A marina with modern buildings, calm water, and a clear blue sky.

Villas in Simcoe County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Simcoe County

A historic brick building with green shutters and a sign for 'Arcade'.
VillasVillas

Collingwood

Collingwood

Our top choices for Simcoe County villas

A two-story house with a covered deck and a driveway.

1. Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30

Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Washago
9.8 out of 10, Exceptional, (12 reviews)
The price is AED 3,286
AED 6,192 total
includes taxes & fees
14 Oct - 15 Oct
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
A deck with two white lounge chairs and a red railing overlooking a lake.

2. Resort style entire guesthouse with kitchen (2 rooms)

Resort style entire guesthouse with kitchen (2 rooms)
Loretto
5.4 out of 10, (3 reviews)
"Very easy check in "
Canada
Carly C.
The price is AED 458
AED 660 total
includes taxes & fees
14 Oct - 15 Oct
Resort style entire guesthouse with kitchen (2 rooms)
A gazebo with a glass enclosure, surrounded by a garden with various flowers and trees.

3. Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.4 out of 10, Exceptional, (20 reviews)
"Nice and clean place . "
Canada
zeshan r.
The price is AED 3,032
AED 5,905 total
includes taxes & fees
14 Oct - 15 Oct
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
A deck with two white lounge chairs and a red railing overlooking a lake.

4. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very good, (4 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is AED 257
AED 433 total
includes taxes & fees
14 Oct - 15 Oct
Lakeside Private suite (Queen bed room)
Outdoor dining

5. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is AED 309
AED 520 total
includes taxes & fees
15 Oct - 16 Oct
Lakeview private suite with kitchen (Twin or King)
A covered viewing platform with a clear view of a coastal landscape, including a town and the sea.

6. Relaxing Blue Mountain Getaway Close to Trails, Spa & Village

Relaxing Blue Mountain Getaway Close to Trails, Spa & Village
Collingwood
6.0 out of 10, (2 reviews)
"Place is great. The location is literally perfect. All creature comforts just down the street. Yet one minute of walking and your on the shoreline. A minute of walking the other way and your in groomed hiking trails with nature and quiet. The place has everything you want to be comfy. Nice fireplace. Nice backyard area. Clean and cozy."
Canada
Bill R.
The price is AED 564
AED 1,300 total
includes taxes & fees
14 Oct - 15 Oct
Relaxing Blue Mountain Getaway Close to Trails, Spa & Village
A covered outdoor deck with wooden railings and snow-covered chairs.

7. Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain

Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain
Collingwood
9.2 out of 10, Wonderful, (5 reviews)
"the unit was well stocked with essentials all done very nice "
Canada
Paul
The price is AED 513
AED 1,231 total
includes taxes & fees
14 Oct - 15 Oct
Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain
A hotel room with a bed, bedside tables, a window with curtains, and a view of trees outside.

8. Modern Golf Retreat/Ski hill view 10 minutes to Blue mountain, many other hills nearby/Scandinave Spa 6 min /Pool access available

Modern Golf Retreat/Ski hill view 10 minutes to Blue mountain, many other hills nearby/Scandinave Spa 6 min /Pool access available
Collingwood
10.0 out of 10, Exceptional, (1 review)
"Property was clean and nicely laid out for our stay. We added the pool access and we had a great day floating and enjoying the weather. Great stay!"
United States
Kelly C.
The price is AED 513
AED 1,231 total
includes taxes & fees
14 Oct - 15 Oct
Modern Golf Retreat/Ski hill view 10 minutes to Blue mountain, many other hills nearby/Scandinave Spa 6 min /Pool access available
A waterfront view with a dock, buildings in the background, and a snowy hill.

9. Pony Trail Haven Near Blue Mountain & Scenic Trails

Pony Trail Haven Near Blue Mountain & Scenic Trails
Collingwood
The price is AED 460
AED 1,251 total
includes taxes & fees
15 Oct - 16 Oct
Pony Trail Haven Near Blue Mountain & Scenic Trails
Exterior

10. Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons

Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons
Wahnekewaning Beach
10.0 out of 10, Exceptional, (1 review)
"Clean house , well equipped kitchen and lots of wood for the fire pit, comfortable beds"
Canada
Ray
Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons
Exterior

11. Charming Riverside Cottage

Charming Riverside Cottage
3.0 star property
Severn
Charming Riverside Cottage
Exterior

12. Stunning modern and upscale house.

Stunning modern and upscale house.
3.0 star property
Bradford West Gwillimbury
Stunning modern and upscale house.
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 County Hotel Reviews

Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

10/10 Excellent
"Great location and seems like a newer property. Well maintained. Would suggest the breakfast area be widened. Gets crowded during rush time. Check in was a little slow. Rooms were excellent and good size"
Shehryar 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Collingwood by IHG

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