The 30 Best Holiday Rentals in South Eastern Ontario

Ranked 1 out of 135 in the region, as well as being 1 of 10 for holiday rentals in Kingston.

• “A perfect spot for a family getaway”
• “Loved staying here and would recommend to anyone”
• “We stayed for the weekend and we loved it. This property is honestly the most beautiful!”
• See more reviews of All Suites Whitney Manor

Ranked 2 out of 135 in the region, as well as being 1 of 14 for holiday rentals in Wellington.

• “Wonderful location and good for the soul”
• “The property and views was worth putting up with the inconvenience of no storage areas.”
• “Highly recommend”
• See more reviews of The Birch

Ranked 3 out of 135 in the region, as well as being 2 of 14 for holiday rentals in Wellington.

• “The location and silence on the street at night”
• “Room is a good vibe, overall clean.”
• “Our suite was comfortable, well decorated and in.”
• See more reviews of The Village Suites

Ranked 4 out of 135 in the region, as well as being 1 of 14 for holiday rentals in Picton.

• “Great location in downtown Picton!”
• “Comfortable, quiet, enjoyable.”
• “It turned out very well!”
• See more reviews of Loyalist Lofts

Ranked 5 out of 135 in the region, as well as being 2 of 14 for holiday rentals in Picton.

• “A fantastic period row house, clean and well maintained. Susan was very helpful.”
• “Beautiful ancestral stone house right next to downtown.”
• “It was clean inviting and conformable 😊”
• See more reviews of Stone Carriage House

Ranked 6 out of 135 in the region, as well as being 1 of 1 for holiday rentals in Delta.

• “All together good value for money”
• “Very good”
• “we really enjoyed our stay!!!”
• See more reviews of Redfish Cottages

Ranked 7 out of 135 in the region, as well as being 2 of 16 for holiday rentals in Belleville.

• “This is a great place to stay, nice and clean and very convenient”
• “Great place!”
• “Exactly what was needed”
• See more reviews of The Belvedere:Front Street Flats

Ranked 8 out of 135 in the region, as well as being 2 of 10 for holiday rentals in Kingston.

• “I just love how cozy it is and I wish our house is the same as their property. I am so stunned on how beautiful it is. :”
• “Perfect, clean and safe get away home for friendly reunion.”
• “A truly welcoming, clean and safe "home away from home", perfect for a group of friends.”
• See more reviews of Adorable 4 bed,2 bath house

Ranked 9 out of 135 in the region, as well as being 3 of 14 for holiday rentals in Picton.

• “Beautiful accommodation, but not the best sleep”
• “Great location! Good Value!”
• “Great location, very charming and cozy. The host was very lovely and welcoming”
• See more reviews of Urban Cabin - Downtown Picton

Ranked 10 out of 135 in the region, as well as being 3 of 10 for holiday rentals in Kingston.

• “Location great, spacious house, multiple bathrooms, owner availability, great!!”
• “The host was really accommodating. We got there a little earlier than the check-in time and the host let us check in. Th”
• “It was such a lovely stay”
• See more reviews of AleHar House

Ranked 11 out of 135 in the region, as well as being 3 of 6 for holiday rentals in Carrying Place.

• “Much needed getaway with my sisters & father since my dear moms passing.”
• “Perfect end of summer girl’s trip!”
• “Beautiful and peaceful gateway”
• See more reviews of Sun Chaser Bay

Ranked 12 out of 135 in the region, as well as being 7 of 19 for holiday rentals in Gananoque.

• “Excellent place, would come again!”
• “Overall a lovely experience”
• “Eclipse perfection”
• See more reviews of Unique waterfront house with private beach

Ranked 13 out of 135 in the region, as well as being 4 of 14 for holiday rentals in Picton.

• “Overall we had a pleasant stay. The home is clean and comfortable. I think with a bit of TLC (ex. damaged plaster in sta”
• “Great stay”
• “Excellent and beautiful place”
• See more reviews of Hill Street Hangout

Ranked 14 out of 135 in the region, as well as being 5 of 14 for holiday rentals in Picton.

• “Restful and relaxing in lovely accommodation.”
• “The space worked very well for 3 friends travelling together and we would return.”
• “The accommodation is very comfortable and spacious.”
• See more reviews of Sunroom on Maple

Ranked 15 out of 135 in the region, as well as being 1 of 7 for holiday rentals in Trenton.

• “luxurious and private”
• “This place was exceptional and a hidden gem.”
• “A fantastic and relaxing stay in a great apartment”
• See more reviews of Stone Garden Inn

Ranked 16 out of 135 in the region, as well as being 4 of 6 for holiday rentals in Carrying Place.

• “Excellent waterfront cottage. Great for a wind down from busy Toronto life.”
• “Excellent getaway cottage!”
• “incredibly clean property”
• See more reviews of Entire waterfront cottage in carrying place

Ranked 17 out of 135 in the region, as well as being 4 of 11 for holiday rentals in Brockville.

• “Nice time, will return”
• “All staff was very friendly and helpful.”
• “Beautiful property great stay!!”
• See more reviews of Tall Ships Landing Coastal Resort

Ranked 18 out of 135 in the region, as well as being 4 of 10 for holiday rentals in Kingston.

• “We will visit again.”
• “Nice and professional service from the staff.”
• “Return to the Dorms!”
• See more reviews of Queen's University Residence

Ranked 19 out of 135 in the region, as well as being 6 of 14 for holiday rentals in Picton.

• “Horrible 5G Towers in this area that we did not know of and we are allergic to them.”
• “Our stay at this property was exceptional, we couldn't have asked for a better place.”
• “There was no breakfast.”
• See more reviews of Lazy Days Vacation Rental

Ranked 20 out of 135 in the region, as well as being 6 of 16 for holiday rentals in Belleville.

• “Best stay for a family; beautiful space ; they thought of everything!”
• “A wonderful magical place that i will recommend to everyone”
• “Wonderful experience in the MOST unique place we've ever stayed”
• See more reviews of The Prince Edward County Church

Ranked 21 out of 135 in the region, as well as being 5 of 10 for holiday rentals in Kingston.

• “We booked this last minute the host was very accommodating!”
• “It’s was fantastic”
• See more reviews of Amor Bayridge

Ranked 22 out of 135 in the region, as well as being 8 of 16 for holiday rentals in Belleville.

• “Very beautiful place and brand new appliances.”
• “The perfect apartment for a weekend getaway!”
• “Worked great for us, 3 separate bedrooms for privacy and a...”
• See more reviews of The Goodman: Front Street Flats

Ranked 23 out of 135 in the region, as well as being 1 of 3 for holiday rentals in Hillier.

• “Perfect for our ladies weekend :)”
• “The place had a great location in reach of several vineyards.”
• “Girls week at the Farm”
• See more reviews of Farmhouse PEC

Ranked 24 out of 135 in the region, as well as being 3 of 14 for holiday rentals in Wellington.

• “Great place to be, close to everything. Clean and bright. Will be back!”
• “Loved our stay!”
• See more reviews of The Wellington General

Ranked 25 out of 135 in the region, as well as being 4 of 14 for holiday rentals in Wellington.

• “Wonderful set up.”
• “Amazing!”
• “Comfortable and restful spot in Wellington”
• See more reviews of Welcome to the Mandeville

Ranked 26 out of 135 in the region, as well as being 10 of 19 for holiday rentals in Gananoque.

• “Nice private beach.”
• “The location was amazing.”
• “A wonderful 2 night stay in the gananoque..we had booked 2 bedroom suite and both the rooms were spacious and clean. Thi”
• See more reviews of Home of Thousand Islands

Ranked 27 out of 135 in the region, as well as being 1 of 1 for holiday rentals in Iroquois.

• “Old but go location”
• “It was a very nice stay. Our whole family enjoyed.”
• “A quiet and relaxing place with all the comfort you may need”
• See more reviews of Doran Bay Resort

Ranked 28 out of 135 in the region, as well as being 3 of 3 for holiday rentals in Bloomfield.

• “Bloomfield central to everything we wanted to do and see, Maison was a wonderful home away from home”
• “Wonderful property in a very small town. Close to excellent restaurants and a short drive to Wellington and Picton.”
• “It was a clean,comfortable and welcoming place to stay”
• See more reviews of Maison Bloomfield

Ranked 29 out of 135 in the region, as well as being 6 of 10 for holiday rentals in Kingston.

• “Other than no face clothes it was a beautiful home located...”
• “We like it much but too bad that it was heavy snow the 2nd day. We should come again next time.”
• “we deeply enjoy the experience, we will come again”
• See more reviews of Luxury Detached House Kingston

Ranked 30 out of 135 in the region, as well as being 5 of 14 for holiday rentals in Wellington.

• “We had a great stay in this very cute, cozy apartment which was clean and great location”
• “Good”
• “Great location and worked well for us.”
• See more reviews of The Flats East