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Midland Vacation Rentals

Find 116 available offers from 11 partners
Midland
Anytime
Guests
Midland
Anytime
Guests

Popular Filters to find the Perfect Rental in Midland

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Midland!

House  Midland
May 17 - May 24
-26%
$607
$447 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Midland with Yard & Patio

Midland, Simcoe County, Canada
Pet-friendly
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Cottage  Midland
Jul 20 - Jul 27
-12%
$322
$285 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family Friendly Cottage in Midland with Patio & Grill

4.6
Excellent (13 ratings)
Midland, Simcoe County, Canada
Pet-friendly
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House  Midland
Jul 13 - Jul 20
$313 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Midland with Patio & Yard

Midland, Simcoe County, Canada
Pet-friendly
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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.

Cottage  Midland
Jul 26 - Aug 2
$655 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Port Severn with Patio & Yard

5.0
Outstanding (18 ratings)
Midland, Simcoe County, Canada
Balcony
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Cottage  Midland
Nov 9 - Nov 16
-6%
$762
$714 per night
Cottage ∙ 13 guests ∙ 4 bedrooms

Pleasant Cottage in Waubaushene with Large Fireplace + Lake View

4.9
Outstanding (154 ratings)
Midland, Simcoe County, Canada
Balcony
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Cottage  Midland
Jul 20 - Jul 27
-8%
$426
$393 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Tiny with Grill & Patio + Beach Nearby

4.6
Excellent (35 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.

Cottage  Midland
Apr 21 - Apr 28
-39%
$628
$383 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Midland with Patio & Yard

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
Balcony/Patio
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House  Midland
Jul 12 - Jul 19
-17%
$1,816
$1,516 per night
House ∙ 8 guests ∙ 5 bedrooms

Family Friendly Vacation Home in Midland with Grill & Patio + Amazing Views

Midland, Simcoe County, Canada
Balcony/Patio
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House  Midland
Jul 13 - Jul 20
$271 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Midland with Private Patio

Midland, Simcoe County, Canada
Balcony/Patio
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Best Vacation Home Deals in Midland

Save up to 23%

Motel Midland
Jul 13 - Jul 20
-23%
$304
$236 per night
Motel ∙ 8 guests ∙ 1 bedroom

Charming Motel in Midland with Grill

3.0
(1013 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
Jun 28 - Jul 5
-10%
$656
$593 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage in Coldwater with Grill, Patio & Yard

Midland, Simcoe County, Canada
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Cottage Midland
Jul 27 - Aug 3
-15%
$630
$535 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Beautiful Cottage in Port Severn with Grill

Midland, Simcoe County, Canada
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Compare and find the perfect vacation rental from $101 per night by searching among the 116 options being offered in Midland. By directly analyzing these vacation rentals, HomeToGo brings you the best deals as well as the most popular accommodations in Midland.

Recommended Vacation Rentals in Midland

Find your perfect vacation rental in Midland: from $101 per night

Motel Midland
Aug 18 - Aug 25
$164 per night
Motel ∙ 8 guests ∙ 1 bedroom

Motel in Midland with Pool & Jacuzzi

4.2
Very good (1024 ratings)
Midland, Simcoe County, Canada
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House Midland
Aug 18 - Aug 25
$1,029 per night
House ∙ 14 guests ∙ 7 bedrooms

Pleasant Vacation Home in Midland with Yard, Pool & Patio

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
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Bed and breakfast Midland
Jul 13 - Jul 20
$154 per night
Bed and breakfast ∙ 8 guests ∙ 1 bedroom

Bed & Breakfast in Midland with Yard

4.6
Excellent (29 ratings)
Midland, Simcoe County, Canada
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House Midland
Aug 18 - Aug 25
$276 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Midland

Midland, Simcoe County, Canada
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Motel Midland
Jul 13 - Jul 20
$115 per night
Motel ∙ 8 guests ∙ 1 bedroom

Motel in Midland

4.1
Very good (869 ratings)
Midland, Simcoe County, Canada
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Apartment Midland
Aug 18 - Aug 25
$228 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Family Friendly Pleasant Apartment in Midland

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
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House Midland
Oct 18 - Oct 25
$417 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Port Severn with Separate Garage

4.2
Very good (18 ratings)
Midland, Simcoe County, Canada
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House Midland
May 22 - May 29
$510 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Coldwater with Sauna, Patio & Grill + Expansive Views

5.0
Outstanding (103 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
Aug 18 - Aug 25
-7%
$393
$367 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Port Severn with Grill & Patio

5.0
Outstanding (4 ratings)
Midland, Simcoe County, Canada
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Budget-friendly Rentals in Midland

Find Fantastic yet Inexpensive Rentals

House Midland
Apr 21 - Apr 28
$668 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Tiny with Spacious Patio + Partial View

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
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House Midland
Aug 3 - Aug 10
-16%
$512
$432 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Tiny with Patio, Yard & Grill

4.7
Excellent (6 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
Jun 8 - Jun 15
-31%
$1,368
$947 per night
Cottage ∙ 16 guests ∙ 6 bedrooms

Cottage in Port Severn with Grill, Patio & Yard + Incredible Views

5.0
Outstanding (22 ratings)
Midland, Simcoe County, Canada
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Top-Rated Offers and Accommodations in Midland

Book Vacation Rentals with the Highest User Rating

Cottage Midland
Jun 15 - Jun 22
$749 per night
Cottage ∙ 8 guests ∙ 5 bedrooms

Cottage in Tiny with Yard, Patio & Grill + Beautiful View

5.0
Outstanding (43 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
Jun 1 - Jun 8
-7%
$211
$196 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Tiny with Yard, Grill & Patio

4.9
Outstanding (17 ratings)
Midland, Simcoe County, Canada
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Cottage Midland
May 17 - May 24
-4%
$773
$744 per night
Cottage ∙ 14 guests ∙ 4 bedrooms

Cottage in Tiny with Patio, Grill & Yard

5.0
Outstanding (2 ratings)
Midland, Simcoe County, Canada
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Popular Rental Amenities in Midland

  • Pet-friendly (32)
  • WiFi (109)
  • Pool (48)
  • Kitchen (24)
  • Air conditioning (105)
  • Parking (3)
  • Washing machine (31)
  • TV (90)
  • Balcony/patio (9)
  • Dishwasher (12)
  • Grill (39)
  • Microwave (83)

Finding a vacation home with a pool shouldn't be too hard in Midland. Nearly half of the vacation rentals provide one. Interestingly, HomeToGo's data shows that more hotel room have a pool than motel. Also, they can welcome 10 vacationers, on average, while motel with pools can host an average of 4 guests. In Midland, most of the vacation homes including a pool are located close to the water.

7-Day Weather Forecast in Midland

Sat., 20 Apr.

0%

4 h

26 km/h

Sun., 21 Apr.

0%

6 h

30 km/h

Mon., 22 Apr.

10%

3 h

10 km/h

Tue., 23 Apr.

15%

0 h

23 km/h

Wed., 24 Apr.
-1°
-2°

15%

0 h

39 km/h

Thu., 25 Apr.

15%

0 h

29 km/h

Fri., 26 Apr.

0%

6 h

20 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 116 rentals
💳 Possible discounts up to 54%
🌙 Nightly prices starting at $101
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 32 homes
🏊 Vacation rentals with pools 48 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Midland?

We found 116 vacation homes in Midland available for your next trip.

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.

Are there pet-friendly vacation rentals in Midland?

Finding a vacation rental in Midland that allows dogs is definitely possible, with 32 pet-friendly homes on offfer.

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