House holiday rentals in Midland

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Top-rated house rentals in Midland

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Guest favourite

Home in Little Lake

4.88 out of 5 average rating, 109 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

Guest favourite

Home in Midland

4.8 out of 5 average rating, 46 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

Stylish. Privacy. Location. Our Vacation Home, is in vibrant Downtown Midland. We’ve recently renovated our amazing century home and it is ready for you to enjoy! – its beauty matches the beauty of the town. Our spacious home features a great backyard for you to relax in. When venturing out to explore the area we know you’ll enjoy Midland Harbour. This picturesque natural attraction has been a favourite of tourists and boaters from around the world. Our home is just a few minutes’ walk away!

Guest favourite

Home in Midland

4.87 out of 5 average rating, 70 reviews

Close to Hospital and school 4 bedroom bungalow

Relax with the whole family or friends at this peaceful location with a private backyard facing a mature ravine. Rent Skiis/Snowboards at Mt.St. Louis and hit the slopes in the winter. Maybe bring your gear and try Ice Fishing in the Georgean Bay. Visit in the summer and enjoy a walk along the Aberdeen Boulevard, catch a tan at the sandy Balm Beach or at the Little Lake! Be sure to visit the 'Sainte-Marie among the Hurons' museum and immerse yourself into the lives of early European settlers.

Top guest favourite

Home in Penetanguishene

4.97 out of 5 average rating, 162 reviews

White Rolling Sands of Penetang by Theatre

Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Top guest favourite

Home in Tiny

5 out of 5 average rating, 44 reviews

Tiny Beaches Getaway

Kick back and relax in this calm, stylish space. 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 .

Top guest favourite

Home in Midland

5 out of 5 average rating, 74 reviews

Historic Coach House hosted by John & Donna

Approx. 600 sq ft of living space. 2 guests. 1 large bedroom with queen canopy bed - includes linens. 1 bath with original claw tub and shower - includes soap, toilet paper, towels. Great location on historic street. Kitchen - fridge, stove, dishwasher, coffee maker, toaster Dining room with antique table and chairs. Sitting room. Free parking for 1 car on premises. Air conditioning and heating. Wi-Fi. Private entrance. Large deck. Minimum stay 2 nights. Please no pets. No smoking or vaping.

Top guest favourite

Home in Penetanguishene

4.95 out of 5 average rating, 39 reviews

Georgian Bay Water/Beach front Cottage

Amazing Waterfront & Sunset views. Trans CanadaTrail & Rotary Park literally a 30 second walk including a beach, skate park, Bball court & beach volleyball. Watch the most gorgeous sunsets from the colourful adirondack chairs on the front deck while enjoying your favourite beverage or watching the kids play in the park & splash pad. World famous Dock Lunch a short walk away. Area beaches 20 min drive. Snowmobile OFSC Distict 8 trail & icefishing. Ski Horseshoe & Mount St Louis 30 min drive.

Top guest favourite

Home in Georgian Bay

4.98 out of 5 average rating, 91 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Guest favourite

Home in Bracebridge

4.94 out of 5 average rating, 399 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Guest favourite

Home in Tiny

4.87 out of 5 average rating, 130 reviews

Beachy Blue Bay Cottage - licence #STRTT-2025-194

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Top guest favourite

Home in Port McNicoll

5 out of 5 average rating, 24 reviews

Steps From the Beach and Hiking Trails!

Relax with the whole family at this updated cottage. Three bedrooms include two double beds, and one twin bed that pulls out for an added guest. Hang out steps from three local beaches - one exclusively for neighbourhood residents! Cook delicious meals in the stylish, renovated kitchen. Two nearby parks for added family fun! BBQ in the backyard or roast marshmallows over the bonfire! Shallow sandy beach is perfect for water sports!

Superhost

Home in Barrie

4.86 out of 5 average rating, 117 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

Great location- 7 min to Waterfront, 18 min to Horseshoe Resort and Snow Valley Ski Resort, 18 min to Vetta Spa. Entire Private and Cozy 4 Bedroom 2 bath Home - Fully Equipped Kitchen! - Media Room w/ 75" Smart TV, Ping Pong & Foosball table!! - Outdoor Patio with Fire-pit area! - Fast Wifi and Parking for 4 Cars!! - 5 Beds and a Sofa Bed. - Park Across the Street... - Comfy Bay Window Seating!!