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 12 – 19
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
Sep 25 – Oct 2
Home in The Blue Mountains
4.92 out of 5 average rating, 166 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Jul 15 – 22
Home in Innisfil
5.0 out of 5 average rating, 18 reviewsWaterfront home, sauna, jacuzzi & Heated pool
Dec 11 – 18
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
Mar 16 – 23
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
Nov 20 – 27
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
Nov 11 – 18
Condo rentals with a pool
Condo in Oro
4.9 out of 5 average rating, 116 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Feb 22 – Mar 1
Condo in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Aug 28 – Sep 4
Condo in The Blue Mountains
4.89 out of 5 average rating, 140 reviewsSweet Retreat - Private Patio / Community Pool
May 31 – Jun 7
Condo in The Blue Mountains
4.89 out of 5 average rating, 349 reviewsModern Updated Studio at the Base of Blue Mountain
Sep 7 – 14
Condo in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
May 2 – 9
Condo in The Blue Mountains
4.97 out of 5 average rating, 298 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Jun 17 – 24
Condo in The Blue Mountains
4.88 out of 5 average rating, 188 reviewsHidden Haven - Shuttle to Blue / Outdoor Pool
Nov 13 – 20
Condo in The Blue Mountains
4.87 out of 5 average rating, 297 reviewsSki in/out @ North Creek W King bed! New Hot Tub
Sep 22 – 29
Destinations to explore
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