
Vacation 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.

#1003 Cartwright - Stylish & Central
This apartment is a quiet haven of tranquility. Luxurious touches include a marble-topped dining table, quality bed linen, selection of books and artworks which set the space apart from so many hotel rooms out there. This spacious apartment offers everything - a stylish space, spectacular views, fast wifi, daily housekeeping, secure garage parking, Netflix, access to a gym and pool. 24/7 front desk and security means to accommodate late check ins. Beautifully decorated in a calming neutral palette. Text host directly to arrange access. Guests arriving after hours can collect key from 24hr concierge (by special arrangement.) Level of interaction is guest determined Located in the city centre, this is a vibrant area and the ideal place to base yourself to explore Cape Town's major attractions! The V&A Waterfront, Table Mountain, Clifton and Camps Bay beaches, CTICC, and Museums are all a short drive away. There are many restaurants, bars and coffee shops within walking distance. My City Bus transportation system. Taxi/Uber Free wifi, apartment is serviced

Doug And Sal's Rondebosch (with solar)
In Rondebosch, this secure property has beautiful views, is private and quiet with a separate entrance and off street parking, There's a lovely garden and shared swimming pool and the apartment itself is luxurious and well appointed. Living area and full en-suite - 35m² bedroom / lounge area with table and chairs and king size bed - Cupboards - Full DSTV (PVR for recording) - WIFI - Safe - Hairdryer Kitchenette - Kettle, Toaster, Nespresso coffee maker - Microwave, Fridge, Cutlery / crockery

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.

Elegant flat in Green Point next to the Waterfront
This incredible apartment has everything you need when visting Cape Town. Its perfect location is at the doorstep of the V&A Waterfront, countless chic restaurants, Table Mountain, and 5 minutes drive from Clifton beach. The promenade outside leads past the famous World Cup stadium and directly onto the beach promenade! The apartment is in a very modern and secure block. Includes: a top airconditioning system, super quick fibre internet, Netflix, CCTV, 24 hour security and dedicated parking

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).

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

217 On The Beach, Cape Town
Welcome to this beachfront property. The light and open apartment is an easy 8km from Cape Town's city center. The spacious apartment has direct access to the beach as well as breathtaking table mountain and sea views. Fall asleep to the sound and smell of the ocean and wake up ready to enjoy the pool, Beach and Cape Town's many attractions. Has battery backup for WiFi and TV during load shedding. The following TV streaming services are included: AmazonPrime Video, Disney plus.

⭐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!

Designer Unit with Mountain Views & Pool
Perched on the 22nd Floor of a brand new development, this sensationally decorated apartment allows you to enjoy the proverbial 'bird's eye view' of the finest city in the world. Not only can you and your travel partner enjoy 2 works spaces in both the lounge & main bedroom with mouth watering sunsets and ocean views as a backdrop but the 27th floor offers a huge pool deck & outdoor gym. A Mother City flat without equal. *Zero Power cuts in this building.

The Sanctuary, 1806, - 16 on Bree
Welcome to The Sanctuary (Table mountain views) Colourful birds and deep emeralds immersive you upon entering this lush space. Fitted with the best linen and finishings to take your breath away. A fully equipped kitchenette is at your disposal. The lounge is perfect for those comfortable movie nights. In this space you will find a multi-purpose dining/work station below the 50” TV (fast and secure wifi) with a balcony overlooking Table Mountain.
Chic De Waterkant Loft | Pool, Table Mountain View
Jaw-dropping 180° Table Mountain views from my elegant double-volume loft on the edge of De Waterkant Village. Surrounded by cobblestone streets, cozy cafés, and Cape Town’s iconic spots within easy walking distance, it’s the perfect mix of calm and city buzz. Enjoy the pool, fast Wi-Fi, and secure parking — ideal for couples, solo travellers, or digital nomads looking for comfort, style, and a true Cape Town experience.
Popular amenities for Woodstock rentals with a pool
House rentals with a pool

Blackwood Log Cabin

Design Retreat Near City & Sea

Newly Renovated Family Home with Plunge Pool

Tranquil Waterfront Hideaway with Stunning Views

Mountain House

Secure Luxury Ocean View Villa w Pool&Housekeeping

Colourful Home with Rooftop and heated Plunge Pool

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

A magical home on the Cape Town Waterfront Canals

Newlands Peak

Contemporary, Sea Point pad, w/ views & inverter

Mountain View Penthouse

913 - Table Mountain Views: Woodstock's WEX1

Sailor’s Away - 3004 - 16 On Bree

Zebra Paradise - 2908- 16 On Bree

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 Sparkling Pool

Glen Beach Penthouse A on Glen Beach in Camps Bay

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
Rooftop Pool | Views | 24h power
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $92 CAD | $97 CAD | $87 CAD | $74 CAD | $69 CAD | $62 CAD | $50 CAD | $56 CAD | $63 CAD | $73 CAD | $87 CAD | $95 CAD |
| 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 vacation rentals with a pool in Woodstock

Total vacation rentals
Explore 120 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at $14 CAD per night before taxes and fees

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Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Woodstock vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Hout Bay Beach
- Green Point Park
- Sandy Bay, Cape Town
- Babylonstoren
- St James Beach
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Durbanville Golf Club
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre