Guesthouse vacation rentals in Overberg District Municipality

4.88 out of 5 average rating, 134 reviews

A ceramic vase holds a bouquet of large, textured protea flowers, complemented by green leaves. Nearby, a small dish presents two round, deep-burgundy fruits. The background features a soft, muted wall, highlighted by a coral-colored chair.

Guesthouse in Napier

Die Derde Bedryf - Self Catering Cottage

This small cottage consists of a front room with double bed, one bedside table that can double as office space, two wingback chairs for relaxing, a round table that seats 4 people. The kitchenette provides the basic needs for catering. Out of the open plan front room, you enter the second bedroom with two single beds. Enter the spacious bathroom from this room. This is ideal for a family, but could lack some privacy, for strangers sharing. (In this case we suggest booking the six sleeper, also available from Die Derde Bedryf.)

Guesthouse in Villiersdorp

A serene landscape captures a calm body of water reflecting the clear blue sky. Lush greenery borders the water's edge, while distant mountains create a stunning backdrop against the horizon. A dirt path runs alongside the water, inviting exploration of the natural surroundings.

5 out of 5 average rating, 86 reviews

Kliprivier Cottage

Kliprivier Cottage is nestled within vineyards and surrounded by the beautiful Stettyn mountains. We are completely off-grid with solar electricity, so it's the perfect escape from the city where one can forget about load shedding and traffic for a while. We are just across the road from Stettyn Family Vineyards tasting room, where award winning wines and cheese platters can be enjoyed. We've got amazing MTB / running trials, as well as a beautiful dam to do some bass fishing and/or birding.

4.99 out of 5 average rating, 177 reviews

Guesthouse in Montagu

Pecan Tree Cottage

Perfect couples retreat in the beautiful village of Montagu, surrounded by breathtaking mountain scenery. Within walking distance of the town centre. Hike the nature trails right on your doorstep, or simply lap up the tranquility in our fully fitted and comfortable little cottage. Explore the amazing attractions the Langeberg area has to offer, and after a long day in the heat of the Little Karoo, relax with a glass of local wine and enjoy the African sun set from the private pool. Amazing !

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.

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).

Guesthouse in Stellenbosch

An outdoor pergola is visible overhead, framed by a wooden lattice. Bright red flowers peek through, adding a touch of color to the scene. A wooden fence stands at one side, partially obscuring the view of a green garden beyond.

4.85 out of 5 average rating, 100 reviews

Grapevine Cottage separate 2 bedroom at Kriluki.

Kriluki is a character-filled family home that offers various accommodation options in the green and leafy area of Karindal, Stellenbosch. It is situated on the way to Jonkershoek Nature Reserve, close to wine farms and Stellenbosch Central. A small shopping centre is 300m away and is open daily from 7am to 7pm. This property offers guests a huge amount of choice in terms of accommodation. Rooms and facilities can be booked separately or as a group. Free Wi-Fi is available in all rooms.

Guesthouse in Pringle Bay

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.

5 out of 5 average rating, 127 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

4.88 out of 5 average rating, 111 reviews

Lush greenery surrounds a vibrant garden path, leading to a grassy area framed by blooming flowers. Varieties of plants, including tall white and yellow iris, create a natural border, while the serene atmosphere offers a peaceful retreat under the soft, diffused light.

Guesthouse in Barrydale

Moon Cabin

Moon Cabin is nestled in the centre of Barrydale which rests beneath the majestic spires of the Langeberg mountain range. It's 3 streets from the local restaurants, shops and pubs. The Cabin is a separate guest house on a large green plot with the main house far away enough for guest's privacy. The Cabin is designed to be 'modern rustic' with beautiful light, modern appliances, comfortable beds and quiet serenity. We have wifi & a backup battery for running devices during loadshedding.

5 out of 5 average rating, 36 reviews

A serene garden scene features a decorative fountain at the center of a pond, surrounded by lily pads and vibrant water lilies. Lush greenery forms a backdrop, with a charming white wall and floral accents visible beyond the water feature.

Guesthouse in Montagu

Grey Rabbit Cottage

Embrace the magic of slow living in Montagu. Boasting breathtaking views of the Langeberg mountains - & within walking distance to the delights of this little Klein Karoo town - Grey Rabbit Cottage is the perfect en-route stopover to slow down & explore all that is on offer: upmarket restaurants, local eateries, charming coffee shops, hiking & mountain biking trails, fruit orchards, olive groves, vineyards & the friendliest people. It won't be long before you fall under Montagu's spell.

A panoramic view of a coastal landscape is displayed, featuring rolling waves lapping against rocky shores. Rolling hills covered in lush vegetation rise in the background, under a clear blue sky, showcasing the vibrant colors of the ocean and the coastal scenery.

4.91 out of 5 average rating, 221 reviews

Sunbird Cottage - Somerset West

My place is in the heart of the Cape Winelands, in the picturesque town of Somerset West. Ideally located, only a scenic 20 min drive into the tourist town of Stellenbosch. 40 min to Cape Town CBD. 10 min to the beach. 1 hour to Hermanus (whale viewing and shark diving). Plenty of wine estates for tasting /meals (Lourensford & Vergelegen only 5 minutes away). Many hiking trails & MTB trails within walking/cycling distance. My place is good for couples , adventurers, business travelers.

Guesthouse in Franschhoek

A modern cottage is framed by lush greenery and vibrant purple flowers. A stone pathway leads to a wooden door, surrounded by neatly trimmed hedges. Tall trees provide dappled sunlight, enhancing the quiet and inviting atmosphere of the residential setting.

4.96 out of 5 average rating, 132 reviews

Stylish one bedroom guest house

Leopard cottage is a quiet, newly finished and safe one bedroom self catering cottage located behind our house on a residential street in Franschhoek. You will have privacy on the covered stoop as you relax looking at the garden enjoying a meal and a glass of wine. A separate entrance to our cottage allows you to come and go as you please. A five to eight minute walk will take you to restaurants and shopping. Come and stay at Leopard Cottage, we’d love to meet you!

Guesthouse in Betty's Bay

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.

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).

4.8 out of 5 average rating, 289 reviews

Guesthouse in Hermanus

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Overberg District Municipality guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

The cottage presents a charming facade with a sloping roof and shutters. A small patio area features a wooden table and chairs, surrounded by a well-maintained lawn. The entrance is framed by potted plants, enhancing the inviting appearance of the home.

Guesthouse in Grabouw

5 out of 5 average rating, 4 reviews

Birch Cottage at Wildekrans Country House

JoannaRating, 5 stars7 months ago

Wildekrans is absolutely beautiful. The gardens are spectacular, and the cottage is beautifully and tastefully designed and decorated. The two bedrooms are nicely private from each other with en-suite bathrooms in both, with the shared kitchen in between. It is delightful sitting on the porch looking out onto the gardens and mountain vistas ahead, either with morning coffee or an evening drink. The swimming pool was surprisingly warm and inviting. Everything we needed we had! We will definitely be back!

A spacious garden is presented, featuring lush green grass and mature trees providing shade. A wooden bench and a table are visible, alongside a stone barbecue setup. Flower beds add color to the garden, while distant structures hint at the surrounding farmland.

Guesthouse in Bredasdorp

4.68 out of 5 average rating, 51 reviews

Werf huisie

RadostinaRating, 5 stars5 months ago

We loved our stay - Henry and his family were very kind. The place is very peaceful and comfortable. The surroundings are stunning especially if you like birds - at this time of the year there was lots of water around which made spotting them easier.

Guesthouse in Franschhoek

The exterior of Villa-Roux showcases a charming two-story structure, featuring a yellow facade and a green roof. A balcony adorned with flowers and a large yellow umbrella offers outdoor relaxation. Lush greenery surrounds the property, enhancing the tranquil atmosphere.

4.91 out of 5 average rating, 77 reviews

Villa-Roux Self Catering Garden Cottage

MichaelRating, 5 stars1 month ago

As always, a great stay. My 5th time (?) and counting.

4.87 out of 5 average rating, 79 reviews

The modern cottage facade is highlighted by large glass doors that provide a view into the interior spaces. A well-maintained lawn stretches in front, enhancing the bright and open atmosphere. The upper deck offers a glimpse of seating, inviting relaxation with a scenic backdrop.

Guesthouse in De Kelders

Seaview selfcatering apartment Gansbaai

BerndRating, 5 stars2 months ago

Great place to explore this beautiful coastal area…make sure you visit walker bay nature reserve and its caves! Apartment has all you will need and is very inviting…2nd bathroom a bonus! Main Street 5 minutes away by car…walking the hood‘ nice and quiet!

5 out of 5 average rating, 89 reviews

A bright and airy bedroom features a spacious bed adorned with soft white linens and decorative pillows. Two charming bedside tables provide ample space for personal items. Natural light fills the room through the large windows, framed with floral curtains.

Guesthouse in Barrydale

Mr Albert’s

MikeRating, 5 stars1 month ago

we had a wonderful, restful stay in beautiful surroundings. The space is as per the photographs with everything you will require. Natalie is a kind and caring host and we aim to return as soon as we can!

The entrance features a charming pathway made of brick, surrounded by lush greenery and potted plants. A small white table and chair set sit invitingly near the entrance, framed by a stone wall and a large tree offering shade.

4.98 out of 5 average rating, 50 reviews

Helder Garden Guesthouse

AnneRating, 5 stars2 months ago

Wonderful stay with a perfect host. We stayed as a family of 3 and loved our visit. We will come back to SA one day and would love to stay here again.

An outdoor balcony space features a large, sturdy picnic table made from dark wood. The sea and harbor views are visible beyond, with waves lapping at the shore. Bright blue skies are seen overhead, creating an inviting space for relaxation.

Guesthouse in Gansbaai

4.78 out of 5 average rating, 68 reviews

Oom Piet Accommodation - Unit 6

KateRating, 5 stars2 weeks ago

Great stay

Guesthouse in Buffeljagsrivier

A silhouetted giraffe stands against a vibrant sunset, with the warm hues of orange and pink spreading across the horizon. The outline of a tree is visible in the foreground, adding depth to the tranquil scene.

4.89 out of 5 average rating, 57 reviews

Rhebok Family Cottage with Hot Tub

VictoriaRating, 5 stars2 months ago

Great rustic farm stay outside of Swellendam. Safe to explore the area and the wood fired hot tub was a perfect addition. We loved exploring the farm and spotting all of the animals, especially the giraffe! Comms from the host could have been better though as we had some difficulty finding the farm for check-in without any directions.

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Guest house rentals with a patio

Guesthouse in Cape Winelands District Municipality

A stylish sleeping area features a spacious bed adorned with white linens and decorative pillows. A light-colored headboard complements the dark green wall. A bedside table holds neatly rolled towels, and a piece of photography depicting a shoreline is displayed above.

5 out of 5 average rating, 10 reviews

Flatlet with private veranda - B

AmyRating, 5 stars1 month ago

Clean, peaceful and functional. A great place to rest after a wedding with black out curtains and great air con.

A spacious living and dining area features a comfortable sofa, wooden dining table, and chairs. Natural light enters through large windows, complemented by warm pendant lighting. Textured wall art and decorative elements enhance the inviting ambiance. A television is mounted on the wall, providing entertainment options.

4.94 out of 5 average rating, 17 reviews

Die Klein Huis

SusanRating, 5 stars2 months ago

Chantelle is an excellent host and answers messages promptly. She allowed a late checkout and dealt with any problems that came up during the stay. The accommodation is very clean and beautiful. Highly recommended

A modern lounge area features a gray sofa and two yellow accent chairs, all arranged around a wooden coffee table. A decorative rug lies beneath the furniture, and a wall art piece with floral designs adds color to the space. A lamp stands in the corner, illuminating the room.

5 out of 5 average rating, 5 reviews

Cote Cottage

ValentinaRating, 5 stars3 months ago

We had a lovely stay with our dogs. Pat, our host, was simply amazing! We were nervous about leaving our dogs alone at times, and she was so kind to treat them as though they were her own. The kitchen is also extremely well stocked with everything you need. We had such a homely-feeling stay. I can’t fault our stay in any way. Thank you Pat, we will be back :)

Guesthouse in Villiersdorp

The bedroom features soft green walls and a spacious bed adorned with floral pillows. A vintage wardrobe and dresser complement the warm lighting from a stylish lamp. A decorative blanket rests at the foot of the bed, enhancing the room's cozy atmosphere.

4.83 out of 5 average rating, 12 reviews

The Garden Cottage

NathiRating, 5 stars1 month ago

Greatest hostess ever. The skylight in the bathroom is my highlight

The exterior of a white, two-story building is showcased, featuring decorative architecture and multiple windows with green shutters. Surrounding vegetation includes palm-like plants and trees, contributing to a serene, rural environment under a clear blue sky.

Guesthouse in Riviersonderend

4.67 out of 5 average rating, 3 reviews

Self Catering Unit

RonnieRating, 5 stars1 month ago

Thank you for having us share your home. It was peaceful and serene. We appreciate it.

4.91 out of 5 average rating, 53 reviews

An open living space features a cozy sofa adorned with decorative cushions. A dining area with a table for four sits near large glass doors leading to the patio. A loft above offers additional space, while calming colors create a relaxed atmosphere.

Guesthouse in Sandbaai

The Gums Sandbaai. Hermanus

DavidRating, 5 stars2 months ago

Great little place, ideal for just two people particularly on a long stay. Nothing was too much trouble for Pam, even to the extent that we had a few shared meals with her. Close to the shopping mall and an easy drive into Hermanus. Would highly recommend it, and will in all likelihood stay there in the future.

A spacious outdoor terrace features comfortable seating and vibrant potted plants. Ocean views are visible in the background, with clear blue skies above. The wooden decking enhances the outdoor living area, providing a relaxing space to enjoy the coastal scenery.

4.88 out of 5 average rating, 8 reviews

Whale Watchers Gordon's Bay

CarolinRating, 5 stars4 months ago

We had a wonderful stay at this beautiful accommodation! From the moment we arrived, Jude and Theunis gave us the warmest welcome and made us feel right at home. They provided us with really nice family recommendations for the area, which made our trip even more special. The view from the accommodation is absolutely stunning, and it’s the perfect place for couples looking for a relaxing getaway. While the road runs directly past the property and can sometimes be a bit noisy, it didn’t disturb our sleep at all. Overall, a very nice experience with a truly kind and welcoming hosts.

A spacious home exterior is highlighted at dusk, featuring a stone chimney and wooden beams on the porch. Large windows allow for natural light, while the surrounding landscape is marked by gravel and natural elements, blending the structure harmoniously with its environment.

Guesthouse in Gansbaai

5 out of 5 average rating, 3 reviews

fijnbosch manor@romansbaai

JoeRating, 5 stars1 month ago

Loved staying at Justin's place! Amazing host with an awesome place, safe and private with everything you could need for your stay. The accommodations are great, perfect place to unwind after a busy day and have a braai in the backyard. Great walking trails leading to the ocean with some birds and wildlife on your doorstep. Justin was very responsive and went out of his way to make sure I had everything I needed. This place is a must stay if you're in the Gansbaai area!

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Guest house rentals with a washer and dryer

5 out of 5 average rating, 46 reviews

Guesthouse in Grabouw

Aloe garden apartment in tranquil setting

LeandraRating, 5 stars2 months ago

We had a wonderful, relaxing stay. Maya was welcoming and friendly.

4.91 out of 5 average rating, 76 reviews

The image captures a well-maintained garden featuring various trees and flowering shrubs, with a backdrop of majestic mountains under a clear blue sky. Lush greenery frames the scene, creating a serene and natural environment.

Guesthouse in Swellendam

Swellendam Guesthouse - Bukkenburg

EstiaanRating, 5 stars1 month ago

Well managed little cottage in a beautiful garden, with all creature comforts. Looks just like advertised, and is kept very clean.

A white serving tray holds two light green mugs and a white teapot, accompanied by a small creamer. The clean kitchen background features a microwave, storage jars, and a dish rack, with a minimalist tile design enhancing the space.

5 out of 5 average rating, 3 reviews

Brookwood Studio

TheresaRating, 5 stars5 months ago

We had a fabulous time. We were welcomed into their home as if we were family. Very warm hearts, accommodating, and amazing people. Definitely one of the best Air BnB stays that we have had. Huge thank you.

4.82 out of 5 average rating, 51 reviews

A serene beach scene is captured, featuring gentle waves lapping at the shore under a blue sky dotted with clouds. A lone figure walks along the water's edge, with rocky formations visible in the background, creating a tranquil coastal environment.

Guesthouse in Hermanus

Beautiful, Light-Filled Voelklip Beach House

GarrettRating, 5 stars1 month ago

Had an amazing. Best spot in Hermanus. Will definitely recommend and would love to go back soon!

A view from the cottage's patio showcases a well-maintained garden with stepping stones leading through lush greenery. Outdoor seating is visible, along with a large umbrella providing shade. The horizon features trees and distant views of the landscape under a clear sky.

Guesthouse in Somerset West

4.73 out of 5 average rating, 15 reviews

Cottage in security Estate with tennis court

MjRating, 5 stars5 months ago

This is a wonderful stay for 3 people, in a beautiful garden with private access. The house is in a villa area with guarded barrier by the main road. Practical space with everything you need and nice garden seat and sunbeds. From here, quick access to shops, coast, airport and inland.

4.93 out of 5 average rating, 40 reviews

Guesthouse in Hermanus

Tuis en Tevrede - 2 Bedroom Flat, Hermanus

KatjaRating, 5 stars2 months ago

We had a great short stay and enjoyed it a lot. Thank you for the wonderful time.

Guesthouse in Franschhoek

The living area features a high cathedral ceiling with exposed wooden beams. A cozy seating arrangement is complemented by a decorative rug and various textures from woven baskets and a floor lamp. Large doors open to the garden, allowing natural light to fill the space.

4.97 out of 5 average rating, 403 reviews

Mayflower Cottage

IanRating, 5 stars1 month ago

We had a lovely stay at Cates guest cottage in the grounds of her house. It's just around the corner from the main street and all it offers so a great location. Carien who was there to help settle us in was lovely and made us feel right at home from the off.