See all properties

1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town

Top rated by guests

TV and multimedia, Living room

1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town Apartment in Cape Town

1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town Apartment in Cape Town

1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town Apartment in Cape Town

1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town Apartment in Cape Town

Don't miss out! Price and availability may change

9.5 / 10

Outstanding(2 Ratings)

Apartment in Cape Town

2 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Comfortable Living Space

Amenities

Free WiFi/internet

Free Parking

Pool

Non-smoking

WiFi/Internet

Map of Cape Town

city location on map

Nearby attractions

Kirstenbosch National Botanical Garden

Cape of Good Hope

Two Oceans Aquarium

Cape Town Stadium

$$$$

FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at 1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

Yes, a swimming pool is available for use at 1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town. Enjoy the water!

Is 1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at 1 Bedroom Apartment at the Winchester with Rooftop Pool, Gym and Coffee Shop in Upper Observatory, Cape Town?

We found 5 amenities for this rental. This includes free wifi/internet, free parking, pool, non-smoking, and wifi/internet.

Explore similar stays in Cape Town

Explore all stays

COZY PRIVATE EN SUITE STUDIO

2 guests · 1 bedroom · 1 bath

WiFi/Internet · Kitchen · Free toiletries

Looking for a Apartment in Cape Town, this Apartment for $54 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.8 / 10

Outstanding(8 Ratings)

Treetops Studio

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Ironing facilities · Accessible by lift

Are you ready to indulge in a relaxing getaway? Our Apartment in Cape Town has everything you need for a rejuvenating stay. Treat yourself to Treetops Studio's exceptional amenities, such as Free Parking, Golf course (within 2 mi) and Non-smoking.

Central Home in Bohemian Observatory

4 guests · 2 bedrooms · 1 bath

Looking for a House in Cape Town, this House for $64 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(2 Ratings)

Garden hideaway near cafés, & cultural hotspots

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Garden

Indulge in a peaceful retreat at Garden hideaway near cafés, & cultural hotspots, our elegant Apartment in Cape Town. Enjoy amenities including Free Parking, Pets allowed and Garden, and more.

Central Home in Bohemian Observatory

4 guests · 2 bedrooms · 1 bath

This attractive House in Cape Town, $57 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

1 / 10

(7 Ratings)

Self catering accommodation

Vacation rental

2 guests · 1 bedroom · 1 bath

Vacation rental in Cape Town, for $54 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

9 / 10

Outstanding(2 Ratings)

Cosy Private Bedroom, en-suite bathroom in a charming home in Observatory

2 guests · 1 bedroom · 1 bath

This House in Cape Town, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.5 / 10

Outstanding(53 Ratings)

Werner Guest Room

Vacation rental

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Balcony/Terrace · Hot tub/Jacuzzi

When traveling to Cape Town, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $76 per night.

Stylish Studio At The Factory With Pool And Gym

2 guests · 1 bedroom · 1 bath

WiFi/Internet · Pool · Accessible by lift

Indulge in a peaceful retreat at Stylish Studio At The Factory With Pool And Gym, our elegant Apartment in Cape Town. Enjoy amenities including Free Parking, WiFi/Internet and Accessible by lift, and more.

Elegant Urban Chic - Central - Self-contained

2 guests · 1 bedroom · 1 bath

Experience vacation in Cape Town with our Apartment, Elegant Urban Chic - Central - Self-contained. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

818 Riverlands - Lux 1 bedroom Apartment with Parking

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Cape Town in our Apartment, 818 Riverlands - Lux 1 bedroom Apartment with Parking. A stunning property with amenities including Free Parking, Gym and Garden, and more.

Modern 8-sleeper Guesthouse in trendy Observatory.

Vacation rental

2 guests · 1 bedroom · 1 bath

WiFi/Internet · TV · Coffee/tea maker

This inviting Vacation rental in Cape Town can fit your needs for many types of vacations, at $54 per night.

Elegant Urban Chic - Central - Self-contained

2 guests · 1 bedroom · 1 bath

Looking for the perfect place to call home during your trip to Cape Town? This Apartment offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(12 Ratings)

Sunbird Studio In Riverlands

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Looking for the perfect place to call home during your trip to Cape Town? This Apartment offers a comfort and style with top-notch amenities, including Free Parking, WiFi/Internet and Accessible by lift, and more.

9.3 / 10

Outstanding(18 Ratings)

Cape Town Studio for business travel

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Pool · Balcony/Terrace

Experience vacation in Cape Town with our Apartment, Cape Town Studio for business travel. Enjoy amenities such as Free Parking, Gym and Balcony/Terrace, and more.

8.3 / 10

Excellent(12 Ratings)

Oasis - Renovated - Queen extra length bed apartment

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Balcony/Terrace · Outdoor Cooking

When traveling to Cape Town, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $65 per night.

Central 2-bedroom house in Bohemian Obs

5 guests · 2 bedrooms · 1 bath

Indulge in a peaceful retreat at Central 2-bedroom house in Bohemian Obs, our elegant House in Cape Town. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

2 / 10

(1 Rating)

Stay in a modern loft with mountain views in Obz

3 guests · 1 bedroom · 1 bath

This inviting Apartment in Cape Town can fit your needs for many types of vacations, at $67 per night.

4.5 / 10

(4 Ratings)

Luxurious Flatlet in the heart of Mowbray

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Pool · Garden

Discover the beauty of Cape Town with a stay at Luxurious Flatlet in the heart of Mowbray, a top rated Apartment with amenities such as Free Parking, Garden and Non-smoking, and more.

9.3 / 10

Outstanding(96 Ratings)

Obs Centre Luxe Loft

2 guests · 1 bedroom · 1 bath

Free WiFi/internet

Looking to create some memories in Cape Town? Look no further than our Apartment, Obs Centre Luxe Loft. Enjoy top-rated amenities including Free Parking, Pets allowed and Non-smoking, and more.

Work Friendly Home

8.6 / 10

Excellent(84 Ratings)

Swift Studios No4

2 guests · 1 bedroom · 1 bath

Free WiFi/internet

Discover the beauty of Cape Town with a stay at Swift Studios No4, a top rated Apartment with amenities such as Free Parking, WiFi/Internet and Free WiFi/internet, and more.

Fama Lodge

Vacation rental

2 guests · 1 bedroom · 1 bath

WiFi/Internet · TV · Coffee/tea maker

Experience the best of Cape Town with this Vacation rental available for $54. This property is equipped with amenities including Hairdryer, Coffee/tea maker and Desk, and more.

You can save with One Key

Central 2-bedroom house in Bohemian Obs

5 guests · 2 bedrooms · 1 bath

Discover the beauty of Cape Town with a stay at Central 2-bedroom house in Bohemian Obs, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

Urban Chic Studio - Swift Studios

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Ironing facilities

Soak up the beauty of Cape Town in our Apartment, Urban Chic Studio - Swift Studios. With a range of amenities such as Free Parking, Pets allowed and Laundry services, you'll feel right at home.

2 / 10

(1 Rating)

Executive Studio + Free Parking + Street Art Murals near Woodstock Craft Markets

2 guests · 1 bedroom · 1 bath

Experience the best of Cape Town with this Apartment available for $51. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

8.6 / 10

Excellent(48 Ratings)

The Rondebosch Easy Living

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Accessible by lift

The best choice in Cape Town for Apartment, for $67 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(56 Ratings)

The Rondebosch Views

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Smoking allowed · Accessible by lift

Looking for a Apartment in Cape Town, this Apartment for $73 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

2 / 10

(1 Rating)

Executive Studio + Free Parking + Street Art Murals near Woodstock Craft Markets

2 guests · 1 bedroom · 1 bath

Enjoy the best of Cape Town in our Apartment, Executive Studio + Free Parking + Street Art Murals near Woodstock Craft Markets. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

7 / 10

Good(2 Ratings)

302 Urban Artisan - Special feeling

2 guests · 1 bedroom · 1 bath

Enjoy the best of Cape Town in our Apartment, 302 Urban Artisan - Special feeling. A stunning property with amenities including Non-smoking, and more.

7 / 10

Good(47 Ratings)

Lighthouse Farm Backpackers Lodge

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Kitchen · Balcony/Terrace

The best choice in Cape Town for Nature lodge, for $73 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Cape Town travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring