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

Total holiday rentals
Explore 70 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 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.

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.

Charming Midland Oasis with Private Heated Pool
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!

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.

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.

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.

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.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

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!

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.
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

Rivergrass Oasis | Walk to Village & Pool

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

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

Serene mountainside home with View/Shuttle Bus
Weekly house rentals

Farm House

Gleaming Family Friendly Vacation Home Near Beach

Cozy Cottage with Private Beach Access

Paradise Point Steps from Georgian Bay Great WIFI

Your Happy Place

Private Spa Retreat for 2 | Sauna | Swim Spa |

Close to Hospital and school 4 bedroom bungalow

Georgian Bay Water/Beach front Cottage
Private house rentals

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Midland private luxury place

Moonstone chalet

Modern Beach House on Georgian Bay STRTT-2026-089

The Light House

Entire Luxury Townhouse | Barrie Hideaway

The four season Mount St. Louis hideaway

Hillside House, 5 beds, 4 bdrms, and pullout couch
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 NZD | $287 NZD | $298 NZD | $277 NZD | $305 NZD | $335 NZD | $400 NZD | $379 NZD | $381 NZD | $364 NZD | $352 NZD | $364 NZD |
| 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
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- Waterfront rentals Midland
- Apartment rentals Midland
- Rentals with beach access Midland
- Beachfront rentals Midland
- Cottage rentals Midland
- Cabin rentals Midland
- Rentals with a patio Midland
- Rentals with lake access Midland
- Rentals with pools Midland
- Rentals with a fireplace Midland
- Family-friendly rentals Midland
- Pet-friendly rentals Midland
- Fitness-friendly rentals Midland
- Rentals with an EV charger Midland
- Rentals with a kayak Midland
- Rentals with a fire pit Midland
- Rentals with a hot tub Midland
- House rentals Simcoe County
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- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Awenda Provincial Park
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Mono Cliffs Provincial Park
- Sibbald Point Provincial Park
- Sunset Point Park
- Couchiching Beach Park





