Cottage vacation rentals in Oro-Medonte

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Top-rated cottage rentals in Oro-Medonte

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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!

Superhost

An expansive wooden deck overlooks verdant surroundings, featuring a sitting area with four black chairs and a glass table. Large windows enhance natural light and provide views of the forest beyond, creating an inviting space for relaxation.

Cottage in Tiny

4.87 out of 5 average rating, 110 reviews

The Bay View Cottage w/hot tub

Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adult.

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.

Top guest favorite

The cottage is positioned near the water's edge, featuring a large deck with seating that overlooks the lake. Large windows reflect the serene surroundings, while a flag is visible, adding a touch of character. The natural landscape includes trees showcasing autumn colors.

Cottage in Coldwater

4.96 out of 5 average rating, 101 reviews

Cottage on the lake

Beautiful lake view. Upper porch to sit and enjoy coffee in the morning or wine in the evening, also covered porched to sit under in those hot or rainy days, large dining area, fully equipped kitchen, sandy beach area for kids. Deep water off the dock. Great for fishing, swimming, boating, tubing. Boat launch on property, access to McLean lake, Gloucester Pool and the Trent Severn from our lake. Fire pit, gazebo. Lots of board games for those rainy days.

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

Top guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 224 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.

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.

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What guests are saying

Cottage in Tiny

5 out of 5 average rating, 12 reviews8 months ago

This is a gem find. It was so comfortable and situated 3 minute walk from a beautiful beach. The kitchen was very well equipped the fire pit, the BBQ the outdoor sitting areas were awesome. The beds were comfortable and we slept so well. There is a huge TV with so many channels and content to watch. So easy to settle into a movie after dinner. Very comfortable sitting area. We were 3 adults and we all had space to have some downtime and also to enjoy our company. We would swim and go for 5 km beach walks and drive to very cute small towns and discover the tasty bakeries and cool stores. Everyone we met was so lovely and very relaxed. We had a wonderful time and recommend this pace to everyone. Peaceful, fully equipped, comfortable and 3 minutes from a beautiful beach! What can be better. Thanks Miguel for your clear communications and your helpful suggestions. We had a blast!

Cottage in Tiny

What guests are saying

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

4.88 out of 5 average rating, 131 reviews6 months ago

What a great location for a cottage! The included boats (canoes & kayaks) are really nice. We went in late October (end of the season) and the neighborhood was nearly deserted. We were often the only people out on the lake. It takes about 20-25 minutes to paddle over to one of the several waterfront restaurants in Port Severn. Trevor's communications were very precise and easy to follow. Only negative comment concerns the well water. It's not just high in minerals, it is so high in minerals that it smells terrible and you really don't want to shower in it.

Cottage in Port Severn

What guests are saying

Natures Beauty Cottage- 5 Bed Georgian Bay Getaway

4.9 out of 5 average rating, 31 reviews2 months ago

We had an absolutely fantastic stay at Mike’s place! From the moment we arrived, we could tell that a lot of thought and care had gone into making this cottage feel like a home away from home. The space was spotless, cozy, and well-equipped with everything we needed for a comfortable stay. The location is perfect, just a short walk to a beautiful private beach, which made our mornings and evenings extra special. The deck and fire pit were great for relaxing, and the basement game area was a huge hit with the kids. Mike was a fantastic host, super responsive, friendly, and helpful with recommendations. Definitely thinking of going back! TY!

Cottage in Tiny

What guests are saying

THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!

5 out of 5 average rating, 18 reviews3 months ago

This stay was great. It was a winter wonderland during our stay and the hot tub was a huge plus. It’s so close to Orillia/Barrie stores if one should need anything and a variety of restaurants as well. The residence had everything we needed as far as amenities, especially when it came to making a few meals. We packed a pan/some utensils but really didn’t need too. Overall fantastic staycation and Kevin was super responsive/attentive and quick to offer things like snow removal if we needed when we got an influx of snow; it was very much appreciated.

Cottage in Oro-Medonte

What guests are saying

Welcome to "R" Cottage

5 out of 5 average rating, 38 reviews2 months ago

We had a wonderful stay in this beautiful home - we didn’t want to leave!! Sandy and her husband were amazing hosts - even going above and beyond to help us dig out of the snow storm. We all had fun and could not have asked for anything more. Wonderful way to celebrate Family Day weekend.

Cottage in Gilford

What guests are saying

Tree Tops on Six Mile Lake

4.92 out of 5 average rating, 102 reviews6 months ago

From beginning to end we had a great experience. The home had gorgeous views and fall colours, the home was comfortable, the bedrooms cozy and the beds, comfortable. The kitchen living dining open area made for a great communal atmosphere and we had great fireside chats. The weather was gorgeous so it allowed us to do yoga on the expansive deck. It was an all round wonderful stay and Agatha was very responsive to questions.

Cottage in Port Severn

What guests are saying

4 Season Muskoka cottage on Black Lake with Beach!

4.86 out of 5 average rating, 116 reviews8 months ago

This property was a piece of heaven in Muskoka! It more than comfortably accommodated and entertained two families with 4 children! Having accessibility on site to a private beach and water activities was excellent! The water was nice and warm, but we did not expect as much vegetation in it. Our relatives from Rome called this location “a dream!” Everyone enjoyed this memorable stay that included the best sunset views in Muskoka! Thank you to Jessica and Ryan for allowing our family to rent your beautiful cottage!

Cottage in Torrance

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