A hillside with autumn foliage, a rocky cliff, and a field of wildflowers.

Villas in Simcoe County

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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

Exterior

1. The Family Escape Townhome

The Family Escape Townhome
Collingwood
9.0 out of 10, Wonderful, (37 reviews)
"Very clean. Pictures of property are exactly what you got. Lots of towels, beds were comfy and outdoor space was lovely"
Canada
Carolyn
The price is AED 356
AED 949 total
includes taxes & fees
10 Sep - 11 Sep
The Family Escape Townhome
Terrace/patio

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 470
AED 677 total
includes taxes & fees
16 Aug - 17 Aug
Resort style entire guesthouse with kitchen (2 rooms)
Exterior

3. 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, (7 reviews)
"We took our sales team here for a 3-day team offsite. The property was perfect for our group. Location was awesome and easy to access. The river was great for swimming and kayaking. Edward was incredibly accommodating. Our team had a great time!"
Canada
Jonathan E.
The price is AED 4,464
AED 7,484 total
includes taxes & fees
13 Aug - 14 Aug
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Property grounds

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

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.6 out of 10, Exceptional, (19 reviews)
"Nice and clean place . "
Canada
zeshan r.
The price is AED 3,111
AED 6,059 total
includes taxes & fees
13 Aug - 14 Aug
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Property grounds

5. 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 568
AED 1,308 total
includes taxes & fees
10 Sep - 11 Sep
Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain
Outdoor dining

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

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is AED 316
AED 530 total
includes taxes & fees
17 Aug - 18 Aug
Lakeview private suite with kitchen (Twin or King)
Property grounds

7. Pony Trail Haven Near Blue Mountain & Scenic Trails

Pony Trail Haven Near Blue Mountain & Scenic Trails
Collingwood
Pony Trail Haven Near Blue Mountain & Scenic Trails
Property grounds

8. 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 808
AED 1,643 total
includes taxes & fees
17 Aug - 18 Aug
Relaxing Blue Mountain Getaway Close to Trails, Spa & Village
3 bedrooms, iron/ironing board, WiFi, bed sheets

9. 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 568
AED 1,308 total
includes taxes & fees
10 Sep - 11 Sep
Modern Golf Retreat/Ski hill view 10 minutes to Blue mountain, many other hills nearby/Scandinave Spa 6 min /Pool access available
Terrace/patio

10. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very Good, (3 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is AED 264
AED 441 total
includes taxes & fees
9 Sep - 10 Sep
Lakeside Private suite (Queen bed room)
Exterior

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

Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons
Wahnekewaning Beach
Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons
Exterior

12. Luxury Villa 5BR-4.5 Bath

Luxury Villa 5BR-4.5 Bath
4.0 star property
Springwater
9.0 out of 10, Wonderful, (6 reviews)
"luxury villa is Excellent"
United States
vladimir
Luxury Villa 5BR-4.5 Bath
Exterior

13. Stunning modern and upscale house.

Stunning modern and upscale house.
3.0 star property
Bradford West Gwillimbury
Stunning modern and upscale house.
Exterior

14. Charming Riverside Cottage

Charming Riverside Cottage
3.0 star property
Severn
Charming Riverside Cottage
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

Hampton Inn Midland, On

Hampton Inn Midland, On

10/10 Excellent
"Ron was rude,unacommodating, not only to me but another man as well. I was tjere for my mother’s funeral and he was a complete jerk!"
Tammy 1-night trip
Posted less than an hour ago
Hampton Inn Midland, On

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