Smoking friendly holiday rentals in Overstrand Local Municipality

Oak & Owl Self-catering Cottage

Come see the whales and taste the wine! Romantic, self-catering cottage with quality finishes in secure estate, Onrus – 25 min walk to beach. Nestled among trees, safe, private, own entrance. Sleeps 2 adults in en-suite bedroom + 2 adults/children on bunk beds in lounge (no children under 2 years plse). Free sherry & firewood! Wi-fi, DSTV, Netflix, free parking. Sun deck with gas BBQ. Quality linen. Aircon. Markets, wine routes & nature walks. Note: There are stairs. GENERATOR FOR LOADSHEDDING

The Wildflower Studio

Experience the beauty of Hermanus at our charming 2-sleeper studio on a shared property in Westcliff. Perfect for nature-loving couples, the studio boasts a cozy bedroom, modern bathroom, fully-equipped kitchen and a loft for added living space along with a patio area. Step outside and take in the stunning views while immersing in the local flora and fauna, and make lasting memories. Book your stay now and discover why Westcliff is the ultimate destination for nature-based travelers.

Cosy Little Barn Cottage @ De Uijlenes

Cute and cosy wee barn oozing character and charm situated on a farm near Gansbaai and Stanford in the Overberg. Close to wineries and mountain biking routes, come back and soak in the hot tub after a hard days ride in the saddle. The charming art town of Baardskeerdersbos is just a 10min drive away and sharkcage diving and whale watching can be done in Gansbaai which is also a 10min ganter down the road. Shop and dine in Stanford or just stay, chill and relax in the hot tub.

Casa d'Italo

Wake up to the sweet sounds of birds singing and escape to a tranquil paradise in this stunning home located in a private fynbos nature reserve, overlooking the sparkling ocean. Surrounded by nature, our home provides a serene escape for those seeking to unwind and reconnect with the world around them. Whether you're looking to explore the hiking trails, watch the sunset from the deck with a glass of wine, or simply relax and unwind, this is the perfect getaway.

57 on VERMONT #3 - Sea, Mountains and Lake

Facilities in all 3 chalets include: • FREE WiFi • FREE Sherry, Black Tea, Rooibos Tea, Coffee, Milk & Biscuits • Fridge, Microwave, Kitchen Essentials • Secure FREE Parking • Sparkling Swimming Pool • Barbecue Area & Fire Pit with spectacular mountain view • Outside wash-up area with 2 plate gas stove and electric stove for cooking - please bring your own pots and pans • Indoor large bathtub • Outdoor private, romantic "rain shower" beneath the African sky.

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

Bluefin Cottage 60 m to cliff path 1 king bed

A secluded and private garden cottage with seperate entrance, 1.5 km from the town center. The Hermanus cliff path and harbour only minutes walk from your front door. Explore by foot, by car or just relax in your peaceful garden. Make the most of your stay with our South African braai facility. The hospital and clinics are just a few blocks away. Includes smart TV, DSTV Premium & internet.

Private path to beach, back-up solar power

Modern, beachfront family home with breathtaking views, situated in the beautiful coastal village of De Kelders. Only 2 hours from Cape Town, this luxurious home will offer you a relaxing breakaway from everyday life. Our home also includes a modern backup power supply and continues to run normally in the eventually of a power cut.

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property that has been designed to celebrate the beach suburb Voelklip's beautiful sea and mountain landscape, and its outdoor lifestyle.