My Maple Ridge - Vacation Rentals in Midland

3BR Townhome, Georgian Bay, Free Parking From US $191
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
The Captain's House bed & breakfast From US $126
         

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9.2 (39 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Boho Hideaway w/Hot Tub, Sauna & Games From US $433
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR Townhome, Georgian Bay, Free Parking From US $198
         

The Little Lake House-Cozy 2Bdrm From US $226
         

8.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Midland

Over 44+ Luxury Places to Stay in or Near Midland
Knights Inn Midland, ON From US $388
         

6.2 (571 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Knights Inn - Park Villa Motel, Midland From US $366
         

6.8 (66 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hideaway Retreat Bungalow w/Hot Tub From US $350
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
WEEKLY MIDLAND HOME WITH POOL From US $214
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Captain's House heritage bed & breakfast From US $156
         

8.5 (51 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Midland Inn & Suites From US $153
         

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8.5 (556 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Top-Rated Vacation Rentals with a Pool in Midland

Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Midland
Hampton Inn Midland, On From US $122
         

9.2 (560 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Midland, On From US $128
         

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8.7 (360 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Quality Inn & Conference Centre From US $89
         

8.2 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Midland From US $90
         

8.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Midland From US $81
         

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8.2 (622 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Quality Inn & Conference Centre From US $114
         

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7.7 (594 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Hide-Away From US $108
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
PRIVATE ROOM IN HISTORIC HOUSE From US $65
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Midland

Over 14+ Pet-Friendly Vacation Rentals in or Near Midland
Boho Hideaway w/Hot Tub & Sauna! From US $400
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Inn From US $131
         

7.1 (35 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Quiet Home - Outdoor Haven - Fishing & Skiing From US $147
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Sunnyside Stay-3bdrm w/Gym! From US $332
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Home by Georgian Bay w/hot tub. Pet friendly! From US $260
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cheerful 2-bedroom Cottage in Georgian Bay From US $189
         

9.2 (7 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Midland on PetFriendly.io

Large Vacation Homes & Villas in Midland

Over 1+ Large Vacation Homes & Villas in or Near Midland

Midland Vacation Rentals and Airbnb Places to Stay Under $200

Over 13+ Midland Vacation Rentals and Airbnb Places to Stay Under $200
Kings Inn Midland From US $70
         

7.9 (200 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Midland Inn & Suites From US $77
         

9.0 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Lovely 2 Bedroom apartment in downtown Midland From US $102
         

Instantly Bookable Vacation Homes in Midland

Over 3+ Instantly Bookable Vacation Homes in or Near Midland
Family Friendly Home in Midland From US $270
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Home by the Bay w/Hot Tub! From US $240
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Midland Vacation Rentals

With more than 53 Midland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mymapleridge and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Midland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mymapleridge Midland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Midland. Places to stay near Midland are 599.43 ft² on average, with prices averaging US $206 a night.

Mymapleridge makes it easy and safe to find and compare vacation rentals in Midland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Midland

Type Count
Vacation Homes 27
Hotels 15
Holiday Apartments 7
B&B 2
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Midland

Pro Tip: Mymapleridge makes it easy to compare the best listings on Mymapleridge homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mymapleridge homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Midland.

Weather in Midland

View the weather forecast for Midland before booking your Midland Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Complexes around Midland, ON


Midland Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Midland?
How many vacation rentals are available in Midland?

Currently, the total number of properties listed in 2026 is over 53 in the Midland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Midland.