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Top Holiday Rentals in Simcoe Island

All Suites Whitney Manor

4.0 star property
9.8 out of 10, Exceptional, (215)
"Nice historical building"
All Suites Whitney Manor

Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat

9.4 out of 10, Exceptional, (9)
Gananoque Getaway: Discover The 1000 Islands from Your Riverfront Retreat

Dwell Aparthotels

4.0 star property
9.6 out of 10, Exceptional, (22)
"Very nice unit with excellent customer support!"
The price is £215
includes taxes & fees
16 Sept - 17 Sept
Dwell Aparthotels

Harmony Lane Hideaway

9.8 out of 10, Exceptional, (32)
"The cottage has beautiful views a really well equipped cottage and comfy beds and living room furniture We were able to put together some lovely thanksgiving meals and there were quite a few extra spices and cooking supplies stocked Great stay"
Harmony Lane Hideaway

Historic Apartment Downtown Kingston

10.0 out of 10, Exceptional, (8)
"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

7.4 out of 10, Good, (30)
"Not as shown in pictures. Bad area of town we did not feel safe there or leave anything in our car. No AC. No basic cooking supplies. Ants in the kitchen. We left after 20 minutes.Don’t rent this unit. "
The price is £120
includes taxes & fees
1 Oct - 2 Oct
Prime Location Duo Nest & Rest

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

9.8 out of 10, Exceptional, (17)
"Was a really pleasant stay :)"
The price is £492
includes taxes & fees
16 Sept - 17 Sept
Arbour Ridge Vacation Home - Trail View! 5 bedrooms, 7 beds

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...
The price is £287
includes taxes & fees
14 Oct - 15 Oct
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access

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. "
The price is £244
includes taxes & fees
17 Sept - 18 Sept
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC

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...
The price is £207
includes taxes & fees
13 Oct - 14 Oct
Quaint Lakeside Getaway: 2-Bedroom Cottage, Steps from the Water!

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!"
Spacious Hearth Escape with Natural Light & fireplace

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

The price is £207
includes taxes & fees
13 Oct - 14 Oct
Serene 2-Bed + Futon Lakeside Cottage: Sleeps 5-6, Full Amenities!

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

9.6 out of 10, Exceptional, (5)
"great stay"
Luxury, top floor suite with free parking space. Walking distance to downtown!

Wolfe Island Escape for all seasons or time of year. Over 10 acres to explore!

10.0 out of 10, Exceptional, (1)
"Beautiful property great home. Great response time by owner in inquiries. Would definitely recommend."
Wolfe Island Escape for all seasons or time of year. Over 10 acres to explore!

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

The price is £207
includes taxes & fees
13 Oct - 14 Oct
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

10.0 out of 10, Exceptional, (18)
"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!

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."
The price is £250
includes taxes & fees
24 Sept - 25 Sept
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!

Four Season Waterfront Cottage - Private Escape | 3BR, 2BA | Howe Island

9.2 out of 10, Wonderful, (24)
"Great place to stay……highly recommended "
Four Season Waterfront Cottage - Private Escape | 3BR, 2BA | Howe Island

♡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. "
♡Cozy Escape Farmhouse♡

Capitan Burn's House on Wellington

10.0 out of 10, Exceptional, (11)
"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
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 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 £120 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.