on Six Mile Lake

Top guest favorite

A charming two-story cottage is situated along the water's edge, featuring a broad deck with an umbrella and several seating options. Lush greenery surrounds the property, while a clear view of the cottage's blue exterior is complemented by a bright sky and scattered clouds.

Cottage in Orillia

4.98 out of 5 average rating, 80 reviews

Couchiching Lakefront Retreat Incredible location!

Private cottage rentals

Two outdoor chairs are positioned in the sandy beach, facing a tranquil lake at sunset. A firepit sits in the center, surrounded by soft sand. The peaceful water reflects the warm colors of the sky, creating a serene atmosphere.

Cottage in Victoria Harbour

5 out of 5 average rating, 17 reviews

3 Bdrm Beachfront Oasis-Sunsets!

Top guest favorite

A charming cottage is nestled along the waterfront, surrounded by colorful autumn foliage. The large wooden deck provides seating and a sunny spot to enjoy the views. A dock extends into the calm water, with kayaks and canoes nearby, inviting outdoor activities.

Cottage in Torrance

5 out of 5 average rating, 23 reviews

Waterfront Cottage in Muskoka | SAUNA | Beach

Top guest favorite

A serene lakefront cabin is nestled among trees, featuring a wooden deck and large glass doors. Outdoor seating is arranged around a fire pit, and a stone pathway leads to the water's edge. A small dock extends into the calm lake, enhancing the natural setting.

Cottage in Orillia

5 out of 5 average rating, 33 reviews

Luxury lakefront cottage escape

The living area features a plush blue sofa paired with a modern coffee table, creating a comfortable seating arrangement. Large windows offer views of the lake, allowing natural light to fill the space. Simple decor elements enhance the inviting environment.

Cottage in Sebright

4.94 out of 5 average rating, 68 reviews

Tranquil Private Lakefront Cottage Haven

A blue canoe is positioned on the green lawn, leading towards a cottage. The cottage features a wooden exterior and a covered patio with large glass doors, providing views of the surrounding nature.

Cottage in Orillia

4.89 out of 5 average rating, 74 reviews

Bluebird Cottage - Lakefront - Casino

A wooden dock extends into calm waters, surrounded by lush greenery. Four patio chairs are arranged to overlook the water, offering a serene spot to relax. The gentle reflections on the surface of the water enhance the tranquil setting, inviting guests to enjoy the natural beauty.

Cottage in Kawartha Lakes

5 out of 5 average rating, 3 reviews

Talbot River | Wi-Fi, Kayak, Dock, A/C, Near GTA!

Cottage in Orillia

4.95 out of 5 average rating, 20 reviews

Beautiful 4 Season Log Home on Bass Lake

The exterior of a spacious two-story home is presented, featuring a combination of stone and siding. Large windows reflect natural light, and an outdoor seating area under an umbrella invites relaxation. A well-maintained lawn with shrubs and seasonal foliage enhances the curb appeal.

Cottage in Orillia

4.92 out of 5 average rating, 36 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Quick stats about cottage rentals in Orillia

Total rentals
10 properties
Nightly prices starting at
€ 144 before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

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