Cottage holiday rentals in Georgina

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

4.88 out of 5 average rating, 192 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

The cottage exterior is illuminated under the evening sky, with a new hot tub positioned on a stone patio. A staircase leads to the entrance, and warm light can be seen through the windows, suggesting a cozy atmosphere inside.

4.84 out of 5 average rating, 380 reviews

Cabin retreat with hot tub & trails near the beach

Beautiful, modern, pet-friendly cottage nestled in the trees. Located on a large, private lot secluded at the end of a small gravel road. The huge yard backs onto a forest with an extensive trail network meandering a peaceful river steps from your backdoor. Mapleview beach is a short walk down the road along with many other scenic beaches in the area. The cottage is warm, cozy and fully equipped. Offering high-speed internet and smart TVs, brand new hot tub, BBQ, outdoor firepit, and boardgames.

4.88 out of 5 average rating, 168 reviews

Cottage in Keswick

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

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

4.95 out of 5 average rating, 121 reviews

A spacious living area features a high vaulted ceiling and large windows that provide sweeping views of the lake. A stone fireplace and a modern TV complement the cozy seating arrangement, which is paired with a stylish dining area, ensuring a comfortable gathering space.

Cottage in Georgina

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!

4.96 out of 5 average rating, 139 reviews

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

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.

4.94 out of 5 average rating, 133 reviews

An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.

Cottage in Mono

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

4.99 out of 5 average rating, 150 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).

4.99 out of 5 average rating, 170 reviews

A serene lake view captures twilight colors reflected on the calm surface of the water. Soft pastel hues of pink, purple, and orange fill the sky, while the silhouette of trees frames the horizon, adding to the peaceful ambiance of the lakefront.

Cottage in Keswick

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

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.

4.94 out of 5 average rating, 308 reviews

Cottage in Kinmount

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

4.94 out of 5 average rating, 310 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. License #STRTT-2025-008

4.84 out of 5 average rating, 243 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Popular amenities for cottage rentals in Georgina

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.99 out of 5 average rating, 180 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

4.89 out of 5 average rating, 177 reviews

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

“Lakeside Dreams”: All season HotTub w/lake views

4.86 out of 5 average rating, 507 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

4.94 out of 5 average rating, 142 reviews

Cottage in Washago

Riverfront Cottage with HotTub

4.94 out of 5 average rating, 104 reviews

A unique wooden sauna, shaped like a barrel, is placed on a grassy area by the lake. Above, a clear night sky is filled with bright stars, providing a serene backdrop. Nearby, lounge chairs are arranged on the lawn, with trees lining the water’s edge.

Cottage in Coldwater

Cottage on the Rocks - with Hot Tub and Sauna!

The exterior of a cottage is shown, surrounded by lush greenery and blooming flowers. A stone pathway leads to the entrance, with a wooden deck overlooking the lake. The tranquil water and open sky are visible in the background, accented by a large tree providing shade.

4.94 out of 5 average rating, 120 reviews

Spacious Cottage Escape with Lakeside Hot Tub

4.86 out of 5 average rating, 136 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

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.

4.87 out of 5 average rating, 147 reviews

Spacious family cottage 45 mins from GTA!

Pet-friendly cottage rentals

4.86 out of 5 average rating, 64 reviews

An open-concept living area features a spacious sectional sofa and a wooden dining table surrounded by white chairs. Bright lighting illuminates the room, highlighting the modern kitchen with sleek cabinetry and stainless appliances. Large windows allow natural light to enhance the inviting atmosphere.

Cottage in Sutton

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

4.98 out of 5 average rating, 66 reviews

A spacious outdoor deck features lounge chairs arranged for relaxation, with an adjacent gazebo providing shade. A barbecue grill and outdoor bar area are visible, complemented by a pathway leading through the lush greenery towards a distant view of the water.

Cottage in Wasaga Beach

Charming cottage on the Beach

Cottage in Kawartha Lakes

The exterior of a modern cottage is framed by autumn-colored trees, showcasing a combination of natural stone and wood finishes. Well-maintained landscaping with low hedges leads to a welcoming entrance. A backyard fire pit with seating is positioned on the right, surrounded by fallen leaves.

4.96 out of 5 average rating, 56 reviews

Beautiful Luxury Cottage in Kawartha Lake…

4.95 out of 5 average rating, 21 reviews

A rustic bar area features wooden shelves displaying vintage memorabilia. High-backed stools surround a counter, complemented by a circular glass table. Natural light enters through large windows, illuminating the space, while decorative signs adorn the walls, adding character to the inviting atmosphere.

Cottage in Brechin

Lakeside Fall retreat at the Venice of Ontario

The exterior of the cottage is depicted, featuring a covered patio area with seating and a flower bed filled with vibrant blooms. Soft lighting enhances the home's facade, while a well-maintained lawn surrounds the structure, providing a welcoming environment.

4.79 out of 5 average rating, 66 reviews

Peaceful Cottage • Walk to Lake Simcoe + Fire Pit

4.69 out of 5 average rating, 48 reviews

A tranquil view of Lake Simcoe at sunset is captured, showcasing shimmering golden reflections on the water. The horizon stretches into the distance, framed by lush greenery and smooth stones along the shoreline.

Cottage in Keswick

Cottage at Lake Simcoe

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

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

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

4.8 out of 5 average rating, 60 reviews

A single-story house with a white exterior stands amidst lush greenery. A wooden deck with two steps leads to the entrance. Bright flowers are seen along the front, while a paved driveway provides access to the property. Towering trees and shrubs create a private feel.

Cottage in Willow Beach

Lake Simcoe Beach Oasis with Backyard and Firepit

4.93 out of 5 average rating, 84 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

Tranquil Private Lakefront Cottage Haven

5 out of 5 average rating, 42 reviews

A serene outdoor space is featured, illuminated by soft lights under a night sky. A patio area hosts a seating arrangement, surrounded by lush greenery and a fire pit. The water is visible in the background, enhancing the tranquil setting.

Cottage in Beaverton

Private Waterfront Cottage at Lake Simcoe

4.96 out of 5 average rating, 53 reviews

An aerial view showcases a serene property nestled among lush greenery, featuring a spacious lawn dotted with trees and a small dock by the water. A charming glass cabin is visible near the water's edge, alongside a gathering area with outdoor seating.

Cottage in Beaverton

Your River-Side Getaway

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

A cozy living room features a stone fireplace surrounded by a wooden mantel. A flat-screen television is mounted above the fireplace. A neutral-colored sofa sits beside a rustic coffee table. A small desk and chair are positioned against a blue accent wall.