Cottage Rentals in Windermere Golf & Country Club, ON: Compare 10+ Sites & Save

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120 Best Cottage Rentals in Windermere Golf & Country Club (Starting from $146)

Magnificent Lakefront Cottage @ Windermere
Magnificent Lakefront Cottage @ Windermere
Cottage
Utterson, P0B 1M0, Canada
0.2k from Windermere Golf & Country Club center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
New to Booking
$324
Average price / night
Check Availability
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat
Cottage
Port Carling, P0B 1J0, Canada
1.2k from Windermere Golf & Country Club center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
9.8

Exceptional

10 reviews

$1418
Average price / night
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Lake Rosseau Muskoka, Monthly Rental 5mintoWindermere boat/trailerparking
Lake Rosseau Muskoka, Monthly Rental 5mintoWindermere boat/trailerparking
Cottage
utterson windermere muskoka, P0B1M0, Canada
1.3k from Windermere Golf & Country Club center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
6.8

Good

5 reviews

$328
Average price / night
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4 bed 4 bath cottage on Lake Rosseau
4 bed 4 bath cottage on Lake Rosseau
Cottage
Port Carling, P0B 1J0, Canada
1.4k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$2571
Average price / night
Check Availability
Beach House: Lake Rosseau Retreat with Private Beach, Hot Tub & Putting Green
Beach House: Lake Rosseau Retreat with Private Beach, Hot Tub & Putting Green
Cottage
Windermere, P0B 1M0, Canada
2.3k from Windermere Golf & Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms15 Guests
New to Booking
$1958
Average price / night
Check Availability
3 bed 1 bath Cottage on Lake Rosseau with 2 bed 1 bath Guest Bunkie
3 bed 1 bath Cottage on Lake Rosseau with 2 bed 1 bath Guest Bunkie
Cottage
Port Carling, P0C 1J0, Canada
2.5k from Windermere Golf & Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$1617
Average price / night
Check Availability
Charming Muskoka Wilderness Cottage
Charming Muskoka Wilderness Cottage
Cottage
Windermere, P0B 1M0, Canada
2.5k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Heater, Laundry, Living Area, Microwave, No Smoking, Tennis Court

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$146
Average price / night
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Stunning 5bdrm 3bath cottage with Bunkie and Boathouse! South exposure!
Stunning 5bdrm 3bath cottage with Bunkie and Boathouse! South exposure!
Cottage
Windermere, P0B 1J0, Canada
2.6k from Windermere Golf & Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$1123
Average price / night
Check Availability
8 bedroom 4 bath Island getaway on Lake Rosseau!
8 bedroom 4 bath Island getaway on Lake Rosseau!
Cottage
Muskoka Lakes, P0B 1J0, Canada
2.6k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

8 Bedrooms10 Guests
New to Booking
$1290
Average price / night
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Stunning Muskoka Waterfront Cottage on 3 Mile Lake!
Stunning Muskoka Waterfront Cottage on 3 Mile Lake!
Cottage
Utterson, P0B 1M0, Canada
2.6k from Windermere Golf & Country Club center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
8.0

Good

3 reviews

$445
Average price / night
Check Availability
Cozy Getaway on Three Mile Lake
Cozy Getaway on Three Mile Lake
Cottage
Windermere, P0B1M0, Canada
2.8k from Windermere Golf & Country Club center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.8

Exceptional

24 reviews

$263
Average price / night
Check Availability
7 bedroom, 5 bath, Sauna, Luxury New Build! Private! Lake Rosseau!!
7 bedroom, 5 bath, Sauna, Luxury New Build! Private! Lake Rosseau!!
Cottage
Port Carling, P0B 1J0, Canada
3.0k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

7 Bedrooms12 Guests
New to Booking
$6129
Average price / night
Check Availability
Welcoming 4+ bed 3 bath cottage on South Lake Rosseau! Boathouse! Sunsets!
Welcoming 4+ bed 3 bath cottage on South Lake Rosseau! Boathouse! Sunsets!
Cottage
Port Carling, P0C 1J0, Canada
3.0k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

5 Bedrooms11 Guests
New to Booking
$1567
Average price / night
Check Availability
Lake Rosseau - The Heart of Muskoka - 5 mins to Port Carling
Lake Rosseau - The Heart of Muskoka - 5 mins to Port Carling
Cottage
Port Carling, P0B 1J0, Canada
3.2k from Windermere Golf & Country Club center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$661
Average price / night
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Gorgeous 7 Bed, 6 Bath Family Cottage on Lake Rosseau! Muskoka Room! Pool Table!
Gorgeous 7 Bed, 6 Bath Family Cottage on Lake Rosseau! Muskoka Room! Pool Table!
Cottage
Port Carling, P0B 1J0, Canada
3.4k from Windermere Golf & Country Club center

Arcade, Dryer, Fireplace, Free Parking, Kitchen, Laundry, No Smoking, Patio, Toys

7 Bedrooms16 Guests
New to Booking
$2996
Average price / night
Check Availability
7 bed 4 bath cottage with 300ft waterfront on Lake Rosseau
7 bed 4 bath cottage with 300ft waterfront on Lake Rosseau
Cottage
Port Carling, P0C 1M0, Canada
4.2k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

7 Bedrooms14 Guests
New to Booking
$1807
Average price / night
Check Availability
Seasons on Lake Rosseau - all year Muskoka Cottage in the town of Port Carling
Seasons on Lake Rosseau - all year Muskoka Cottage in the town of Port Carling
Cottage
Port Carling, P0B 1M0, Canada
4.2k from Windermere Golf & Country Club center

Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

15 reviews

$591
Average price / night
Check Availability
6bdrm, 5 bath island cottage with boathouse & bunkie accommodations! Sunsets!
6bdrm, 5 bath island cottage with boathouse & bunkie accommodations! Sunsets!
Cottage
Muskoka Lakes, P0B1J0, Canada
4.2k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms13 Guests
New to Booking
$3127
Average price / night
Check Availability
3 Mile Lakehouse
3 Mile Lakehouse
Cottage
Utterson, P0B 1M0, Canada
4.3k from Windermere Golf & Country Club center

AC, Heater, Internet, No Smoking

3 Bedrooms7 Guests
New to Booking
$488
Average price / night
Check Availability
Million Dollar Views! 4bdrm 3bath Cottage on 3 Mile Lake-Hot Tub! Rooftop Deck!
Million Dollar Views! 4bdrm 3bath Cottage on 3 Mile Lake-Hot Tub! Rooftop Deck!
Cottage
Utterson, P0B 1J0, Canada
4.5k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$887
Average price / night
Check Availability
Port Carling! On Rosseau 4 bdrm, 2 bath! Sunsets! New Dock!
Port Carling! On Rosseau 4 bdrm, 2 bath! Sunsets! New Dock!
Cottage
Port Carling, P0B1J0, Canada
4.6k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$892
Average price / night
Check Availability
Lake Rosseau spacious,  welcoming and lake loving family cottage gem
Lake Rosseau spacious, welcoming and lake loving family cottage gem
Cottage
Muskoka lakes, P0B 1J0, Canada
4.6k from Windermere Golf & Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
10.0

Exceptional

7 reviews

$833
Average price / night
Check Availability
Lake Rosseau - Rare, Flat double lot with breathtaking South West views.
Lake Rosseau - Rare, Flat double lot with breathtaking South West views.
Cottage
Minett, P0B 1G0, Canada
4.7k from Windermere Golf & Country Club center

AC, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

69 reviews

$812
Average price / night
Check Availability
Lake Rosseau! New Build!! 7 Bedrooms, 6 Bath!, Luxury Family Getaway!
Lake Rosseau! New Build!! 7 Bedrooms, 6 Bath!, Luxury Family Getaway!
Cottage
Port Carling, P0B 1J0, Canada
4.7k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms15 Guests
New to Booking
$3840
Average price / night
Check Availability
4bed, 4bath, South exp, prestigious area of Royal Muskoka Island w/road access
4bed, 4bath, South exp, prestigious area of Royal Muskoka Island w/road access
Cottage
Minett, P0C 1J0, Canada
4.9k from Windermere Golf & Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$1566
Average price / night
Check Availability
Private Muskoka cottage on 5 acres with 300 ft of waterfront
Private Muskoka cottage on 5 acres with 300 ft of waterfront
Cottage
Utterson, P0B 1M0, Canada
4.9k from Windermere Golf & Country Club center

Barbecue, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Toys, TV

3 Bedrooms10 Guests
9.0

Fabulous

36 reviews

$229
Average price / night
Check Availability
Gorgeous Muskoka masterpiece! Dockside cabana with bar!
Gorgeous Muskoka masterpiece! Dockside cabana with bar!
Cottage
Minett, P0B1G0, Canada
5.1k from Windermere Golf & Country Club center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$3066
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Windermere Golf & Country Club.

Windermere Golf & Country Club Cottage Rentals on the Map

Frequently Asked Questions

You can explore 120 verified cottage rentals in Windermere Golf & Country Club. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Windermere Golf & Country Club vary based on the season, location, and amenities offered. Rates typically start from around $146 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Windermere Golf & Country Club feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 35 listings in Windermere Golf & Country Club welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Windermere Golf & Country Club are known for their comfort and charm, often including amenities such as Bedding/Linens, Fireplace/Heating, and Balcony/Terrace. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Windermere Golf & Country Club are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.