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Guesthouse holiday rentals in Observatory

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Popular amenities for Observatory guesthouses

Family-Friendly guesthouses

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

Designers Cottage on Table Mountain

MarionRating, 5 stars4 days 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 :)
Guest favourite
Guesthouse in Constantia
5 out of 5 average rating, 109 reviews

Luxury serviced cottage + heated pool Constantia

HansjoergRating, 5 stars2 months ago
Fabulous vacation home for a large family. Our high expectations have been far exceeded. The house and pool is more spacious than we expected and fully equipped and is very well maintained and super safe. The children really enjoyed the warm pool. Communication with Bibie was excellent and super fast. During the week the maid helped us keep the house clean. We would love to come again. We had a great time in the Little Guinea Fowl Cottage. Thank you so much Bibie for hosting us.
Guest favourite
Guesthouse in Rondebosch - Rosebank
4.88 out of 5 average rating, 105 reviews

Quiet Cape Town cottage: kitchen, wifi, solarpower

SarahRating, 5 stars1 week 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.
Guest favourite
Guesthouse in Plumstead
4.85 out of 5 average rating, 123 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.
Guest favourite
Guesthouse in St James
4.93 out of 5 average rating, 271 reviews

Cozy Beach Cottage with private garden

SusanRating, 5 stars3 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.
Guest favourite
Guesthouse in Observatory
4.94 out of 5 average rating, 323 reviews

Secluded Cottage in a Secret Garden

MoritzRating, 5 stars3 weeks ago
What a stunning home with even more fabulous hosts. I am so thankful for their hospitality and their support during the stay. Can not recommend staying here enough.
Guest favourite
Guesthouse in Pinelands
4.74 out of 5 average rating, 199 reviews

Beautiful Garden Cottage in Pinelands

ChadRating, 5 stars2 weeks ago
perfect base for exploring cape town. easy check in/check out process. self sufficient and friendly hosts who are happy to help with any request.
Guest favourite
Guesthouse in Woodstock
4.86 out of 5 average rating, 218 reviews

Private Garden Cottage

MareikeRating, 5 stars2 weeks ago
We absolutely enjoyed our stay at the little garden cottage. It was located perfectly, in the city, but very private, safe and quiet. The view over there harbour and the city is amazing. Angela and her husband welcomed us so friendly, they are amazing hosts. The cottage is quite big and we felt very comfortable. We would definitely come back.

Guesthouses with a patio

Guest favourite
Guesthouse in Newlands
4.9 out of 5 average rating, 29 reviews

Cedar Three Guest Cottage

JonathanRating, 5 stars6 days ago
Gail ands her husband welcomed us like distant relatives! While the space is technically “shared” (same main gate entrance into the garage), they have done a great job creating a totally separate space for the rental. The property is in a very nice area, and extremely secure which is a plus if you’re familiar with Cape Town. A 2-minute walk under the highway brings you into the beautiful Newlands Forest with access to trials leading all over Table Mountain National Park. A less than 10-minute walk takes you into a great area for restaurants and commerce - as long you as you don’t mind walking a little uphill on the way home. Quick note, when ordering delivery or booking an uber, drop a pin instead of simply entering the address, for some reason drivers were not quite being directed to the driveway.
Superhost
Guesthouse in Constantia
4.82 out of 5 average rating, 11 reviews

Uitsig - Branch & Vine Cottages

TarynRating, 5 stars1 month ago
Such a lovely place to stay, the bed was extremely comfortable and the place had beautiful finishes.
Guest favourite
Guesthouse in Tokai
5 out of 5 average rating, 15 reviews

Tokai Garden Cottage

NwabisaRating, 5 stars2 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 😊
Guest favourite
Guesthouse in Constantia
5 out of 5 average rating, 19 reviews

Casa Barbarossa - Luxury Cottage Constantia

NicolaRating, 5 stars1 week 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, 91 reviews

Beautiful Constantia Cottage with Great Views

KristinRating, 5 stars2 weeks ago
Jasmina’s place was beautiful, and she was so friendly and accommodating! We loved the garden, location, and hanging out with Troy 🐶 Thanks for the lovely stay.
Superhost
Guesthouse in Wynberg
5 out of 5 average rating, 4 reviews

Garden Cottage

FrancesRating, 5 stars2 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!
Guest favourite
Guesthouse in Cape Town
5 out of 5 average rating, 64 reviews

French inspired self-catering 2 bedroom cottage

DanaRating, 5 stars1 day 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.
Guest favourite
Guesthouse in Lansdowne
4.86 out of 5 average rating, 14 reviews

Cozy home away from home

Husain AhmedRating, 5 stars3 weeks ago
Had an excellent stay! The place was exactly as described—clean, cozy, and perfect for four people. Check-in and checkout were seamless, with clear instructions. Everything met our expectations, and it was great value for money. Overall, a fantastic experience. Would definitely recommend!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Sea Point
5 out of 5 average rating, 27 reviews

Luxury, spacious apartment in Fresnaye with solar

Sane StayRating, 5 stars1 week ago
Andreas is a fabulous host. Great communication and was very accommodating to all my requests and needs. Great guy and what a lovely place he has got. I hope to come back again in future. Thank you Andreas for everything!
Guest favourite
Guesthouse in Woodstock
4.95 out of 5 average rating, 20 reviews

Separate Entrance Flatlet in Woodstock

JohannaRating, 5 stars1 day ago
Great host, super friendly house keeper which I shared tea with, and super beautiful flat let in a colorful neighborhood! Highly recommend 💞
Guest favourite
Guesthouse in Camps Bay
4.97 out of 5 average rating, 209 reviews

Camps Bay chic home with great views near beach

Eleanor Rating, 5 stars3 weeks ago
The Retreat was even nicer than the photos! The outside space is great, the garage is big enough for 2 cars and the house is amazing. Birgit was easily contactable for the few issues we had and checked in with us during our stay. Blessing was wonderful, friendly and welcoming, a great addition to our stay. I would recommend staying here to everyone, it is a great location and a fabulous house.
Superhost
Guesthouse in Bloubergstrand
5 out of 5 average rating, 4 reviews

Bokkombaai- SpringTide Unit- Bloubergstrand

FransRating, 5 stars63 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.
Guest favourite
Guesthouse in Bishopscourt
4.99 out of 5 average rating, 82 reviews

Winchester Garden Cottage

KelvinRating, 5 stars1 month ago
We had a fantastic stay over the new year. A great location and perfectly fitted studio with everything you could need. Carl was so welcoming and helpful with lots of tips of places to go. We will certainly stay again on our next visit!
Superhost
Guesthouse in Fish Hoek
4.81 out of 5 average rating, 102 reviews

2 Bedroom Apartment above the beach

RosalieRating, 5 stars1 month 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
Guest favourite
Guesthouse in Constantia
4.83 out of 5 average rating, 30 reviews

Private guest cottage in a sought after area

AneleRating, 5 stars3 months ago
Second time staying in this gorgeous apartment. Very beautiful garden and surroundings. The neighborhood is ideal for people who enjoy walking as means of seeing the area. Would definitely recommend.
Guest favourite
Guesthouse in Muizenberg
4.94 out of 5 average rating, 47 reviews

Private Beach Cottage - 3min walk to the beach.

ConnyRating, 5 stars2 weeks ago
The studio was compact but lacked nothing that we needed. Included generous supplies of coffee tea and sugar and all amenities for cooking. Bed very comfortable. Walking distance to shops and restaurants. Good security. We hope to be back next time we visit our family.

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