Kid-friendly vacation rentals in Midland

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Midland

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Dome in Bradford West Gwillimbury

4.95 out of 5 average rating, 287 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...

Guest favorite

Loft in Midland

4.93 out of 5 average rating, 282 reviews

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Guest favorite

Rental unit in Penetanguishene

4.92 out of 5 average rating, 157 reviews

Church Hill Haven Bed & Breakfast Guest Suite #1

A continental breakfast (a fruit, yogurt & baked good) now available for a small extra cost - please give at least 48 hours if you would like this, (need to know allergies & preferences.) or save money & bring your own & prepare in equipped kitchen. Separate basement walkout entrance with own back deck. (The owner lives on the upper level.) There is a queen size bed in the bedroom & a pull-out queen bed in the LR. The toilet & sink are separate from the walk-in shower. BBQ available in summer.

Guest favorite

Rental unit in Penetanguishene

4.91 out of 5 average rating, 233 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.

Guest favorite

Tiny home in Waubaushene

5 out of 5 average rating, 145 reviews

Saltbox by the Bay | Tiny House | 4-Season Cottage

Welcome to your 4-season, bayside escape. Relax & unwind to swaying reeds & water views in this vintage cottage, upcycled with luxe amenities. Make gourmet meals, listen to albums & play boardgames, as you watch sunsets over the bay. Known as the Heart of Georgian Bay, explore some of the best of cottage country: swim at a local beach, trek Wye Marsh, visit beautiful Quayle's Brewery, pamper yourself at Vetta Nordic Spa, bike ride the Tay Shore Trail or visit one of the quaint nearby towns.

Guest favorite

Guesthouse in Victoria Harbour

4.96 out of 5 average rating, 254 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

Guest favorite

Condo in Oro

4.89 out of 5 average rating, 205 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Guest favorite

Cottage in Tiny

4.94 out of 5 average rating, 235 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-2024-017

Guest favorite

Guest suite in Midland

4.98 out of 5 average rating, 106 reviews

Inn At Little Lake

Our place is located on a quiet street that backs onto Little Lake. Access to Little Lake Park is close by where there is hiking trails, swimming, a restaurant, lawn bowling, rowing club, free tennis courts and a local disc golf course. We are a 15 minute walk to downtown with many great restaurants, shops, art gallery, theatre, library and the town docks. My place is good for couples, solo adventurers, and business travelers.

Guest favorite

Home in Midland

4.84 out of 5 average rating, 194 reviews

The Little Lake House

The Little Lake House can be described as charming, and cozy. Located close to downtown, and a short walk from Little Lake Park, this newly renovated house is a sweet spot for your next stay in Midland. Relax, and read a book in the little backyard. Go out for a scrumptious meal downtown, or choose to stay in, and cook in our airy & bright kitchen. With 2 cozy bedrooms, you'll feel well rested in one of our pillow-top beds.

Guest favorite

Cottage in Lafontaine

4.82 out of 5 average rating, 221 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Guest favorite

Cottage in Midland

4.87 out of 5 average rating, 181 reviews

House on the Hill, HotTub, Ski, Ice Fish, Trails

Experience the perfect blend of historic charm and modern comfort in this century home. Bask in the refreshing breeze from Georgian Bay and enjoy the tranquility it brings. Explore nearby downtown shops, take advantage of the Trans Canada Trail for walking or biking, and discover a variety of local attractions just minutes away.