House holiday rentals in Georgina

The exterior of the villa is captured, showcasing a spacious driveway lined with several parked vehicles. A well-maintained garden features vibrant flower beds and neatly trimmed shrubs. The building's elegant stone façade is complemented by large front windows, with trees visible in the background.

4.83 out of 5 average rating, 222 reviews

Luxurious Waterfront Vacation Villa Kolenchery.

Villa Kolenchery is one of the luxurious waterfront homes in Ontario, Canada.This facility provides a true paradise experience on the waterfront of Lake Scugog.This rental is suitable for families or friends that are looking for a place to gather, relax and enjoy activities like kayaking and fishing.Loud outdoor parties and music is prohibited as it is a quiet neighbourhood. Guests must respect the neighbours and no trespassing to neighbours property. Outdoor cameras are in place for monitoring.

5.0 out of 5 average rating, 32 reviews

Water’s Edge

Welcome to Water’s Edge – Lake Simcoe, a cozy charming cottage retreat with private lake access just steps away via your own dock and boathouse. Enjoy peaceful days swimming, sunbathing, fishing, or relaxing on the rooftop seating area with stunning lake views. Inside, you’ll find a fully equipped kitchen, comfortable beds, high-speed Wi-Fi, and outdoor spaces with a BBQ, firepit, and plenty of room to unwind and enjoy nature. Perfect for couples, families, or friends seeking lakeside relaxation

A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.

4.98 out of 5 average rating, 44 reviews

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

4.9 out of 5 average rating, 49 reviews

Sunset Harmony on Cook’s Bay

🌅 SUNSET HARMONY | Cook's Bay Waterfront Retreat One of the last chances to enjoy summer on beautiful Cook's Bay! Escape to our 4.88★ waterfront retreat for families and groups. 🏡 Main House + Private Studio (exclusive use) ✔ 4 bedrooms • 3 bathrooms • 2 kitchens ✔ NEW private dock with lake access & swimming steps ✔ Year-round hot tub & wood-fired sauna ✔ Kayaks, paddle boards & paddle boat ✔ Spacious pergola deck with west-facing sunsets Relax, reconnect, and create unforgettable memories.

4.82 out of 5 average rating, 318 reviews

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.

4.93 out of 5 average rating, 140 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

4.97 out of 5 average rating, 158 reviews

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

Home in Barrie

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

4.94 out of 5 average rating, 247 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

4.92 out of 5 average rating, 277 reviews

The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.

Home in Bowmanville

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

4.86 out of 5 average rating, 124 reviews

Home in East Gwillimbury

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft 2 bedroom basement unit with 3 queen beds and a pull out couch. Outdoor sauna, hot tub, gated outdoor vegetable garden, fire pits and BBQs our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.

4.93 out of 5 average rating, 30 reviews

Home in Beaverton

Luxury Waterfront French Chateau for Large Groups!

Welcome to the French Chateau! Escape to this stunning four-season lakeside retreat on the shores of Lake Simcoe. With sweeping water views, vaulted high ceilings and a timber-hybrid design, the home feels warm and elevated. Spend slow mornings on the dock, gather for long dinners with lake views, then unwind by the fire as the sun drops behind the water. A place made for connection, comfort, fun and unforgettable moments with your loved ones.

An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.

4.97 out of 5 average rating, 37 reviews

Lake Days & Cozy Nights – Your Year-Round Retreat

Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

Popular amenities for Georgina house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 140 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.92 out of 5 average rating, 122 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

4.85 out of 5 average rating, 110 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

4.86 out of 5 average rating, 102 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

4.85 out of 5 average rating, 109 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

4.96 out of 5 average rating, 130 reviews

The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.

Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

4.8 out of 5 average rating, 126 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

An aerial view showcases the retreat's surroundings, featuring a landscape of lush greenery with a private lake in the background. The property, set in a residential area, includes several houses and a clear path leading to the water's edge, emphasizing the peaceful environment.

4.94 out of 5 average rating, 36 reviews

5 bdrm home with pool and private lakefront

Weekly house rentals

4.65 out of 5 average rating, 31 reviews

Sunset Haven: Modern 6B/3.5B,Office,5G,Parking!

4.66 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.

4.96 out of 5 average rating, 51 reviews

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

5.0 out of 5 average rating, 26 reviews

Stonegate Retreat | Sauna, Fire Pit, Lake Access

4.96 out of 5 average rating, 53 reviews

Home in Willow Beach

Willow Beach Renovated Cottage

Two black Muskoka chairs are positioned on a wooden dock, facing a serene lake. The sky is filled with soft clouds, casting gentle reflections on the water's surface, creating a peaceful atmosphere for relaxation.

5.0 out of 5 average rating, 49 reviews

Blu Lake House | Waterfront May/June Special

4.85 out of 5 average rating, 47 reviews

A spacious living area features vaulted wood-clad ceilings and large windows that allow ample natural light. Blue sofas are arranged around a wooden coffee table, while a small dining space is visible in the background. A subtle area rug adds texture to the floor.

Home in Beaverton

Ice fishing Oasis-BEST Location 3BDRM/2WR

A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.

4.94 out of 5 average rating, 35 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

Private house rentals

The cottage presents a charming exterior, showcasing a white facade with decorative trim. A neatly paved driveway leads up to the entrance, framed by vibrant yellow flowers and lush greenery. A clear view of Lake Simcoe is visible in the background under a bright blue sky.

4.85 out of 5 average rating, 85 reviews

Beautiful lakefront Cottage on Lake Simcoe.

4.93 out of 5 average rating, 46 reviews

A scenic lakeside view features calm water under a clear sky. A wooden structure with a trellis provides shade near the beach area, while a pathway leads toward the water. Trees border the scene, adding greenery to the tranquil environment.

Home in Port Perry

Scugog Island Lake access! *Deeded/Private

4.77 out of 5 average rating, 39 reviews

An outdoor firepit is surrounded by stone, with flames flickering invitingly. Adjacent, a wooden Adirondack chair faces a serene lake, reflecting warm sunset hues. A charming playhouse stands nearby, nestled among mature trees, creating a peaceful lakeside setting.

Home in Orillia

Couchiching Lake Retreat - Sauna! Near Downtown!

4.95 out of 5 average rating, 37 reviews

A sandy beach stretches out towards calm waters, complemented by a small dock and an island visible in the distance. Red and gray Adirondack chairs are setup in a semicircle on the beach, inviting relaxation under a clear blue sky dotted with clouds.

Home in Victoria Harbour

Welcoming Waterfront Cottage

4.81 out of 5 average rating, 37 reviews

Lake Simcoe Cottage Peaceful Cozy Nature Retreat

4.94 out of 5 average rating, 18 reviews

Home in Toronto

Luxury Estate | Elevator | Games | Sauna | Hot Tub

5.0 out of 5 average rating, 50 reviews

The modern farmhouse features a striking exterior with a combination of stone and siding. Large windows framed in black allow ample natural light. A welcoming porch is complemented by two sets of seating, while the garage doors provide an appealing contrast to the clean lines of the architecture.

Home in Innisfil

Highland House