Holiday Rentals in Simcoe County

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Top Cities in Simcoe County

Collingwood featuring heritage architecture
Holiday RentalsHoliday Rentals

Collingwood

Collingwood
Wasaga Beach Provincial Park showing a sandy beach
Holiday RentalsHoliday Rentals

Wasaga Beach

Wasaga Beach

Our top choices for Simcoe County holiday rentals

161 Vacation Inn (No Pets) | Private kitchen

Vacation Inn Townhomes

Vacation Inn Townhomes
2.0 star property
Collingwood
10.0 out of 10, Exceptional, (3 reviews)
"This is great property and located in a beautiful area! It was nice and clean and we loved our stay! Highly recommend the place!!!"
Canada
Madushi
The price is €565
includes taxes & fees
20 Feb - 21 Feb
Vacation Inn Townhomes
Fridge, microwave, oven, stovetop

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

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.8 out of 10, Exceptional, (13 reviews)
"Terrific place for our group of 12 golfers. Lots of space and every amenity we could hope for."
Canada
Chris C.
The price is €1,112
includes taxes & fees
18 Feb - 19 Feb
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Executive Condo | Private kitchen

Downtown Collingwood Condos

Downtown Collingwood Condos
3.0 star property
Collingwood
9.2 out of 10, Wonderful, (27 reviews)
"Great place"
Canada
Fangcen
The price is €257
includes taxes & fees
28 Feb - 1 Mar
Downtown Collingwood Condos
Smart TV

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Wasaga Beach
9.6 out of 10, Exceptional, (40 reviews)
"The place was very clean and easy to check in and check out, was fun for everybody"
Canada
Stephanie M.
The price is €446
includes taxes & fees
1 Mar - 2 Mar
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Exterior

Cozy cottage 20 min from ski resorts

Cozy cottage 20 min from ski resorts
Severn
9.0 out of 10, Wonderful, (26 reviews)
"Family had a lot of fun!"
Canada
Sherry K.
The price is €550
includes taxes & fees
18 Feb - 19 Feb
Cozy cottage 20 min from ski resorts
Dining

The Mansion, Wasaga beach, Blue mountain

The Mansion, Wasaga beach, Blue mountain
Utopia
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view fun experience"
Canada
Anonymous traveller
The price is €1,336
includes taxes & fees
23 Feb - 24 Feb
The Mansion, Wasaga beach, Blue mountain
Interior

Elegant Home in Collingwood

Elegant Home in Collingwood
Collingwood
10.0 out of 10, Exceptional, (1 review)
Elegant Home in Collingwood
Interior

Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (21 reviews)
"The property is on a beautiful a lake with a gorgeous view but it is dirty, poorly equipped and falling apart. I do not recommend staying here."
Canada
Janice S.
The price is €311
includes taxes & fees
18 Feb - 19 Feb
Magnificent Lakefront Modern Cottage
Terrace/patio

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Nottawa
10.0 out of 10, Exceptional, (32 reviews)
"Beautiful, unique accommodations in an area full of things to do!"
United States
Andrew H.
The price is €216
includes taxes & fees
1 Mar - 2 Mar
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Smart TV, fireplace

Farm House Oasis: Hot Tub, Ski Trails, sleeps 12

Farm House Oasis: Hot Tub, Ski Trails, sleeps 12
Minesing
9.4 out of 10, Exceptional, (3 reviews)
"Very enjoyable stay! "
Canada
Stefan A.
The price is €668
includes taxes & fees
3 Mar - 4 Mar
Farm House Oasis: Hot Tub, Ski Trails, sleeps 12
On the beach

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is €202
includes taxes & fees
19 Mar - 20 Mar
Goffatt Island on Lake Simcoe
Outdoor dining

Hidden Gem!!!

Hidden Gem!!!
Wasaga Beach
8.0 out of 10, Very good, (22 reviews)
"Amazing location. Excellent view. Convenitent place. We enjoyed alot. Will come back soon. Thanks for your hospitalty. Akbar"
Canada
Akbar B.
The price is €358
includes taxes & fees
18 Feb - 19 Feb
Hidden Gem!!!
Dining

House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!

House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (4 reviews)
"Nice location and clean, refreshing, and relaxing atmosphere. Very spacious, even with many people. Very responsive and helpful owner."
Canada
Jamie F.
The price is €496
includes taxes & fees
3 Mar - 4 Mar
House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
Terrace/patio

EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!

EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!
Wasaga Beach
10.0 out of 10, Exceptional, (1 review)
The price is €662
includes taxes & fees
18 Feb - 19 Feb
EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!
Smart TV

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
10.0 out of 10, Exceptional, (1 review)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
The price is €238
includes taxes & fees
18 Feb - 19 Feb
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Outdoor spa tub

A cozy family retreat surrounded by trees, Nature, comfort and family memories.

A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Oro-medonte
9.0 out of 10, Wonderful, (27 reviews)
"Host was great to work with and property was very clean!"
Canada
Morgan
The price is €427
includes taxes & fees
22 Feb - 23 Feb
A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Interior

Green River Villa | 10BR Waterfront Retreat on 7 Acres · Sleeps up to 30

Green River Villa | 10BR Waterfront Retreat on 7 Acres · Sleeps up to 30
Washago
10.0 out of 10, Exceptional, (4 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 €1,513
includes taxes & fees
18 Feb - 19 Feb
Green River Villa | 10BR Waterfront Retreat on 7 Acres · Sleeps up to 30
Interior

Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
10.0 out of 10, Exceptional, (3 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is €173
includes taxes & fees
9 Mar - 10 Mar
Clean & Cozy Home Near Downtown
Property grounds

Stunning 4 Season Family Friendly Lake House with Hot Tub

Stunning 4 Season Family Friendly Lake House with Hot Tub
Ramara
10.0 out of 10, Exceptional, (4 reviews)
"Amazing cottage right on the lake!! Our party of 8 fit perfectly with tons of room inside and out. Great location and host was very responsive before and during our stay. We will certainly be back"
Canada
Frank Z.
Stunning 4 Season Family Friendly Lake House with Hot Tub
Sauna

Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna

Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna
Wasaga Beach
9.2 out of 10, Wonderful, (9 reviews)
"Outstanding location. Extremely accommodating host."
Canada
Joyce S.
Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna
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

The Dorchester Hotel

The Dorchester Hotel

10/10 Excellent
"This place is unique in Collingwood. A luxury boutique hotel amongst the chain hotels and tired condo units. Highly recommended. "
David 1-night trip
Posted 4 days ago
The Dorchester Hotel

Find out more about Simcoe County

Holiday Homes in Simcoe County

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