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Midland Vacation Rentals

Find 115 available offers from 5 partners
Midland
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

Explore Ontario's Heritage From a Lakeside Vacation Rental in Midland

Vacation accommodation in Midland, Ontario includes waterfront cabins and luxury modern houses with undisturbed views of Georgian Bay. A cozy Midland cottage rental offers a gorgeous lakeside setting with easy access to the area’s many attractions.

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Best Vacation Home Deals in Midland

Save up to 36%

Cottage Midland
Jan 20 - Jan 27
-36%
$630
$405 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Midland with Yard

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
Details
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Cottage Midland
Aug 31 - Sept 7
-16%
$502
$420 per night
Cottage ∙ 9 guests ∙ 3 bedrooms

Cottage in Midland with Grill & Yard

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
Details
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House Midland
Dec 16 - Dec 23
-15%
$700
$594 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Midland with Yard, Grill & Sauna

5.0
Outstanding (1 rating)
Midland, Simcoe County, Canada
Details
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Search and compare the 115 vacation homes available in Midland and discover the perfect place for a relaxing vacation. With HomeToGo, you can easily search and compare the offers of each available property to find the best price and save up to 55%.

Top-Rated Offers and Accommodations in Midland

Book Vacation Rentals with the Highest User Rating

House Midland
Jan 20 - Jan 27
$258 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Midland with Electric Fireplace

5.0
Outstanding (4 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
Jan 20 - Jan 27
$286 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family Friendly Cottage in Midland with Grill

4.7
Excellent (11 ratings)
Midland, Simcoe County, Canada
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Apartment Midland
Dec 16 - Dec 23
$168 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Entire Rental Apartment in Midland

4.6
Excellent (5 ratings)
Midland, Simcoe County, Canada
Details
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Recommended Vacation Rentals in Midland

Find your perfect vacation rental in Midland: from $84 per night

Condo Midland
Mar 9 - Mar 16
$299 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Midland with Yard, Pool & Sauna

Midland, Simcoe County, Canada
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House Midland
Jan 20 - Jan 27
$278 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Midland

Midland, Simcoe County, Canada
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House Midland
Mar 9 - Mar 16
$419 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Midland

Midland, Simcoe County, Canada
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House Midland
Dec 9 - Dec 16
-49%
$917
$471 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Midland with Yard & Grill

Midland, Simcoe County, Canada
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Motel Midland
Dec 20 - Dec 27
$76 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland

3.8
Good (887 ratings)
Midland, Simcoe County, Canada
Free cancellation
Details
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Bed and breakfast Midland
Nov 23 - Nov 30
$215 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed And Breakfast in Midland with Yard + Garden View

4.6
Excellent (18 ratings)
Midland, Simcoe County, Canada
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Motel Midland
Dec 20 - Dec 27
$87 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland

4.0
Very good (771 ratings)
Midland, Simcoe County, Canada
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Motel Midland
Dec 20 - Dec 27
$89 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland with Grill

3.7
Good (218 ratings)
Midland, Simcoe County, Canada
Details
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Motel Midland
Dec 20 - Dec 27
$89 per night
Motel ∙ 2 guests ∙ 1 bedroom

Motel in Midland with Grill

3.7
Good (218 ratings)
Midland, Simcoe County, Canada
Details
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Budget-friendly Rentals in Midland

Find Fantastic yet Inexpensive Rentals

Bed and breakfast Midland
Dec 9 - Dec 16
$166 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Midland with Yard

4.6
Excellent (18 ratings)
Midland, Simcoe County, Canada
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Motel Midland
Dec 20 - Dec 27
$89 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland with Grill

3.7
Good (218 ratings)
Midland, Simcoe County, Canada
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Motel Midland
Dec 20 - Dec 27
$106 per night
Motel ∙ 3 guests ∙ 1 bedroom

Motel in Midland with Grill

3.0
(472 ratings)
Midland, Simcoe County, Canada
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Vacation Houses with Pools

Make a splash on your next vacation! Over 37% of in Midland vacation rentals have a swimming pool.

Motel  Midland
Dec 20 - Dec 27
$142 per night
Motel ∙ 4 guests ∙ 1 bedroom

Lovely Motel in Midland with Pool & Jacuzzi

4.2
Very good (954 ratings)
Midland, Simcoe County, Canada
Pool
Details
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Motel  Midland
Dec 20 - Dec 27
$142 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland with Hot Tub & Pool

4.2
Very good (954 ratings)
Midland, Simcoe County, Canada
Pool
Details
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Motel  Midland
Dec 20 - Dec 27
$125 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Midland with Hot Tub & Pool

4.2
Very good (954 ratings)
Midland, Simcoe County, Canada
Pool
Details
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Midland with their own private patios and balconies.

House  Midland
Nov 23 - Nov 30
-37%
$852
$538 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Port Mcnicoll with Grill & Yard + Spectacular Views

5.0
Outstanding (4 ratings)
Midland, Simcoe County, Canada
Balcony
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Cottage  Midland
Jan 20 - Jan 27
-48%
$788
$414 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Nice Cottage in Waubaushene with Sauna, Grill & Yard

4.8
Outstanding (26 ratings)
Midland, Simcoe County, Canada
Balcony
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House  Midland
Dec 9 - Dec 16
$481 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Tiny with Yard & Grill

4.7
Excellent (6 ratings)
Midland, Simcoe County, Canada
Balcony
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Midland with their own private patios and balconies.

Cabin  Midland
May 18 - May 25
$279 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cabin in Tiny with Grill

4.4
Very good (59 ratings)
Midland, Simcoe County, Canada
Balcony/Patio
Details
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House  Midland
Jun 1 - Jun 8
-42%
$722
$419 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Port Severn with Separate Garage

4.1
Very good (14 ratings)
Midland, Simcoe County, Canada
Balcony/Patio
Details
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Cottage  Midland
Mar 9 - Mar 16
$386 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Port Severn with Yard & Grill

4.7
Excellent (11 ratings)
Midland, Simcoe County, Canada
Balcony/Patio
Details
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Popular Rental Amenities in Midland

  • Pet-friendly (26)
  • WiFi (106)
  • Pool (42)
  • Kitchen (21)
  • Air conditioning (102)
  • Parking (1)
  • Washing machine (28)
  • TV (90)
  • Dishwasher (8)
  • Grill (46)
  • Microwave (72)
  • Jacuzzi (20)

Midland is a great vacation destination if you want an accommodation with a pool, as 37% of the accommodations there provide one. Additionally, more House rental have pools than any other property type. They are an excellent choice if you go in a group of 11, as that is the number of people they can accommodate on average. most of Midland's vacation rentals with pools are located within two kilometres of water, spend your days lounging by the pool or the waterfront.

7-Day Weather Forecast in Midland

Wed., 6 Dec.
-1°
-2°

0%

4 h

10 km/h

Thu., 7 Dec.

45%

1 h

15 km/h

Fri., 8 Dec.

10%

1 h

13 km/h

Sat., 9 Dec.

15%

0 h

20 km/h

Sun., 10 Dec.

15%

0 h

31 km/h

Mon., 11 Dec.

15%

0 h

36 km/h

Tue., 12 Dec.

15%

0 h

43 km/h

What are the best places to discover the arts and culture of Midland?

Art and Culture: Enjoy a Live Show or Exhibit at One of Midland’s Venues

A 20min drive north of Midland will bring you to King’s Wharf Theatre, overlooking Discovery Harbour. This venue features live music, theatre, and family-friendly entertainment. Arrive early to visit the neighbouring 19th-century British military and naval base.

The Midland Cultural Centre is a hub for the local arts community, hosting exhibits, live music, and theatre performances year round. The venue is reputed for its superb sound system and its diverse programme of events appealing to all ages and interests.

Where are the unique attractions in Midland?

Excursions Around Midland: Experience 17th-century Ontario and Outstanding Natural Beauty

History enthusiasts will love visiting Saint Marie Among the Hurons, just 5km from Midland. This recreation of the 17th-century French Jesuit missionary headquarters offers insight into “Ontario’s first European community”. Peruse interpretive exhibits to learn how early settlers interacted with the indigenous Huron population.

Less than 20km from Midland is Awenda Provincial Park, a protected natural area offering birding, water sports, fishing, and hiking (with seven easy-to-moderate trails). During Fall, canoeing on motorboat-free Kettle Lake is recommended to enjoy the changing colours of the surrounding banks.

What are the best events and festivals in Midland?

Regular Events in Midland: Festivals to Attend on Vacation

The growing Ukulele Festival is hosted annually at the Midland Cultural Centre where you can enjoy performances by a diverse group of acclaimed musicians. Workshops are offered for budding performers to jam with their music idols.

Head to Ontario’s Best Butter Tart Festival, which takes place every summer in downtown Midland. A kilometre of the main street is closed off to host a range of stalls selling crafts, clothing, and delicious food. The event also features free all-day live concerts.

Information about vacation rentals in Midland

🏡 Vacation rentals available 115 homes
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $76
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 25 homes
🏊 Vacation rentals with pools 42 homes

Frequently Asked Questions

What is the typical price of a vacation home in Midland?

Accommodation prices in Midland start at $76 per night.

What is the typical availability of House rental in Midland?

December has the highest availability of House rental in Midland, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities in Midland?

When looking to book a vacation home in Midland, the most requested amenities include Pets allowed, Internet, and Pool.

How many House rental and Bed and breakfast rental can I find in Midland?

Midland has 115 House rental and Bed and breakfast rental available to book.

Are there pet-friendly vacation rentals in Midland?

Finding a vacation rental in Midland that allows dogs is definitely possible, with 25 pet-friendly homes on offfer.

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