
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 $67 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.

Paradise Point Steps from Georgian Bay Great WIFI
Welcome to the Paradise Point Cottage. From the moment you walk in you'll feel your stress melt away. The original wood workmanship has been maintained to preserve the cabin escape feeling. Watch the 75" smart TV or play games by the stone fireplace. Enjoy cooking in the large dine-in kitchen, a place perfect for creating memories. On a half-acre, this property has a view of the waterfront from the front & back, easy access to Georgian Bay, and snowmobiling from the front door. Don't miss out!

The Artist's House B&B: Relax, Explore Collingwood
Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

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.

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.

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.

Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

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.

The Midland Nest | Cozy 2BR Walkout Suite
Cozy and comfortable, this 2-bedroom, 1-bath lower unit in central Midland is perfect for up to 3 guests. Featuring a king bed, a single bed, and spacious rooms, it’s a practical and inviting place to stay. Enjoy a private walkout to the large tree-lined backyard and large patio. Centrally located near downtown, the harbour, restaurants, and local attractions, this place is ideal for couples, small families, or visiting professionals.

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

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

Rivergrass Oasis | Walk to Village & Pool

Charming Midland Oasis with Private Heated Pool

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

Midland private luxury place

Moonstone chalet

Modern Beach House on Georgian Bay STRTT-2026-089

Gleaming Family Friendly Vacation Home Near Beach

Steps From the Beach and Hiking Trails!

Your Happy Place

Hillside House, 5 beds, 4 bdrms, and pullout couch

Close to Hospital and school 4 bedroom bungalow
Private house rentals

Farm House

Architectural Lakefront House & Boathouse Muskoka

The four season Mount St. Louis hideaway

Relax and Enjoy

Private Spa Retreat for 2 | Sauna | Swim Spa |

Stonegate Retreat | Sauna, Fire Pit, Lake Access

Fireside Haven Chalet

Closest Airbnb to Blue Mountain Village
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 NZD | $285 NZD | $295 NZD | $248 NZD | $268 NZD | $288 NZD | $396 NZD | $376 NZD | $377 NZD | $361 NZD | $349 NZD | $361 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
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Traverse City Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Rentals with lake access Midland
- Waterfront rentals Midland
- Apartment rentals Midland
- Rentals with beach access Midland
- Beachfront rentals Midland
- Cottage rentals Midland
- Cabin rentals Midland
- Rentals with pools Midland
- Family-friendly rentals Midland
- Pet-friendly rentals Midland
- Rentals with a kayak Midland
- Rentals with a hot tub Midland
- House rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Wasaga Beach Area
- Snow Valley Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Burl's Creek Event Grounds
- Scandinave Spa Blue Mountain
- Menominee Lake
- Casino Rama Resort
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Sunset Point Park





