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Cottage holiday rentals in Georgina

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Georgina

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
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.
Cottage in Innisfil
4.88 out of 5 average rating, 199 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

Guest favourite
Cottage in Innisfil
4.85 out of 5 average rating, 394 reviews

Cozy Winter Wonderland Escape with Hot Tub

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.

Guest favourite
Cottage in Brechin
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.

Top guest favourite
A spacious cottage is depicted, featuring a well-maintained exterior with a mix of dark wooden siding and stone accents. A manicured lawn and a driveway lead up to the entrance, surrounded by lush greenery and trees in the background.
Cottage in Alcona
4.93 out of 5 average rating, 123 reviews

Beach House 5 Star Gem +Muskoka room + Yoga Studio

High-end oasis & diamond in a ruff tucked away in a serene town. Welcome to Innisfil’s best kept secret, a cottage that boasts such sumptuous features that make up an exceptional getaway, far from the city's stress and hustle! This property is great for a girls wine weekend, couples retreat, bridesmaid get together, wine tour stop, ski get away, and more of your ideal leisure activities! From here, you can also enjoy the lovely beaches and the nearest one is only 1 km away from your destination!

Guest favourite
Cottage in Keswick
4.88 out of 5 average rating, 176 reviews

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.

Guest favourite
Cottage in Alcona
4.9 out of 5 average rating, 250 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Guest favourite
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
4.95 out of 5 average rating, 121 reviews

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!

Guest favourite
Cottage in Tiny
4.97 out of 5 average rating, 147 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 176 reviews

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.

Top guest favourite
Cottage in Keswick
4.91 out of 5 average rating, 288 reviews

Private Lakefront Cottage | Hot Tub | Near Toronto

Winter Special – Cozy Lakefront Escape Relax at our private lakefront cottage on Lake Simcoe. Ideal for families, friends, and small groups, this home is perfect for a quiet winter getaway or a short escape from the city. Enjoy the private hot tub, indoor games, and a warm layout for colder months. Calm lake views, a fully equipped kitchen, and comfortable living spaces year-round. Great value for smaller groups (6–8 guests). Perfect for families, couples, or friends to unwind together.

Guest favourite
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
4.93 out of 5 average rating, 331 reviews

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

Top guest favourite
Cottage in Innisfil
4.85 out of 5 average rating, 247 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

When is the best time to visit Georgina?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$211 SGD$221 SGD$216 SGD$213 SGD$229 SGD$268 SGD$291 SGD$310 SGD$210 SGD$222 SGD$184 SGD$208 SGD
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Quick stats about cottage rentals in Georgina

  • Total holiday rentals

    Explore 60 holiday rentals in Georgina

  • Nightly prices starting at

    Georgina holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Georgina holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Georgina rentals

  • 4.6 Average rating

    Georgina stays receive an average rating of 4.6 out of 5 from guests

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