Holiday houses in Woodland Beach

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Top-rated holiday rentals in Woodland Beach

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Home in Meaford

4.87 out of 5 average rating, 434 reviews

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Top Guest favourite

Tiny home in Waubaushene

5 out of 5 average rating, 204 reviews

Saltbox by the Bay | Vetta/Tay Shore Trail/Bikes

*GUEST BIKES AVAILABLE* Welcome to Saltbox by the Bay, your 4-season escape. A perfect couple's getaway or small family, friends or solo retreat. This vintage cottage is upcycled with luxe amenities. Make delicious meals, play records & boardgames & watch sunsets over the bay. Explore the treats of cottage country: walk or bike the Tay Shore Trail, visit Quayle's Brewery & Wye Marsh, pamper yourself at Vetta Nordic Spa & enjoy one of the nearby towns for beaches, restaurants & local amenities.

Guest favourite

Cabin in Tiny

5 out of 5 average rating, 12 reviews

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

Top Guest favourite

Place to stay in Wasaga Beach

5 out of 5 average rating, 318 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Welcome to Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, Collingwood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Guest favourite

Cottage in Tiny

4.98 out of 5 average rating, 123 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.

Guest favourite

Home in Georgian Bay

4.97 out of 5 average rating, 103 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Top Guest favourite

Farm stay in Uxbridge

4.97 out of 5 average rating, 209 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 in 2021, this private loft includes a 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.

Top Guest favourite

Guest suite in Nottawa

4.99 out of 5 average rating, 106 reviews

The Nottawa Post Office Inn

Welcome to the Nottawa Post Office Inn! A cozy get away situated in the quaint village of Nottawa just 5 minutes south of downtown Collingwood and 15 minutes from Blue Mountain & Wasaga Beach. Enjoy a self contained suite with private entrance while being conveniently located within a two minute walk to the village variety store, LCBO, local Pub restaurant, cafe and art gallery. Perfect location to leave your car parked while finding all you need to make your stay a pleasant one.

Guest favourite

Cabin in Georgina

4.99 out of 5 average rating, 104 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Top Guest favourite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 170 reviews

Sanablue - Stylishly Un-Trendy since 1958!

Sanablue is a quiet & warm out of the way escape for your family ... that's right next to everything that's great about South Georgian Bay! See reviews for our track record! Just 91 barefoot steps to the edge of Georgian Bay IF YOU DARE!. A 4 min stroll to grab a coffee (or a bottle of wine). Just meters to Oakview Woods hiking trails & Wasaga biking trails. 10 min to Collingwood. 15 min to breathtaking Blue Mountain ..... Or just put your feet up & relax.

Top Guest favourite

Apartment in Midland

4.96 out of 5 average rating, 143 reviews

Hosted by Nous Midland

Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 293 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. License #STRTT-2025-008