Cottage vacation rentals in Orillia

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Top-rated cottage rentals in Orillia

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Top guest favorite

A collection of freshly collected eggs is held in an open carton, displaying a variety of colors including brown, white, and light blue. The surrounding area features a natural setting with greenery and soft earth tones, emphasizing a rustic outdoor atmosphere.

Cottage in Severn Bridge

5 out of 5 average rating, 148 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

Cottage in Severn Bridge

4.96 out of 5 average rating, 127 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.

Guest favorite

Cottage in Brechin

4.94 out of 5 average rating, 162 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.

Top guest favorite

Cottage in Georgina

4.95 out of 5 average rating, 101 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Top guest favorite

A tranquil riverfront scene features a wooden dock extending into the water, surrounded by lush greenery. A firepit with benches sits nearby on the shore, providing a cozy gathering space, while the calm river reflects the surrounding trees.

Cottage in Washago

5 out of 5 average rating, 126 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

Two wooden Adirondack chairs are positioned on a wooden deck overlooking the water. Towering trees provide shade, while the cottage stands in the background, adding to the serene lakeside atmosphere. A fishing rod rests against the railing, suggesting leisure activities by the lake.

Cottage in Georgian Bay

4.99 out of 5 average rating, 107 reviews

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.

Superhost

Cottage in Washago

4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

Perfect getaway 1.5 hours from Toronto. Custom vintage themed private cottage across from the lake and steps away from a 27 hole golf course. 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.. Two private deck areas for outdoor lounging/picnicking. Year round activities, kayaking, fishing, swimming (lake across road), golfing, skiing. Casino 18 min.

Top guest favorite

The cottage exterior features a wooden deck with steps leading to the entrance. Large windows illuminate the front, showcasing a warm glow inside. Surrounding trees are visible, with some patches of snow remaining on the ground, indicating a transition from winter.

Cottage in Bracebridge

4.99 out of 5 average rating, 119 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.

Top guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 228 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 2 Minimum 6 nights with a Sunday check in.

Top guest favorite

An open outdoor dining area features a large wooden table surrounded by leather chairs, all under a slatted wooden roof. Natural light fills the space, with a view of the lake visible in the background. Comfortable seating arrangements are positioned nearby.

Cottage in Brechin

4.98 out of 5 average rating, 125 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.

Guest favorite

Cottage in Washago

4.96 out of 5 average rating, 128 reviews

Riverfront Cottage with HotTub

Escape to our beautiful family owned and loved picturesque and serene waterfront cottage 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.

Guest favorite

Cottage in Orillia

4.94 out of 5 average rating, 117 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 washroom, Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Proximity to Orillia's shops and restaurants. Casino Rama is 2km away for a completely different kind of fun. Two adult Kayaks available in spring and fall. Hot tub and bbq year round.