Holiday 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.
Holiday 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
12–19 Sept
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
25 Sept – 2 Oct
Home in The Blue Mountains
4.92 out of 5 average rating, 166 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
15–22 Jul
Home in Innisfil
5.0 out of 5 average rating, 18 reviewsWaterfront home, sauna, jacuzzi & Heated pool
11–18 Dec
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
16–23 Mar
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
27 May – 3 Jun
Home in Elmvale
4.9 out of 5 average rating, 40 reviewsSki, Swim, Soak, Boat & Golf
20–27 Nov
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
11–18 Nov
Apartment rentals with a pool
Apartment in Oro
4.9 out of 5 average rating, 116 reviews4-Bed Country Club Haven with Pool, BBQs, and More
22 Feb – 1 Mar
Apartment in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
28 Aug – 4 Sept
Apartment in The Blue Mountains
4.89 out of 5 average rating, 140 reviewsSweet Retreat - Private Patio / Community Pool
31 May – 7 Jun
Apartment in The Blue Mountains
4.89 out of 5 average rating, 349 reviewsModern Updated Studio at the Base of Blue Mountain
7–14 Sept
Apartment in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
2–9 May
Apartment in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
17–24 Jun
Apartment in The Blue Mountains
4.88 out of 5 average rating, 188 reviewsHidden Haven - Shuttle to Blue / Outdoor Pool
13–20 Nov
Apartment in The Blue Mountains
4.87 out of 5 average rating, 298 reviewsSki in/out @ North Creek W King bed! New Hot Tub
22–29 Sept
Destinations to explore
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