Simcoe Island Vacation Rentals

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Vacation Rentals in Simcoe Island

Exterior
All Suites Whitney Manor
All Suites Whitney Manor
4.0 star property
9.8 out of 10, Exceptional, (216)
"Nice historical building"
Canada
vilnis
$155 nightly
The price is $182
Nov 27 - Nov 28
Total with taxes and fees
All Suites Whitney Manor
Outdoor dining
Capitan Burn's House on Wellington
Capitan Burn's House on Wellington
10.0 out of 10, Exceptional, (15)
"It is a great house for a holiday. "
China
tian
Capitan Burn's House on Wellington
Dining
Family friendly neighbourhood
Family friendly neighbourhood
9.4 out of 10, Exceptional, (31)
"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.
Family friendly neighbourhood
TV
Prime Location Duo Nest & Rest
Prime Location Duo Nest & Rest
7.4 out of 10, Good, (31)
"Property price well, easy to get to."
Canada
Serge D.
$156 nightly
The price is $182
Nov 3 - Nov 4
Total with taxes and fees
Prime Location Duo Nest & Rest
Full-size fridge, microwave, oven, stovetop
Dwell Aparthotels
Dwell Aparthotels
4.0 star property
9.6 out of 10, Exceptional, (23)
"Great spot"
Canada
Lori
$225 nightly
The price is $267
Nov 20 - Nov 21
Total with taxes and fees
Dwell Aparthotels
Interior
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's
10.0 out of 10, Exceptional, (19)
"The house is large and well stocked, with excellent communication from the owner, thank you for a great retreat after work!"
Canada
Cayla D.
Five star equipped 4 bd, huge lot, woods/trails close to lake, downtown/Queen's
Fridge, microwave, oven, stovetop
Luxury, top floor suite with free parking space. Walking distance to downtown!
Luxury, top floor suite with free parking space. Walking distance to downtown!
9.8 out of 10, Exceptional, (8)
"great stay"
Canada
Elaine O.
Luxury, top floor suite with free parking space. Walking distance to downtown!
Fridge, microwave, oven, stovetop
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC
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
Smart TV, Netflix, streaming services
Spacious Hearth Escape with Natural Light & fireplace
Spacious Hearth Escape with Natural Light & fireplace
8.2 out of 10, Very Good, (19)
"Stay was great. Very easy to find and access. Very spacious and great for kids if you’re travelling with them. Would definitely book again!"
Canada
Hayden
Spacious Hearth Escape with Natural Light & fireplace
Outdoor dining
Historic Apartment Downtown Kingston
Historic Apartment 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
Property grounds
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!
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!
Exterior detail
The Hearth & Screen • Home Theatre + Firepit + BBQ
The Hearth & Screen • Home Theatre + Firepit + BBQ
10.0 out of 10, Exceptional, (1)
$297 nightly
The price is $335
Nov 4 - Nov 5
Total with taxes and fees
The Hearth & Screen • Home Theatre + Firepit + BBQ
Smart TV, fireplace
Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!
Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!
Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!
Pool
In Heart of Kingston Pool Home
In Heart of Kingston Pool Home
$285 nightly
The price is $322
Nov 2 - Nov 3
Total with taxes and fees
In Heart of Kingston Pool Home
Property grounds
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!
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!
Outdoor dining
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
9.6 out of 10, Exceptional, (20)
"We really enjoyed our stay and would go again."
Canada
dora s.
$524 nightly
The price is $592
Nov 2 - Nov 3
Total with taxes and fees
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Exterior
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
8.0 out of 10, Very Good, (8)
" Spacious, clean place. "
United States
Meg W.
$288 nightly
The price is $326
Nov 2 - Nov 3
Total with taxes and fees
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)
Property grounds
♡Cozy Escape Farmhouse♡
♡Cozy Escape Farmhouse♡
9.8 out of 10, Exceptional, (23)
"A lovely quiet place to escape from the hustle and bustle of the big city. "
Canada
James
♡Cozy Escape Farmhouse♡
Private kitchen
Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens
Beautiful Kingston House - 5 bedrooms, 2 Full bathrooms, 2 kitchens
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
Fridge, microwave, oven, stovetop
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access
4.8 out of 10, (3)
"Awesome property for a group of friends trying to hangout and have a good time. Owner was super helpful and understanding on various matters. Great beach access, where you can swim to various different islands and do cliff jumping. As you can see in the photo, there was also a water trampoline which the owners allowed us to use. On top of this, the owners provide kayaks and boats you can use to go into the water. Spacious cabins, and we were even granted an additional one complimentary. Overall...
United States
Liam F.
$287 nightly
The price is $324
Nov 12 - Nov 13
Total with taxes and fees
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access
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

Comfort Inn Highway 401

Comfort Inn Highway 401

10/10 Excellent
"The rooms were clean, spacious and inviting. Just as good as being in a hotel but a fraction of the cost. "
NINA 1-night trip
Posted 15 hours ago
Comfort Inn Highway 401

Find out more about Simcoe Island

Everything you need to know about Simcoe Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simcoe Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simcoe Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Simcoe Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $182 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simcoe Island rentals

At Expedia, we put the best Simcoe Island vacation 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 vacation.

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