
House holiday rentals in Midland
Find and book unique houses on Airbnb
Quick stats about house rentals in Midland

Total holiday rentals
Explore 50 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Midland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Midland rentals

4.7 Average rating
Midland stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Midland
Guests agree: These houses are highly rated for location, cleanliness and more.

Sawdust city haus
Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

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.

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.

Orillia TwnHse Oasis w King Bed
Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Cozy Cottage with Private Beach Access
This charming house with access to a private beach is just steps away, located in the heart of trendy Paradise Point. Many attractions nearby including Ste Marie Among the Hurons, Pioneer Village, biking and hiking trails. Cottage has a dedicated work space with very fast internet. *** UPDATE *** AC split heat pump system has been installed in the living room. Cools down the cottage or it can be used in the winter to heat up the cottage, providing comfortable environment during your stay.

The Midland Nest | A Stylish Home Away From Home
Bright, stylish, and comfortable, The Midland Nest is a 3-bedroom, 1-bath upper bungalow in central Midland, sleeping up to 6 guests. Cozy king, queen, and twin beds, a mid-century/retro inspired living area, and a fully equipped kitchen make it easy to relax and unwind. Step onto your private deck overlooking the spacious, tree-lined backyard. Centrally located near downtown, the harbour, restaurants, and attractions, it’s perfect for families, small groups, or visiting professionals.

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Ski, Swim, Soak, Boat & Golf
Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.

Home Grandview
Amazing custom-built 3,400 sqf home overlooking the beautiful Georgian Bay, Magnus Beach is just across the road. 4 bedrooms, 3 full baths spacious kitchen, sunroom and wrap-around deck are fully equipped and stocked with all your needs. Pool table, Weber BBQ, Dynamic Infrared Sauna, fire pit, 1.5Gb WiFi, 3-car garage with EV Charger. Close to numerous resorts and parks for summer and winter fun. Guests will enjoy all the entertainments both inside and outside all year round.

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+. Get Some Fun in the Sun and Book Today

Luxury Home Mins to Lake & Beach
Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Welcoming Waterfront Cottage
Cozy yet stylish waterfront gem hidden in friendly Victoria Harbour minutes of driving from Midland, featuring spacious comfortable rooms, sandy beach with a dock for fun in the water, enclosed backyard great for the families with small children, an open concept main floor transitioning to the deck with stunning water views, and plenty of parking space - all in a peaceful neighborhood with a boat launching spot nearby, marina & local shops within walking distance.
Popular amenities for Midland house rentals
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

2 Bd Boardwalk Condo Patio Oasis

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Home away from home with a hot tub and pool

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Serene mountainside home with View/Shuttle Bus

Lost in Hillsdale | POOL | Near Horseshoe
Weekly house rentals

Bright and quiet Family-Size Nottawa Loft 3BR

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Luxury home nestled in nature

Waterfront Beach House in Waubaushene

Private log cottage on 2 acres

Entire Luxury Townhouse | Barrie Hideaway

Life is Better at the Cottage

The Allandale Residence
Private house rentals

Lake Days & Cozy Nights – Your Year-Round Retreat

Beautiful lakefront Cottage on Lake Simcoe.

Cottage on Private Beach

Snow valley ski (12km)Scandinavian therapy retreat

Charming Century Home

Sunny Modern 3BR Home, XL Deck, Wlk 2 Town + Beach

Midland ON - Lakehouse

Spacious 4 Bedroom Retreat By Lake Couchiching
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 AUD | $240 AUD | $248 AUD | $231 AUD | $254 AUD | $280 AUD | $333 AUD | $316 AUD | $318 AUD | $304 AUD | $294 AUD | $304 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Laurentides Holiday rentals
- Cleveland Holiday rentals
- Rentals with beach access Midland
- Rentals with an EV charger Midland
- Waterfront rentals Midland
- Rentals with a hot tub Midland
- Rentals with lake access Midland
- Rentals with outdoor seating Midland
- Cabin rentals Midland
- Rentals with a washing machine and dryer Midland
- Rentals with pools Midland
- Rentals with a fire pit Midland
- Pet-friendly rentals Midland
- Rentals with a kayak Midland
- Cottage rentals Midland
- Rentals with a patio Midland
- Rentals with a fireplace Midland
- Family-friendly rentals Midland
- Fitness-friendly rentals Midland
- Apartment rentals Midland
- Beachfront rentals Midland
- House rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Burl's Creek Event Grounds
- Taboo Muskoka Resort & Golf
- Awenda Provincial Park
- Menominee Lake
- Wye Marsh Wildlife Centre
- Kee To Bala
- Wasaga Beach Area
- Centennial Beach
- Casino Rama Resort
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park





