
Vacation rentals with a pool in Dufferin County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dufferin County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Dufferin County rentals with a pool
House rentals with a pool

Spacious 4BR Country Retreat with Fire Pit & BBQ

House Near Osprey Valley Golf

Spectacular Estate Pristine 100 Acres Private Lake

House with a pool In Caledon

Mono Hills - Your Perfect Country Getaway!

Cozy Getaway

Private Pool/Pond/River in Secluded 14Acres Estate
Other vacation rentals with a pool

Country Family Getaway with Pool and Trails

Hot Tub Fall Colours Getaway - Headwaters Retreat

The Trails Retreat (Private Cabin)

Luxury Hockley Estate Spa

Private cottage heated pool/HotTub/Games 20 Acre

Your Peaceful Santuary in Nature

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Stunning Family Retreat, 1hr from TO, Sleeps 15
Destinations to explore
- Farmstay rentals Dufferin County
- Pet-friendly rentals Dufferin County
- Rentals with outdoor seating Dufferin County
- Rentals with a washer and dryer Dufferin County
- Private suite rentals Dufferin County
- Rentals with a fireplace Dufferin County
- House rentals Dufferin County
- Rentals with a fire pit Dufferin County
- Rentals with lake access Dufferin County
- Rentals with a patio Dufferin County
- Family-friendly rentals Dufferin County
- Apartment rentals Dufferin County
- Rentals with a hot tub Dufferin County
- Rentals with pools Ontario
- Rentals with pools Canada
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- CN Tower
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- University of Toronto
- Budweiser Stage
- Exhibition Place
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Horseshoe Resort
- Royal Ontario Museum
- Toronto City Hall
- Victoria Park