
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.

Taj Mahal. Executive. Views. Gym. Parking. Pool.
GUEST FAVOURITE! Welcome to your central Cape Town retreat! The space is huge, clean, and boasts an interior design that combines comfort and sophistication. Each evening feel a sense of coming home to a sanctuary of relaxation and luxury. Guests love this abode. With its breathtaking vistas, this apartment serves as the perfect base from which to soak in the city's wonders. Cartwright's is a safe and secure building. Close to restaurants, museums. Perfect for working from home with fast wifi!

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.

Crown Comfort - Summer Lux private Hot Tub & Pool
Create lasting memories in this serene, air-conditioned, private haven — a peaceful retreat for relaxation and connection. Sink into plush bedding, unwind in soothing hot tubs, and gather around cozy fireplaces. Enjoy family fun with the pizza oven, under-roof braai, beside the sparkling heated pool (seasonal). Central yet away from the inner-city hustle, offering a safe, calm escape. Baby-friendly, beautifully styled, not affected by power cuts — the perfect getaway for couples or families.

Magnificent Clifton Retreat with Unparalleled Ocean Views
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.

16 on Bree | Penthouse Living One Bedroom
Experience the absolute best in ultra-modern living in Cape Town’s tallest residential tower. Situated on Bree Street, the trendiest street in Cape Town, this residential block is the culmination of sleek urban design and highly functional lock up & go living. The unit is perfectly aligned to the needs of both the businessperson (in the CBD, high-speed fibre optic connectivity) and the tourist (close to trendy restaurants, contemporary bars, art galleries, antique shops and design stores).

913 - Table Mountain Views: Woodstock's WEX1
Sparkling new open plan bedroom/living room in one studio on the top floor of the cutting edge WEX1 complex, located directly opposite the Woodstock Exchange. Magnificent views of Table Mountain and the city and relax with all the amenities of home near to hand. Uncapped Wi-Fi that's not affected by loadshedding. Easyview DSTV package, Netflix, gym, heated pool, lounge, laundry, supermarket, a parking, and 24hrs security, you can chill in splendour or be part of the action within minutes.

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

⭐Central | Security | Wifi | Parking | Pool | Gym⭐
Upmarket 1 Bed 1 Bath in high-security development. All the modern conveniences with a homey feel: o Luxury finishes & appliances o Walking distance to trendy taprooms, cafes o SPAR grocer, CLICKS retailer and Bootlegger coffee shop on the ground floor. o 5min drive to the CBD, waterfront, beaches or even drive/hike up table mountain. o Live/work inside or from the large courtyard, lounge at the rooftop pools, exercise in the gym, take a culture tour, you are spoilt for choice!

African Chic with Incredible Views & Pool Deck
Welcome to the greatest views imaginable from a stylish, brand new & tastefully decorated apartment high up in the Cape Town sky. Enjoy the 'sunsational' pool deck and outdoor gym on the 27th floor or simply step out onto your very own large wrap around balcony for breakfast while enjoying the finest views of Table Mountain, The sparkling azure of the Atlantic Ocean or the Robben Island & The Cape Town Stadium. *Zero power cuts in this builidng.

Chic 1-BR Apartment with Stunning Mountain Views
Experience luxury and comfort in this stylish 1-bedroom apartment, featuring a Juliette balcony with breathtaking Mountain Views. This super modern and spacious unit is equipped with all the amenities you will need for a perfect stay. Nestled in the heart of vibrant Bree Street, you’ll be just steps away from the best restaurants, nightlife, museums, and art galleries. This is a smoke-free building: smoking is strictly prohibited in all areas.

Waterfront Marina 003 Superior Garden Apt
Premium location: walking distance to Waterfront and CTICC Ultimate security within Marina Estate Modern and beautifully furnished, comfortable one-bedroom apartment 5kWh inverter/battery backup for load-shedding Free WiFi, smart TV, fully equipped kitchen, serviced twice weekly Cozy garden overlooking the Marina canal, perfect for stand-up paddling and water enthusiasts Dedicated parking bay, use of the gym and pool within the Estate

Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.
Popular amenities for Woodstock rentals with a pool
House rentals with a pool

Magnificent House with Garden & Mountain View

Tranquil Family Garden Cottage with Pool

Constantia Manor House by Steadfast Collection

Blackwood Log Cabin

Stylish Green Point Villa | Pool & Garden Retreat

Newly Renovated Family Home with Plunge Pool

Colourful Home with Rooftop and heated Plunge Pool

Mountain and Harbour Views - Grand Vue Cottage
Apartment rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

Zebra‘s Nest - 1308 - 16 In Bree

Newlands Peak

Over The Clouds - 3003 - 16 On Bree

Contemporary, Sea Point pad, w/ views & inverter

Sailor’s Away - 3004 - 16 On Bree

Modern Ocean View Retreat in Camps Bay

Breathtaking city and harbour views
Home rentals with a private pool

Elegant guest wing with own private garden & pool.

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree House Sparkling Pool

Villa Claybrook - Sun. Sea. Serenity.

Glen Beach Penthouse A on Glen Beach in Camps Bay

Spacious Home - Mountain Views,Pool,Firepit & BBQ

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $86 SGD | $90 SGD | $81 SGD | $69 SGD | $64 SGD | $57 SGD | $57 SGD | $62 SGD | $66 SGD | $69 SGD | $81 SGD | $88 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 120 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 2,530 verified reviews to help you choose

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

Rentals with dedicated workspaces
60 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 outdoor seating Woodstock
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- Rentals with a fireplace Woodstock
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- Rentals with a washing machine and dryer Woodstock
- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest




