Holiday Rentals in Simcoe Island

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Holiday Rentals in Simcoe Island

All Suites Whitney Manor

4.0 star property
Kingston
9.8 out of 10, Exceptional, (216)
"Amazing place!"
Canada
Xinxin
All Suites Whitney Manor

Prime Location Duo Nest & Rest

Rideau Heights
7.4 out of 10, Good, (31)
"Close to downtown "
Canada
Colleen L.
The price is €160
includes taxes & fees
8 Dec - 9 Dec
Prime Location Duo Nest & Rest

Historic Apartment Downtown Kingston

Downtown Kingston
10.0 out of 10, Exceptional, (11)
"The apartment was in a perfect location to downtown and had all the amenities you could need. Host was great and communicated very quickly. Would definitely stay here again. "
Canada
Brandon P.
Historic Apartment Downtown Kingston

Capitan Burn's House on Wellington

Downtown Kingston
10.0 out of 10, Exceptional, (15)
"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. "
United States
Karen W.
Capitan Burn's House on Wellington

Dwell Aparthotels

4.0 star property
Downtown Kingston
9.6 out of 10, Exceptional, (23)
"The ultimate boutique hotel! "
Canada
Shannon
The price is €197
includes taxes & fees
8 Dec - 9 Dec
Dwell Aparthotels

Family friendly neighbourhood

Kingston
9.4 out of 10, Exceptional, (31)
"Lovely home and convenient location during our short visit to Kingston. Would gladly stay here again!"
Canada
Tracy H.
Family friendly neighbourhood

The Hearth & Screen • Home Theatre + Firepit + BBQ

Auden Park
10.0 out of 10, Exceptional, (1)
The price is €288
includes taxes & fees
11 Nov - 12 Nov
The Hearth & Screen • Home Theatre + Firepit + BBQ

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

Kingston
10.0 out of 10, Exceptional, (19)
"Stayed here with family and friends for a wedding. Beautiful, quiet location, house and host were amazing. "
Canada
Fredric D.
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's

Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC

Perth Road
2.0 out of 10, (1)
"This place is just a lot less glamorous than the listing would imply. We had 9 adults in our group but this cabin only sleeps 6 max. So we had to rent a second cabin for full price. The manager was helpful tho and answered our questions. "
United States
Willy H.
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC

Luxury, top floor suite with free parking space. Walking distance to downtown!

Inner Harbour
9.6 out of 10, Exceptional, (9)
"great stay"
Canada
Elaine O.
Luxury, top floor suite with free parking space. Walking distance to downtown!

Cozy downtown two bedrooms free parking

Sunnyside
6.0 out of 10, (8)
"Check in was difficult, no where did it tell you to go through the gate to the back door. It was dirty, floors had muddy foot prints, there were dirty towels on kitchen table, oven looked disgusting, bucket in the kitchen sink, beds had been slept in and not made. Not at all like the pictures they had posted. We left and instead drove 3 1/2 hours home rather that stay there."
Canada
PENNI B.
The price is €148
includes taxes & fees
7 Dec - 8 Dec
Cozy downtown two bedrooms free parking

Spacious Hearth Escape with Natural Light & fireplace

Kingston
8.2 out of 10, Very good, (19)
"Convenient location, nice neighborhood, exactly as described, and communication with host was prompt. Overall we're pleased with our stay!"
United States
Nick B.
Spacious Hearth Escape with Natural Light & fireplace

Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!

Perth Road
6.0 out of 10, (1)
"Basic cottage. We appreciated air conditioning and view. Exterior chairs where all broken, had to wash dishes, dirty floors. BBQ had no grill so took neighbors, was rusty and very dirty. Can not swim as mentioned. Only for fishing. There is a beach at a waking distance but not nice to swim in, small and weeds. Good place to fish if this is your intention. Fast response when communicating. Will ask you to sign a discharge right at the beginning which is not a good sign. Can’t get refund. Not as...
Canada
Nathalie C.
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!

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

2.0 star property
Kingston
The price is €188
includes taxes & fees
9 Nov - 10 Nov
Bright & Modern 2BR Basement Suite w/ Rustic Bar & Private Entrance

In Heart of Kingston Pool Home

Downtown Kingston
The price is €277
includes taxes & fees
8 Dec - 9 Dec
In Heart of Kingston Pool Home

Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!

Perth Road
2.0 out of 10, (1)
"Sheets were filthy. Mold on coffee maker. Bugs in room. Vrbo mis represented the property.We did not stay on the property and would like a full refund."
Canada
ash s.
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!

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

Kingston
8.0 out of 10, Very good, (8)
"Very good place to stay with lots of space. Communication was quick and the place was as described in the listing."
Canada
Beth C.
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)

3-bedroom apartment in Kingston

Kingston
10.0 out of 10, Exceptional, (1)
"We had a great stay here! Location was not too far from the tourist attractions we wanted to see. The kitchen, dining room, beds & wifi were all good. The shower was great. The only thing we'd improve is to add more seating in the living room. Communication with the host was fantastic!"
Canada
Hilda R.
3-bedroom apartment in Kingston

♡Cozy Escape Farmhouse♡

Gananoque
9.8 out of 10, Exceptional, (23)
"We had a wonderful time! Courtney & Chris were great to deal with! I texted her when we were on the ferry & she was waiting to meet us at our cottage. They were very welcoming & even invited us to join them for wood fired pizza which was absolutely delicious!! The place was very clean and cozy. It had the perfect amount of everything we might possibly have needed. It was central to the the excursions we wanted to experience - the 5 hour cruise & Boldt castle tour and Kingston Penitentiary tour -...
Canada
LeaAnne V.
♡Cozy Escape Farmhouse♡

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

Kingston
9.6 out of 10, Exceptional, (4)
"Great stay. Ideal for our group and well thought out. "
Canada
Johanna P.
Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens
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

Find out more about Simcoe Island

Everything you need to know about Simcoe Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simcoe Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simcoe Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Simcoe Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simcoe Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simcoe Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simcoe Island holiday rentals we have selected for you start as low as €148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Simcoe Island rentals

At Expedia, we put the best Simcoe Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Simcoe Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simcoe Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simcoe Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.