Holiday rentals with a pool in Woodstock

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Woodstock

  • Total holiday rentals

    Explore 180 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    180 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

Top-rated rentals with a pool in Woodstock

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Table Mountain
4.94 out of 5 average rating, 162 reviews

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

Guest favourite
A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.
Loft in Vredehoek
4.86 out of 5 average rating, 582 reviews

Chic Penthouse with Private Pool & Breathtaking Views

This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

Guest favourite
A spacious living area features large glass doors that invite natural light, with panoramic views visible outside. A combined leather sofa and soft throw blanket create a cozy corner. The room is complemented by indoor greenery and modern furnishing.
Loft in Vredehoek
4.85 out of 5 average rating, 107 reviews

Panoromic-View 3 Story Penthouse with Private Pool

Whether you are looking for a romantic getaway or a remote workspace, this 3-story artistic penthouse loft with private heated splash pool is perfect for you. With panoramic, uninterrupted views of Cape Town City, Table Mountain, Lions Head and the harbour, you will have no shortage of views. A mere 5km from Cape Town CBD, and close proximity to V&A Waterfront & Camps Bay Beach. Equipped workstation, including 2 screens and a docking station and uncapped, high-speed Wi-Fi for professionals.

Luxe
Villa in Clifton
4.91 out of 5 average rating, 121 reviews

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Top guest favourite
A private heated pool is showcased on the terrace, surrounded by lush greenery. The stunning views feature Table Mountain and Lions Head in the background, complementing the city skyline under the golden hues of the sunset.
Flat in Cape Town City Centre
4.97 out of 5 average rating, 244 reviews

Amazing penthouse - private pool & stunning views

Newly renovated in 2025 with a private pool (heated mid October to mid May) with a big terrace and views for life! 100 mbps Internet. 3 bedrooms, 2 bathrooms. Work on remote or enjoy a vacation, this spot is ideal for both! Located on top of Bree Street this penthouse is one of a kind. It boasts an amazing terrace and a private pool overlooking Table Mountain. Close to all trendy restaurants and Waterfront/ the beaches just 10 min away. 24 h security and 2 private garage parkings included.

Top guest favourite
A spacious balcony is viewed at night, featuring a comfortable lounge suite and glass coffee table. City lights and the illuminated waterfront create a vibrant backdrop, with palm trees softly framing the scene. The sound of water from a nearby pool can be conveyed.
Flat in Cape Town City Centre
5.0 out of 5 average rating, 144 reviews

The Ultimate View Waterfront Marina G204

Spectacular views Ultimate security Luxuriously furnished Extra spacious apartment with balcony Free WiFi, smart TV 5kWh inverter/battery backup for load-shedding For a discerning traveler: fully equipped kitchen, top of the range appliances, king size bed with quality linen and toiletries, full bathroom (shower and bath) Convenience: a short walk away to the Waterfront restaurants and shopping as well as conference venues, CTICC Added amenities: pool, gym, dedicated parking space

Guest favourite
A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.
Guest suite in Woodstock
4.89 out of 5 average rating, 148 reviews

cozy garden cottage in Upper Woodstock with pool

We have added a small, cozy guest suite to our family home in upper Woodstock and welcome guests from all over the world. We, that is Kent and Susanne with our daughter Alba (10) and our lovely dog Vivienne Westwood (Vivi). Our approximately 25 square meter cottage is located in our beautiful shared garden with saltwater pool and has its own bathroom and kitchenette. Our guests appreciate the Upper Woodstock location and the garden while having us around for questions. Streetparking

Guest favourite
A modern living area features large glass windows providing expansive views of the surrounding landscape. A comfortable sofa adorned with cushions faces a sleek coffee table, while a decorative plant adds a touch of greenery. A flat-screen TV is mounted on a light wood console.
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 253 reviews

Perfect Views Of Table Mountain and Atlantic Ocean

We welcome you to join us at our brand new, modern & tastefully decorated apartment with, quite frankly, the ultimate position and views you could ever dream of while visiting Cape Town. Think the pics are pretty by day? See the sunsets and the enchanting city & waterfront lights by night. Just 3 floors below, the 27th floor pool deck and outdoor fitness area provides you with perfect 360 degree iconic views. Step out onto buzzing Bree Street...WOW! *Zero power cuts in this building.

Top guest favourite
The living area features a comfortable grey sofa paired with a yellow accent chair. Round mirrors and framed art adorn the walls, while decorative cushions add a pop of color. A glass table sits atop a soft rug, surrounded by hardwood flooring.
Home in Woodstock
4.94 out of 5 average rating, 181 reviews

Mountain and Harbour Views - Grand Vue Cottage

The property is situated in Cape Town's Walmer Estate suburb, high up the mountain below Devil's Peak. The views from the property are spectacular, you can see Lion's Head, Signal Hill, Table bay and Cape Town harbour. The property has great decor and furniture for your comfort and it's ideal for families or groups who want to be near the city but also to escape it and relax. Solar panels and battery backup system is fitted to escape electricity outages.

Guest favourite
Flat in Cape Town City Centre
4.84 out of 5 average rating, 186 reviews

Designer PH with 180° views of City, Mntn & Ocean.

Welcome to this super spacious, luxurious penthouse in the heart of the city centre. Enjoy 180° views of the City, Ocean and Table Mountain & Lions Head from the massive wrap around balconies on both floors. Close to all the best restaurants, art galleries, coffee shops, bars, museums and much more! All amenities are there as well as fast uncapped WiFi. There is lovely games area upstairs with a view for the best quality-time. No visitors allowed.

Top guest favourite
A modern living area is viewed, featuring a comfortable leather sofa and a glass coffee table. Natural light enters through large windows, illuminating a dining area with a glass-top table. Artwork adorns the walls, enhancing the contemporary ambiance.
Flat in Cape Town City Centre
4.95 out of 5 average rating, 550 reviews

Stylish Apartment with Stunning Harbour Views

Wake up to spectacular sunrise views over Cape Town Harbour and the surrounding mountains. Relax in this stylish, air-conditioned apartment with a king-size bed, modern kitchen, luxurious bathroom and Netflix. Food Lover's Market downstairs offers fresh groceries, delicious ready-made meals and generous breakfast and lunch buffets. Enjoy complete peace of mind with 24-hour security, facial recognition access and professional on-site security staff.

Top guest favourite
Apartment in Cape Town City Centre
4.96 out of 5 average rating, 104 reviews

Signature Home @ Waterfront Canals

You will have a unique and elevated experience when you stay in this apartment. The location is unparalleled, Foreshore is a sought after neighbourhood in Cape Town, with close proximity to the iconic Waterfront, walking distance to CTICC, plenty of activities and dine out options to enjoy and make the most of your stay. The building is extremely safe, there is 24/7 security monitoring the premises and surrounding areas.

Popular amenities for Woodstock rentals with a pool

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