Guesthouse vacation rentals in Overstrand Local Municipality

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Top-rated guesthouse rentals in Overstrand Local Municipality

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Guest favorite

A scenic coastal view captures the ocean meeting rocky shores under a clear blue sky. Sunlight reflects off the water, creating a shimmering effect. A wooden bench sits atop grassy terrain, inviting relaxation while enjoying the natural surroundings.

Guesthouse in Sandbaai

4.89 out of 5 average rating, 54 reviews

Sandy Shores Self-Catering Cottage

Welcome to our guesthouse in Sandbaai. Nestled in between the ocean and mountains, our cosy cottage offers everything you need for a memorable stay. Furnished with a luxurious queen bed, sleeper couch, well-equipped kitchen and neat bathroom, this self-catering unit is just a 10-minute stroll away from the ocean and coastal path, allowing you to explore the sandy shores and stunning views. Perfect for solo travellers, couples or families with 2 small children (who can share a sleeper couch).

Guest favorite

A sunlit view reveals a rocky mountain landscape, characterized by rugged cliffs and lush vegetation at its base. The terrain features a gradient of greens and browns, with a clear blue sky overhead providing a bright backdrop.

Guesthouse in Gordons Bay

4.77 out of 5 average rating, 241 reviews

Olive Branch

My place is close to supermarkets like Woolworths or Spar and also Gordon's Bay Beach, Strand or the Whale Route for your leisure activities. You’ll love my place because of the sea view, its tranquility, the garden, and its central location close to Cape Town Airport and the Winelands. The neighborhood is very quiet and peaceful. My place is very good for couples as well as solo adventurers and - if you don’t mind sharing one open space with everyone - even for small families (with kids).

Top guest favorite

A sandy beach is framed by gentle dunes, with sparse vegetation peeking through. In the background, a prominent rock formation catches the warm light of sunset, while a clear sky transitions from soft blue to subtle orange hues.

Guesthouse in Pringle Bay

5 out of 5 average rating, 128 reviews

Spectacular ocean views @ 38 on Penguin Studio

Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

Top guest favorite

The entrance to the private flatlet is shown, featuring sliding glass doors that open to a well-lit interior. Shadows from surrounding trees create a natural pattern on the stone-paved area, enhancing the connection between indoor and outdoor spaces.

Guesthouse in Onrus

4.93 out of 5 average rating, 14 reviews

Courtyard Guesthouse with Private Outdoor Space

Renovated flatlet with simplistic design and uncluttered style. Private environment with separate entrance, fiber internet, herb garden and connected security in a quiet neighborhood. Just 3-5 minutes’ drive to the beach and Onrus attractions, and 10 minutes to Hermanus Central. Perfect for couples or solo travellers that are looking for a peaceful and convenient stay. Pet-friendly—please ensure you clean up after them both indoors and outdoors and handle the furnishings with care.

Top guest favorite

Guesthouse in Hermanus

4.93 out of 5 average rating, 40 reviews

Tuis en Tevrede - 2 Bedroom Flat, Hermanus

Tuis & Tevrede two bedroom flat is ideal for four people, especially for a family with young kids. There is a jungle gym that kids can enjoy while parents relax. The location is in a quiet & safe neighborhood, 200m from the iconic cliff path. Fernkloof nature reserve & the golf course is also very close. Very centrally located. No load-shedding! The unit has solar & back-up power. It is pet-friendly by approval only. Pet owners must agree to the Pet Policy.

Guest favorite

A nighttime view reveals a luminous pool with clear blue water, set against a backdrop of distant mountains and a softly lit city below. A railing with modern design elements frames the space, enhancing the outdoor area.

Guesthouse in Gordons Bay

4.84 out of 5 average rating, 99 reviews

On the GBay Villa Superior Suite

Decorated in a modern style, our Superior Suite offer: Fully equipped kitchen Refrigerator In suite tea and coffee Free Wi-Fi Private lounge - flat screen Tv & full DSTV King Bedroom - flat screen Tv & full DSTV Hairdryer Private en-suite bathroom (bathtub & shower) Room & lounge consists of a sea & mountain & pool view Private outdoor patio Safety/security cameras in parking area and main entrance of Villa On the GBay Villa is near restaurants and the beach.

Top guest favorite

A pool is visible, featuring two striped lounge floaties resting on the water's surface. The backdrop showcases a serene view of the ocean and coastal landscape, with gentle waves lapping against the shore and clear skies above.

Guesthouse in Betty's Bay

4.98 out of 5 average rating, 143 reviews

Kalliste an exclusive retreat (Solar Power)

SOLAR POWERED !!! Kalliste is a luxurious 1 Bedroom cottage with en-suite bathroom (showers), large comfortable lounge & convenience kitchenette. The cottage offers amazing sea and mountain views and is designed to offer our guests an escape into tranquility. In support of a healthier planet, we derive our energy from the sun. In addition to the environmental benefits our guests aren't inconvenienced during national load shedding (scheduled power outages).

Guest favorite

A well-appointed bedroom features a spacious bed adorned with crisp white linens. Two bedside lamps provide soft illumination. A decorative wall art piece hangs above the bed, and a plant accents a nearby nightstand. A window allows natural light to enter, framed by light curtains.

Guesthouse in Hermanus

4.85 out of 5 average rating, 40 reviews

Seashell Cottage

Seashell Cottage is within walking distance of shops, restaurants and seafront. Seashell Cottage is charming. relaxing and tranquil. It has a bedroom with King or 2 single beds, a bathroom with walk in shower and a lounge with a sleeper couch suitable for 2 children. All linen and towels are supplied. There is Wifi and DSTV (Compact). The kitchen is well equipped with a washing machine. The Cottage has a covered patio and a Weber braai. Secure parking.

Guest favorite

Guesthouse in Hermanus

4.8 out of 5 average rating, 289 reviews

WINDSONG COTTAGE ,Upmarket & centrally located

Comfortable and spacious Modern two bedroom cottage in the center of town,with two lovely private Courtyards and braai area. Walking distance from restaurants, shops and cliff path on sea front. Tastefully decorated and spacious with fully equipped kitchen, two bathrooms, open plan dining and lounge area. LOADSHEDDING : - The cottage now has UPS ( UNINTERRUPTED POWER SUPPLY ) - The cottage has gas geyser, gas stove & kettle aswell as candles.

Guest favorite

A person is surrounded by two friendly alpacas in a green outdoor space. Lush grass and various plants are visible in the background, contributing to a relaxed atmosphere. The setting appears bright and inviting, perfect for animal interactions.

Guesthouse in Kleinmond

4.79 out of 5 average rating, 52 reviews

Alpaca Cottage

Private rustic- sea, hike trails, golf. Open-plan lounge and dining area TV with Full DSTV. Compact kitchen , fridge-freezer, 2-plate mini stove oven, microwave , kettle, toaster, cutlery, crockery, and cooking utensils. Gas for Loadshedding. A veranda lovely private braai area, or lounging under the trees. Completely fenced safe off-street parking. COME AND RELAX IN NATURE CLOSE TO THE SEA IN A COUNTRY SETTING –

Top guest favorite

An outdoor dining area is featured under a wooden pergola, showcasing a long wooden table with a simple decorative dish. Surrounding greenery is visible, along with a small seating arrangement of white metal chairs and a round table, creating a serene environment.

Guesthouse in Onrus

4.96 out of 5 average rating, 207 reviews

Offshore Cottage

Cosy and light two bedroom cottage on the premises of one of the original old houses in Onrus, surrounded by local cafe's and restaurants. Conveniently situated with a 2 minute walk to the lagoon and 10 minute walk to the main beach. The kitchen and lounge are open planned with a fireplace and an outdoor braai on the covered veranda. This lovely welcoming space is suitable for 2 couples, single travelers or a small family.

Superhost

Guesthouse in Betty's Bay

4.91 out of 5 average rating, 11 reviews

Modern Stylish Secure with lovely mountain views

Enjoy a stylish experience at this centrally-located place. Lovely 1 bedroom cottage in a beautiful setting with lovely views of the mountains and fynbos. Private entrance and private bedroom with en-suite bathroom , walk in shower, kitchenette, lounge and dining table. Fabulous barbecue area with build in braai area and weber. Nespresso for good coffee. Enjoy your stay in style at Milkwood Cottage.