Simcoe Island Vacation Rentals

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    Upfront pricing

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Simcoe Island

All Suites Whitney Manor
Exterior

All Suites Whitney Manor

4.0 star property
9.8 out of 10, Exceptional, (214)
"Nice historical building"
All Suites Whitney Manor
Dwell Aparthotels
Full-size fridge, microwave, oven, stovetop

Dwell Aparthotels

4.0 star property
9.6 out of 10, Exceptional, (21)
"Very clean & professional "
$240 nightly
The price is $284
Sep 3 - Sep 4
Total with taxes and fees
Dwell Aparthotels
Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat
Interior

Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat

9.6 out of 10, Exceptional, (4)
"We had a lovely 4-day stay in Gananoque and really enjoyed the area. The house itself was clean, comfortable, and exactly as pictured, with everything you need for a relaxing stay. Communication with the owners was excellent, they were very responsive and kind. The only thing we missed was a proper outdoor dining table with chairs, and a couple of Muskoka chairs by the fire pit would have been a nice touch. Overall, a very positive experience and a great base to explore the region. "
Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat
Harmony Lane Hideaway
TV, fireplace

Harmony Lane Hideaway

9.8 out of 10, Exceptional, (29)
"Loved it, perfect size. Great spot to relax, and meet up with our kids to attend ones Convocation from Queen's University. Wish the weather was warmer and dryer to enjoy more of the beautiful outdoors. I tried to add a couple photos, but could not get them to load here. Sorry "
Harmony Lane Hideaway
Historic Apartment Downtown Kingston
Outdoor dining

Historic Apartment Downtown Kingston

10.0 out of 10, Exceptional, (7)
"This was an ideal location for our visit to downtown Kingston, just a 5 min walk to downtown, but just far enough away to be nice and quiet in the evening."
Historic Apartment Downtown Kingston
Prime Location Duo Nest & Rest
TV

Prime Location Duo Nest & Rest

7.8 out of 10, Good, (28)
"Close to downtown "
$148 nightly
The price is $167
Sep 15 - Sep 16
Total with taxes and fees
Prime Location Duo Nest & Rest
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access
Fridge, microwave, oven, stovetop

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...
$352 nightly
The price is $398
Sep 30 - Oct 1
Total with taxes and fees
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access
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 :)"
$582 nightly
The price is $657
Sep 2 - Sep 3
Total with taxes and fees
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC
Fridge, microwave, oven, stovetop

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. "
$296 nightly
The price is $335
Sep 15 - Sep 16
Total with taxes and fees
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!
Property grounds

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...
$282 nightly
The price is $319
Sep 24 - Sep 25
Total with taxes and fees
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!
Spacious Hearth Escape with Natural Light & fireplace
Smart TV, Netflix, streaming services

Spacious Hearth Escape with Natural Light & fireplace

8.6 out of 10, Excellent, (18)
"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!"
Spacious Hearth Escape with Natural Light & fireplace
Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!
Smart TV, fireplace

Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!

$264 nightly
The price is $299
Sep 3 - Sep 4
Total with taxes and fees
Small Cottage Charming 2-Bed Cottage: Your Lakeside Oasis for 4!
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, (17)
"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
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!
Property grounds

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."
$290 nightly
The price is $328
Sep 24 - Sep 25
Total with taxes and fees
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!
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
Serene 2-Bed + Futon Lakeside Cottage: Sleeps 5-6, Full Amenities!
Exterior

Serene 2-Bed + Futon Lakeside Cottage: Sleeps 5-6, Full Amenities!

$282 nightly
The price is $319
Sep 24 - Sep 25
Total with taxes and fees
Serene 2-Bed + Futon Lakeside Cottage: Sleeps 5-6, Full Amenities!
♡Cozy Escape Farmhouse♡
Property grounds

♡Cozy Escape Farmhouse♡

9.8 out of 10, Exceptional, (22)
"A lovely quiet place to escape from the hustle and bustle of the big city. "
♡Cozy Escape Farmhouse♡
Four Season Waterfront Cottage with firepit/private boat launch
Property grounds

Four Season Waterfront Cottage with firepit/private boat launch

9.2 out of 10, Wonderful, (22)
"Great place to stay……highly recommended "
Four Season Waterfront Cottage with firepit/private boat launch
Glampanee (glamping in Napanee)
Outdoor dining

Glampanee (glamping in Napanee)

9.8 out of 10, Exceptional, (7)
"Billy was great and yurt is very original"
$109 nightly
The price is $123
Sep 1 - Sep 2
Total with taxes and fees
Glampanee (glamping in Napanee)
Cozy Lake Escape: 2-Bed with Bunk, Sleeps 4, Full Kitchen & AC
Fridge, oven, stovetop, dishwasher

Cozy Lake Escape: 2-Bed with Bunk, Sleeps 4, Full Kitchen & AC

$285 nightly
The price is $322
Sep 15 - Sep 16
Total with taxes and fees
Cozy Lake Escape: 2-Bed with Bunk, Sleeps 4, Full Kitchen & AC
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

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 $123 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.

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.

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