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Midland Vacation Rentals

Find 142 available home rentals from 6 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Midland

Find your perfect vacation rental in Midland from just $97 per night!

House Midland
-8%
Jul 25 - Aug 1
House ∙ 8 guests ∙ 4 bedrooms

112 m² House

Midland, Simcoe County, Canada
$625$575
per night
Outstanding(16 ratings)
$625$575
per night
View deal
Cottage Midland
Aug 16 - Aug 23
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage

Midland, Simcoe County, Canada
$206
per night
Excellent(4 ratings)
$206
per night
View deal
Cottage Midland
-5%
Jun 21 - Jun 28
Cottage ∙ 8 guests ∙ 3 bedrooms

139 m² Cottage

Midland, Simcoe County, Canada
$609$576
per night
Outstanding(24 ratings)
$609$576
per night
View deal
Cottage Midland
Jul 19 - Jul 26
Cottage ∙ 12 guests ∙ 5 bedrooms

93 m² Cottage

Midland, Simcoe County, Canada
$463
per night
Outstanding(29 ratings)
$463
per night
View deal
Cottage Midland
Jul 12 - Jul 19
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage

Midland, Simcoe County, Canada
$452
per night
$452
per night
View deal
Cottage Midland
Jul 6 - Jul 13
Cottage ∙ 6 guests ∙ 3 bedrooms

93 m² Cottage

Midland, Simcoe County, Canada
$325
per night
Outstanding(27 ratings)
$325
per night
View deal
Cottage Midland
-6%
Aug 16 - Aug 23
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage

Midland, Simcoe County, Canada
$549$516
per night
Excellent(36 ratings)
$549$516
per night
View deal
Cottage Midland
Jul 26 - Aug 2
Cottage ∙ 14 guests ∙ 4 bedrooms

279 m² Cottage

Midland, Simcoe County, Canada
$982
per night
Excellent(6 ratings)
$982
per night
View deal
House Midland
Jul 19 - Jul 26
House ∙ 16 guests ∙ 5 bedrooms

House

Midland, Simcoe County, Canada
$918
per night
$918
per night
View deal
Cottage Midland
-7%
Feb 21 - Feb 28
Cottage ∙ 13 guests ∙ 4 bedrooms

279 m² Cottage

Midland, Simcoe County, Canada
$740$685
per night
Outstanding(163 ratings)
$740$685
per night
View deal
Cottage Midland
-7%
Feb 15 - Feb 22
Cottage ∙ 6 guests ∙ 3 bedrooms

121 m² Cottage

Midland, Simcoe County, Canada
$396$369
per night
Outstanding(14 ratings)
$396$369
per night
View deal
House Midland
-12%
Jul 20 - Jul 27
House ∙ 16 guests ∙ 6 bedrooms

House

Midland, Simcoe County, Canada
$1,172$1,032
per night
Excellent(2 ratings)
$1,172$1,032
per night
View deal
Cottage Midland
Aug 16 - Aug 23
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage

Midland, Simcoe County, Canada
$632
per night
$632
per night
View deal
House Midland
Jul 20 - Jul 27
House ∙ 6 guests ∙ 3 bedrooms

115 m² House

Midland, Simcoe County, Canada
$498
per night
$498
per night
View deal
House Midland
-15%
Jul 19 - Jul 26
House ∙ 8 guests ∙ 4 bedrooms

House

Midland, Simcoe County, Canada
$385$328
per night
$385$328
per night
View deal

Best vacation rentals with a balcony

House  Midland
Jul 1 - Jul 8
$658 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(2 ratings)
Midland, Simcoe County, Canada
Balcony
View deal
Cottage  Midland
Jun 21 - Jun 28
-8%
$655
$605 per night
Cottage ∙ 4 guests ∙ 3 bedrooms
5.0
Outstanding(8 ratings)
Midland, Simcoe County, Canada
Balcony
View deal
Cottage  Midland
Jul 5 - Jul 12
$718 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(2 ratings)
Midland, Simcoe County, Canada
Balcony
View deal
See all offers

Vacation Houses with pools

Cabin  Midland
May 31 - Jun 7
-8%
$372
$340 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
4.4
Very good(6 ratings)
Midland, Simcoe County, Canada
Pool
View deal
Cottage  Midland
May 31 - Jun 7
-34%
$820
$692 per night
Cottage ∙ 10 guests ∙ 6 bedrooms
Midland, Simcoe County, Canada
Pool
View deal
Cottage  Midland
Aug 9 - Aug 16
$884 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(12 ratings)
Midland, Simcoe County, Canada
Pool
View deal
See all offers

Dog-Friendly vacation rentals

Cottage  Midland
Jul 12 - Jul 19
-17%
$290
$242 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.8
Outstanding(9 ratings)
Midland, Simcoe County, Canada
Pet-friendly
View deal
Cottage  Midland
May 31 - Jun 7
-7%
$659
$604 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(9 ratings)
Midland, Simcoe County, Canada
Pet-friendly
View deal
Cottage  Midland
Jul 5 - Jul 12
-8%
$444
$409 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Midland, Simcoe County, Canada
Pet-friendly
View deal
See all offers

Best Vacation Home Deals in Midland

Save up to 62%

House Midland
Aug 14 - Aug 21
-16%
$410
$347 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(6 ratings)
Midland, Simcoe County, Canada
View deal
Cottage Midland
Jan 11 - Jan 18
-62%
$977
$818 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding(23 ratings)
Midland, Simcoe County, Canada
View deal
Cottage Midland
Jun 13 - Jun 20
-35%
$759
$628 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent(4 ratings)
Midland, Simcoe County, Canada
View deal

Compare and find the perfect vacation rental from $97 per night by searching among the 142 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.

Budget-friendly Rentals in Midland

Find Fantastic yet Inexpensive Rentals

Cottage Midland
Apr 19 - Apr 26
-21%
$653
$653 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent(8 ratings)
Midland, Simcoe County, Canada
View deal
House Midland
Mar 17 - Mar 24
-57%
$544
$244 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Midland, Simcoe County, Canada
View deal
Apartment Midland
Jul 26 - Aug 2
-10%
$255
$230 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Midland, Simcoe County, Canada
View deal

Top-Rated Offers and Accommodations in Midland

Book Vacation Rentals with the Highest User Rating

Cottage Midland
Apr 19 - Apr 26
-12%
$471
$414 per night
Cottage ∙ 8 guests ∙ 5 bedrooms
4.5
Excellent(53 ratings)
Midland, Simcoe County, Canada
View deal
Cottage Midland
Jun 7 - Jun 14
-8%
$427
$395 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(21 ratings)
Midland, Simcoe County, Canada
View deal
Cottage Midland
Jul 7 - Jul 14
$694 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(2 ratings)
Midland, Simcoe County, Canada
View deal

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Midland

  • Pet-friendly (64)
  • WiFi (135)
  • Pool (52)
  • Kitchen (33)
  • Air conditioning (126)
  • Parking (4)
  • Washing machine (29)
  • TV (113)
  • Balcony/patio (15)
  • Dishwasher (14)
  • Grill (45)
  • Microwave (96)

Finding a vacation home with a pool shouldn't be too hard in Midland. One-third of the vacation rentals provide one. Interestingly, HomeToGo's data shows that more hotel room have a pool than motel. Also, they can welcome 11 vacationers, on average, while motel with pools can host an average of 4 guests. In Midland, more than two-thirds of the vacation homes including a pool are located close to the water.

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.

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.

Information about vacation rentals in Midland

🏡 Vacation rentals available 142 rentals
💳 Possible discounts up to 35%
🌙 Nightly prices starting at $97
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 63 homes
🏊 Vacation rentals with pools 52 homes
37,905 reviews
Midland vacation rentals have an average rating of 4.1/5 on 37,905 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Midland?

We found 142 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 63 pet-friendly homes on offfer.

Top vacation destinations in Midland

Top cities to visit

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