Vacation rentals in Woodland Beach

A spacious living area is highlighted by a large white stone fireplace, surrounded by comfortable seating. Natural light filters through sheer curtains, enhancing the warm atmosphere. A flat-screen television is mounted above the fireplace, and a wooden dining table sits elegantly in the foreground.

4.97 out of 5 average rating, 132 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

A cottage exterior is framed by lush green trees, showcasing a wrap-around deck with several red muskoka chairs and a dining table. The entrance features a blue door, and a stone chimney rises from the roof, blending with the serene natural surroundings.

4.85 out of 5 average rating, 40 reviews

Cottage Retreat in Tiny

Recharge with Family and Friends while enjoying gorgeous views of Georgian Bay and the Blue Mountains. Beautifully updated 3 bedroom cottage, 4 PC bathroom, spacious fully stocked kitchen with large island, dining area, and new gas fireplace. Relax on the wrap around deck with Muskoka chairs, ideal for unwinding or entertaining, and gather around the outdoor chiminea under the stars. 5 minute walk to the beach and general store. Super fast WiFi, Smart TVs, free parking, and easy self check in.

A spacious common area features a large, light-colored sectional sofa arranged around a warm fireplace built into a stone wall. Large glass doors provide access to a serene outdoor space, while natural light enhances the wood-beamed ceiling. Decorative elements include woven wall art and a wooden side table.

5.0 out of 5 average rating, 16 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.

4.94 out of 5 average rating, 300 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Apartment in Wasaga Beach

The exterior of the house is showcased with a large, angled roof and expansive glass windows reflecting the evening light. A spacious deck presents colorful chairs in pink and yellow, surrounded by sandy beach and foliage, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 437 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

A modern cottage is showcased, set amidst tall trees and greenery. The facade features a combination of brick and modern elements, with large windows allowing natural light inside. A gravel driveway leads to the entrance and a single-car garage.

5.0 out of 5 average rating, 25 reviews

Whispering Pines Cottage

Escape to Whispering Pines-a modern cottage located just minutes walk to beautiful Edmore or Woodbine beach. Immerse yourself in kilometers of hiking and biking trails right at your doorstep. We offer family-friendly space for six guests with 3 bedrooms and 2 bathrooms. With convenient parking for you can explore the stunning beach and its surroundings. Located 1.5 hours from Toronto, Whispering Pines is the perfect four-season getaway for families seeking a serene and rejuvenating experience.

A sandy dune is shown, with tufts of grass growing from its surface. The dune rises against a backdrop of scattered clouds and a clear blue sky, representing the natural landscape near the beach.

4.94 out of 5 average rating, 84 reviews

The Beach House

Licence#: STRTT-2026-083 Design lovers will appreciate the minimalist coastal design of this 3 bdrm beach house at gorgeous Wendake Beach. Wake up to a breeze off the waters of Georgian Bay from the deck and fall asleep in crisp white linens to the sound of the waves. Perched in the sand dunes on the edge of the forest, the cottage is a one-minute walk down a secluded leafy path to one of the most pristine sandy beaches in Canada. Also kid-friendly, with a playroom, pack-n-play and bunk beds.

A modern living space features a cozy gray sofa adorned with decorative pillows, facing a stone fireplace and wall-mounted TV. A large mirror reflects natural light, while a wooden dining table with six chairs offers a welcoming dining area. Soft wood flooring complements the neutral decor.

4.99 out of 5 average rating, 72 reviews

Honeycomb Cottage, Tiny Township, Woodland Beach

Welcome to Honeycomb Cottage, adjacent to beach access, a minute walk to beautiful sandy beaches & stunning sunsets. This Woodland Beach newly renovated 1100 sq ft 4 season modern cottage with gas fireplace comfortably sleeps 6 adults, includes Internet/Cable TV & Outdoor Fire Pit/BBQ. Neighboring Horseshoe Valley/Moonstone-30min; Blue Mountain/Collingwood-35min; Midland-30min; Elmvale/Wasaga Beach-10min, where all locations offer an endless #of Summer & Winter activities. Lic.STRTT2026-022.

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

4.96 out of 5 average rating, 180 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.

5.0 out of 5 average rating, 120 reviews

An open-concept living room and kitchen area is highlighted by a cozy gas fireplace and a cathedral ceiling. Light-colored walls complement the stylish green cabinetry. Two barstools are positioned at the kitchen island, with natural light streaming through the window.

Apartment in Nottawa

The Nottawa Nest

Spacious loft apartment, nestled in the heart of Nottawa, a quiet and friendly village just 5min. south of downtown Collingwood and 15min. from Blue Mountain and Wasaga Beach. Enjoy next door the local pub restaurant, cafe, bookstore & LCBO variety store. This beautifully finished getaway has two comfortable bedrooms, laundry room with daybed, dedicated work space, open concept living room & kitchen with cathedral ceiling & gas fireplace. Perfect for two couples, small family or group.

4.98 out of 5 average rating, 122 reviews

Villa in Tiny

In Pines •Family-Friendly • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

A spacious living area is illuminated by natural light from large windows. A green sofa is positioned next to a coffee table on a soft area rug. The open layout includes a dining area with a bench and modern decor, creating a welcoming environment.