Cottage vacation rentals in Orillia

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Top-rated cottage rentals in Orillia

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Guest favorite

A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.

Cottage in Brechin

4.92 out of 5 average rating, 159 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.

Superhost

A scenic view of the lake is visible from a wooden deck, featuring large planters with colorful flowers on either side. Several Muskoka chairs are arranged on the grassy area leading to the water, where a dock is visible in the distance.

Cottage in Brechin

4.85 out of 5 average rating, 107 reviews

Lakefront Cottage with Gorgeous Sunset Views

Cozy cottage with gorgeous views right on the lake. Perfect lake for water play, great fishing right off the dock, plenty of nature trails and boat launch nearby. Enjoy your evenings as you take in the sunset around 1 of 2 firepits, whether you choose to have a fire right at the water's edge or up top. There is also a boathouse you can relax on top of under the shade of the trees. Enjoy eating outside on the oversized deck as you take in the views of the lake. Lots of outdoor space to play.

Guest favorite

A spacious outdoor deck is surrounded by lush greenery, providing a serene atmosphere. Comfortable seating arrangements, including a dining set, invite al fresco meals and gatherings. The natural light filters through the trees, enhancing the tranquil outdoor experience.

Cottage in Innisfil

4.95 out of 5 average rating, 102 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Guest favorite

A rustic kitchen space features a wooden counter with twin sinks. Stone walls provide a natural texture, while wooden cabinets above hold various bottles. Sunlight filters through a nearby window, illuminating the earthy tones of the cabinetry and decor.

Cottage in Victoria Harbour

4.81 out of 5 average rating, 189 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.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favorite

A wooden deck features two comfortable chairs overlooking a serene river. Mist covers the water's surface, while trees with varying shades of green and hints of autumn colors frame the scene, creating a peaceful and private atmosphere.

Cottage in Bracebridge

4.97 out of 5 average rating, 141 reviews

Muskoka Waterfront Cottage Retreat.

In the heart of Muskoka,surrounded by nature,beautiful and modern 4+2 Bdr fully renovated 4 season Cottage on crystal clear Muskoka river.Very well landscaped open flat lot with full privacy,sandy beach and short paddle to High Falls Lagoon. Separate 2 Bdr Guest/Entertainment house with seasonal w/c. A/C,Hottub,woodburning Sauna, big deck, screened Gazebo, watercrafts, playground, treehouse, BBQ, smoker, fire pit. Hiking/snowmobile/skiing trails closeby. Close to town/plazas/stores/lcbo.

Superhost

The exterior of a modern cottage is illuminated at dusk, with large windows reflecting warm light. A wooden deck extends from the entrance, surrounded by trees and natural landscaping. The rustic stone foundation complements the cottage's architectural design.

Cottage in Gravenhurst

4.86 out of 5 average rating, 139 reviews

Muskoka Dream Cottage

Spectacular 4,200 square foot open concept custom luxury four season lakefront cottage in beautiful Gravenhurst Ontario. Great room boasts 26' high cathedral ceilings with gourmet kitchen and wood burning fireplace. The cottage boasts 3 bedrooms, 2 bathrooms upstairs. 1 bedroom and 1 bathroom on the main floor. Attached 2 bedroom bunkie is fully heated. Rental includes use of all non motorized water toys during the summer months including kayaks, paddle boards, canoe, and row boat.

Guest favorite

A wooden dock features several white Adirondack chairs arranged around small round tables. The serene lake is framed by lush greenery, with kayaks visible in the distance. The peaceful setting encourages relaxation and connection with nature.

Cottage in Port Carling

4.95 out of 5 average rating, 166 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

Start planning your retreat at this four season luxury private residence on lake Muskoka. Located in the heart of Muskoka’s pristine natural beauty. Relax and enjoy a truly unforgettable experience from the moment you arrive and create life long memories with loved ones. Home features a chef kitchen, butlers pantry, cozy double sided wood burning fireplace, heated floors in bathrooms, wrap around balcony, complete privacy from neighbours. Additional services available.

Guest favorite

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

4.93 out of 5 average rating, 104 reviews

Waterfront cottage on quiet Spence lake

Lovely cottage on quiet Spence Lake, wide space, waterfront, Hot tub, easy access, large patio, walkout basement to a spacious backyard and spectacular lake view, fire pit. Perfect fit for someone looking for a quiet get away. Not ideal for party or loud music/loud noise. Well equipped Kitchen with all appliances, toaster and microwave. Close to town with options for restaurants and shopping. Professionally cleaned and sanitized between guests

Superhost

A newly renovated cottage is presented, surrounded by trees in a serene outdoor setting. The building features a spacious front deck, accessed by wooden steps. A gravel path leads to the entrance, with a natural stone border outlining the yard, enhancing the peaceful atmosphere.

Cottage in Tiny

4.81 out of 5 average rating, 154 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 3 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. Licence STRTT-2025-103

Superhost

Aerial view of the shoreline reveals a lush, forested peninsula surrounded by clear waters. The rocky beach contrasts with the vibrant colors of the trees, showcasing autumn foliage. The tranquil scene invites exploration along the water's edge and highlights the natural beauty of the surrounding landscape.

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Our private two-acre gated beach at Marks Point, the western tip of Thunder Beach, is ten minutes by car from the cottage. The second beach option (public) is the unsurpassed 3km sand Thunder Beach, 5 minutes by foot! The cottage is on our private 100 acres.

Guest favorite

A charming cottage exterior is framed by greenery, featuring a balcony with string lights and a Canadian flag. Two pink chairs are positioned on the sandy area in front, and steps lead up to a welcoming entrance with large glass doors.

Cottage in Lafontaine

4.83 out of 5 average rating, 241 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.