Cottage holiday rentals in Georgina

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Top-rated cottage rentals in Georgina

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Guest favourite
A round wooden sauna, draped in fresh snow, features a warmly lit interior with two benches. Beside it, a hot tub is visible, with a soft blue glow emanating from the water, creating a serene atmosphere in the winter setting.
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
A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.
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 serene outdoor deck overlooks Lake Simcoe, featuring a comfortable sectional sofa with navy cushions and a glass-top coffee table. Sunlight casts warm reflections on the water, while a lush green lawn and a tree provide natural beauty and shade.
Cottage in Keswick
4.88 out of 5 average rating, 180 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.

Top Guest favourite
Cottage in Victoria Harbour
4.83 out of 5 average rating, 231 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

Guest favourite
A covered deck features white patio furniture, including a circular table and several chairs, overlooking serene Georgian Bay. Soft lighting is provided by hanging glass pendant lights. The sandy beach is visible below, with gentle waves lapping at the shore under a partly cloudy sky.
Cottage in Tiny
4.97 out of 5 average rating, 149 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 tranquil riverfront scene features a wooden dock extending into the water, surrounded by lush greenery. A firepit with benches sits nearby on the shore, providing a cozy gathering space, while the calm river reflects the surrounding trees.
Cottage in Washago
4.99 out of 5 average rating, 156 reviews

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).

Top Guest favourite
The living area features large windows that offer views of the expansive lawn. A wooden coffee table is centered between a floral-patterned couch and a comfortable armchair. Light wood flooring complements the cozy atmosphere of the room.
Cottage in Keswick
4.99 out of 5 average rating, 177 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
A serene outdoor space features a hot tub set on a tiled patio with a view of the lake. The sunset casts warm light across the scene, illuminating trees and a sandy shore in the distance. A gazebo with seating is also visible.
Cottage in Keswick
4.91 out of 5 average rating, 289 reviews

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe

Luxury Lake Simcoe Waterfront Retreat – 6BR/4BA lakehouse with private sandy beach, kayaks, SUP, lily pad, and hot tub under the stars. Cook in a lakeview open kitchen with floor-to-ceiling windows, or dine at the 14-seat solid wood table. Relax in 3 family rooms with fireplaces, a game room, and a new gazebo with outdoor sofas. Outdoors: lakeside firepit with Muskoka chairs, kids’ sand play area, west-facing sunsets, and space for family & group getaways.

Top Guest favourite
The image depicts a rustic cedar log cottage with a spacious deck. A campfire is situated in the foreground, surrounded by log stools. Lush greenery and trees create a private ambiance, complementing the outdoor space for relaxation and social gatherings.
Cottage in Kinmount
4.94 out of 5 average rating, 312 reviews

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!!

Guest favourite
A cozy outdoor fire pit area is designed with smooth stones surrounding a crackling fire. Two black wooden chairs provide seating nearby. In the background, a cottage features string lights and large windows, nestled among trees in a serene garden setting.
Cottage in Tiny
4.93 out of 5 average rating, 333 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

Guest favourite
A wooden dock extends into the calm water, leading to a cozy bungalow surrounded by trees. A grassy area features a picnic table, while the backdrop showcases a peaceful lake scene under a partly cloudy sky.
Cottage in Innisfil
4.85 out of 5 average rating, 248 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

Superhost
Cottage in Innisfil
4.87 out of 5 average rating, 345 reviews

Boardwalk Bliss For Two *1 hr From TO!*

Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!

Popular amenities for Georgina cottage rentals

When is the best time to visit Georgina?

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Avg. price$278 NZD$291 NZD$284 NZD$281 NZD$301 NZD$353 NZD$383 NZD$408 NZD$276 NZD$293 NZD$243 NZD$274 NZD
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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 $33 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Georgina holiday rentals include Wi-Fi 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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