Vacation rentals with a pool in Midland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Midland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Midland rentals with a pool
House rentals with a pool
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
Nov 8 – 15
Home in Port Perry
4.94 out of 5 average rating, 203 reviewsHome away from home with a hot tub and pool
Sep 23 – 30
Home in The Blue Mountains
4.91 out of 5 average rating, 167 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Nov 3 – 10
Home in Meaford
4.96 out of 5 average rating, 146 reviewsRedhill Luxury Home...by the Blue Mountains
Nov 2 – 9
Home in Kimberley
4.88 out of 5 average rating, 176 reviewsHeart of Kimberley - with views and a hot tub
May 13 – 20
Home in Midland
4.75 out of 5 average rating, 32 reviewsOur vacation home. Fully equipped. Pool. Fire Pit.
Nov 22 – 29
Home in Shanty Bay
5.0 out of 5 average rating, 30 reviewsBeautiful Town For 5, Ravine View, Resort Pool
Dec 5 – 12
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
May 27 – Jun 3
Condo rentals with a pool
Condo in Innisfil
4.88 out of 5 average rating, 107 reviewsFriday Harbor Upscale 1Bed+Sofabed+Pool Option
Jul 10 – 17
Condo in Oro
4.88 out of 5 average rating, 119 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Nov 8 – 15
Condo in The Blue Mountains
4.89 out of 5 average rating, 350 reviewsBase of Blue Mountain, Modern Updated Studio
Aug 21 – 28
Condo in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Nov 16 – 23
Condo in The Blue Mountains
4.87 out of 5 average rating, 298 reviewsSki in/out @ North Creek W King bed! New Hot Tub
Jul 2 – 9
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Aug 23 – 30
Condo in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
Sep 6 – 13
Condo in The Blue Mountains
4.93 out of 5 average rating, 144 reviewsMountainside Studio Bliss: Just Renovated, Tennis
May 16 – 23
Quick stats about vacation rentals with a pool in Midland
Total rentals
20 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
320 reviews
Nightly prices starting at
$50 before taxes and fees
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