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Holiday rentals in Waubaushene

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Top-rated holiday rentals in Waubaushene

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guest suite in Moonstone
4.86 out of 5 average rating, 311 reviews

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

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 single-story cottage is seen from a gravel pathway, surrounded by greenery. The front steps lead to a welcoming entrance with a small porch. Large windows allow natural light to fill the interior, while playground equipment is faintly visible in the background.
Cottage in Waubaushene
4.82 out of 5 average rating, 181 reviews

The Cottage on Coldwater; where bay & trail meet.

Georgian Bay on one side and the Tay Trail on the other, this lakeside cottage offers gifts for all seasons. With spectacular views of the bay ready 4 ice fishing, sledding, skiing and snow shoeing over winter; hiking, biking, boating and swimming over summer with infinite possibilities in between, we're sure Waubaushene will suit your needs. Close to quaint Coldwater stores, kilometers of Parks, a short drive to 2 ski hills and just off Hwy 400, this hidden gem can accommodate adventure.

Top guest favourite
A rustic wooden dining table is set with plates and jars of milk, complementing a cozy gas stove. Large windows frame views of the bay and surrounding nature, while soft curtains allow natural light to fill the room.
Tiny home in Waubaushene
5 out of 5 average rating, 239 reviews

Saltbox by the Bay + Snowshoes/Ski/Snowboard/Vetta

JANUARY AVAILS + Snowshoes + Skiing Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage is upcycled with luxe amenities. Made for slow living, play boardgames & classic albums & watch sunsets over the bay. Explore winter in cottage country: borrow our snowshoes for a trek, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, ski/snowboard Mount St. Louis or head into town for dinner & bowling.

Guest favourite
Home in Victoria Harbour
4.84 out of 5 average rating, 151 reviews

Georgian Bay Paradise

Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Guest favourite
A charming cottage is seen surrounded by trees, with a large deck above. A fire pit is centrally located in the grassy yard, circled by several wooden chairs. A kayak rests nearby, hinting at outdoor activities, while the serene natural setting offers a peaceful retreat.
Cottage in Waubaushene
4.86 out of 5 average rating, 521 reviews

Charlie the Cottage | Hot Tub | Trail | Hike/Run

Modern cottage with sunset views of Georgian Bay right on the paved Tay Shore Trail for running/biking/snowshoeing. Newly renovated from top to bottom! Enjoy the 500 sqft deck with year round Hot Tub, BBQ and patio table. Fire pit in the backyard. The house is on a large lot surrounded by evergreens for privacy. Across the trail you can access the water, 5 min walk to a sandy beach. 1.5hrs from Toronto, 30mins north of Barrie, 12mins to Mt St Louis Moonstone for skiing.

Guest favourite
An indoor swimming pool is surrounded by large windows, offering natural light and a view of green foliage outside. Comfortable loungers line one side, while a fitness area with equipment is visible in an elevated space above the pool.
Home in Shanty Bay
4.85 out of 5 average rating, 109 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Top guest favourite
Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.
Guest house in Victoria Harbour
4.96 out of 5 average rating, 283 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Top guest favourite
A modern garage apartment is displayed, featuring a neutral-toned exterior with a large garage door and a side entrance. A spacious driveway is visible, providing ample parking space. The entrance is highlighted by a white door, and trees are partially visible in the background.
Flat in Midland
4.94 out of 5 average rating, 178 reviews

Chez 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
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

Top guest favourite
A welcoming living area features a spacious sofa draped with soft blankets. A modern kitchen with white cabinetry and stainless steel appliances is visible. A cozy fireplace adds warmth, while large windows provide natural light, leading to a door opening to an outdoor space.
Flat in Coldwater
4.97 out of 5 average rating, 125 reviews

Cozy getaway for two with hot tub!

Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.

Superhost
A welcoming entrance features a wooden gate with the name 'Eagle Point' prominently displayed. A tree-lined gravel driveway leads to a charming cottage with wood siding and a green roof nestled among the trees.
Cottage in Waubaushene
4.84 out of 5 average rating, 178 reviews

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

Welcome to Eagle Point Cottage, a modern-chic escape nestled along the scenic Tay Trail and Georgian Bay. 🄾Backs onto the scenic Tay Trail and Georgian Bay šŸ’§Private hot tub and stand alone sauna building šŸ”„Natural gas BBQ and firepit in a quiet, fenced backyard 🌐High-speed Wi-Fi throughout the house šŸ›ļøSleeps 6 guests in the main house + 2 guests in a heated/cooled bunkie

Popular amenities for Waubaushene holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Waubaushene