Holiday Rentals in Simcoe County

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Top Cities in Simcoe County

Collingwood featuring heritage architecture
Holiday RentalsHoliday Rentals

Collingwood

Collingwood

Featured Holiday Rentals in Simcoe County

Downtown Collingwood Condos
Family Condo | Private kitchen

Downtown Collingwood Condos

3.0 star property
9.6 out of 10, Exceptional, (9)
"Very clean and great location. "
The price is €296
includes taxes & fees
27 Jun - 28 Jun
Downtown Collingwood Condos
Alton Lodges
Exterior

Alton Lodges

2.0 star property
8.0 out of 10, Very good, (5)
"I love the place ❤️❤️❤️.And the owner is very friendly and easy to communicate. Definitely we will come back again ❤️❤️❤️."
Alton Lodges
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
Fridge, microwave, oven, stovetop

Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️

10.0 out of 10, Exceptional, (295)
"We had a great stay at the cabin! Nice and cozy! "
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
The yellow cottage - rustic renovated at the core of Wasaga beach
Property grounds

The yellow cottage - rustic renovated at the core of Wasaga beach

8.0 out of 10, Very good, (16)
"Great stay, host was responsive and place had lots to do! Comfy place, clean. Loved the firepit and back area."
The yellow cottage - rustic renovated at the core of Wasaga beach
Waterfront Muskoka with Pool & Hot Tub
Fridge, microwave, oven, stovetop

Waterfront Muskoka with Pool & Hot Tub

9.6 out of 10, Exceptional, (20)
"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 €387
includes taxes & fees
30 Jun - 1 Jul
Waterfront Muskoka with Pool & Hot Tub
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Fridge, microwave, oven, stovetop

Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

9.8 out of 10, Exceptional, (6)
"Good communication from the host and was able to accommodate a large group with kids. Private dock and activities is a plus. "
The price is €1,331
includes taxes & fees
9 Jul - 10 Jul
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Hidden Gem!!!
Exterior

Hidden Gem!!!

8.4 out of 10, Very good, (17)
"Cute cottage, good communication with property management, large outdoor space, shared firepit and beach with other rental cottage right next door, busy traffic on waterway (didn't bother us), short car ride to public beach, needed a few extra touches but enjoyed our stay"
The price is €383
includes taxes & fees
8 Jul - 9 Jul
Hidden Gem!!!
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Miscellaneous

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

10.0 out of 10, Exceptional, (4)
"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."
The price is €298
includes taxes & fees
26 Jun - 27 Jun
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Interior

Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

10.0 out of 10, Exceptional, (7)
"Would recommend this cottage to anyone planning on staying around bonnie beach!"
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Horseshoe Valley Suites - The Glade
Indoor pool, outdoor pool

Horseshoe Valley Suites - The Glade

4.0 star property
9.0 out of 10, Wonderful, (8)
"Great place to stay"
Horseshoe Valley Suites - The Glade
The Loon Muskoka Cabin - TeaLakeCottages
Exterior

The Loon Muskoka Cabin - TeaLakeCottages

8.6 out of 10, Excellent, (18)
"Lake was gorgeous!"
The Loon Muskoka Cabin - TeaLakeCottages
King Bed*Pool*Fireplace*BBQ*Smart TV
Terrace/patio

King Bed*Pool*Fireplace*BBQ*Smart TV

9.6 out of 10, Exceptional, (4)
"Very nice condo. Tristan was very helpful. Cheers"
The price is €187
includes taxes & fees
1 Jul - 2 Jul
King Bed*Pool*Fireplace*BBQ*Smart TV
Luxurious Retreat | Modern Gem
Private kitchen

Luxurious Retreat | Modern Gem

8.0 out of 10, Very good, (1)
"The property was amazing, amazing viewa, clean and big, the photos dont do justice the property is actually beautiful. I recommend the owner to upload better photos. Also one small recommendations it needs a coffee maker and some other appliances"
The price is €524
includes taxes & fees
25 Jul - 26 Jul
Luxurious Retreat | Modern Gem
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11
On the beach

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11

8.8 out of 10, Excellent, (30)
"Love that its right on the beach and a quiet part. That's the best part. Comfortable bed and couch. All you need. Hidden charges made this little cabin very expensive and usually I can use my TD points to cover most of the cost and I wasnt able to use any no matter who I talked to. I have used expedia.ca for years and got to use my points. I was told I wasnt able to because of the way our bill was entered. Talking to Vbro didnt help either. Person on text very helpful and friendly from...
The price is €333
includes taxes & fees
26 Jun - 27 Jun
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11
Magnificent Lakefront Modern Cottage
Interior

Magnificent Lakefront Modern Cottage

9.0 out of 10, Wonderful, (16)
"Everything was good, and we enjoyed our one-night stay. However, a few small improvements could be made, such as the towels and kitchen supplies."
The price is €374
includes taxes & fees
26 Jun - 27 Jun
Magnificent Lakefront Modern Cottage
Luxury Suite, Jacuzzi, Full Kitchen, Heated Pool
TV, fireplace

Luxury Suite, Jacuzzi, Full Kitchen, Heated Pool

8.0 out of 10, Very good, (11)
"Great property. Very clean and comfortable. Amazing heated pool with outdoor access. Looking forward to returning."
The price is €166
includes taxes & fees
8 Jul - 9 Jul
Luxury Suite, Jacuzzi, Full Kitchen, Heated Pool
Chic Staycation Condo at FH
Private kitchen

Chic Staycation Condo at FH

6.4 out of 10, (5)
"Such an amazing experience, me and my boyfriend spent the weekend there and the host was amazing. Host was extremely friendly and provided us with amazing instructions, we had no trouble finding where we needed to go. The place itself was absolutely beautiful and host provided local areas where we could dine. Overall an amazing experience we hope to be able to spend time there next summer! "
The price is €191
includes taxes & fees
26 Jun - 27 Jun
Chic Staycation Condo at FH
The Family Escape-5 min to the slopes & the shore!
Outdoor dining

The Family Escape-5 min to the slopes & the shore!

9.2 out of 10, Wonderful, (29)
"The property was so clean, so nice big.& The bids were incredible good. I would definitely come back here to stay again."
The price is €266
includes taxes & fees
14 Jul - 15 Jul
The Family Escape-5 min to the slopes & the shore!
Sun, Sand and S'mores-The Great Escape
Aerial view

Sun, Sand and S'mores-The Great Escape

10.0 out of 10, Exceptional, (2)
"Very comfortable property...just as described! Had everything we needed. The large couch was a hit with our group. Owner was very quickly responsive to all questions. "
Sun, Sand and S'mores-The Great Escape
Lakeview resort style suite (Twin or King)
Property grounds

Lakeview resort style suite (Twin or King)

10.0 out of 10, Exceptional, (2)
"The property was beautiful and the room was clean. Entire check in process was smooth and host was very accommodating. 10/10 would recommend."
The price is €120
includes taxes & fees
30 Jun - 1 Jul
Lakeview resort style suite (Twin or King)
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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