Simcoe Island Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Simcoe Island

All Suites Whitney Manor

4.0 star property
9.8 out of 10, Exceptional, (212)
"Nice historical building"
The price is CA $375
CA $458 total
includes taxes & fees
Aug 28 - Aug 29
All Suites Whitney Manor

Dwell Aparthotels

4.0 star property
9.8 out of 10, Exceptional, (18)
"Very clean & professional "
The price is CA $341
CA $440 total
includes taxes & fees
Aug 15 - Aug 16
Dwell Aparthotels

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

The price is CA $288
CA $432 total
includes taxes & fees
Sep 1 - Sep 2
Ultimate Lake Escape: 3-Bed Family Cottage with Bunks, Sleeps 8!

Cozy downtown two bedrooms free parking

6.0 out of 10, (6)
"Everything planned the way they offered. Pictures were the way they showed, House was clean, It was perfect for my budget, and I was very satisfied with the service. Loved it, I look forward to using it again in the future and would definitely recommend for anyone to use it.."
The price is CA $130
CA $235 total
includes taxes & fees
Aug 28 - Aug 29
Cozy downtown two bedrooms free parking

♡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♡

Prime Location Duo Nest & Rest

7.8 out of 10, Good, (26)
"Close to downtown "
The price is CA $125
CA $229 total
includes taxes & fees
Sep 1 - Sep 2
Prime Location Duo Nest & Rest

Harmony Lane Hideaway

9.8 out of 10, Exceptional, (27)
"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

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 CA $288
CA $432 total
includes taxes & fees
Sep 1 - Sep 2
Large Group Lake Haven: 3-Bed/Bunks!, Sleeps 8, Full Kitchen, AC

Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access

2.0 out of 10, (2)
"We had an extremely disappointing and stressful experience with this property. They call it a "Family Fun Lakehouse," but I would strongly disagree with that label.First, do NOT agree to any arrangements outside the Vrbo platform. If they call or message you directly, I highly recommend asking them to communicate through Vrbo only. We made the mistake of answering their call and ended up in a very uncomfortable situation after refusing to stay at the property.Second, this place is not a private...
The price is CA $490
CA $697 total
includes taxes & fees
Sep 1 - Sep 2
Large Cottage Family Fun Lakehouse: 4 Beds/Bunks, Sleeps 8, AC, Water Access

Glampanee (glamping in Napanee)

9.8 out of 10, Exceptional, (6)
"Billy was great and yurt is very original"
The price is CA $108
CA $171 total
includes taxes & fees
Aug 10 - Aug 11
Glampanee (glamping in Napanee)

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

The price is CA $276
CA $417 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Lake Escape: 2-Bed with Bunk, Sleeps 4, Full Kitchen & AC

Four Season Waterfront Cottage with firepit/private boat launch

9.2 out of 10, Wonderful, (19)
"Great place to stay……highly recommended "
Four Season Waterfront Cottage with firepit/private boat launch

Family friendly neighbourhood

9.4 out of 10, Exceptional, (26)
"Lovely home and convenient location during our short visit to Kingston. Would gladly stay here again!"
Family friendly neighbourhood

Large Cottage Spacious 4-Bed Lake House: Room for 8, 1.5 Baths & Prime Views!

6.0 out of 10, (2)
"This college offers a truly unique and refreshing experience beyond academics. One of the standout features is their private beach—clean, quiet, and perfect for relaxing after classes. The free boat rides are a wonderful bonus, giving students a chance to unwind and explore the waters.The bonfire nights create an amazing atmosphere for bonding with friends, and the view from the college campus is absolutely breathtaking—especially during sunrise and sunset. For those who enjoy nature, the...
The price is CA $405
CA $581 total
includes taxes & fees
Sep 1 - Sep 2
Large Cottage Spacious 4-Bed Lake House: Room for 8, 1.5 Baths & Prime Views!

4-BR Luxurious Lake-house.

The price is CA $504
CA $715 total
includes taxes & fees
Sep 1 - Sep 2
4-BR Luxurious Lake-house.

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

7.8 out of 10, Good, (6)
"Very good place to stay with lots of space. Communication was quick and the place was as described in the listing."
The price is CA $225
CA $458 total
includes taxes & fees
Aug 12 - Aug 13
Big & Charming Bungalow Getaway (nearby Walmart, LCBO, Beer Store, Mall, etc.)

Spacious Hearth Escape with Natural Light & fireplace

8.8 out of 10, Excellent, (17)
"The place was perfectly clean, very spacious, and in a nice quiet neighborhood. We felt very comfortable staying here."
Spacious Hearth Escape with Natural Light & fireplace

Historic Apartment Downtown Kingston

10.0 out of 10, Exceptional, (6)
"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

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

10.0 out of 10, Exceptional, (16)
"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

Rustic 2 bdrm cottage on Dog Lake, Rideau Canal. Complete Privacy. Quiet Lake.

6.0 out of 10, (1)
"The views of the lake are amazing. The host is great and thoughtful. The cabin itself doesn't have insulation and is built in a way that makes it hard to keep bugs & ants out of the living space."
Rustic 2 bdrm cottage on Dog Lake, Rideau Canal. Complete Privacy. Quiet Lake.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Simcoe Island Hotel Reviews