
Guesthouse vacation rentals in Observatory
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Top-rated guesthouse rentals in Observatory
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Observatory guesthouse rentals
Family-friendly guest house rentals

Silwood Cottage 1
Lovely and comfortable cottage. Private entrance, clean, comfortable and lovely amenities. Great location for what we needed, ie getting around in the Southern suburbs. Parking is on the street, but the area seemed safe and we had no issues.

Pinelands_Self Catering Suite_The Duchess
Thank you so much. Felt right at home, private and home in prestine condition. Super cozy and more than what was expected. Everything fully operational, electric blankets, fresh linen, fresh towels daily. Just a Great experience. the home and property beautiful and very well maintained. Rachel, thank you... I would stay there forever :)

Garden Cottage on Mountain Slopes
I had the most delightful stay! The family were all lovely, including Blue🐶. Mark gave me an excellent tour of the place. He, Cathy and Jarad have me such a warm welcome . The place was peaceful and felt just like home. I was very comfortable and slept well!! I’d been travelling for a while and this was the perfect spot to spent a week recouping and working remotely. I will definitely be back! Thank you all so much.✨

Luxury serviced cottage + heated pool Constantia
Beautiful home and a great space for a family or small group. Located just down the road from botanical gardens in a gorgeous neighborhood. Kitchen had everything we needed. Our group included a couple of small kids so we appreciated that there were plenty of at-home activities when we were not out and about in Cape Town (pool, hot tub, playground, smart TV, books). Wish we could’ve stayed longer — hope to come again!

CONSTANTIA COTTAGE
A haven of quiet and natural beauty. This should be a ‘best kept secret’ for selfish reasons: I want to come back.

Cozy Beach Cottage with private garden
cute and cozy, i had a wonderful stay - wish i could’ve stay longer! very peaceful and close to the beach/tidal pool. the space is very comfortable and homey, you won’t want to leave.

The Mountain House - Peaceful and Private
We had an absolutely fantastic stay at The Mountain House. You will not regret booking it! Peaceful and tranquil while still being close to restaurants and shopping at Kalk Bay. Hiking literally on your doorstep and Fishhoek and Muizenburg beaches easily accessible. The views are amazing and the hot tub is something special. The kind of place you never want to leave. Carin and Miles are excellent hosts. We hope to be back soon.

Sea Holly Cottage in Noordhoek
Mark is an absolutely great host and the accommodation more than met our expectations. I would recommend Sea Holly at any time.
Guest house rentals with a patio

Rose Cottage
The perfect environment to enjoy what the Cape has to offer. The accommodation was comfortable, calm and spacious with a touch of class! Thank you for making the journey hospitable 👍

Tokai Garden Cottage
Great and convenient spot with fabulous hosts. Wonderful garden. There is a preschool next door and the house is conveniently close to a small highway, so you can hear kids and some traffic during the day. At night it was quiet. It was a but chilly and wet to enjoy the outdoor fire pit. Would recommend.

Casa Barbarossa - Luxury Cottage Constantia
Nolene is an absolute super host - her generosity and thoughtful touches made my stay truly special. The cottage is conveniently situated in a quiet suburb within walking distance of shops and restaurants. The cottage is perfect in every way with everything one could possibly need and the peaceful garden added such a wonderful sense of privacy and calm. I hope to visit again.

4 Suzanne cottage, Constantia
My stay at the cottage in Constantia was nothing short of amazing! The cottage is beautifully furnished and practically laid out, making it a perfect home away from home. Located on a tranquil property in Constantia, the peaceful surroundings helped us unwind and enjoy our stay over the Easter holidays. The stunning swimming pool was an added bonus. Our host, Michelle, was incredibly attentive and went out of her way to accommodate all of our needs. Her hospitality truly enhanced our experience, and we felt warmly welcomed from the moment we arrived. Overall, this was an incredible experience, and I would definitely recommend staying here to anyone looking for a relaxing and delightful getaway.

Solar Power Forest Cottage on Table Mountain
Great location, beautiful space. Had a lovely stay here and would happily stay again! One note: if it is raining, the stairs leading down to the front door can be a bit slippery so watch out there ☺️

Charming Private Cottage in a Young Food Forest
A lovely place, the kitchen has everything you need, the bedroom is amazing, it has a smart tv and a air conditioner that just does the Job on a hot and sunny day. A very relaxing place, and the Host was responsive and was there to help as soon as possible with any questions or queries, it was very easy to come and go

Entire apartment unit with cozy rocky interior
Thank you again for a wonderful stay. Recommended for couples, it was nice and cozy.

Forest Getaway in Constantia
My stay at the Forest House was absolutely wonderful. The property is serene and beautifully maintained, offering a perfect environment for both rest and creativity. The apartment is thoughtfully designed, incredibly comfortable, and had everything I needed and more. It was an ideal setting for writing, hosting meaningful conversations, and unwinding after full days. Absolutely loved the outdoor sitting to enjoy meals in the stillness of the forest. I even hosted a delightful brunch in the gentle rain. Thank you for such a restorative and inspiring experience—highly recommended!
Guest house rentals with a washer and dryer

Luxury, spacious apartment in Fresnaye with solar
We loved this Airbnb! We felt very safe and comfortable with the location. So glad we decided on this one. It was centrally located and a nice area. We enjoyed walking around the neighborhood in the mornings. We rented a car and enjoyed having that to drive to other parts of Cape Town. The apartment itself was so nice. It was cozy but not cluttered. It was so clean!! And we enjoyed the lighting and textures throughout that truly made it feel like home. We kept saying “We would totally live here”. The bed was comfortable and the shower was delightful!! Andreas was very nice-meeting us upon arrival and was always available if we needed him. We would definitely recommend this space. It was our first time to South Africa and this apartment added to our absolutely lovely time. We didn’t want to leave.

SOLAR powered! Sunbird‘s Nest in secure eco Estate
Superb, homely and memorable!

Camps Bay chic home with great views near beach
We had a wonderful stay here. The house itself was spacious (even more so than the photos), clean and beautifully presented. The beds were comfy and with lovely linen, there was a well equipped kitchen, we loved the outside fire pit area and we really enjoyed the views. The location was great, just a few minutes' walk from the beach and restaurants, but just far enough away to be quiet and private. We would definitely recommend this Air BnB and hope to stay again.

Constantia View Parisian Suite- no loadshedding
Lee-Anne greeted us with a big smile and was so friendly it really made us feel at home right away. Definitely recommend staying here

Modern light charming cottage in Camps Bay
What can I say but very positive words? The location was ideal but the best of this place in Cape Town is by far Pelle and Pernilla themselves. They are very attentive, welcoming and excellent knowledge of things to do. They gave us a very warm welcome and excellent recommendations that made our experience of Cape Town even much better! Will definitely look forward to returning!

2 Bedroom Apartment above the beach
We had an absolute wonderful stay. Mark was the perfect host and the place was beautiful wit a view to die for. We will definitely visit again

Le Vine Constantia: Luxury guest house
This was where we began our trip in South Africa and the place was fantastic. The view is phenomenal and the place was completely clean. We would absolutely stay again if we end up back in the cape town area.

Beautiful cottage with garden and barbecue
Good location and easy to reach in many direction of Cape Town. Nice smal cottage with a good kitchen. Table outside in private “garden” (can be more cosy with flowers/plants) Nice with a outdoor area! Can absolutely recommend this cottage!
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- Glencairn Beach
- Fish Hoek Beach
- Big Bay Beach
- Long Beach
- Muizenberg Beach
- Clifton 4th
- Boulders Beach
- Hout Bay Beach
- Sandy Bay, Cape Town
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Groot Constantia-Trust
- St James Beach
- Babylonstoren
- Bellville Golf Club
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Two Oceans Aquarium
- Steenberg Tasting Room
- Mojo Market
- Toboggan Family Park (Pty) Ltd., t/a Cool Runnings
- Jonkershoek Nature Reserve
- Idiom Restaurant & Idiom Wine Tasting Centre
- Waterkloof Wine Tasting Lounge