Holiday rentals in Willow Beach, Georgina

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Top-rated holiday rentals in Willow Beach, Georgina

Guests agree: these stays 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

4.89 out of 5 average rating, 209 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

Top guest favourite

Home in Georgina

5 out of 5 average rating, 17 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

Top guest favourite

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Apartment in Innisfil

5 out of 5 average rating, 216 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Top guest favourite

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

4.96 out of 5 average rating, 46 reviews

Willow Beach Renovated Cottage

Welcome to our charming Willow Beach Cottage - the perfect place to enjoy Georgina’s best beach, just short walk away. Less than an hour from Toronto, we offer a great getaway from the city. After a day at the beach, you can enjoy a meal on our cedar deck & gaze at the stars. In winter you can go skiing, snowboarding, tubing at The ROC (Recreational Outdoor Campus 3 min drive). We can’t wait to welcome you at our cottage - a true home away from home with everything you need for a perfect stay.

Guest favourite

Cottage in Georgina

4.89 out of 5 average rating, 196 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

A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.

Dome in Utopia

4.95 out of 5 average rating, 271 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Guest favourite

Cottage in Georgina

4.95 out of 5 average rating, 126 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

The exterior of a charming log cabin is highlighted, featuring natural wood logs and a stone chimney. Lush greenery surrounds the cabin, including neatly trimmed shrubs. A gravel pathway leads up to the structure, with a clear blue sky overhead.

Cabin in Innisfil

4.97 out of 5 average rating, 72 reviews

Bird Haven Log Cabin

Embrace the log cabin charm. Bright & cheery, historic & unique. Fully renovated with all the modern conveniences. Starlink internet and EV charger. Close to an extensive variety of activities, walking trails, Lake Simcoe, lake side parks, restaurants, golf courses, skydiving, antique markets, shopping, casino & racetrack. Living room features comfy sectional, cathedral ceilings, floor-ceiling stone fireplace & 50" TV. Well equipped brand new kitchen. Dine inside or al fresco on the patio.

Top guest favourite

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

4.98 out of 5 average rating, 329 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Guest favourite

A rustic cabin, partially visible through snow-covered trees, features a warm wooden exterior. Snow blankets the roof and surrounding ground, while sunlight filters through the branches, creating a serene winter atmosphere. A wrap-around deck is seen at the front of the cabin.

Cabin in Georgina

4.88 out of 5 average rating, 169 reviews

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

Superhost

A single-story house with a white exterior stands amidst lush greenery. A wooden deck with two steps leads to the entrance. Bright flowers are seen along the front, while a paved driveway provides access to the property. Towering trees and shrubs create a private feel.

Cottage in Willow Beach

4.79 out of 5 average rating, 76 reviews

Lake Simcoe Beach Oasis with Backyard and Firepit

Welcome to your happy home in Georgina! This tranquil property has all you need for your visit, so you can unwind here with the whole family and friends. This modest yet charming house is just a couple minutes away from a public beach and park on Lake Simcoe. The nearby waterfront features a sizable children's playground and climbing structures. ➜ Fully-fenced Backyard with a Firepit ➜ Approx. 1000 ft² / 92 m² of space ➜ Free secure driveway parking for 2-3 vehicles

Guest favourite

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

4.86 out of 5 average rating, 119 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.