House holiday rentals in Georgina

5 out of 5 average rating, 15 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.

4.97 out of 5 average rating, 34 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!

A dining area features a wooden table surrounded by high-backed blue chairs. A large television is mounted on a feature wall, while crystal chandeliers hang from the ceiling. A pool table is visible in the background, enhancing the inviting atmosphere of the space.

4.96 out of 5 average rating, 101 reviews

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign

Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

4.88 out of 5 average rating, 239 reviews

An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.

Home in Bobcaygeon

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon.

4.99 out of 5 average rating, 250 reviews

Home in Downtown Toronto

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

4.99 out of 5 average rating, 426 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

4.98 out of 5 average rating, 167 reviews

A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.

Home in Coldwater

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

4.93 out of 5 average rating, 120 reviews

Home in Little Britain

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.

Superhost

4.95 out of 5 average rating, 19 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

4.78 out of 5 average rating, 37 reviews

Luxury 4BR Retreat ~ By Lake Simcoe ~ Full Privacy

Welcome to our Newly Furnished and Professionally Cleaned home in Georgina - minutes drive to Lake Simcoe! ✓ 4 BR, 3.5 WR - 100% Private & Spotless ✓ Just 5 Minutes to Keswick Beach ✓ Fully equipped kitchen for preparing meals ✓ Cozy Family & Living Rooms ✓ High-quality Linens. Comfy Beds ✓ 70" Smart TV, High-speed WiFi ✓ Laundry washer & dryer ✓ Private Backyard ✓ Free parking! ✓ Safe neighbourhood Book your stay with confidence and make unforgettable memories!

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.

5 out of 5 average rating, 23 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.

4.98 out of 5 average rating, 219 reviews

An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.

Home in Gravenhurst

Woodland Muskoka Tiny House

**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.

Popular amenities for house rentals in Georgina

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Blue Mountain Resort Area

A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.

4.84 out of 5 average rating, 116 reviews

Cozy Corner Townhome | Shuttle + Patio + Pool

Superhost

Home in Blue Mountain Resort Area

4.86 out of 5 average rating, 276 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

4.88 out of 5 average rating, 108 reviews

A modern living area is highlighted by a sleek, electric fireplace beneath a large flat-screen TV. A rustic accent wall features wooden panels and decorative art. A comfortable gray sofa and a table set for dining complete the welcoming space, complemented by blue and natural tones.

Home in Innisfil

2 Bd Boardwalk Condo Patio Oasis

4.86 out of 5 average rating, 115 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!

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.

4.92 out of 5 average rating, 132 reviews

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

4.94 out of 5 average rating, 238 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

Home in Blue Mountain Resort Area

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.94 out of 5 average rating, 237 reviews

Serene mountainside home with View/Shuttle Bus

4.99 out of 5 average rating, 181 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Weekly house rentals

4.99 out of 5 average rating, 75 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by comfortable seating in various patterns and colors. A wooden coffee table sits at the center, and a piece of artwork depicting a winter scene hangs above the mantel.

Home in Erin

Stonewell Farm Guest House

5 out of 5 average rating, 21 reviews

An aerial view captures the serene landscape of River's End, showcasing a winding inlet river bordered by trees. The property includes a pathway leading to the water and nearby homes. The lush greenery and natural beauty of the area invite outdoor exploration.

Home in Port Severn

River's End: Explore the river by kayak or canoe!

4.96 out of 5 average rating, 45 reviews

A charming cottage exterior is framed by vibrant flowers and lush greenery. The inviting porch features a star decoration above the door, alongside hanging flower baskets. A barbecue grill is positioned to the side, with a clear blue sky and sunlight illuminating the scene.

Home in Willow Beach

Willow Beach Renovated Cottage

5 out of 5 average rating, 53 reviews

Home in Pickering

Ravine Retreat | Chef Kitchen | Toronto Zoo | SPA

5 out of 5 average rating, 45 reviews

Entire Luxury Townhouse | Barrie Hideaway

4.97 out of 5 average rating, 95 reviews

A spacious dining area features a large wooden table surrounded by black chairs. A clock with a white face is mounted on the wall, and natural light fills the room through large windows. A view into the living area is visible in the background.

Home in Bond Head

3BR Spacious Home - KING BED

5 out of 5 average rating, 44 reviews

A serene exterior view of a modern home features a spacious deck with red umbrellas, inviting outdoor seating. Lush green grass surrounds the property, while trees provide a natural backdrop. The architecture showcases angular roofs and multiple windows, creating a welcoming atmosphere.

Home in Uxbridge

Udora house on the river!

4.9 out of 5 average rating, 31 reviews

Home in Bowmanville

Blissful Lakeview Retreat | Waterfront Cheateau

Private house rentals

5 out of 5 average rating, 39 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

A welcoming living area is displayed with a comfortable brown sofa adorned with decorative pillows. A glass coffee table sits atop an area rug, with two light-colored chairs positioned nearby. Sunlight filters through the large window, highlighting the open space and inviting atmosphere.

4.93 out of 5 average rating, 30 reviews

Entire Unit, clean and Private 1 bdr

Superhost

A shaded gazebo structure is situated on a wooden dock overlooking the water. It features wicker seating with colorful cushions, providing a comfortable space for relaxation. Towering trees frame the tranquil view, ensuring privacy and a serene atmosphere.

Home in Kawartha Lakes

4.74 out of 5 average rating, 31 reviews

Waterfront*Hot Tub*Fire Pit*Wi-Fi*Screened Porch

5 out of 5 average rating, 15 reviews

Home in Hillsdale

Lost in Hillsdale | POOL | Near Horseshoe

4.91 out of 5 average rating, 35 reviews

Home in Norland

River Pine Retreat

4.8 out of 5 average rating, 59 reviews

A charming brick house is surrounded by well-maintained gardens and lush green grass. The exterior features a inviting walkway and multiple windows. Mature trees provide shade, contributing to a serene outdoor environment. A small shed and fence are visible in the background.

Home in Gilford

Sunrise Villa on the Lake

4.94 out of 5 average rating, 31 reviews

A charming cottage features a bright yellow exterior surrounded by lush greenery. A wooden deck is furnished with red chairs and a gas barbecue. A path leads to the entrance, with a firepit nearby. Large windows provide ample natural light.

Home in Elmvale

The Yellow Cottage