Simcoe Island Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Simcoe Island Vacation Homes

Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens
Private kitchen

Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens

10.0 out of 10, Exceptional, (2)
"Great stay. Ideal for our group and well thought out. "
Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Outdoor dining

Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds

9.8 out of 10, Exceptional, (16)
"Was a really pleasant stay :)"
The price is CA $562
CA $946 total
includes taxes & fees
Aug 4 - Aug 5
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Exterior

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

7.8 out of 10, Good, (6)
"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 12 - Aug 13
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Capitan Burn's House on Wellington
Outdoor dining

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
In Heart of Kingston Pool Home
Pool

In Heart of Kingston Pool Home

In Heart of Kingston Pool Home
Spacious Hearth Escape with Natural Light & fireplace
Smart TV, Netflix, streaming services

Spacious Hearth Escape with Natural Light & fireplace

8.8 out of 10, Excellent, (16)
"The place was perfectly clean, very spacious, and in a nice quiet neighborhood. We felt very comfortable staying here."
Spacious Hearth Escape with Natural Light & fireplace
1000 islands Getaway
Microwave, oven, stovetop, dishwasher

1000 islands Getaway

9.2 out of 10, Wonderful, (5)
"Great stay and communication with owner"
1000 islands Getaway
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's
Interior

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
The Hangar on Howe, Unique waterfront house
Outdoor spa tub

The Hangar on Howe, Unique waterfront house

10.0 out of 10, Exceptional, (6)
"Nice property, wonderful view, fun to be on the island, well appointed, overall excellent stay"
The Hangar on Howe, Unique waterfront house
Dream Home Getaway Near Kingston
Private kitchen

Dream Home Getaway Near Kingston

Dream Home Getaway Near Kingston
Minutes to Downtown and Ideal for Long-term Stays!
Fridge, microwave, oven, stovetop

Minutes to Downtown and Ideal for Long-term Stays!

10.0 out of 10, Exceptional, (1)
"Very true to the pictures. Very clean and had everything for our stay. Nice neighbourhood. Minutes from downtown. You need to drive. Walking is a bit far. Parking is good. Not much privacy when sitting outside. Very good stay. No complaints."
Minutes to Downtown and Ideal for Long-term Stays!
Cozy home on a quiet street minutes to downtown Kingston!
Fridge, microwave, oven, stovetop

Cozy home on a quiet street minutes to downtown Kingston!

10.0 out of 10, Exceptional, (4)
"Quiet area of town, easy access to all amentities. "
Cozy home on a quiet street minutes to downtown Kingston!
Stunning lakefront 4 season cottage in PEC
Property grounds

Stunning lakefront 4 season cottage in PEC

10.0 out of 10, Exceptional, (2)
"We had a beautiful stay at this cottage. The home was gorgeous and well equipped. We enjoyed the lake and privacy. Perfect for a family weekend getaway!"
Stunning lakefront 4 season cottage in PEC
Joanie's Farmhouse · Waterfront with Hot Tub
Outdoor dining

Joanie's Farmhouse · Waterfront with Hot Tub

10.0 out of 10, Exceptional, (1)
"Extremely clean, beautiful home, well appointed. Hot tub was fantastic. The area by the lake is amazing! The hosts were accommodating and kept in touch to see if we needed anything. Close to everything you would want to see (day trips) but far enough outside of the hustle and bustle. Highly recommend!"
The price is CA $405
CA $702 total
includes taxes & fees
Aug 17 - Aug 18
Joanie's Farmhouse · Waterfront with Hot Tub
15 minutes away from downtown and Thousand Island Ferry
Fridge, microwave, stovetop, dishwasher

15 minutes away from downtown and Thousand Island Ferry

10.0 out of 10, Exceptional, (1)
"My son and I started at this property for a week while visiting friends in Kingston. Communication with the hosts was easy and they responded quickly. House is in a great family neighborhood about 15 minutes outside the city center. We only rented one car and my son was using it a lot of the time. Didn't present any problem though as there are lots of restaurants and shopping choices within an easy walk. There's a park in the neighborhood as well with trails that cut through to a couple of the...
The price is CA $285
CA $426 total
includes taxes & fees
Aug 1 - Aug 2
15 minutes away from downtown and Thousand Island Ferry
Bright and Spacious 2 Bedroom House w/ backyard
Terrace/patio

Bright and Spacious 2 Bedroom House w/ backyard

9.8 out of 10, Exceptional, (20)
"Nice place"
Bright and Spacious 2 Bedroom House w/ backyard
Spacious 4BR+2.5 bathrooms+Fenced Yard, WiFi. Enjoy a peaceful getaway
Microwave, oven, stovetop, dishwasher

Spacious 4BR+2.5 bathrooms+Fenced Yard, WiFi. Enjoy a peaceful getaway

10.0 out of 10, Exceptional, (1)
"The house seems brand new, as is the neighborhood. It was a good fit for our family. It is on the outskirts of Kingston with a five minute drive to local restaurants. Drives to the waterfront take 20 -25 minutes, but traffic is manageable. The kitchen had all the kitchenware you will need. Bedrooms are furnished well with comfortable beds. It seems to be in a very safe area. There is a small park with children's play equipment at the end of the block. We saw two bunnies at the park. "
Spacious 4BR+2.5 bathrooms+Fenced Yard, WiFi. Enjoy a peaceful getaway
Large , spacious, neat n clean home
Private kitchen

Large , spacious, neat n clean home

Large , spacious, neat n clean home
Gorgeous Waterfront home with sweeping views of a beautiful bay.
Fridge, microwave, oven, stovetop

Gorgeous Waterfront home with sweeping views of a beautiful bay.

10.0 out of 10, Exceptional, (3)
"This Thousand Islands Retreat was great! It’s location on the Lake Ontario shore is a perfect “home base” to explore all of the Thousand Islands area. The house is set right on the Lake Ontario shore. It is sparkling clean, beautifully and thoughtfully equipped and decorated. The beds and furniture are extremely comfortable and the kitchen has everything anyone would want and need. The back deck offers a great place to enjoy morning coffee while taking in the view of the lake and a quiet little...
Gorgeous Waterfront home with sweeping views of a beautiful bay.
Entire basement suite with a foosball table!
Fridge, microwave, oven, stovetop

Entire basement suite with a foosball table!

5.4 out of 10, (3)
"We were in town for a swim competition at Queen's and had a few family members so this was a convenient location that could sleep us all. Thank you!"
Entire basement suite with a foosball table!
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.
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Top Simcoe Island Hotel Reviews

Courtyard by Marriott Kingston Highway 401/Division Street

Courtyard by Marriott Kingston Highway 401/Division Street

10/10 Excellent
"We are very happy with our stay at the hotel, it's been my first time to book in Kingston. It is located in a plaza with lots of stores you can walk to and there's plenty of restaurant options not far from the restaurant. The room is very spacious, the pull out bed was perfect for my now 8 year old daughter. The kids loved the pool and slide, beds were comfy, we barely heard anything from the rooms nearest to us. The receptionist was very helpful, never any lines, easy to get parking. Surprised by the microwave in the room but perfect counter space for dry snacks. We have told relatives, if we come back to Kingston we will book this hotel again. Highly recommend!"
Christopher 2-night trip
Posted 8 hours ago
Courtyard by Marriott Kingston Highway 401/Division Street