The 30 Best B&Bs and Inns in York, Durham and Hills of Headwaters

Ranked 1 out of 72 in the region, as well as being 1 of 1 for B&Bs and inns in Erin.

• “”
• “A delicious breakfast, beautifully served by our very...”
• “A wonderful place!”
• See more reviews of Tailwinds B&B

Ranked 2 out of 72 in the region, as well as being 1 of 5 for B&Bs and inns in Orangeville.

• “A comfortable and relaxed stay.”
• “You won't regret it 🙂”
• “Exceeded our expectations. We will definitely be returning.”
• See more reviews of Molly's Retreat B and B

Ranked 3 out of 72 in the region, as well as being 1 of 3 for B&Bs and inns in Port Perry.

• “A lovely and refreshing stay”
• “Location.”
• “Breakfast was excellent.”
• See more reviews of Willow Pond Satellite B&B

Ranked 4 out of 72 in the region, as well as being 1 of 8 for B&Bs and inns in Pickering.

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• “parking is not convenient, woke me up to move someone...”
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• See more reviews of Comfortable private space

Ranked 5 out of 72 in the region, as well as being 1 of 2 for B&Bs and inns in Caledon.

• “Quaint accommodation in quiet area”
• “Comfortable bed, great location, friendly community,...”
• “Lovely alternative to generic hotel”
• See more reviews of Cheltenham Suites

Ranked 6 out of 72 in the region, as well as being 1 of 1 for B&Bs and inns in Mulmur.

• “If was the perfect location for walking the Bruce Trail.”
• “Martin and Shalani were lovely hosts.”
• “”
• See more reviews of Foxingham Farm Bed & Breakfast

Ranked 7 out of 72 in the region, as well as being 1 of 5 for B&Bs and inns in Whitby.

• “It was very clean”
• “I highly recommend this place.”
• “Exactly what I needed for a short stay at a great rate.”
• See more reviews of The Khan Villa

Ranked 8 out of 72 in the region, as well as being 2 of 5 for B&Bs and inns in Orangeville.

• “A paradise nearby”
• “I cooked everyday that I was there which was one of my...”
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• See more reviews of A charming, rustic 150 year old Carriage House

Ranked 9 out of 72 in the region, as well as being 2 of 8 for B&Bs and inns in Pickering.

• “Room sizes were large, and the beds were comfortable.”
• “Great, fully equipped aparment with spacious rooms and large...”
• “Clean and comfortable place to stay overnight. Very far and lots of traffic to Toronto.”
• See more reviews of Charming, Comfortable Bsmt Apartment in Pickering

Ranked 10 out of 72 in the region, as well as being 3 of 23 for B&Bs and inns in Markham.

• “”
• “Tense and discomfort stay experience”
• “Average”
• See more reviews of CozyHome

Ranked 11 out of 72 in the region, as well as being 1 of 3 for B&Bs and inns in Thornhill.

• “Good and quiet guesthouse.”
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• “It's an experience worth exploring. Neat space, quiet and secure environment with prompt responses.”
• See more reviews of Maria's Homestay

Ranked 12 out of 72 in the region, as well as being 1 of 1 for B&Bs and inns in Hampton.

• “Excellent stay with hosts that care a lot about their guests.”
• See more reviews of Our Valley View Bed & Breakfast

Ranked 13 out of 72 in the region, as well as being 1 of 6 for B&Bs and inns in Vaughan.

• “My stay was very pleasant. I will definitely book again with Soho Comfortable.”
• “Very clean place and great value for money.”
• “I enjoyed my stay there”
• See more reviews of Soho, Comfortable with Free Parking Spot on basement

Ranked 14 out of 72 in the region, as well as being 2 of 6 for B&Bs and inns in Vaughan.

• “Great place to stay for a few days”
• “”
• “Awesome never seen anyone of no issues”
• See more reviews of Private Bathroom and a Free Parking

Ranked 15 out of 72 in the region, as well as being 1 of 9 for B&Bs and inns in Bowmanville.

• “”
• “Would stay there again”
• “”
• See more reviews of PARADISE VILLa Bowmanville

Ranked 16 out of 72 in the region, as well as being 9 of 23 for B&Bs and inns in Markham.

• “great value stay!”
• “Complicated and negative surprise!”
• “”
• See more reviews of Homestay for Extended Stays

Ranked 17 out of 72 in the region, as well as being 1 of 5 for B&Bs and inns in Richmond Hill.

• “Great Stay. Nice and Clean”
• “”
• “It was peaceful and quiet place to be”
• See more reviews of Cozy Private Rooms in Basement

Ranked 18 out of 72 in the region, as well as being 5 of 13 for B&Bs and inns in Oshawa.

• “Just what I had expected it to be :)”
• “I did not wait for breakast”
• “its a nice place to stay”
• See more reviews of A Room in Oshawa, Free Parking

Ranked 19 out of 72 in the region, as well as being 3 of 6 for B&Bs and inns in Vaughan.

• “Overall a good stay.”
• “”
• “Limited”
• See more reviews of Bright Basement & Private Bathroom, free Parking

Ranked 20 out of 72 in the region, as well as being 5 of 6 for B&Bs and inns in Aurora.

• “Basic accommodation in residential area”
• “”
• “”
• See more reviews of Newly Renovated Home in Central Aurora

Ranked 21 out of 72 in the region, as well as being 13 of 23 for B&Bs and inns in Markham.

• “Liked everything and it was very nice place to stay!”
• “It was a very nice accommodation and I enjoyed my entire...”
• “It was really good stay!”
• See more reviews of Long Stay Home

Ranked 22 out of 72 in the region, as well as being 2 of 5 for B&Bs and inns in Whitby.

• “”
• “Awesome”
• “Awesome”
• See more reviews of Homestay- private room and bathroom

Ranked 23 out of 72 in the region, as well as being 3 of 3 for B&Bs and inns in Port Perry.

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• “The location was excellent and the accommodation was comfortable, spacious and thoughtfully equipped”
• “Lovely”
• See more reviews of Maya Bed and Breakfast

Ranked 24 out of 72 in the region, as well as being 6 of 8 for B&Bs and inns in Newmarket.

• “All good”
• “”
• “Very pleased with stay. Building is older but clean and well maintained. Would stay again. Staff friendly .”
• See more reviews of Comfort Inn

Ranked 25 out of 72 in the region, as well as being 3 of 5 for B&Bs and inns in Whitby.

• “Disappointing”
• “Host cancelled at the last minute.”
• “Warm and welcoming”
• See more reviews of Finesse

Ranked 26 out of 72 in the region, as well as being 8 of 8 for B&Bs and inns in Newmarket.

• “Great value in Newmarket”
• “They received me in the middle of the night.”
• “”
• See more reviews of Affordable Room with FREE Parking in Newmarket ON

Ranked 27 out of 72 in the region, as well as being 4 of 5 for B&Bs and inns in Whitby.

• “Felt like home, already miss it”
• “overnight stop, just what I required”
• “Knowing what to expect for next time, I'm likely to stay here again in the future.”
• See more reviews of Cozy Whitby Retreat

Ranked 28 out of 72 in the region, as well as being 7 of 13 for B&Bs and inns in Oshawa.

• “”
• “I was very comfortable staying in this home.”
• “Wonderful as always”
• See more reviews of Your home away from home

Ranked 29 out of 72 in the region, as well as being 2 of 5 for B&Bs and inns in Richmond Hill.

• “quiet, this room is worth the money I paid. but the photos is on line not match what we had.”
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• “”
• See more reviews of Cozy Home Near Transit & Hillcrest Mall with Free Parking

Ranked 30 out of 72 in the region, as well as being 3 of 5 for B&Bs and inns in Richmond Hill.

• “”
• “Good but the beddings should be changed, and the sound of fridge was too loud”
• “Dan was really helpful and friendly”
• See more reviews of Cozy Home in Richmond Hill with Free Parking