
Holiday rentals with a pool in Drakenstein
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Drakenstein

Total holiday rentals
Explore 790 holiday rentals in Drakenstein

Nightly prices starting at
Drakenstein holiday rentals start at $18 NZD per night before taxes and fees

Verified guest reviews
Over 15,220 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
760 of Drakenstein holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Drakenstein rentals

4.8 Average rating
Drakenstein stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Drakenstein
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Olifantskop Cottage - Cosy Farm Stay
Enjoy the best of the Cape Winelands in this cosy 2 bedroom (4 people) farm cottage. Situated between two big dams, the cottage offers beautiful views stretching as far as Table Mountain on a sunny day. We allow catch-and-release Bass fishing and you are welcome to take a stroll around the farm to see the cows and many calves that roams next to the dams. The farm is 75 km from Cape Town International Airport and 6 km outside Wellington - the closest town. We'd love to host you on our farm!

Obiekwa Country House
Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Bellevlei Estate | Protea Cottage
Welcome to our cosy, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. Protea Cottage is perfect for taking in the sights of our historical town , mountain biking trails or a quick round of golf. Although shops and world class restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a round of golf, a weekend away or a longer stay, the Protea Cottage has all that you need.

Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

Heidi's Barn, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Rust du Stal
Nestled in the magnificent Slanghoek Valley. Surrounded by majestic mountains enchanted by peaceful surrounds, you will find Rust Du Stal. The valley offers adventures filled walks, horse riding and mountain bike trails. The valley can be visited throughout the year as each season reveals its own secret beauty. We offer comfortable, fully equipped, self-catering accommodations for your family. With outdoor and enclosed braai areas as well as Wi-Fi access and DSTV

Vineyard Cottage at Bosman Wines
A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.

Blackwood Log Cabin
A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Trendy private container home! Riverstone House.
Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.

Beautiful country house set in lush garden
This stylish home located near the Wellington town center, schools, Huguenot College and CPUT, is hosted by Antoinette. It's the ideal spot for professional long stays, parents of students, wedding guests or explorers of the winelands looking for accommodation in the beautiful country town of Wellington, South Africa. [This property do have a back-up power system, therefor guests won't experience any loadshedding.]

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Newly renovated, dreamy 3 bedroom house with Solar
Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.
Popular amenities for Drakenstein rentals with a pool
House rentals with a pool

De Villiers House

The heart of Franschhoek

Doran Vineyards Manor House

Magnificent views / luxurious setting- Sérendipité

Berghuis - Mountain Hideaway

Nooks Pied-a-Terre | Architecturally Stunning Home

Bantry Bay Home with Atlantic Ocean Views

Mongoose Manor by Steadfast Collection
Condo rentals with a pool

Stylish 1Bed - Large Balcony/Seaview & Heated Pool

On the Rocks in Bantry Bay

A magical home on the Cape Town Waterfront Canals

Penthouse w/ Infinity Pool / Bar / BBQ / Balcony

Perfect Views Of Table Mountain and Atlantic Ocean

Mountain View Penthouse | Secure 2BR, Views & Pool

Modern Ocean View Retreat in Camps Bay

Parker’s Park Lagoon
Home rentals with a private pool

Modern Contemporary Zen Tree House And Pool

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Constantia Klein 4 Bedroom Villa on the Vineyards
Contemporary Farmhouse with Garden and Pool

Table Mountain Home with Ocean View

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
Solar-Powered Mountain Retreat with Natural Pool
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 NZD | $206 NZD | $203 NZD | $167 NZD | $171 NZD | $162 NZD | $160 NZD | $162 NZD | $176 NZD | $178 NZD | $178 NZD | $222 NZD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Langeberg Local Municipality Holiday rentals
- Rentals with a beach view Drakenstein
- Rentals with a fire pit Drakenstein
- Rentals with breakfast Drakenstein
- Rentals with a patio Drakenstein
- Boutique hotels Drakenstein
- Private suite rentals Drakenstein
- Rentals with a washing machine and dryer Drakenstein
- Cabin rentals Drakenstein
- House rentals Drakenstein
- Waterfront rentals Drakenstein
- Tent rentals Drakenstein
- Apartment rentals Drakenstein
- Guesthouse rentals Drakenstein
- Cottage rentals Drakenstein
- Villa rentals Drakenstein
- Rentals with lake access Drakenstein
- Bed and breakfasts Drakenstein
- Pet-friendly rentals Drakenstein
- Smoking-friendly rentals Drakenstein
- Rentals with a sauna Drakenstein
- Rentals with a hot tub Drakenstein
- Family-friendly rentals Drakenstein
- Fitness-friendly rentals Drakenstein
- Rentals with a fireplace Drakenstein
- Chalet rentals Drakenstein
- Rentals with outdoor seating Drakenstein
- Farmstay rentals Drakenstein
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Muizenberg Beach
- Hout Bay Beach
- Stellenbosch University
- Clifton 4th
- St James Beach
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Babylonstoren
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Glen Beach
- Long Beach
- Cavalli Estate
- Things to do Drakenstein
- Things to do Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Nature and outdoors Cape Winelands District Municipality
- Things to do Western Cape
- Food and drink Western Cape
- Sightseeing Western Cape
- Sports activities Western Cape
- Art and culture Western Cape
- Tours Western Cape
- Entertainment Western Cape
- Nature and outdoors Western Cape
- Things to do South Africa
- Art and culture South Africa
- Sports activities South Africa
- Food and drink South Africa
- Sightseeing South Africa
- Nature and outdoors South Africa
- Tours South Africa







