
House holiday rentals in Midland
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Top-rated house rentals in Midland
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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.

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.

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

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.

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

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.

The Gateway to Georgian Bay: Spacious 3BR Stay
Welcome to your bright and cozy stay in Midland, minutes from Little Lake, parks, restaurants, and all local amenities. This comfortable home is perfect for families, couples, or small groups ✔ 5 minutes from Little Lake ✔ Bright, clean, and freshly updated interior ✔ Cozy living room with comfortable sectional ✔ Fully equipped kitchen ✔ Quiet neighborhood close to everything ✔ Large windows and natural light ✔ Great value for families and small groups ✔ Unlimited Wi-Fi

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
Popular amenities for house rentals in Midland
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

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

Serene mountainside home with View/Shuttle Bus

Lost in Hillsdale | Heated POOL | Near Horseshoe

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Weekly house rentals

Luxury home nestled in nature

Waterfront Beach House in Waubaushene

Private log cottage on 2 acres

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

Life is Better at the Cottage

Relax and Enjoy

Fireside Haven Chalet

Entire Unit 2 bdr 2 bathroom | Full privacy
Private house rentals

Bright and quiet Family-Size Nottawa Loft 3BR

Peaceful country getaway

6 Bdrm Lake view, Luxury, Modern Cottage w Hot Tub

Snow valley ski (12km)Scandinavian therapy retreat

The Allandale Residence

Charming Century Home

COZY Cottage steps away from the beach.

Modern 6BR Retreat in Horseshoe | Pool + Hot Tub |
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £159 | £126 | £130 | £121 | £133 | £146 | £175 | £166 | £166 | £159 | £154 | £159 |
| 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 |
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 £45 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Midland holiday rentals include wifi 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
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Cabin rentals Midland
- Rentals with lake access Midland
- Rentals with a patio Midland
- Rentals with beach access Midland
- Rentals with a washing machine and dryer Midland
- Pet-friendly rentals Midland
- Waterfront rentals Midland
- Fitness-friendly rentals Midland
- Rentals with an EV charger Midland
- Rentals with a firepit Midland
- Rentals with a kayak Midland
- Flat rentals Midland
- Rentals with a hot tub Midland
- Family-friendly rentals Midland
- Rentals with outdoor seating Midland
- Rentals with pools Midland
- Cottage rentals Midland
- Rentals with a fireplace 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
- Three Mile Lake
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Kee To Bala
- Menominee Lake
- Wye Marsh Wildlife Centre
- Wasaga Beach Area
- Awenda Provincial Park
- Centennial Beach
- Casino Rama Resort
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- South Muskoka Curling and Golf Club





