
Holiday rentals with a pool in Woodstock
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Top-rated rentals with a pool in Woodstock
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.
Solar-Powered Mountain Retreat with Natural Pool
Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.

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.

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.

Admire Sea Views from a Stunning Apartment by Clifton Beach
A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

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

Modern Victorian Apartment off Kloof St
This charming 1-bedroom, 2 bathroom apartment is ideally located off vibrant Kloof Street, offering easy access to shops, cafes, and restaurants. Enjoy a heated private splash pool and outdoor shower with stunning views of Table Mountain. A glass-roofed conservatory provides the perfect spot for a home office or a cozy reading nook. Fully serviced and equipped with 200Mbps fiber internet for seamless connectivity, this spacious apartment is the perfect base for your city stay.

Primaview, Camps Bay, Cape Town
Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

Bantry Bay Home with Atlantic Ocean Views
Stylishly furnished two-bedroom house in Bantry Bay offering breathtaking views of the Atlantic Ocean and situated close to Clifton beach. The spacious bedrooms have queen size beds, en-suite bathrooms and sliding doors leading onto balconies facing the Atlantic Ocean and Clifton. The lounge and entertainment areas are spacious and equipped with a smart TV, fireplace and service bar. They lead out onto a veranda and swimming pool with a sunbathing deck.

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.

Bungalow 21 - Clifton 3rd by Steadfast Collection
Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.
Popular amenities for Woodstock rentals with a pool
House rentals with a pool

Newlands River House, Pool, Solar, Mountain view.

Magnificent House with Garden & Mountain View

Sunny 3 Bedroom House with Mountain Views

Modern Contemporary Zen Tree House With Pool

Hidden Woodstock Retreat

Luxury Villa Higgovale 360° Views | solar backup

Mountain Rd House Close to Cape Town

Casa dos Gêmeos | Pool | Minutes from City Center
Apartment rentals with a pool

Stylish 1Bed - Large Balcony/Seaviews & heatedpool

On the Rocks in Bantry Bay

A magical home on the Cape Town Waterfront Canals

Modern Cape Town City Apartment & amazing views

Stunning Studio Close To Beach

913 - Table Mountain Views: Woodstock's WEX1

Breathtaking city and harbour views

V&A Marina - Gulmarn 101 - With Power Backup
Home rentals with a private pool

Camps Bay Family Beach home with great views.

Watch the Sunrise in a Home with a Mountain View

Glen Beach Penthouse A on Glen Beach in Camps Bay

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

Unparalleled Third Beach Clifton Paradise

Table Mountain Home with Ocean View
Rooftop Pool | Views | 24h power
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $85 SGD | $91 SGD | $78 SGD | $68 SGD | $63 SGD | $56 SGD | $56 SGD | $61 SGD | $65 SGD | $74 SGD | $82 SGD | $90 SGD |
| 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 |
Quick stats about holiday rentals with a pool in Woodstock

Total holiday rentals
Explore 130 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Woodstock holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals
Destinations to explore
- Rentals with beach access Woodstock
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- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Cbd
- Cape Town Stadium
- Bloubergstrand Beach
- Fish Hoek Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Glencairn Beach
- Green Point Park
- Long Beach
- Boulders Beach
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Noordhoek Beach
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Cavalli Estate
- Glen Beach
- Mojo Market





