Vacation rentals with a pool in Lake Simcoe
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Simcoe
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 Lake Simcoe rentals with a pool
House rentals with a pool
Home in Port Perry
4.94 out of 5 average rating, 203 reviewsHome away from home with a hot tub and pool
Sep 22 – 29
Home in The Blue Mountains
4.95 out of 5 average rating, 149 reviewsSerene mountainside home View/Shuttle Bus/Pool
Oct 28 – Nov 4
Home in The Blue Mountains
4.91 out of 5 average rating, 168 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Nov 3 – 10
Home in Innisfil
5.0 out of 5 average rating, 19 reviewsWaterfront home, sauna, jacuzzi & Heated pool
Oct 17 – 24
Home in Sebright
4.83 out of 5 average rating, 84 reviewsRiverfront Cottage Escape for Stress Relief
Oct 24 – 31
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
Feb 17 – 24
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
May 27 – Jun 3
Home in Elmvale
4.9 out of 5 average rating, 40 reviewsSki, Swim, Soak, Boat & Golf
Oct 15 – 22
Condo rentals with a pool
Condo in The Blue Mountains
4.89 out of 5 average rating, 350 reviewsBase of Blue Mountain, Modern Updated Studio
Sep 16 – 23
Condo in Oro
4.88 out of 5 average rating, 121 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Dec 19 – 26
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 4 – 11
Condo in The Blue Mountains
4.88 out of 5 average rating, 142 reviewsSweet Retreat - Private Patio / Community Pool
Sep 13 – 20
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Jul 15 – 22
Condo in The Blue Mountains
4.95 out of 5 average rating, 716 reviewsBlue Mountain Village| Stunning Mountain Views
Sep 14 – 21
Condo in The Blue Mountains
4.95 out of 5 average rating, 207 reviewsCozy & Charming Retreat at Blue Mountain
May 8 – 15
Condo in The Blue Mountains
4.97 out of 5 average rating, 116 reviewsRustic Chic Renovated 2Bd Condo by Village
May 10 – 17
Destinations to explore
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