House holiday rentals in Georgina

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

LocationValueNearby

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, 43 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!

LocationFamilyHot tub

4.9 out of 5 average rating, 48 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.

FamilyLocationHospitality

4.82 out of 5 average rating, 317 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!

ValueFamilyDecor

4.93 out of 5 average rating, 138 reviews

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.

Home in Kawartha Lakes

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.

FamilyValueSleep quality

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

FamilyLocationAmenities

4.63 out of 5 average rating, 30 reviews

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

Step into our brand-new, sun-filled home where comfort meets style in every corner. Designed with extra privacy and spaciousness in mind, this retreat is perfect for family getaways or group adventures. ★ 4 beautifully furnished bedrooms for restful nights ★ 3 large Smart TVs and a foosball table for endless fun ★ West-facing porch for unforgettable sunset views ★ Just 5 minutes to scenic Lake Simcoe for lakeside magic ★ Quick 15-minute drive to HWY 404 via HWY 48 for easy access

FamilyLocationKitchen

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.

LocationFamilyView

4.66 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

🌲Lake Simcoe Getaway Escape to our rustic-chic Lake Simcoe retreat—perfect for families and friends! Enjoy a private swimming pool, sunny backyard with BBQ, cozy pool table, and a premium home theater for unforgettable movie nights. Just minutes from the lake, this farmhouse-style cottage blends relaxation and fun. Whether you're exploring scenic trails or relaxing by the pool, it's the perfect spot to unwind and create lasting memories. Book your getaway today! 🌞🌲

ValueFamilyKitchen

4.93 out of 5 average rating, 29 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.

ValueFamilyAmenities

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, 35 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.

FamilyLocationLaundry

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, 35 reviews

5 bdrm home with pool and private lakefront

Relax with the whole family at this peaceful retreat with a pool and private lake access just 7 minutes from the 404 and 45 minutes from Toronto. Enjoy breathtaking sunsets and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay.

FamilyLocationAir conditioning

Popular amenities for Georgina house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 120 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!

FamilyLocationOutdoor spaces

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

FamilyLocationHeating

4.85 out of 5 average rating, 109 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

ValueFamilyWalkability

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

ValueFamilyShared spaces

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

LocationValueHot tub

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!

FamilyValueWi-Fi

4.93 out of 5 average rating, 27 reviews

Home in Coldwater

Coldwater Cottage Retreat

LocationFamilyHospitality

4.98 out of 5 average rating, 62 reviews

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

Home in East Gwillimbury

Private river access with pool, canoes, kayak

FamilyLocationAccuracy

Weekly house rentals

5.0 out of 5 average rating, 26 reviews

Home in Kawartha Lakes

Stonegate Retreat | Sauna, Fire Pit, Lake Access

FamilyLocationParks

4.96 out of 5 average rating, 49 reviews

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.

Home in Kawartha Lakes

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 48 reviews

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.

Home in Gilford

Blu Lake House | Waterfront May/June Special

FamilyLocationCleanliness

Luxe

A spacious lakefront property is surrounded by lush greenery and trees. The area features a sandy beach leading to the water, with a wooden dock extending over the lake. Several outdoor chairs are positioned on the lawn, offering a relaxing view of the serene environment.

Home in Gilford

4.99 out of 5 average rating, 70 reviews

Luxurious Lake House for Family Stays

LocationValueHot tub

4.96 out of 5 average rating, 52 reviews

Home in Willow Beach

Willow Beach Renovated Cottage

LocationFamilyOutdoor spaces

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

LocationFamilyAccuracy

4.94 out of 5 average rating, 34 reviews

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.

Home in Gilford

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

LocationFamilyBathroom

4.94 out of 5 average rating, 31 reviews

A bright living area is highlighted by large windows overlooking the forest. A sectional sofa in soft tones surrounds a glass coffee table. A TV is mounted above a modern fireplace, while several plants add a touch of greenery to the space.

Home in Innisfil

Steps to Lake & Sleeps Many

LocationFamilyAmenities

Private house rentals

4.93 out of 5 average rating, 74 reviews

A charming porch is framed by tall white columns, featuring decorative brackets. Lush hanging ferns add greenery to the space. Two benches are positioned along the porch, located on a blue-painted wooden floor, inviting relaxation in the sun.

Home in Uxbridge

The Uxbridge Inn

ValueFamilyWalkability

4.97 out of 5 average rating, 37 reviews

A wooden dock extends into the water, featuring blue and gray chairs arranged around a central table. Lush green trees surround the area, while a two-story house with dark siding is visible in the background, blending harmoniously with its natural setting.

Home in Innisfil

Waterfront bliss retreat

FamilyLocationCheck-in

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

LocationFamilyKitchen

5.0 out of 5 average rating, 6 reviews

Home in Barrie

Private Spa Retreat for 2 | Sauna | Swim Spa |

LocationConditionNearby

4.93 out of 5 average rating, 70 reviews

A charming exterior of a spacious home is showcased, featuring a blend of stone and wood accents. Neatly trimmed hedges line a stone pathway that leads to the entrance. The well-maintained landscaping is complemented by a driveway and a garage.

Home in Scarborough

Private Pool Lakeview House

LocationFamilyBathroom

4.97 out of 5 average rating, 35 reviews

Home in Palgrave

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

LocationFamilyOutdoor spaces

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!

FamilyLocationComfort