Find Vacation Rentals in Midland, Simcoe County

We have 116 properties to choose from
Midland
Anytime
Guests
Midland
Anytime
Guests

Popular Midland Vacation Rentals

Find the perfect Midland vacation rental

House Midland
$211 per night
House ∙ 8 guests ∙ 4 bedrooms
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
Apartment Midland
$140 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (6 ratings)
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
House Midland
$522 per night
House ∙ 10 guests ∙ 4 bedrooms
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
House Midland
$298 per night
House ∙ 6 guests ∙ 3 bedrooms
Midland, Simcoe County, Canada
Details
Vrbo
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Details
House Midland
$183 per night
House ∙ 6 guests ∙ 3 bedrooms
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
House Midland
$524 per night
House ∙ 14 guests ∙ 7 bedrooms
5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
Cottage Midland
$247 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
Details
Vrbo
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Details
House Midland
$305 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (6 ratings)
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
Cottage Midland
$126 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.6
Excellent (13 ratings)
Midland, Simcoe County, Canada
Details
Vrbo
Details
Details
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Recommended Rentals With Pools

Motel  Midland
$71 per night
Motel ∙ 8 guests ∙ 1 bedroom
4.2
Very good (1026 ratings)
Midland, Simcoe County, Canada
Pool
Details
Expedia
Details
Details
Motel  Midland
$106 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.2
Very good (970 ratings)
Midland, Simcoe County, Canada
Pool
Details
HomeToGo
Details
Details
Motel  Midland
$106 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.2
Very good (970 ratings)
Midland, Simcoe County, Canada
Pool
Details
HomeToGo
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Details
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Pet-Friendly Homes and Apartments

House  Midland
$152 per night
House ∙ 4 guests ∙ 2 bedrooms
Midland, Simcoe County, Canada
Pet-friendly
Details
Vrbo
Details
Details
House  Midland
$791 per night
House ∙ 8 guests ∙ 5 bedrooms
Midland, Simcoe County, Canada
Pet-friendly
Details
Vrbo
Details
Details
Motel  Midland
$80 per night
Motel ∙ 2 guests ∙ 1 bedroom
3.7
Good (220 ratings)
Midland, Simcoe County, Canada
Pet-friendly
Details
HomeToGo
Details
Details
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Best vacation rentals with a balcony

Cottage  Midland
$318 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (18 ratings)
Midland, Simcoe County, Canada
Balcony
Details
Vrbo
Details
Details
Cottage  Midland
$373 per night
Cottage ∙ 13 guests ∙ 4 bedrooms
4.9
Outstanding (154 ratings)
Midland, Simcoe County, Canada
Balcony
Details
Vrbo
Details
Details
Cottage  Midland
$428 per night
Cottage ∙ 8 guests ∙ 5 bedrooms
5.0
Outstanding (43 ratings)
Midland, Simcoe County, Canada
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Midland on average?

In Midland, vacation rentals start at $72 per night.

Is there a wide selection of vacation rentals in Midland?

You can find 116 available vacation rentals in Midland.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Midland

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Midland offers 42 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Midland start at an average price of $190 a night with long-term rentals averaging $4241 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 32 of Midland’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 8 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 38 vacation home rentals. Traveling with your dog or cat? Choose from 14 pet-friendly rentals in Midland that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Midland where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 16 Booking.com rentals, 10 HomeAway short term rentals and 8 TripAdvisor vacation rentals.

Popular Day Trips Near Midland

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