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The best cottages in Simonʼs Town

Check out our pick of great cottages in Simonʼs Town

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Situated in Simonʼs Town, near Water's Edge Beach, Boulders Beach and Seaforth Beach, Tintswalo Boulders has a terrace. This beachfront property offers access to free WiFi and free private parking. Boasting family rooms, this property also provides guests with a year-round outdoor pool.

Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.

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9.4
Superb
131 reviews
Price from
AR$ 173,773
per night

Boasting sea views, Eindelik provides accommodation with a garden and a balcony, around 200 metres from Water's Edge Beach. This beachfront property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 200 metres from Seaforth Beach.

Wonderful location with glorious views. A really comfortable, well equipped beach house, in which you can relax, take an easy walk to the beach and Boulders penguin colony. It really feels like a home from home thanks to the thoughtful, personal touches. Just lovely!

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9.1
Superb
22 reviews
Price from
AR$ 92,954
per night

Set in Simonʼs Town and only less than 1 km from Fishermans Beach, Bahari Villa offers accommodation with sea views, free WiFi and free private parking. With pool views, this accommodation provides a patio and a swimming pool. The property is non-smoking and is located 1.2 km from Frank's Beach.

Location is on the wild side of Simonstown, ten minutes from the turnoff to Cape Point Reserve. The children loved the delightful little beach practically across the road. Millers Point Tidal Pool 6 minutes down the road is amazing. The house is very spacious (for 10 people) with enough bathrooms. The shallow pool was great for smaller children. The TV and video (in separate lounges) worked fine. Having a gas/electric stove meant that we could survive loadshedding. Two fridges, one in the double garage and one in the kitchen were so useful. We could also park two extra cars at the entrance to the garage. We had excellent communication with Matthew, the agent, and he was a great help.

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9.1
Superb
14 reviews
Price from
AR$ 376,184
per night

Situated within 850 metres of a swimming beach, Seabreeze Luxury Two Bedroom Self Catering Penthouse is located on the outskirts of Simon’s Town. Overlooking False Bay, this property is 1.5 km from Boulders Beach and the renown African Penguin Colony.

Very spacious, open plan living with plenty of privacy and beautiful views of the bay in a peaceful location. Huge wrap around balcony on two levels and light and airy interior. Washing machine was very useful after a week in Kgalagadi. Very well equipped with large fridge and separate large freezer. Owners were away so we were entirely alone but Alana provided help via WhatsApp promptly and even sent videos of how to reach the house, how to use the key box and how to use the jacuzzi. Would return in an instant; highly recommended.

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9.6
Exceptional
63 reviews
Price from
AR$ 135,912
per night

Located in Simonʼs Town, Cottons Cottages is a historic holiday home that provides free WiFi, and guests can enjoy a garden and barbecue facilities. With mountain views, this accommodation offers a balcony. The property is non-smoking and is set 500 metres from Long Beach.

This is a beautiful and comfortable apartment with everything you can possibly need for a wonderful stay! Bring binoculars so you can get a good view of whales, dolphins, seals and birds while enjoying the back deck. Host is exceptional, check-in out a breeze, I wish we would have stayed longer!

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9.6
Exceptional
73 reviews
Price from
AR$ 105,574
per night

Located in Simonʼs Town in the Western Cape region, Dolphin Cottage features a patio. This beachfront property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 1.9 km from Long Beach.

Clean, spacious with amazing views Each room had en-suite Beds were comfortable Fully fitted kitchen

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8.6
Fabulous
38 reviews
Price from
AR$ 184,452
per night

Boasting a patio with mountain views, a garden and barbecue facilities, Timber's Ocean House can be found in Simonʼs Town, close to Fishermans Beach and a 14-minute walk from Frank's Beach. This beachfront property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 2.5 km from Windmill Beach.

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9.5
Exceptional
2 reviews
Price from
AR$ 158,847
per night

Featuring a patio with mountain views, an outdoor swimming pool and a garden, Boulders Beach Villa can be found in Simonʼs Town, close to Boulders Beach and 500 metres from Windmill Beach. This beachfront property offers access to a terrace, free private parking and free WiFi. On clear days, guests can head outside to enjoy the villa's outdoor fireplace.

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10
Exceptional
1 reviews
Price from
AR$ 305,801
per night

The spacious holiday home comes with 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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10
Exceptional
2 reviews

The spacious holiday home has 3 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. The accommodation offers a fireplace.

The views are indeed fantastic

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9.4
Superb
7 reviews
Price from
AR$ 134,601
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Most booked cottages in Simonʼs Town this month

Cottages that guests love in Simonʼs Town

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 73 reviews
    Lovely cottage with beautiful views of the bay. Very comfortable beds and a well stocked pantry. Well kept garden. Very pleasant sitting outside. We were met by Sheena, our host, who was very informative and welcoming!
    John Rory
    Family with young children
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 128 reviews
    Fantastic hosts and charming cottage. Close to the beach.
    Wendy
    Group
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 73 reviews
    The cottage is cosy and comfortable and has everything you need. Home away from home with exceptional views of the bay. Lots to see and do in close proximity.
    Jen
    Family with young children
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 148 reviews
    Beautiful view, great pool , a most gorgeous home . William’s attention to detail was unique and charming. The most idyllic setting . We had probably one of our most delicious meals cooked by William , very romantic. Primrose and Angela breakfasts were superb (fruit salad and yogurt )yummy !
    karen
    Young couple
  • Avg. price/night: AR$ 58,247.89
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,124 reviews
    Cosy and nice fireplace area to chill when cold
    Annemarie Dunn
    Group
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 37 reviews
    The location was. amazing. Such a cosy, well-appointed little cottage. Just loved it. Wish I could have stayed longer.
    Mary Rose
    Family with young children
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 218 reviews
    Self catering unit so breakfast not included. Loved that the kitchen was fully equipped to actual cook for myself and that I had a braai area. View was spectacular especially in the evening. Nautica unit is cozy and very comfortable.
    Ursula
    Solo traveller
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 73 reviews
    This cottage has an amazing view. It is comfortable , cosy and well equipped. Once there, you don't want to leave! Truly a gem.
    Elze
    Family with young children
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 128 reviews
    Beautifully restored old cottage in magnificent setting within a stones throw from Boulders Beach. Warm and friendly service. Even the two dogs Rusty and Layla were super friendly! Penguino cafe, about a 10 minute stroll away served decent coffee and light meals.
    Paul
    Young couple
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 128 reviews
    If you choose Bosky Dell for the location alone you won't be disappointed, but add in the great people, not to mention Layla and Dusty, you just can't go wrong! We stayed in a charming cottage, the Carriage House, the views were amazing from the room, not only did we get t enjoy watching the Penguins on the beach below but we watched humpback whales out in the bay!
    M
    Martin
    Young couple