Search Simcoe County Cottage Rentals from CA $135

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Top Cities in Simcoe County

Collingwood which includes heritage architecture
CottagesCottages

Collingwood

Collingwood

Featured Cottages in Simcoe County

Our top choices for Simcoe County cottages

SUMMERHILL
Exterior

SUMMERHILL

2.0 star property
8.0 out of 10, Very good, (2)
"We liked the property a lot"
The price is CA $135
CA $354 total
includes taxes & fees
Aug 24 - Aug 25
SUMMERHILL
Alton Lodges
Exterior

Alton Lodges

2.0 star property
7.8 out of 10, Good, (8)
"I love the place ❤️❤️❤️.And the owner is very friendly and easy to communicate. Definitely we will come back again ❤️❤️❤️."
The price is CA $222
CA $353 total
includes taxes & fees
Aug 21 - Aug 22
Alton Lodges
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!
Outdoor dining

Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

2.0 out of 10, (1)
The price is CA $141
CA $236 total
includes taxes & fees
Sep 4 - Sep 5
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!
Waterfront Muskoka with Hot Tub
Exterior

Waterfront Muskoka with Hot Tub

9.2 out of 10, Wonderful, (23)
"Great stay. Great host. Be sure to bring your own supplies though because the gas station and convenience stores have a huge markup. Would definitely go back again."
The price is CA $495
CA $897 total
includes taxes & fees
Aug 29 - Aug 30
Waterfront Muskoka with Hot Tub
The Loon Muskoka Cabin - TeaLakeCottages
Exterior

The Loon Muskoka Cabin - TeaLakeCottages

8.6 out of 10, Excellent, (26)
"Lake was gorgeous!"
The Loon Muskoka Cabin - TeaLakeCottages
Wasaga Beach Summer Cottages & Cabins
Exterior

Wasaga Beach Summer Cottages & Cabins

10.0 out of 10, Exceptional, (3)
"The property was perfect for our group! The set up was great with separate cabins that gave people their own space and privacy. Having the extra showers and bathrooms in the outdoor building was super handy. Walking distance to the beach and a plaza. The host Aaron is absolutely wonderful and was always available when I had any questions. I will definitely be booking this again same time, next year. "
Wasaga Beach Summer Cottages & Cabins
Adorable waterfront escape
Terrace/patio

Adorable waterfront escape

The price is CA $199
CA $451 total
includes taxes & fees
Sep 7 - Sep 8
Adorable waterfront escape
Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!
Outdoor dining

Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!

8.0 out of 10, Very good, (3)
"Great staff and experience overall! Will definitely be back!! "
The price is CA $173
CA $275 total
includes taxes & fees
Aug 28 - Aug 29
Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
Property grounds

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

9.2 out of 10, Wonderful, (17)
"Host was very nice and accomodating."
The price is CA $225
CA $290 total
includes taxes & fees
Aug 21 - Aug 22
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
Sturgeon River Cottage
Exterior

Sturgeon River Cottage

9.6 out of 10, Exceptional, (4)
"Went with senior parents and adult son. Stayed comfortably. All questions answered prior to and during. Cannot say more on the location...WOW. Close to Wasaga beach, Midland marina-boat tours, Martyrs Shrine and plenty of beautiful hiking trails nearby. My only suggestion, bring your own pillow, which we do anyway!"
Sturgeon River Cottage
Secluded family cottage on Sparrow Lake, Muskoka
Terrace/patio

Secluded family cottage on Sparrow Lake, Muskoka

9.2 out of 10, Wonderful, (15)
"My friends and I had a great stay! Was a great weekend!"
Secluded family cottage on Sparrow Lake, Muskoka
Lovely Newly Built Cottage by the Water
Property grounds

Lovely Newly Built Cottage by the Water

9.0 out of 10, Wonderful, (4)
"Enjoyed our stay...relaxing. Water was the perfect temperature and allowed us an opportunity for play and cooling off when needed. My boys particularly enjoyed the billiard table for an activity after dark. No fighting over showers as the property has 3. Only one small surprise was we had to agree to not flush toilet paper as the property has a sensitive septic system. To be fair we got used to this and wasn't as bad as we thought it would be. Come packed and prepared as "running" into...
Lovely Newly Built Cottage by the Water
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Terrace/patio

La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland

9.4 out of 10, Exceptional, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Muskoka - The Eagle's Nest
Outdoor dining

Muskoka - The Eagle's Nest

9.6 out of 10, Exceptional, (58)
"Spent a cozy 2 days here, the sunroom grills were amazing!"
Muskoka - The Eagle's Nest
Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1
Fridge, microwave, oven, stovetop

Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1

9.2 out of 10, Wonderful, (5)
"Very friendly staff fixed any issues or concerns we had."
The price is CA $187
CA $243 total
includes taxes & fees
Aug 21 - Aug 22
Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1
Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1
Property grounds

Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

8.6 out of 10, Excellent, (8)
"Nice little riverside cottage. Perfect for a weekend getaway. "
The price is CA $251
CA $325 total
includes taxes & fees
Aug 21 - Aug 22
Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1
Dock Life Cottage 6 - Riverside, 1 Bedroom, Wasaga
Terrace/patio

Dock Life Cottage 6 - Riverside, 1 Bedroom, Wasaga

8.6 out of 10, Excellent, (10)
"Tal was great, this place is peaceful and is a short walk to the beach. Second time staying, we’ll be back!"
Dock Life Cottage 6 - Riverside, 1 Bedroom, Wasaga
3-Min Walk to Cove Beach | Cozy 3BR Georgian Bay Cottage Retreat | Sleeps 6!
Exterior

3-Min Walk to Cove Beach | Cozy 3BR Georgian Bay Cottage Retreat | Sleeps 6!

10.0 out of 10, Exceptional, (6)
"Loved the cottage, warm, comfortable, relaxing. great host, we will be back"
3-Min Walk to Cove Beach | Cozy 3BR Georgian Bay Cottage Retreat | Sleeps 6!
Waterfront Cottage - Hot tub, 1 hr 15 mins from Toronto, near golf clubs
Outdoor spa tub

Waterfront Cottage - Hot tub, 1 hr 15 mins from Toronto, near golf clubs

9.6 out of 10, Exceptional, (4)
"Very clean, host was always available, easy check in "
Waterfront Cottage - Hot tub, 1 hr 15 mins from Toronto, near golf clubs
Steps to the Beach & Minutes to the Mountains!
Exterior

Steps to the Beach & Minutes to the Mountains!

9.2 out of 10, Wonderful, (12)
"Was a good time"
Steps to the Beach & Minutes to the Mountains!
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

Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia

10/10 Excellent
"The employees that work there are very nice especially the guest service. I feel safe there. Usually travel by myself."
Elizabeth 2-night trip
Posted 1 day ago
Days Inn by Wyndham Orillia