Simcoe Island Holiday Rentals

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Check prices for these dates

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Simcoe Island holiday rentals

Exterior
All Suites Whitney Manor

All Suites Whitney Manor

All Suites Whitney Manor
4.0 star property
Kingston
9.8 out of 10, Exceptional, (219)
"The room was great. Well appointed, some nice touches. The kitchen was well equipped. The house itself is amazing. Built in 1867, with lots of character. This is our 2nd time staying here. Both times were memorable. "
Canada
Jonathan
All Suites Whitney Manor
Oven, stovetop
Steps from KGH, Queen's U and the Pier!

Steps from KGH, Queen's U and the Pier!

Steps from KGH, Queen's U and the Pier!
2.0 star property
Alwington
The price is HK$399
HK$1,106 total
includes taxes & fees
28 Dec - 29 Dec
Steps from KGH, Queen's U and the Pier!
Interior
Bright & Modern 2BR Basement Suite w/ Rustic Bar & Private Entrance

Bright & Modern 2BR Basement Suite w/ Rustic Bar & Private Entrance

Bright & Modern 2BR Basement Suite w/ Rustic Bar & Private Entrance
2.0 star property
Kingston
10.0 out of 10, Exceptional, (1)
"Very clean, new, and sparkling apartment! Our host thought of everything! Even a dishwasher! We didnt need an extra heater as the apt. Was toasty warm and dry. Clean white towels, soap, shampoo and body wash all supplied. "
Canada
Wanda C.
The price is HK$853
HK$1,676 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bright & Modern 2BR Basement Suite w/ Rustic Bar & Private Entrance
Full-sized fridge, microwave, oven, stovetop
Dwell Aparthotels

Dwell Aparthotels

Dwell Aparthotels
4.0 star property
Downtown Kingston
9.6 out of 10, Exceptional, (24)
"Great spot"
Canada
Lori
The price is HK$1,369
HK$1,827 total
includes taxes & fees
29 Dec - 30 Dec
Dwell Aparthotels
TV
Prime Location Duo Nest & Rest

Prime Location Duo Nest & Rest

Prime Location Duo Nest & Rest
Rideau Heights
7.4 out of 10, Good, (31)
"Property price well, easy to get to."
Canada
Serge D.
The price is HK$796
HK$1,439 total
includes taxes & fees
24 Jan - 25 Jan 2026
Prime Location Duo Nest & Rest
Dining
Family friendly neighbourhood

Family friendly neighbourhood

Family friendly neighbourhood
Kingston
9.4 out of 10, Exceptional, (32)
"The check in, property and communication was pain free. The accommodations were clean and VERY well stocked. A quiet neighborhood, close to tourist sites and easy to locate. Would definitely recommend this property for anyone looking to spend time in the Kingston area."
Canada
Gail M.
The price is HK$819
HK$1,683 total
includes taxes & fees
4 Jan - 5 Jan 2026
Family friendly neighbourhood
Microwave, oven, stovetop
Home Away from Home - Relax and unwind in this beautifully decorated 3-bedroom

Home Away from Home - Relax and unwind in this beautifully decorated 3-bedroom

Home Away from Home - Relax and unwind in this beautifully decorated 3-bedroom
2.0 star property
Kingston
The price is HK$796
HK$1,394 total
includes taxes & fees
28 Dec - 29 Dec
Home Away from Home - Relax and unwind in this beautifully decorated 3-bedroom
Exterior detail
The Hearth & Screen • Home Theatre + Firepit + BBQ

The Hearth & Screen • Home Theatre + Firepit + BBQ

The Hearth & Screen • Home Theatre + Firepit + BBQ
Auden Park
9.0 out of 10, Wonderful, (2)
"My son and I stayed here for a hockey tournament weekend. The house was a quick 10 minute drive from the rink which was perfect. It was clean and comfortable, but dated. Effort has been made to update it, but carpets are stained and paint job wasn’t great which took away from the overall feel of the home. Kitchen mostly had what we needed (could use some more plates and a cookie sheet). All in all it was clean, comfortable and conveniently located which made it what we needed for the weekend. "
Canada
Erin R.
The price is HK$1,223
HK$2,531 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Hearth & Screen • Home Theatre + Firepit + BBQ
Living area
3 Bedroom Gallery at the Harbour

3 Bedroom Gallery at the Harbour

3 Bedroom Gallery at the Harbour
2.0 star property
Portsmouth
The price is HK$853
HK$1,471 total
includes taxes & fees
1 Jan - 2 Jan 2026
3 Bedroom Gallery at the Harbour
Microwave, oven, stovetop, dishwasher
Beautiful house right by Portsmouth Olympic Harbour.

Beautiful house right by Portsmouth Olympic Harbour.

Beautiful house right by Portsmouth Olympic Harbour.
2.0 star property
Portsmouth
The price is HK$1,421
HK$1,792 total
includes taxes & fees
28 Dec - 29 Dec
Beautiful house right by Portsmouth Olympic Harbour.
Smart TV
Cozy downtown one bedroom free parking

Cozy downtown one bedroom free parking

Cozy downtown one bedroom free parking
Sunnyside
6.6 out of 10, (13)
"A nice cozy place perfectly situated in Kingston"
Canada
Brad G.
The price is HK$640
HK$1,218 total
includes taxes & fees
28 Dec - 29 Dec
Cozy downtown one bedroom free parking
Interior
Charming Kingston Home w/Private Yard & Peaceful Vibes — Family Friendly!

Charming Kingston Home w/Private Yard & Peaceful Vibes — Family Friendly!

Charming Kingston Home w/Private Yard & Peaceful Vibes — Family Friendly!
Calvin Park
10.0 out of 10, Exceptional, (1)
"Very great!"
Canada
Fiona
The price is HK$1,364
HK$2,499 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming Kingston Home w/Private Yard & Peaceful Vibes — Family Friendly!
Fridge, microwave, oven, stovetop
Newly Renovated 3BR in Kingston’s Desirable West End | The Yellow Door Retreat

Newly Renovated 3BR in Kingston’s Desirable West End | The Yellow Door Retreat

Newly Renovated 3BR in Kingston’s Desirable West End | The Yellow Door Retreat
2.0 star property
Kingston
The price is HK$1,251
HK$2,499 total
includes taxes & fees
28 Dec - 29 Dec
Newly Renovated 3BR in Kingston’s Desirable West End | The Yellow Door Retreat
Outdoor dining
Cozy downtown two bedrooms free parking

Cozy downtown two bedrooms free parking

Cozy downtown two bedrooms free parking
Sunnyside
6.0 out of 10, (8)
"The title of the review explains it all. Very few amenities. Plan to eat out. Shared home. Nice back yard. Good parking"
Canada
Andre B.
The price is HK$962
HK$1,614 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy downtown two bedrooms free parking
Pool
In Heart of Kingston Pool Home

In Heart of Kingston Pool Home

In Heart of Kingston Pool Home
Downtown Kingston
The price is HK$1,421
HK$2,569 total
includes taxes & fees
31 Dec - 1 Jan 2026
In Heart of Kingston Pool Home
Dining
18th Century Luxury Suite with Rustic Charm

18th Century Luxury Suite with Rustic Charm

18th Century Luxury Suite with Rustic Charm
KIngston
10.0 out of 10, Exceptional, (1)
"Great place. Great location. Lots of room. Clean. Maybe a few more steps than two 77 year olds would normally want. But still worth it!!! "
United States
thomas h.
The price is HK$1,613
HK$2,236 total
includes taxes & fees
4 Jan - 5 Jan 2026
18th Century Luxury Suite with Rustic Charm
Exterior
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)

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

Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Kingston
8.0 out of 10, Very good, (8)
"We stayed at this place for a work event in the area. Close to food and grocery.Lots of space as well. There were 5 of us. "
Canada
Stephanie P.
The price is HK$1,279
HK$2,601 total
includes taxes & fees
22 Jan - 23 Jan 2026
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Interior
Modern Home in Odessa | 17 Minutes to Kingston

Modern Home in Odessa | 17 Minutes to Kingston

Modern Home in Odessa | 17 Minutes to Kingston
2.0 star property
Loyalist
The price is HK$1,805
HK$3,357 total
includes taxes & fees
6 Jan - 7 Jan 2026
Modern Home in Odessa | 17 Minutes to Kingston
Outdoor dining
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds

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

Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Kingston
9.6 out of 10, Exceptional, (20)
"We really enjoyed our stay and would go again."
Canada
dora s.
The price is HK$2,757
HK$4,914 total
includes taxes & fees
25 Jan - 26 Jan 2026
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Interior
A Cozy Country House - Family Sized w/ Game Room and Large Property!

A Cozy Country House - Family Sized w/ Game Room and Large Property!

A Cozy Country House - Family Sized w/ Game Room and Large Property!
Kingston
8.4 out of 10, Very good, (5)
"Great time good location lots of space "
Canada
Sebastien A.
The price is HK$2,558
HK$4,554 total
includes taxes & fees
30 Dec - 31 Dec
A Cozy Country House - Family Sized w/ Game Room and Large Property!
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

Days Inn by Wyndham Kingston

Days Inn by Wyndham Kingston

10/10 Excellent
"I only stay here when I come to town. It has the most comfortable bed you will ever find. The staff is always friendly and it is a very clean hotel. Amazing value for the money!"
Cathy 1-night trip
Posted 18 hours ago
Days Inn by Wyndham Kingston

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