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Guesthouse vacation rentals in Observatory

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Popular amenities for Observatory guesthouses

Family-friendly guesthouses

Top guest favourite
Guesthouse in Vredehoek
4.85 out of 5 average rating, 108 reviews

Designers Cottage on Table Mountain

MarionRating, 5 stars2 weeks ago
We’ve just spent a wonderful week at Mark and Cathy’s beautiful cottage and could not recommend this place more! Mark welcomed us personally and was happy to give recommendations and help with any questions we had! The cottage itself is so lovely and cosy, we felt right at home and just loved spending time there — be it relaxing at the pool, braaing in the evening, having breakfast outside :) Lastly, I just wanted to say a big thank you to our hosts, who we’ve had wonderful chats with and made our experience even more memorable :)
Top guest favourite
Guesthouse in Constantia
5 out of 5 average rating, 111 reviews

Luxury serviced cottage + heated pool Constantia

CamillaRating, 5 stars1 week ago
We absolutely loved our stay and definitely hope to go back next time we are in Cape Town. The home exceeded our expectations and the heated pool was the cherry on top. Best pool we have ever swam in, which we spent all day in. Appreciated the easy electronic kid friendly pool cover. The staff were incredibly kind and went the extra mile to make the stay very fun for our boys. Highly recommended!
Guest favourite
Guesthouse in Rondebosch - Rosebank
4.88 out of 5 average rating, 106 reviews

Quiet Cape Town cottage: kitchen, wifi, solarpower

SarahRating, 5 stars3 weeks ago
This is a wonderful cottage in a terrific location. Host and hostess are easily accessible and respond quickly. The unit is nicely equipped and has plenty of space.
Superhost
Guesthouse in Plumstead
4.85 out of 5 average rating, 124 reviews

Cosy Cottage

DavidRating, 5 stars1 month ago
Nice space with plenty of stuff in the kitchen/diner to prepare food or make tea/coffee. Friendly and helpful hosts.
Top guest favourite
Guesthouse in St James
4.93 out of 5 average rating, 271 reviews

Cozy Beach Cottage with private garden

SusanRating, 5 stars4 months ago
Cute, clean cottage with a beautiful private garden overlooking the mountains. Lindsay is a really lovely host, super friendly, kind and accommodating - even allowing us to stay a couple of hours longer as she had no one checking in - which meant we didn't have to waste the day waiting at the airport. Perfectly central to stroll to Kalk Bay or Muizenberg as we didn't have a car. Perfect spot to relax in St James for a week or so.
Top guest favourite
Guesthouse in Observatory
4.94 out of 5 average rating, 326 reviews

Secluded Cottage in a Secret Garden

MatthewRating, 5 stars1 week ago
This was easily the best stay we’ve ever had through Airbnb - the location is great for navigating CT, Chris and Anton were perfect hosts, and the property is a dreamy paradise that you’ll never want to leave. Best hosts!
Guest favourite
Guesthouse in Pinelands
4.74 out of 5 average rating, 200 reviews

Beautiful Garden Cottage in Pinelands

AmyRating, 5 stars6 days ago
Lovely and peaceful place to stay. The location is a quick and easy commute from the airport. Sally was super host, accommodating and quick to respond to all my queries. I definitely would recommend!
Guest favourite
Guesthouse in Woodstock
4.86 out of 5 average rating, 219 reviews

Private Garden Cottage

MariamRating, 5 stars2 weeks ago
They were very warm and welcoming. Made us feel at home. Welcomed my sisters warmly when they came to visit. The cottage is lovely, very private and peaceful and lovely view of the harbour. Was sad when our 2 week stay came to and end and hope to return again soon.

Guesthouses with a patio

Guest favourite
Guesthouse in Glencairn
4.96 out of 5 average rating, 23 reviews

Cosy cottage in Old Glencairn

KarlisRating, 5 stars2 months ago
Exceptional value for money, Corey and thoughtfuly designed “base camp” to explore the Cape Peninsula and all False Bay has to offer. This is exactly what a “cottage” should be. Not to mention the lovely decor and maps to help inspire adventure!
Guest favourite
Guesthouse in Newlands
4.9 out of 5 average rating, 31 reviews

Cedar Three Guest Cottage

BabitaRating, 5 stars1 week ago
The host Gail and Trevor were amazing. They came to welcome us and ensure we were all ok. Super friendly, kind and very helpful. The place was very comfortable and neat. Gail goes the extra mile, to make coffee cookies milk and bottles water… all available upon arrival. Very impressive for sure. I would personally recommend this place to family and friend. Thank you so much Gail and Trevor for being so accommodating. Much appreciated 🙏🏼
Superhost
Guesthouse in Constantia
4.83 out of 5 average rating, 12 reviews

Uitsig - Branch & Vine Cottages

SusieRating, 5 stars2 weeks ago
We had a great week’s stay - safe, quiet neighbourhood and a secure setting. The pool was lovely, the studio was newly refurbished and really well stocked. Very comfortable bed, lots of hot water. Lovely helpful staff. Met some other very pleasant guests. We visited the Constantia wineries, Norval Foundation and Kirstenbosch - but easy to get to the city, beaches too. Overall, wonderful accommodation! Highly recommend.
Top guest favourite
Guesthouse in Tokai
5 out of 5 average rating, 15 reviews

Tokai Garden Cottage

NwabisaRating, 5 stars3 months ago
Laura’s home is perfect and her beautiful family is so welcoming and responsive throughout the stay as well. We loved the privacy and being able to filter from the city noise and just relax. Great hosts, great cottage what more can one ask for 😊
Top guest favourite
Guesthouse in Constantia
5 out of 5 average rating, 19 reviews

Casa Barbarossa - Luxury Cottage Constantia

NicolaRating, 5 stars3 weeks ago
We had a fantastic stay in Nolenes place, and we were blown away by it! It was equipped with everything you could possibly need in a home , plus more. We felt extremely spoilt by the additional treats Nolene left for us. The garden was perfect for our toddler and Nolene went above and beyond by providing some some toys and books for her. The beds were so comfortable and the whole house had a wonderful relaxing feel. We’ll definitely stay again in the future :)
Guest favourite
Guesthouse in Constantia
4.9 out of 5 average rating, 92 reviews

Beautiful Constantia Cottage with Great Views

JamesRating, 5 stars1 week ago
I had a wonderful stay in this beautiful and peaceful location! The space was clean, comfortable, and well-equipped, making it feel like a home away from home. I also really enjoyed the company of Troy the dog :-) Highly recommended for anyone visiting Cape Town!
Superhost
Guesthouse in Wynberg
5 out of 5 average rating, 4 reviews

Garden Cottage

FrancesRating, 5 stars3 months ago
Anne’s accommodation is fantastic! Clean and fresh and very comfortable! Anne was very helpful with anything we needed and the check in/check out process was very easy! We would happily stay again! A great location to explore Cape Town!
Top guest favourite
Guesthouse in Cape Town
5 out of 5 average rating, 65 reviews

French inspired self-catering 2 bedroom cottage

DanaRating, 5 stars2 weeks ago
What a little gem, Stephny’s place is. It is beautifully decorated with some quirky features and fully kitted out for a comfortable stay. Stephny is a wonderful host, she was very flexible with the check in and check out times and made sure all essentials, such as milk, sugar and even a pack of cookies and wine were available. This was very much appreciated. We would definitely recommend Stephny’s place to anyone staying in Durbanville.

Guesthouse rentals with a washer and dryer

Top guest favourite
Guesthouse in Sea Point
5 out of 5 average rating, 30 reviews

Luxury, spacious apartment in Fresnaye with solar

CourtneyRating, 5 stars6 days ago
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.
Guest favourite
Guesthouse in Woodstock
4.95 out of 5 average rating, 21 reviews

Separate Entrance Flatlet in Woodstock

ThaboRating, 5 starstoday
This is a nice flatlet. It’s in a convenient location to all the transport options. There is place to rent a bicycle very close to the apartment. There are coffee shops and stuff. You have the whole flatlet to yourself, the house doesn’t have a lot of outdoor space; the kitchen is a tad bit cramped and you are going to eat your food in the bedroom/main entrance area. So much cupboard space, like sooooooo muuuuuuuch. Would recommend to those who don’t mind sleeping far from the oceans and beaches
Top guest favourite
Guesthouse in Camps Bay
4.97 out of 5 average rating, 212 reviews

Camps Bay chic home with great views near beach

WilhelmRating, 5 stars3 days ago
Birgit is an excellent host. She is very responsive and all communication is very clear. She was also very in tune with our needs and quite flexible. The housekeeper, Blessing, is very friendly and available to look after your everyday needs. We didn’t need her services (we were always out and about), but she is there if you need her. The accommodation offers everything you need, with secure parking and good security. The patio is a good spot to relax at. I can highly recommend Birgit and this accommodation for anyone looking to explore Camps Bay.
Superhost
Guesthouse in Bloubergstrand
5 out of 5 average rating, 4 reviews

Bokkombaai- SpringTide Unit- Bloubergstrand

FransRating, 5 stars64 months ago
This is my second time coming back to this house. This was the most beautiful, accommodating, value -for-money and spectacular Airbnb house I have ever come across. The views are spectacular. There is easy access to the beach as well an inside and outside braai. The house is very modern and safe. The communication with the host hosts are prompt and professional.
Top guest favourite
Guesthouse in Bishopscourt
4.99 out of 5 average rating, 84 reviews

Winchester Garden Cottage

BrendanRating, 5 stars4 days ago
We loved our stay at Carl's place. The person on the left side of the bed can see the mountain right after waking up if it's not cloudy :) . It's a beautiful view from inside the apartment. The garden is beautiful and green and full of small birds chirping in the morning. The apartment feels cosy and is clean and well stocked. The studio is right across from Kirstenbosch. This is great if you want to walk to Kirstenbosch. The only downside is that the studio is right next to a busy & noisy main road which took away from the beautiful surroundings when sitting outside. Carl is a very friendly host.
Superhost
Guesthouse in Fish Hoek
4.81 out of 5 average rating, 102 reviews

2 Bedroom Apartment above the beach

RosalieRating, 5 stars2 months ago
Cape White eyes, hoopoe ,Fork tailed drongos , sun birds to name a few & the most beautiful of butterflies flitting past the large plate glass windows in our main bedroom were a delight . The indigenous garden and beautiful bay and Silvermine mountain views from Mark's place ensured that I woke up to bird song every morning. As an outdoors person and nature lover staying here ensured a little of the nature that I love and normally seek out staying in National Parks was on our doorstep while I was still able to have my dogs along with us for this holiday . Of course you are choosing Fishhoek as a holiday destination because of the hiking , snorkelling, sea swimming, kayaking , history, opportunities and coastal vibe. There is so much to do and explore right on your doorstep . Check- in was super easy. Mark was a very kind & accommodating host always available by phone. His beautifully appointed apartment worked perfectly for my family & our doggies. Thank you for a great stay Mark
Superhost
Guesthouse in Hout Bay
5 out of 5 average rating, 12 reviews

Waterland Lodge - Disa Cottage

AdeleRating, 5 stars12 months ago
Would stay here again!
Guest favourite
Guesthouse in Constantia
4.84 out of 5 average rating, 32 reviews

Private guest cottage in a sought after area

AlanRating, 5 stars2 weeks ago
Such a pleasure staying at Kathryn's Airbnb. Beautiful area of Cape Town. So close to Constantia Village and Hout Bay. Easy to get into all areas of Cape Town and the vineyards.

Destinations to explore