Vacation Rentals in Windermere, Western Cape: Compare 10+ Sites & Save

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  3.  South Africa

  4.  Western Cape

  5.  Cape Town
  6.  Windermere

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4262 Best Vacation Rentals in Windermere (Starting from $27)

2 bedroom flat in Pinelands near Old Mutual
2 bedroom flat in Pinelands near Old Mutual
Apartment
Cape Town, South Africa
0.8k from Windermere center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$41
Average price / night
Check Availability
Modern Stylish Bachelor Flat
Modern Stylish Bachelor Flat
Apartment
Cape Town, 7460, South Africa
1.2k from Windermere center

Internet, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$69
Average price / night
Check Availability
Beulah Lodge
Beulah Lodge
House
Cape Town, South Africa
1.0k from Windermere center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

22 Bedrooms15 Guests
9.3

Superb

135 reviews

$57
Average price / night
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Brookdale House
Brookdale House
House
7 Brookdale Ave, Cape Town, 7430, South Africa
1.3k from Windermere center

Bar, Barbecue, Breakfast Included, Business Services, Free Parking, Housekeeping, Internet, Laundry, No Smoking

9.6

Exceptional

15 reviews

$88
Average price / night
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Pine Serene
Pine Serene
Apartment
Cape Town, South Africa
1.2k from Windermere center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$41
Average price / night
Check Availability
Inn Style Guesthouse
Inn Style Guesthouse
House
3 Derwent Way, Cape Town, 7405, South Africa
1.4k from Windermere center

Barbecue, Breakfast Available, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry, Microwave

9.8

Exceptional

6 reviews

$81
Average price / night
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Bradclin House
Bradclin House
Apartment
Cape Town, South Africa
1.2k from Windermere center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

4 Bedrooms8 Guests
9.6

Exceptional

20 reviews

$66
Average price / night
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Afton Safari Lodge
Afton Safari Lodge
House
4 Bye Way, Cape Town, 7405, South Africa
2.2k from Windermere center

Barbecue, Breakfast Available, Free Parking, Housekeeping, Internet, Laundry, Outdoor Grill, Outdoor Space

10.0

Exceptional

3 reviews

$135
Average price / night
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Modern Home
Modern Home
Apartment
Windermere, Western Cape, South Africa
1.2k from Windermere center

Barbecue/Outdoor Cooking, Pet Friendly, View, Sports/Activities, Internet, Child Friendly

2 Bedrooms9 Guests
New to Booking
$62
Average price / night
Check Availability
9 Palms by Smart City Stays
9 Palms by Smart City Stays
Apartment
15 Century Blvd, Cape Town, 8001, South Africa
2.3k from Windermere center

Free Parking, Kitchen, Microwave

1 Bedroom2 Guests
9.6

Exceptional

7 reviews

$72
Average price / night
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Freys 1
Freys 1
House
Cape Town, South Africa
1.3k from Windermere center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay, Family

1 Bedroom2 Guests
8.7

Fabulous

35 reviews

$27
Average price / night
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On Park | Designer 1 Bedroom in Century City
On Park | Designer 1 Bedroom in Century City
Apartment
Cape Town, 7446, South Africa
2.3k from Windermere center

Balcony, Dryer, Elevator, Heater, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$107
Average price / night
Check Availability
La Casetta, Garden Retreat
La Casetta, Garden Retreat
Apartment
Cape Town, South Africa
1.3k from Windermere center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.0

Fabulous

5 reviews

$41
Average price / night
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On Park | Modern Century City Studio
On Park | Modern Century City Studio
Apartment
Cape Town, 7446, South Africa
2.3k from Windermere center

Balcony, Elevator, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, TV

New to Booking
$78
Average price / night
Check Availability
Spacious 5-bedroom apartment in delightful Cape Town with WiFi
Spacious 5-bedroom apartment in delightful Cape Town with WiFi
Apartment
Cape Town, 7405, South Africa
2.3k from Windermere center

Dryer, Internet, Laundry, No Smoking, Washer

5 Bedrooms8 Guests
New to Booking
$490
Average price / night
Check Availability
Inn-Style
Inn-Style
House
Cape Town, South Africa
1.4k from Windermere center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

5 Bedrooms12 Guests
9.0

Fabulous

193 reviews

$132
Average price / night
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Elegant Century City Apartment | Balcony and Comfort
Elegant Century City Apartment | Balcony and Comfort
Apartment
Cape Town, 7446, South Africa
2.3k from Windermere center

Balcony, Elevator, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$81
Average price / night
Check Availability
The Palm in Pinelands
The Palm in Pinelands
Apartment
Cape Town, South Africa
1.4k from Windermere center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.4

Superb

49 reviews

$45
Average price / night
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Century City Luxury | Garden and Table Mountain View
Century City Luxury | Garden and Table Mountain View
Apartment
Cape Town, 7446, South Africa
2.3k from Windermere center

Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$129
Average price / night
Check Availability
Serenity on the Cape
Serenity on the Cape
Apartment
Cape Town, South Africa
1.5k from Windermere center

Security/Safety, Internet, Pool, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$52
Average price / night
Check Availability
Comfort and Style With Stunning Table Mountain View
Comfort and Style With Stunning Table Mountain View
Apartment
Cape Town, 7441, South Africa
2.4k from Windermere center

Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$130
Average price / night
Check Availability
Inverness Manor
Inverness Manor
House
Windermere, Western Cape, South Africa
1.6k from Windermere center

Balcony/Terrace, Parking, Laundry, Security/Safety, Internet, Guest Services, Sports/Activities

2 Bedrooms5 Guests
8.8

Fabulous

13 reviews

$62
Average price / night
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Spacious One Bedroom House
Spacious One Bedroom House
House
Cape Town, 7460, South Africa
2.4k from Windermere center

No Smoking

1 Bedroom4 Guests
New to Booking
$62
Average price / night
Check Availability
Bridgewater Apartments by Century City Hotels
Bridgewater Apartments by Century City Hotels
Apartment
4 Conference Ln, Cape Town, 7441, South Africa
2.4k from Windermere center

AC, Breakfast Available, Crib, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.0

Fabulous

8 reviews

$132
Average price / night
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Modern Studio In Heart of Century City
Modern Studio In Heart of Century City
Apartment
Cape Town, 8001, South Africa
2.5k from Windermere center

Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$70
Average price / night
Check Availability
Cozy Century City Studio | Backup Generator
Cozy Century City Studio | Backup Generator
Apartment
Cape Town, 8001, South Africa
2.5k from Windermere center

Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$70
Average price / night
Check Availability
Modern Century City Studio | Backup Generator
Modern Century City Studio | Backup Generator
Apartment
Cape Town, 8001, South Africa
2.5k from Windermere center

Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$75
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 Vacation Rentals in Windermere.

Stay Near Windermere's Top Attractions

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Windermere Vacation Rentals on the Map

Frequently Asked Questions

You can explore 4262 verified vacation rentals in Windermere. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Windermere vary depending on the season, property size, and location. Rates typically start from around $27 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Windermere include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Windermere welcome pets. Currently, 6 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Windermere often include amenities such as Laundry, Internet, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.