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Chalet vacation rentals in Overstrand Local Municipality

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Top-rated chalet rentals in Overstrand Local Municipality

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Guest favourite
A charming exterior view of the Garden Cottage is presented, featuring a light-colored façade with blue shutters. Lush greenery and flowering plants enhance the inviting entrance, surrounded by a stone-paved patio that leads to the front door.
Chalet in Hermanus
4.84 out of 5 average rating, 44 reviews

Eastbury - Garden Cottage

Our quaint, sunny, self-catering, fully enclosed Garden Cottage comfortably sleeps 2 adults in an open plan studio bed/sitter with king or twin beds. There is a fully equipped kitchenette and outdoor braai/barbeque area. A small bedroom sleeps 2 kiddies on single beds. The bathroom has a walk in shower. Electricity power backup. There is a wood burning fire place for cosy winter evenings. Walk to town, restaurants and our famous seafront cliff paths. Of street parking and free fibre Wifi.

Top guest favourite
A hammock is neatly positioned between two trees, surrounded by fallen leaves. A small wooden side table is nearby, complementing the cozy outdoor setting of the chalet with large glass windows, allowing views into the living space. Lush greenery frames the scene.
Chalet in Greater Hermanus
5 out of 5 average rating, 112 reviews

the forest chalet - Sondagskloof

Built from Larch & Spruce cured to a dark finish, this secluded one bed-roomed chalet blends into the surrounding Poplar forest nestled next to a running stream. A King size bed, a luxurious bathroom with sliding door onto deck for a indoor/outdoor shower experience. The living-room/ kitchen is stylishly furnished & is fully equipped, with under counter fridge & gas hob, and a wood burning fireplace. Big picture windows & sliding doors open onto the deck, drawing the peaceful forest inside.

A vibrant sunset paints the sky in shades of pink and orange, reflecting off the distant ocean. The foreground features lush vegetation and the calm waters of the lagoon, framed by branches that add a natural touch to the serene landscape.
Chalet in Mereenbosch
4.71 out of 5 average rating, 14 reviews

Beach front accomodation on the Botriver Lagoon

On the front row, you don't get basic beach paradise like this anymore. Sunsets and amazing wilderness just an hour and a bit from Cape Town. With sea and lagoon views for days and situated in the Middlevlei gated estate only 15 min from Hermanus CBD. Great for family holiday, where kids roam free and adults get some down time. The lagoon and sea is on your doorstep. We love it.

A bright bedroom features a spacious bed with crisp white linens, accented by turquoise and green pillows. A vibrant green throw lies casually on the bed. Natural light pours in through a large window, illuminating the room's light-colored walls and minimalist decor.
Chalet in Stanford
4.64 out of 5 average rating, 11 reviews

Sugarbush Self Catering Cottage

Sugarbush is a one bedroom en-suite self-catering unit. Beautifully finished, spacious shower, soft white towels and a dreamy, comfy queen size bed. Fully equipped kitchen, as well as outside braai facilities. There are also inside fireplace in all of the units.

A hot tub made of metal is surrounded by trees, creating a private and natural setting. Water ripples gently, reflecting the sunlight. A person sits in the tub, facing away, emphasizing a relaxed atmosphere with nature nearby.
Chalet in Strand

Vuurherd

Comfortably furnished with a double bed, bunk bed and sleeper couches, the 6-sleeper unit has a private shower-only bathroom. The open-plan kitchen is fully equipped with a 2-plate gas stove and an indoor braai, opening to the patio and hot tub. bag wood.

Superhost
The fully equipped kitchen features wooden shelves displaying dishware and a decorative piece. A dining table is set with a floral tablecloth. Appliances include a stove, oven, microwave, and refrigerator, complemented by a kettle and Nespresso coffee machine. Natural light fills the space.
Private room in Grabouw
4.75 out of 5 average rating, 4 reviews

Braeburn Cottage

Open plan cottage with one bedroom to living area. King size bed OR twin beds/ percale linen/ electric blanket in winter months. Fully equipped kitchen including Nespresso coffee machine / microwave/ stove / oven. Cottage style bathroom with shower.

An open plan living space reveals vast sea views through large sliding glass doors. A comfortable seating area features a brown sofa and a small coffee table, while light-colored furnishings create a calming environment. Natural light fills the area, highlighting the minimalist decor.
Chalet in Gordon's Bay

Modern Sea View Cottage for 2 | Sea Views

The space is open plan for easy living with modern appliances such as dishwasher, stove top, microwave and kettle all easily at hand in the kitchen. Wake up to soft light and sea views after a peaceful sleep on a king size bed. Central and fabulous!

Superhost
A spacious sleeping area features a double bed with decorative pillows and a lightweight blanket. A stylish bench and a side table are positioned nearby. Natural light enters through windows, while air conditioning is visible on the wall. A potted plant adds a touch of greenery.
Chalet in Caledon

Room 6 - Garden Cottage

The cottage is separate to the manor house. It has airconditioning and a double bed (can convert in 3 single), en-suite bathroom with shower, an enclosed stoep with seating and a fireplace, and kitchenette with fridge, microwave and induction plate.

An aerial view captures the expansive landscape surrounding the property, depicting well-maintained grassy areas, scattered trees, and several buildings. Rolling hills and distant mountains provide a natural backdrop, enhancing the rural setting and inviting tranquility.
Chalet in Tesselaarsdal

The Milking Shed

The Milking Shed & Wood-Fired Hot Tub (Pre-Book) Offered on a self catering basis, it has two bedrooms, and a bathroom with a shower. One room has two single beds and the other one has a double bed. It also has a fireplace, there is no DSTV or TV.

Chalet in Caledon
New place to stay

1-Bedroom Eco Chalet

Cosy Coop eco-chalet features a 1 bedroom, balcony, bathroom, open-plan living area with a couch bed, fully equipped kitchen, a cosy lounge with fireplace. Outside, enjoy a covered deck with built-in braai, wood-fired hot tub, and secure parking

Private room in Gansbaai

Mountain Cottage nr.4

The cottage sleeps 2 adults and 2 kids. The bedroom has a king bed, and there is a mezzanine loft room with 2 single beds. The bathroom has a bath and shower. The kitchen is fully equipped, and there is an open-plan dining and living area.

Top guest favourite
A wooden deck is shown, featuring a round hot tub with two individuals relaxing. Nearby, a table is set with two chairs, flanked by a large umbrella. Potted plants add greenery, while a scenic landscape is visible in the background.
Chalet in Overberg District Municipality
4.97 out of 5 average rating, 31 reviews

Rivergate | Woodrose Cottage

This uniquely round cottage sleeps 2 and contains a queen-size bed, an en-suite bathroom with a shower, a well-equipped kitchen, dining and living area, a fireplace, a built in braai, and a private wood-fired hot tub pool.

Popular amenities for Overstrand Local Municipality chalet rentals

When is the best time to visit Overstrand Local Municipality?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$129 CAD$130 CAD$132 CAD$128 CAD$133 CAD$116 CAD$118 CAD$118 CAD$139 CAD$130 CAD$107 CAD$133 CAD
Avg. temp22 °C22 °C21 °C18 °C15 °C13 °C13 °C13 °C15 °C17 °C19 °C21 °C

Quick stats about chalet rentals in Overstrand Local Municipality

  • Total vacation rentals

    Explore 20 vacation rentals in Overstrand Local Municipality

  • Nightly prices starting at

    Overstrand Local Municipality vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Wifi availability

    10 of Overstrand Local Municipality vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Overstrand Local Municipality rentals

  • 4.8 Average rating

    Overstrand Local Municipality stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Overstrand Local Municipality’s top spots, include Fernkloof Nature Reserve, Betty's Bay Main Beach, and Benguela Cove Lagoon Wine Estate

Destinations to explore