Cottage vacation rentals in Orillia

4.99 out of 5 average rating, 182 reviews

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

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

4.96 out of 5 average rating, 141 reviews

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

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.

4.96 out of 5 average rating, 140 reviews

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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.

4.99 out of 5 average rating, 151 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).

4.98 out of 5 average rating, 127 reviews

A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.

Cottage in Georgian Bay

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

4.99 out of 5 average rating, 144 reviews

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

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.

4.92 out of 5 average rating, 107 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.

4.92 out of 5 average rating, 117 reviews

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

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.

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.

4.96 out of 5 average rating, 116 reviews

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

4.98 out of 5 average rating, 100 reviews

Muskoka Cottage Getaway with Sauna

Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

4.93 out of 5 average rating, 316 reviews

A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.

Cottage in Tiny

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. Licence STRTT-2026-057

4.94 out of 5 average rating, 143 reviews

Riverfront Cottage with HotTub

Escape to our beautiful family owned and loved picturesque and serene waterfront cottage and wrap around deck with HotTub. With over 140 feet of private shoreline directly on the Black River offering 3 bedrooms, 4 beds, 2 full bathrooms, gas fireplace, a/c and central heating. Perfect winter getaway for couples and families, 90 minutes from Toronto, 15 minutes to Orillia. 3 Kayaks included. Fully equipped kitchen, fire pit and BBQ.

Popular amenities for Orillia cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.94 out of 5 average rating, 120 reviews

A serene view of Spence Lake is captured, showcasing its calm waters reflecting a colorful display of autumn foliage on the opposite shore. A wooden dock is visible, along with manicured green grass in the foreground, enhancing the peaceful lakeside setting.

Cottage in Bracebridge

Waterfront cottage on quiet Spence lake

4.95 out of 5 average rating, 236 reviews

Cottage in Gravenhurst

A spacious cottage is set among lush green trees, providing a serene and inviting entrance. The exterior features a warm brown facade with multiple windows, framed by vibrant foliage that enhances the natural ambiance.

4.8 out of 5 average rating, 106 reviews

Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina

4.9 out of 5 average rating, 242 reviews

Cottage in Alcona

Utopia villa and spa

The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.

4.84 out of 5 average rating, 168 reviews

Waterfront Paradise on the Georgian Bay

4.95 out of 5 average rating, 146 reviews

Cottage in Port Severn

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

4.85 out of 5 average rating, 137 reviews

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

The Bay View Cottage w/hot tub

4.94 out of 5 average rating, 146 reviews

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

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

Pet-friendly cottage rentals

The exterior of a modern cottage is viewed, featuring natural wood accents and a blue siding. A spacious deck extends from the upper level, with tall windows allowing for ample natural light. Snow blankets the ground and evergreen trees frame the setting.

4.86 out of 5 average rating, 509 reviews

Charlie the Cottage | Hot Tub | Trail | Hike/Run

A lakeside cottage is surrounded by tall trees, with a gentle slope leading to the water. A private dock is visible, along with several outdoor chairs. The cottage's warm glow is highlighted in the evening light, offering a welcoming appearance.

4.87 out of 5 average rating, 167 reviews

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

The calm surface of Loon Lake is reflected, showcasing trees adorned with vibrant autumn foliage. The surrounding greenery is complemented by warm hues of red, orange, and yellow, creating a serene natural landscape. Sunlight glimmers on the still water.

4.92 out of 5 average rating, 165 reviews

Waterfront @Muskoka Pines /kayaks/bbq/firepit

A serene lakeside scene is captured at sunset, with vibrant hues of pink and purple reflecting on calm waters. Silhouetted trees line the shore, and subtle rock formations add depth to the landscape.

4.81 out of 5 average rating, 176 reviews

The Cottage on Coldwater; where bay & trail meet.

4.88 out of 5 average rating, 170 reviews

Cottage in Keswick

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

An aerial view showcases the clear blue waters of the lake, bordered by a gentle sandy beach and lush green trees. Small boats can be seen on the water, enhancing the tranquil setting of the cottage area and surrounding nature.

5 out of 5 average rating, 13 reviews

Sandy Cove Lake Simcoe

4.91 out of 5 average rating, 223 reviews

A circular seating area is formed by four yellow Adirondack chairs positioned around a stone fire pit. In the background, a sandy beach leads to a wooden dock extending into the calm waters of Balsam Lake, with additional seating visible at the end of the dock.

Cottage in Kirkfield

Balsam Lake fully renovated 4BR 2BA modern cottage

4.92 out of 5 average rating, 108 reviews

A modern, lakefront cottage is nestled among tall pine trees, with a sloped wooden staircase leading up to its large, wraparound deck. Snow blankets the ground, and the cottage exterior is painted in shades of blue, reflecting its natural surroundings.

Cottage in Port Severn

Tree Tops on Six Mile Lake

Private cottage rentals

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.

5 out of 5 average rating, 37 reviews

Luxury lakefront cottage escape

A modern log cottage is viewed from above, featuring a large elevated deck with railings. The structure showcases a combination of dark wood siding and stone accents, with multiple windows allowing natural light. Surrounding greenery adds to the serene environment.

4.95 out of 5 average rating, 110 reviews

Foster's Landing - Log Cottage on Lake Muskoka

A serene view of the Severn River at sunset, framed by tall green trees. Soft hues of pink, orange, and purple paint the sky, reflecting gently on the water's surface. The area is landscaped with a grassy shoreline and a tranquil atmosphere, perfect for relaxation.

4.81 out of 5 average rating, 124 reviews

River's Bend Cottage along the Severn River

The waterfront cottage is elevated on stilts, surrounded by tall trees and a grassy area. The screened porch is illuminated from within, providing a warm glow. A canoe is visible on the deck, suggesting outdoor activities are readily available.

4.97 out of 5 average rating, 29 reviews

Beachfront on the Green River

The living area features large windows that provide expansive views of the surrounding trees and lake. A stone fireplace is the focal point, complemented by two oversized sofas and a natural wood coffee table. Soft textiles create a cozy and serene ambiance.

5 out of 5 average rating, 66 reviews

Top Rated Muskoka - Sauna • Fireplace • Steam

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.

4.92 out of 5 average rating, 38 reviews

All Season Cozy Cottage Lake Simcoe Orillia

The exterior of a charming house is surrounded by lush greenery and flower beds. A wooden porch with steps leads to the entrance, while a gravel path curves gently toward the home. Towering trees provide shade, contributing to a serene atmosphere.

4.87 out of 5 average rating, 63 reviews

The Woodlands Hideaway ft a SAUNA & HOT TUB

Two blue loungers are positioned on a grassy area beside a stone path, facing a tranquil lake. A wooden dock extends into the water, with a few chairs visible at the far end. Fluffy clouds float in a pale blue sky.