Kingston Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Browse Select Kingston Vacation Homes

Our top choices for Kingston vacation homes

Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat

8.0 out of 10, Very good, (1)
"Over all a comfortable stay and nice location. The view is spectacular from the living room and lots of space for larger groups. Very easy to get in, WiFi worked well (I work remote so important). The only comment might be to do a deep clean , under beds was quite dirty, and crumbs were left on tables from previous occupant. Also when I arrived one of the doors was unlocked - always careful to check as a solo traveling alone. Dishwasher is not working but that was explained somewhere, microwave...
Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat

Downtown Picton, 3 bedroom.

10.0 out of 10, Exceptional, (13)
"We truly enjoyed our stay. The house was perfect for 6 people. Large and with amenities. Also great location in downtown Picton. "
The price is CA $302
CA $727 total
includes taxes & fees
Aug 28 - Aug 29
Downtown Picton, 3 bedroom.

Modern 4BR Harbourfront Century Home

9.8 out of 10, Exceptional, (68)
"Our family really enjoyed the house, the location and the activities "
Modern 4BR Harbourfront Century Home

Home of 1000 Island#1-Directly on STL river, private beach & FREE boat docking

9.4 out of 10, Exceptional, (24)
"This was a very nice place to stay with family. Highly recommend."
Home of 1000 Island#1-Directly on STL river, private beach & FREE boat docking

Old Milford - Modern Home 5 Minutes from Picton

9.2 out of 10, Wonderful, (7)
"This rental is minutes away from Sandbanks Provincial Park. It’s a great home base for visiting the winery’s. Seven minutes away from Main Street Picton, where you can get your groceries and the LCBO. It is situated in a rural setting with lots of privacy. The unit is well layed out for a group (we were 6 adults) with three very comfortable rooms and two washrooms. Very clean and well decorated. Much larger than it appears in the photos on line. Parking for three cars, maybe four. It is situated...
Old Milford - Modern Home 5 Minutes from Picton

Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's

10.0 out of 10, Exceptional, (16)
"The house is large and well stocked, with excellent communication from the owner, thank you for a great retreat after work!"
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's

Capitan Burn's House on Wellington

10.0 out of 10, Exceptional, (10)
"Great location near downtown Kingston. House had everything we needed for two couples to enjoy our time together. Kitchen was well stocked and the courtyard was a lovely place to dine. "
Capitan Burn's House on Wellington

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

10.0 out of 10, Exceptional, (51)
"Would love to stay again in the future :)"
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

Central Picton, Games Room and steps from town!

10.0 out of 10, Exceptional, (2)
"Wonderful one night stay. Comfortable well restored older home. Great centre of town location. Definitely worthy of a longer return visit. Kids enjoyed the garage games"
The price is CA $284
CA $671 total
includes taxes & fees
Aug 26 - Aug 27
Central Picton, Games Room and steps from town!

The Dylan | 4 Bedrooms | 8 Guests | Hot Tub | Waterfront

9.4 out of 10, Exceptional, (3)
"We had a great relaxing stay "
The Dylan | 4 Bedrooms | 8 Guests | Hot Tub | Waterfront

The Ferg Garden Suite | Picton | 1 Bedrooms

9.8 out of 10, Exceptional, (9)
"Excellent location, close to dining and shopping. Spacious living area. Minor maintenance issues (blind closer missing, a/v needs upgrade). All considered, good value."
The Ferg Garden Suite | Picton | 1 Bedrooms

33 Vines Winery & Vineyard

8.0 out of 10, Very good, (16)
"We celebrated a bachelorette and it was absolutely amazing. The wine is also delicious. We took the meditarrean supper and charcuterie board with our stay, which was the best! This place is a hidden gen. Would definately recommend."
The price is CA $850
CA $1,162 total
includes taxes & fees
Aug 24 - Aug 25
33 Vines Winery & Vineyard

Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC

10.0 out of 10, Exceptional, (58)
"We stayed as a group of extended family, ages 6 to 75. The house was lovely and had everything we needed for a great weekend. Monica was helpful and responsive. The pizza oven was a highlight and we successfully managed to have ourselves a pizza feast! We would definitely stay again!"
Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC

NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

10.0 out of 10, Exceptional, (7)
"Great place to stay! Enough beds for a larger group, has everything you need with a nice hot tub!"
The price is CA $714
CA $1,303 total
includes taxes & fees
Aug 27 - Aug 28
NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

Stonewood Bay Getaway in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

8.0 out of 10, Very good, (2)
"Housing an eclectic mix of historic character and modern amenties, the Stonewood retreat is a great place to stay within short distance of Kingston and Gananoque. The huge bathtub is great for a relaxing soak. The large kitchen is big enough for prepping meals with a group. The solid wood accents throughout the house give homage to its past. The back pond and fire pit give a unique location to roast some marshmallows and enjoy the songs of the birds chirping as the sun sets. The host...
Stonewood Bay Getaway in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

Family Friendly in Picton, PEC!

10.0 out of 10, Exceptional, (2)
"We had a great time at Picton, PEC at this property. It was a total of 5 adults and 2 kids and we all fit comfortably. The house was nice layout, with all the required amenities. I loved it place had two washrooms! "
The price is CA $279
CA $660 total
includes taxes & fees
Aug 24 - Aug 25
Family Friendly in Picton, PEC!

Portsmouth Harbour Home

The price is CA $300
CA $388 total
includes taxes & fees
Aug 25 - Aug 26
Portsmouth Harbour Home

1000 islands Getaway

9.2 out of 10, Wonderful, (5)
"Great stay and communication with owner"
1000 islands Getaway

The Darcie House - cozy, pet-friendly home in PEC

10.0 out of 10, Exceptional, (9)
"We liked our stay there"
The Darcie House - cozy, pet-friendly home in PEC

Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)

8.0 out of 10, Very good, (7)
"Very good place to stay with lots of space. Communication was quick and the place was as described in the listing."
The price is CA $225
CA $458 total
includes taxes & fees
Aug 31 - Sep 1
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Kingston Hotel Reviews