Cottage Rentals
Go
Vacation Rentals »Destinations»Ontario » Lake Simcoe - Simcoe County Cottage & Vacation Rentals

Lake Simcoe - Simcoe County Cottage & Vacation Rentals

Ontario, CA

Explore This Region

Where Do You Want To Travel?

Go

Select Property Type(s)

Travel Dates

Price

Guests

Select Property Feature(s)

Lake Simcoe - Simcoe County Deals

Lake Simcoe - Simcoe County Private Cottage Rentals
Save
20%
Orillia Cottages
Lake Simcoe - Simcoe County Ski Chalets
Save
25%
Sutton Accommodations

View All Vacation Deals

Lake Simcoe - Simcoe County Articles

Orillia, Ontario
Wasaga Beach, Ontario
Jacksons Point, Ontario
Innisfil, Ontario
Keswick, Ontario

View More Articles in Lake Simcoe - Simcoe County

About Lake Simcoe - Simcoe County

Lake Simcoe - Simcoe County is an excellent travel destination when looking to get away from it all and head out to Cottage Country. Lake Simcoe - Simcoe County is full of nature to explore. When you visit Lake Simcoe - Simcoe County be prepared to take advantage of all the excellent activities Lake Simcoe - Simcoe County has to offer.

When planning your trip to Lake Simcoe - Simcoe County note that there are many excellent private cottage rentals to choose from. Make sure you browse through the Lake Simcoe - Simcoe County listings and pick the one that is right for you and your family.

Take your time to browse through these different Cottage or Vacation Rental cities in Lake Simcoe - Simcoe County. In each one of these Lake Simcoe - Simcoe County regions you will find Cottage Rentals, Cottage Resorts, Hotel Resorts and Vacation Rentals of all types. Enjoy Lake Simcoe - Simcoe County there are many great vacations waiting to be discovered.

All Cities in Lake Simcoe - Simcoe County Canada → Ontario → Lake Simcoe - Simcoe County
SORT BY:
Map View Gallery View List View
1 - 18 of 179 Holiday Rentals
This Listing is Featured Toggle Favourite Send Owner a Message

Whispering Pines

Private Cottage Rentals in Orillia, Ontario - #186563
Whispering Pines
From
$1,200 / week
Bedrooms
4
Bathrooms
2.5
Sleeps
9-10
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
Located on Bass Lake only one hour north of Canada's Wonderland; about 20 minutes from ski resorts including Horseshoe, Highland, Hardwood Hills, and Mt. St. Louis ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

A LAKE SIMCOE Waterfront 4 Bdrm Yr

Private Cottage Rentals in Sutton, Ontario - #171102
A LAKE SIMCOE Waterfront 4 Bdrm Yr
From
$1,100 / week
Bedrooms
4
Bathrooms
1
Sleeps
9-10
Region
Lake Simcoe - Simcoe County
City
Sutton, Ontario
Virginia Cedars Cottage, a year round waterfront cottage is located in Virginia, Ontario and is less than one hour north of Toronto. This family style waterfront cottage ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

LAKE SIMCOE Georgina Island

Private Cottage Rentals in Sutton, Ontario - #171103
LAKE SIMCOE Georgina Island
From
$1,900 / week
Bedrooms
3
Bathrooms
2.5
Sleeps
13-14
Region
Lake Simcoe - Simcoe County
City
Sutton, Ontario
This beautiful ISLAND waterfront cottage on LAKE SIMCOE in Ontario, is just under an hour from Toronto, the capital of Ontario. Located on Georgina Island, it is easily ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

The Briars Resort & Spa

Hotel Resorts in Jacksons Point, Ontario - #173939
The Briars Resort & Spa
From
$358 / night
Region
Lake Simcoe - Simcoe County
City
Jacksons Point, Ontario
A whole new take on cottaging. All the comforts of a modern resort, including all meals, resort facilities and programming for all ages, with all the adventures of ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Point Of Mara Resort & Trailer Park

Cottage Resorts in Brechin, Ontario - #174054
Point Of Mara Resort & Trailer Park
From
$550 / week
Region
Lake Simcoe - Simcoe County
City
Brechin, Ontario
Trailer Park and Camping Info: *Family fun for all *Both seasonal and transient camping available *Our trailer sites are serviced with up to a 30 amp electrical service, ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

GEORGINA Family Home

Private Cottage Rentals in Jacksons Point, Ontario - #174689
GEORGINA Family Home
From
$500 / week
Bedrooms
3
Bathrooms
1
Sleeps
7-8
Region
Lake Simcoe - Simcoe County
City
Jacksons Point, Ontario
Winter is here. Spring is coming. Relax Or go ice fishing! Less than an hours commute from Toronto, come and see the gorgeous sunsets... More →
This Listing is Featured Toggle Favourite Send Owner a Message

4 Season Waterfront Cottage And Spa

Private Cottage Rentals in Keswick, Ontario - #175890
4 Season Waterfront Cottage And Spa
From
Contact
Bedrooms
4
Bathrooms
2
Sleeps
9-10
Region
Lake Simcoe - Simcoe County
City
Keswick, Ontario
This relaxing privately owned yearround cottage is 45 min. North of Toronto in Cook's Bay, 2000 sq/ft 4 br, 2 bathrooms, washer,dryer, gas heating, with a/c. Amazing ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Creighton Manor Inn

Bed & Breakfasts in Orillia, Ontario - #175944
Creighton Manor Inn
From
$139 / night
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
Welcome to Orillia's Destination B&B... your escape from everyday! Creighton Manor was built at the turn of the century by or in honor of Captain Ogden Creighton, a land ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Cawaja Beach Cottage

Private Cottage Rentals in Perkinsfield, Ontario - #176067
Cawaja Beach Cottage
From
$975 / week
Bedrooms
2
Bathrooms
1
Sleeps
5-6
Region
Lake Simcoe - Simcoe County
City
Perkinsfield, Ontario
Gorgeous Georgian bay sunsets! Cottage sleeps up to 6. Prime Vacation area Near Midland Ontario!. Amazing privacy and only a 1-2 min walk to the nicest fresh water ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Cawaja Beach Cottage 2

Private Cottage Rentals in Perkinsfield, Ontario - #176066
Cawaja Beach Cottage 2
From
$975 / week
Bedrooms
1
Bathrooms
1
Sleeps
3-4
Region
Lake Simcoe - Simcoe County
City
Perkinsfield, Ontario
Brand new house with 20x40 patio area. New bbq, kitchenette, slate shower and bathroom. two queen beds in master bedroom and a pull out couch. Garden doors open up to ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Spectacular Villa, Stunning Sunsets

Private Cottage Rentals in Orillia, Ontario - #180665
Spectacular Villa, Stunning Sunsets
From
$2,800 / week
Bedrooms
6
Bathrooms
2.5
Sleeps
19+
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
Our latest property enhancement is our delightfully furnished and fully equipped "ART STUDIO" complete with painter's chair, easel, paints and brushes, located in a ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

The "Field House"

Private Cottage Rentals in Orillia, Ontario - #180666
The 'Field House'
From
$1,000 / week
Bedrooms
3
Bathrooms
2
Sleeps
5-6
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
Come and while-away the day and be invited, at dusk, by the enchanting sound of the Whippoorwill. Our chalet style, sky-lit "Field House" cottage is located on a most ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Tranquility At The End Of The Lane

Private Cottage Rentals in Orillia, Ontario - #180664
Tranquility At The End Of The Lane
From
$1,200 / week
Bedrooms
4
Bathrooms
1
Sleeps
9-10
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
Charming, one of a kind family cottage with unique "end of the lane" privacy located on 100 feet of scenic and private Severn River shore line which is part of the world ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Fern Resort

Cottage Resorts in Orillia, Ontario - #182929
Fern Resort
From
Contact
Region
Lake Simcoe - Simcoe County
City
Orillia, Ontario
With over 110 years of experience, we have designed our lakeside resort, our programs and our packages to provide you with an experience that will leave you with so many ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Journey's End Log Cabin - Duplex

Private Cottage Rentals in Beaverton, Ontario - #182968
Journey's End Log Cabin - Duplex
From
$750 / week
Bedrooms
1
Bathrooms
1
Sleeps
3-4
Region
Lake Simcoe - Simcoe County
City
Beaverton, Ontario
Book your Spring couples getaway, or family get together! We are ready to accommodate last minute guests, so please contact us for availability details! With two separate... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Lake Simcoe - Shanty Bay

Private Cottage Rentals in Shanty Bay, Ontario - #186496
Lake Simcoe - Shanty Bay
From
$1,200 / week
Bedrooms
4
Bathrooms
1
Sleeps
5-6
Region
Lake Simcoe - Simcoe County
City
Shanty Bay, Ontario
This renovated and well-maintained cottage was built in 1910 in the Arts and Crafts style. The cottage is on a quiet, private lot and is surrounded by mature trees except... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Parkview Suite Bed & Breakfast

Bed & Breakfasts in Newmarket, Ontario - #187307
Parkview Suite Bed & Breakfast
From
$100 / night
Region
Lake Simcoe - Simcoe County
City
Newmarket, Ontario
Country Charm on the park and within walking distance to many amenities and Historic Downtown Newmarket. Private yard with mature trees and gardens. The tastefully ... More →
This Listing is Featured Toggle Favourite Send Owner a Message

Joyland Sunsets

Private Cottage Rentals in Rama, Ontario - #172038
Joyland Sunsets
From
$800 / week
Bedrooms
3
Bathrooms
1.5
Sleeps
9-10
Region
Lake Simcoe - Simcoe County
City
Rama, Ontario
Joyland Sunsets is a 3 bedroom cottage on McPhee Bay near Joyland Beach on a 1 acre 115' waterfront property. Year round rental available. VISA, M/C, Children friendly ... More →
1 - 18 of 179 Holiday Rentals

Are You A Property Owner?

Learn More

Interested in having your property advertised on The Holiday Rentals Network?

Welcome

Sign in to rent out your property, make a reservation, and use our other great tools. Not a member yet? Sign up for a FREE account now!

We are very social!

Register

– OR –
Close & Mark All As Read