Holiday rentals in Wymbolwood Beach

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

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.

Modern Luxury Cottage! Private & Spacious!

Set among the trees and just a short five-minute walk from the beach this new build offers the perfect combination of peace, luxury, comfort, and activities for everyone ❋ Everything is brand-new ❋ Upscale contemporary decor ❋ Open concept living area and gourmet fully equipped kitchen ❋ Spacious four bedrooms and recreational room ❋ Quiet cul-de-sac location ❋ Private outdoor space with fire pit, barrel sauna, sand court, and lawn ❋ Front and rear patios with lounge, sitting and dining area

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.

Stylish Modern Beach Oasis+Hot Tub-90 min from GTA

Fantastic beach oasis and all season getaway! Enjoy a spacious stylish 6 bedroom cottage - perfect for 2 families or group of friends. Up to 10 ppl. Steps away from a beautiful sandy beach with crystal clear waters on Georgian Bay. Have a BBQ on the deck, relax in the hot tub, roast marshmallows at the firepit or take in the sunset. In summer enjoy swimming, hiking, and paddle boarding. In winter ski 30 min away at Mt St Louis. Only 90 min from GTA - perfect spot to get out of the city!

Hillside Studio • Midland • Cozy Fall Escape

Welcome to the Hillside Studio — a bright, spacious 900 sq. ft. private guesthouse in the heart of Midland. Perched on a hillside, this modern one-bedroom retreat is designed for comfort and relaxation for 1–2 guests. Perfectly located to explore Georgian Bay: • 10-min. walk to stroll & shop Midland's charming downtown • 10-min. drive to Midland Golf & Country Club/Brooklea • 20-min. drive to hike Awenda Provincial Park trails • 30-min. drive to relax at Vettä Nordic Spa/Quayle’s Brewery

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.

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

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.

Cozy Cottage w/ Hot Tub/GameRoom near Beach/Skiing

Newly renovated 3+1-bedroom cottage (including bunkie) w/ hot tub, full kitchen, living room, dining room, 3 BDR (3 queens, 1 bunkbed single over double) & laundry is a 5 min walk from Balm Beach, LCBO, restaurants, Kayak/Boat rentals, and Go-Karts and Mini Putting. It's a 5-10 min drive to Balm Beach Golf Club and Brooklea Golf & Country Club, a 10-15 min drive to Midland, and less than 30 mins to ski hills like Mount St. Louis Moonstone Ski Resort! STR License #: STRTT-2026-077

Tiny Beaches Getaway

Kick back and relax . Nestled in a quiet neighbourhood only 9 minutes walking distance from one of the nicest sandy beaches ( Ossassane Beach) on Georgian Bay this Adult Retreat is a perfect getaway from the busy city life . Enjoy the turquoise waters ( you will think your are somewhere in Carribean) of Georgian Bay during the day and gather around the firepit out back on cozy summer nights to enjoy good conversation and drink in privacy surrounded by woods .

Modern Beach House on Georgian Bay STRTT-2026-089

A bright, modern beach house just a short walk from Cawaja Beach on Georgian Bay. Remi is a relaxed, design-led space made for days by the water and easy evenings at home. With two bedrooms, two bathrooms, open-concept living, a second living area and dedicated office, there’s room to settle in and stay awhile. Spend your days at the beach, explore Tiny, or stay in, put on a record and enjoy the space. Dogs are welcome too, with nearby trails to explore together.