Holiday houses in Wymbolwood Beach

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 380 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

4.87 out of 5 average rating, 411 reviews

Home in Meaford

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

5 out of 5 average rating, 183 reviews

Tiny home in Waubaushene

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.

4.97 out of 5 average rating, 120 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

Place to stay in Wasaga Beach

5 out of 5 average rating, 303 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.

Apartment in Penetanguishene

4.92 out of 5 average rating, 254 reviews

The Haunted House Apt 301

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

4.97 out of 5 average rating, 108 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.

4.89 out of 5 average rating, 343 reviews

Loft in Midland

Nest By The Bay - Downtown Midland / Private Loft

Luxury, Comfort & Style. This one-of-a-kind rental, "Nest By The Bay", is located in Downtown Midland. Walk everywhere, park your car & enjoy what Midland has to offer. Midland Harbour is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, seasonal events & so much more! See our other listing "Perch By The Bay", also at this same location. 2 nights min. preferred, 1 night by request. Listing not suitable for ages under 6.

5 out of 5 average rating, 182 reviews

Cabin in Bracebridge

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Apartment in Wasaga Beach

4.94 out of 5 average rating, 435 reviews

The Upper Deck

The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

4.95 out of 5 average rating, 123 reviews

Apartment in Midland

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.

4.94 out of 5 average rating, 284 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

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Other great holiday rentals in Wymbolwood Beach

Superhost

Villa in Tiny

4.87 out of 5 average rating, 67 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

DivineRating, 5 stars3 weeks ago

Our group had a great stay at Mina’s place! The home was exactly as pictured — clean, spacious, and really comfortable for a group. There was more than enough room for everyone to relax, and the setup made it easy for us to spend time together without feeling crowded. Mina was an amazing host — super easy to communicate with and thoughtful throughout our stay. She made sure we had everything we needed and made us feel really welcome. We had such a smooth and comfortable experience staying here, and would definitely come back again. Highly recommend Mina’s place for groups looking for a comfortable and easy stay!

4.95 out of 5 average rating, 293 reviews

Dome in Nottawa

One-of-a-Kind Dome Stay near Collingwood!

BrentRating, 5 stars2 weeks ago

While this is strictly speaking a review, let us start by publicly saying a warm Thank You! to Nikki and Joel for creating and sharing such a wonderful space to relax and unwind in! While perhaps lacking in some of the things we take for granted like plumbing, their space is transformative, showing new possibilities, combining beauty and functionality. While on the rustic side, it brings a chance to be more intimate with your surroundings. My wife was particularly in love with the swing chair and hammock right in the space. Highly recommended, very close to Collingwood and all it offers, a great escape.

4.92 out of 5 average rating, 12 reviews

Dome in Uxbridge

The Bubble Glamping Dome

SumeetRating, 5 stars2 weeks ago

Was looking for a peaceful quiet day away from city and this Airbnb was perfect. The dome had all facilities in the listing, ac/heat, wifi and board games. Bashir was great and responded quickly to questions. The sheep and chickens were great edition too. Recommend!

Superhost

4.83 out of 5 average rating, 83 reviews

Perfect beach vacation getaway, 5 Bedroom

AshleeRating, 5 stars3 weeks ago

Greg was accommodating and set reasonable expectations. The house was clean and as described, with lots of space for a great extended weekend. Would book again!

5 out of 5 average rating, 28 reviews

Apartment in Midland

Hidden Gem

JoanneRating, 5 stars3 days ago

Truly a hidden gem! The apartment was as described and more - we immediately felt at home. Excellent bed, comfy couch, fully equipped kitchen even nice towels! Loved the outdoor space complete with BBQ. We have marked this as our landing spot when putting our boat on and out of the water in Midland - will be back for sure! Michelle was a very responsive and kind host.

4.95 out of 5 average rating, 21 reviews

Apartment in Tiny

Cabin A in Wymbolwood Lodge

OlaRating, 5 stars1 day ago

Cathy and John are such lovely and kind hosts. The cabin was incredibly cozy, and the beachfront was absolutely stunning! The beach was spotless, and the water was crystal clear. We truly enjoyed our stay and will definitely be back! 😊

5 out of 5 average rating, 71 reviews

Home in Midland

Historic Coach House hosted by John & Donna

BryannaRating, 5 stars2 weeks ago

Donna’s place was amazing!! A beautiful and clean historical home! Donna made my partner and I feel very welcome, she even left us some butter tarts!:) I would definitely recommend a stay with Donna and John!!