The 15 Best Holiday Rentals in Durham Region

Ranked 1 out of 37 in the region, as well as being 1 of 10 for holiday rentals in Ajax.

• “This place is great! Matches the description, clean, open, quiet neighbourhood, comfortable, owners are polite and respe”
• “Clean and cozy!”
• “I hatesrhia property.”
• See more reviews of Adorable Quiet Open Concept Private Studio Suite

Ranked 2 out of 37 in the region, as well as being 2 of 11 for holiday rentals in Oshawa.

• “Wonderful!”
• “Very clean, host was very kind.”
• “A home away from home!”
• See more reviews of Family Friendly - Cozy - HOT TUB - Near UOIT

Ranked 3 out of 37 in the region, as well as being 1 of 6 for holiday rentals in Whitby.

• “The whole unit was amazing and I felt too comfy staying...”
• “House was super clean and the host provided snacks :)”
• “Great host ,and very considerate and kind host”
• See more reviews of Guest Suite in Whitby

Ranked 4 out of 37 in the region, as well as being 3 of 12 for holiday rentals in Pickering.

• “Wonderful place”
• “Great locality, fine people, really clean and modern...”
• “Beautiful home, host was friendly and quick to respond.”
• See more reviews of Vacation Suite in Pickering

Ranked 5 out of 37 in the region, as well as being 4 of 12 for holiday rentals in Pickering.

• “our stay was amazing”
• “Would highly recommend for anyone that needs a comfortable home”
• “We have good experience with this visit I'm Loving this...”
• See more reviews of Beautiful Walk out Basement Apartment in Pickering near Beach

Ranked 6 out of 37 in the region, as well as being 5 of 10 for holiday rentals in Ajax.

• “Perfect house for a family!”
• “Excellent stay”
• “It was so good and peaceful place to stay over.”
• See more reviews of Modern bright cozy 3bed 3bath Vacation house in Ajax, greater Toronto area GTA, ON, Canada

Ranked 7 out of 37 in the region, as well as being 6 of 10 for holiday rentals in Ajax.

• “We would always stay at this place again.”
• “It was a pleasant experience and would recommend it to anyone.”
• “great location, great host”
• See more reviews of Adorable Private Suite in Ajax, unique 2 story

Ranked 8 out of 37 in the region, as well as being 6 of 12 for holiday rentals in Pickering.

• “Wonderful - exceeded all expectations!”
• “Will book again next time definitely”
• “Nice and well located house”
• See more reviews of Furnished Family Home near Toronto - Great Location Game Room - Backyard - Parking & Self Checkin

Ranked 9 out of 37 in the region, as well as being 7 of 12 for holiday rentals in Pickering.

• “Would definitely stay there again .”
• “Best place we booked ever”
• “Perfect place to stay for our vacation,”
• See more reviews of Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Ranked 10 out of 37 in the region, as well as being 8 of 12 for holiday rentals in Pickering.

• “Terrible!!”
• “Size, secured, location was important for us”
• “cleanliness, comfortable, most necessities were there.”
• See more reviews of Comfy 2 Bedroom Near The Beach!

Ranked 11 out of 37 in the region, as well as being 7 of 10 for holiday rentals in Ajax.

• “enjoyed! would stay again for sure!”
• “I enjoyed and felt relaxed in our stay.”
• See more reviews of Entire 4 bed room detached residential home

Ranked 12 out of 37 in the region, as well as being 8 of 10 for holiday rentals in Ajax.

• “Ok”
• “Beautiful home great location, mins to everything”
• “Great stay great host”
• See more reviews of Prestige Accommodation Self-contained 2 Bedrooms Suite

Ranked 13 out of 37 in the region, as well as being 5 of 11 for holiday rentals in Oshawa.

• “Other than lack of kitchen access to cooking, property was ok”
• “Simple and straightforward, great value”
• “Everything was really clean except for the mattress...”
• See more reviews of Room in Oshawa, 24/7 Security, Free Parking

Ranked 14 out of 37 in the region, as well as being 9 of 12 for holiday rentals in Pickering.

• See more reviews of Spacious and bright unit with natural light.

Ranked 15 out of 37 in the region, as well as being 9 of 10 for holiday rentals in Ajax.

• “It was a beautiful place the tenets were amazing would definitely stay again!!”
• “This place had everything we needed and exactly as described.”
• “Overall worth the price for sure.”
• See more reviews of Finished 2 BR Apartment in an Upscale Area of Ajax