Simcoe County Holiday Rentals

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Top Cities in Simcoe County

Top Holiday Rentals Destinations in Simcoe County

Alton Lodges

2.0 star property
8.4 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 ❤️❤️❤️."
The price is NZ$383
includes taxes & fees
9 July - 10 July
Alton Lodges

Downtown Collingwood Condos

3.0 star property
9.6 out of 10, Exceptional, (9)
"Very clean and great location. "
The price is NZ$729
includes taxes & fees
4 July - 5 July
Downtown Collingwood Condos

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

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

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 NZ$728
includes taxes & fees
30 June - 1 July
Waterfront Muskoka with Pool & Hot Tub

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 NZ$717
includes taxes & fees
2 July - 3 July
Hidden Gem!!!

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 NZ$559
includes taxes & fees
30 June - 1 July
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

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

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

9.8 out of 10, Exceptional, (7)
"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 NZ$2,236
includes taxes & fees
10 July - 11 July
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

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 NZ$359
includes taxes & fees
20 July - 21 July
Chic Staycation Condo at FH

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 NZ$351
includes taxes & fees
10 July - 11 July
King Bed*Pool*Fireplace*BBQ*Smart TV

The Loon Muskoka Cabin - TeaLakeCottages

8.6 out of 10, Excellent, (18)
"Lake was gorgeous!"
The Loon Muskoka Cabin - TeaLakeCottages

Magnificent Lakefront Modern Cottage

9.2 out of 10, Wonderful, (17)
"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 NZ$935
includes taxes & fees
14 July - 15 July
Magnificent Lakefront Modern Cottage

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 NZ$623
includes taxes & fees
2 July - 3 July
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11

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

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 NZ$475
includes taxes & fees
14 July - 15 July
The Family Escape-5 min to the slopes & the shore!

Wasaga Beach Home Getaway

10.0 out of 10, Exceptional, (3)
"The property is modern, clean & spacious. The location to the beach & all amenities is 5 min. or less. The hosts are very warm & welcoming and were eager to provide us with anything we needed. The property is well equipped and our stay was very enjoyable. We highly recommend this property and our gracious hosts to anyone looking for a great getaway. The accommodations were fantastic, affordable and the wonderful hosts made this vacation A++++++ for myself, family & friends. We will definitely...
Wasaga Beach Home Getaway

Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub

9.6 out of 10, Exceptional, (37)
"Quiet and peaceful "
Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub

The Mansion, Wasaga beach, Blue mountain

10.0 out of 10, Exceptional, (3)
"Beautiful view fun experience"
The price is NZ$2,795
includes taxes & fees
7 July - 8 July
The Mansion, Wasaga beach, Blue mountain

Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!

9.4 out of 10, Exceptional, (21)
"We had a wonderful stay at this property in Collingwood while visiting Blue Mountain. The place was exceptionally clean, well-maintained, and very comfortable, making it the perfect spot to relax after a day of exploring. The host was incredibly friendly and communicative, ensuring we had everything we needed for a smooth and enjoyable stay. We highly recommend this place and would definitely stay here again!"
The price is NZ$304
includes taxes & fees
6 July - 7 July
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
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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