
Holiday rentals with a pool in York Region
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in York Region
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 York Region rentals with a pool
House rentals with a pool

Private river access with pool, canoes, kayak

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Cozy Heated Pool House in Newmarket

Beautiful Waterfront Cottage with Pool&HomeTheater

Countryside walk-out with pool.

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Toronto Pool Retreat

Forest House | Golf/Hiking/Horse Riding Nearby
Apartment rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Luxury Stay at Friday Harbour Resort Lake Simcoe

Chic Richmond hill Condo

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Lake Simco penthouse at Friday Harbour resort

Beautiful 2 Bedroom Apartment

Corner of LOVE
Other holiday rentals with a pool

Summer Escape at Friday Harbour

Oasis of luxury: 1 bdrm retreat w/Hot Tub Access

Innisfil Resort - 3 Bed Condo Amazing Views

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

Charming and Luxurious 2BR+1Bath Guest Suite

Hallmark Luxury 1 BDR condo sbwy

Modern Luxury Delight with a Pool and Hot Tub

Rustic luxury chalet near beach with private pool
Destinations to explore
- Serviced apartment rentals York Region
- Beachfront rentals York Region
- Rentals with a fireplace York Region
- Cottage rentals York Region
- Farm stay rentals York Region
- Rentals with outdoor seating York Region
- Rentals with beach access York Region
- Rentals with a kayak York Region
- Apartment rentals York Region
- Flat rentals York Region
- House rentals York Region
- Ski-in/ski-out rentals York Region
- Pet-friendly rentals York Region
- Waterfront rentals York Region
- Rentals with a washing machine and dryer York Region
- Private suite rentals York Region
- Hotel rentals York Region
- Rentals with lake access York Region
- Cabin rentals York Region
- Rentals with a hot tub York Region
- Fitness-friendly rentals York Region
- Rentals with a sauna York Region
- Rentals with breakfast York Region
- Family-friendly rentals York Region
- Villa rentals York Region
- Rentals with an EV charger York Region
- Rentals with a firepit York Region
- Rentals with a patio York Region
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Horseshoe Resort
- Toronto City Hall
- Royal Woodbine Golf Club
- Things to do York Region
- Things to do Ontario
- Wellness Ontario
- Entertainment Ontario
- Food and drink Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Tours Ontario
- Things to do Canada
- Wellness Canada
- Food and drink Canada
- Entertainment Canada
- Sightseeing Canada
- Nature and outdoors Canada
- Tours Canada
- Sports activities Canada
- Art and culture Canada