Cottage holiday rentals in Ramara

4.92 out of 5 average rating, 178 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.

4.99 out of 5 average rating, 151 reviews

Cottage in Trent Lakes

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Cottage in Victoria Harbour

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.

4.83 out of 5 average rating, 232 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 charming exterior of a dark-colored house is framed by lush green grass and two flowering trees. The trees display vibrant pink blossoms, contributing to a serene outdoor ambiance. The setting is brightened by clear blue skies and soft sunlight.

4.97 out of 5 average rating, 275 reviews

Century Home in Bracebridge Muskoka w/ EV charger!

Welcome to Century Charm, in Bracebridge, Muskoka! We are located right in the heart of Bracebridge. Located across the street from the Muskoka river, steps to Bracebridge Falls and within 6 minute walk from the historic downtown core. Walking distance to Muskoka Brewery. Kirby’s Beach & Bowyers beach nearby, 5 minutes from Santa’s village, 10 minute drive to Bracebridge Resource Management and within 30 min drive to beautiful Arrowhead Provincial Park! Golf lovers, 19 golf courses nearby

4.89 out of 5 average rating, 126 reviews

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit

Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

A stone fire pit is surrounded by blue and gray chairs on a grassy area. A gazebo is located nearby on a wooden deck, with logs neatly stacked beside it. The waterfront offers expansive views of the lake, framed by trees.

4.87 out of 5 average rating, 115 reviews

3 Bedroom Waterfront Cottage Kawartha Lakes

A/C now! Only 1.5 hours outside the GTA. Come enjoy our family cottage year round. Massive waterfront deck. Your own personal 40 ft dock. Outdoor firepit. Large waterfront lot with lots of privacy! Casino Rama 20 minutes away. Visit Orillia (25 minute drive). Outstanding fishing all year long (Bass, Pike, Pickerel, Crappie and the occasional muskie). Golf in the summer and ice fish in the winter. B104 trail system for ATVS and sleds. Endless outdoor activities to enjoy. Breathtaking sunsets.

4.99 out of 5 average rating, 156 reviews

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

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).

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.

4.99 out of 5 average rating, 150 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.

4.96 out of 5 average rating, 118 reviews

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

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

A serene lake view is captured at sunset, with vibrant colors reflecting off the calm water. A firepit sits in the foreground, surrounded by stone edging. In the background, a dock and deck extend into the lake, framed by trees on the shoreline.

4.85 out of 5 average rating, 123 reviews

Lakefront Cottage with Gorgeous Sunset Views

Your cozy winter getaway in a cottage overlooking the lake. Snuggle up indoors with the wood stove, or if you prefer the outdoors, there are plenty of activities. You can also bundle up and enjoy the outdoor firepit overlooking the lake. Enjoy ice fishing, snowshoeing or cross-country skiing within steps from the cottage. For snowmobilers, the B104 trail is 5 mins up the road (or across the lake - whichever way you prefer to go!) Ski resorts are less than an hour away.

4.97 out of 5 average rating, 242 reviews

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

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.

4.93 out of 5 average rating, 333 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

Popular amenities for cottage rentals in Ramara

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.78 out of 5 average rating, 208 reviews

Cottage in Gravenhurst

Lakeside Memories Await at Trenanthia's Cahoots

4.86 out of 5 average rating, 522 reviews

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.

Cottage in Waubaushene

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

4.9 out of 5 average rating, 251 reviews

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

Utopia villa and spa

4.87 out of 5 average rating, 150 reviews

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

Spacious family cottage 45 mins from GTA!

A spacious living area features large windows that invite natural light and offers views of the surrounding greenery. A cozy seating arrangement is positioned around a central coffee table, with a wood stove nearby, complementing the warm wooden ceiling.

4.94 out of 5 average rating, 139 reviews

Peaceful Muskoka Riverfront Retreat hot tub/Games

4.94 out of 5 average rating, 135 reviews

A modern living room features a large sectional sofa with assorted cushions, a sleek coffee table, and a decorative vase with flowers. Floor-to-ceiling windows provide ample natural light and a view of the forest outside. A stone fireplace and a mounted TV complete the inviting space.

Cottage in Dysart et al

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

4.99 out of 5 average rating, 126 reviews

The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.

Cottage in Minden

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

The exterior of the Lake House is surrounded by lush trees, with a wide wooden dock extending into the calm waters. A patio area features multiple red Muskoka chairs, inviting relaxation by the water's edge. Soft evening light hints at the cozy ambiance of the home.

4.86 out of 5 average rating, 132 reviews

FRIEND LAKE HOUSE

Pet-friendly cottage rentals

Cottage in Kawartha Lakes

A winter scene captures a snow-covered deck overlooking a serene frozen lake. Gray and white clouds reflect soft shades of blue and orange, while tall grasses and reeds emerge from the icy water. The peaceful landscape is surrounded by trees, completing the tranquil setting.

4.97 out of 5 average rating, 118 reviews

Kawartha Lakeside Haven

4.88 out of 5 average rating, 170 reviews

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.

Cottage in Gravenhurst

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

4.88 out of 5 average rating, 302 reviews

An inviting exterior of a single-story cottage is depicted, featuring a patio area with a table and chairs. A green umbrella provides shade, while landscaped garden beds and a pathway enhance the setting amidst lush greenery and a clear sky.

Cottage in Wasaga Beach

Cozy Riverfront Cottage with Dock

4.91 out of 5 average rating, 166 reviews

A serene winter scene captures the stillness of Loon Lake, with snow-dusted trees lining the shore. The calm water reflects the cloudy sky and surrounding landscape, while a wooden dock extends into the lake, inviting peaceful moments by the water.

Cottage in Gravenhurst

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Cottage in Kawartha Lakes

A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.

4.93 out of 5 average rating, 161 reviews

Ke's Rustic Retreat in Kawartha Lakes

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

4.72 out of 5 average rating, 101 reviews

A classic cottage is situated along the Severn River, surrounded by greenery. A small dock extends into the water, with a canoe nearby. A few chairs are arranged on the lawn, providing a relaxing spot to enjoy the riverside views. The cottage features a welcoming porch adorned with comfortable seating.

Cottage in Severn Bridge

Waterfront Muskoka Cottage on Trent-Severn River

A stone fire pit area is surrounded by multiple dark blue chairs, positioned for comfort and conversation. Mature trees provide shade, with a serene view of the water in the background, reflecting the sky's colors. The scene invites relaxation and outdoor gatherings.

4.93 out of 5 average rating, 15 reviews

Lake Simcoe Beachfront Cottage

Private cottage rentals

4.93 out of 5 average rating, 46 reviews

A well-lit living space features a neutral color palette and modern decor. Wooden flooring runs throughout, while a wall clock and decorative plants enhance the room. The entrance to the kitchen is visible through an open doorway, providing a view of the dining area beyond.

Cottage in Sutton

Cheerful 2-bdrm cottage 2 minute walk to the lake

5 out of 5 average rating, 38 reviews

Luxury lakefront cottage escape

4.92 out of 5 average rating, 90 reviews

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

Lakefront Sauna Winter Escape

A serene winter landscape is depicted, with trees blanketed in fresh snow surrounding a calm river. The scene showcases a tranquil mix of evergreen and deciduous trees, their branches heavy with snow, reflecting the peacefulness of the wintry setting.

4.89 out of 5 average rating, 531 reviews

Cottage on the Muskoka River

4.97 out of 5 average rating, 29 reviews

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.

Cottage in Washago

Beachfront on the Green River

4.76 out of 5 average rating, 144 reviews

A modern cottage is shown featuring a spacious deck and expansive glass doors. A fire pit surrounded by red chairs is prominently visible in the foreground. Lush greenery frames the property, enhancing the tranquil setting, while paved stones lead to the entrance.

Cottage in Severn Bridge

Waterfront Cottage in Muskoka “The Luft Shack”

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.

4.9 out of 5 average rating, 40 reviews

All Season Cozy Cottage Lake Simcoe Orillia