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Simcoe County Holiday Rentals

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Our top choices for Simcoe County holiday rentals

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

Traditional Tiny Wood Cottage #5 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
9.6 out of 10, Exceptional, (4 reviews)
"Great place to stay! It's super close to the beach, and the staff were really friendly and helpful."
Canada
shadi
The price is HK$797
HK$1,330 total
includes taxes & fees
27 Jul - 28 Jul
Traditional Tiny Wood Cottage #5 Camping style Cottages 5 minutes to the beach!

Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (24 reviews)
"The host was very accommodating and the place was very nice and exactly as described! Check in was easy and nicely laid out. "
Canada
Amanda
The price is HK$705
HK$1,491 total
includes taxes & fees
5 Aug - 6 Aug
Jacuzzi Suite Relaxing Retreat

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is HK$1,006
HK$1,696 total
includes taxes & fees
20 Jul - 21 Jul
Goffatt Island on Lake Simcoe

The 1883 Century Hotel Suite

The 1883 Century Hotel Suite
Collingwood
9.8 out of 10, Exceptional, (40 reviews)
"Clean and nicely renovated property with great central location downtown Collingwood."
Canada
Robert
The price is HK$716
HK$1,539 total
includes taxes & fees
22 Jul - 23 Jul
The 1883 Century Hotel Suite

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

Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Collingwood
9.2 out of 10, Wonderful, (31 reviews)
"Place wqs great"
United States
miguel c.
The price is HK$721
HK$1,371 total
includes taxes & fees
26 Jul - 27 Jul
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Innisfil
10.0 out of 10, Exceptional, (3 reviews)
"Very clean facility and new building. Will rent it again."
Canada
Francis
The price is HK$881
HK$1,785 total
includes taxes & fees
18 Aug - 19 Aug
Stunning 1BR w Pool ~ Free Parking & Self Check-In

Modern, fully renovated Studio!

Modern, fully renovated Studio!
Shanty Bay
10.0 out of 10, Exceptional, (1 review)
"Host was great and room was lovely"
Canada
Cassy W.
The price is HK$584
HK$1,216 total
includes taxes & fees
26 Jul - 27 Jul
Modern, fully renovated Studio!

The Family Escape Townhome

The Family Escape Townhome
Collingwood
9.2 out of 10, Wonderful, (35 reviews)
"It is a great place. Just could use a few comfy blankets for cold nights"
Canada
Dave
The price is HK$749
HK$2,027 total
includes taxes & fees
21 Jul - 22 Jul
The Family Escape Townhome

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Shanty Bay
10.0 out of 10, Exceptional, (1 review)
"It was nicely furnished and decorated. I loved soaking in the bath. The balcony looked out over the woods. It felt private and peaceful."
Canada
Carly
The price is HK$1,154
HK$2,107 total
includes taxes & fees
22 Jul - 23 Jul
Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"Great spot for families"
Canada
Lesa W.
The price is HK$1,118
HK$2,477 total
includes taxes & fees
9 Aug - 10 Aug
ARCA Cozy Cabin-Innisfil Beach

Oasis Spa w/ Private Sauna!

Oasis Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (1 review)
"The Oasis Spa Getaway was a fantastic two night stay for my partner and I. The property was clean, modern and cozy! The unit had everything a couple needs for their stay including a sauna within the unit and a beautiful balcony. The host Michelle provided exceptional hospitality and was easy to connect with when needed. The location is great and only a short walk to the boardwalk and a quick two minute drive to the Nest golf course. The building’s pool was easy to access, quiet, and relaxing....
Canada
Matthew K.
The price is HK$1,556
HK$2,885 total
includes taxes & fees
3 Aug - 4 Aug
Oasis Spa w/ Private Sauna!

Bright 2 Bedroom Entire Basement Apartment

Bright 2 Bedroom Entire Basement Apartment
Angus
9.0 out of 10, Wonderful, (10 reviews)
"Great place"
United States
Adriano A.
The price is HK$721
HK$1,864 total
includes taxes & fees
31 Jul - 1 Aug
Bright 2 Bedroom Entire Basement Apartment

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 HK$671
HK$1,125 total
includes taxes & fees
23 Jul - 24 Jul
Lakeview private suite with kitchen (Twin or King)

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
The price is HK$889
HK$1,586 total
includes taxes & fees
18 Aug - 19 Aug
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!

Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!
Coldwater
The price is HK$993
HK$2,731 total
includes taxes & fees
22 Jul - 23 Jul
Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!

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 HK$1,204
HK$2,807 total
includes taxes & fees
22 Jul - 23 Jul
Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain

Spacious 4 Bedroom House in Angus

Spacious 4 Bedroom House in Angus
Angus
9.0 out of 10, Wonderful, (7 reviews)
"Hassan was a fabulous host and the place was a great stay for our group! Would use again!"
Canada
Jesse
The price is HK$889
HK$2,154 total
includes taxes & fees
30 Jul - 31 Jul
Spacious 4 Bedroom House in Angus

Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.2 out of 10, Wonderful, (5 reviews)
"Terrific stay at Hillside Haven, all of the check in, parking and checkout details were communicated clearly. The unit is well maintained and the location is great being right next to the hills and the spa. "
Canada
Natasha S.
The price is HK$594
HK$1,246 total
includes taxes & fees
22 Jul - 23 Jul
Hillside Haven: Serene Studio Retreat for 4

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Oro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
United States
Rayissa N.
The price is HK$699
HK$1,460 total
includes taxes & fees
30 Jul - 31 Jul
Cozy 1-Bedroom Romantic Retreat with full Kitchen

Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley
Shanty Bay
9.0 out of 10, Wonderful, (4 reviews)
"Great getaway in a quiet setting above Horseshoe Valley Resort. "
United States
David P.
The price is HK$705
HK$1,352 total
includes taxes & fees
5 Aug - 6 Aug
Country Retreat Horseshoe Valley
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