
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

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.

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.

Stylish Studio w/ Pool & Mountain Views | 16onBree
Stunning self-catering studio apartment located on Bree Street, in the heart of Cape Town. Perfect spot for business or leisure. Recently updated interior. 🌟 No loadshedding. 🚗 Free designated safe parking spot . � Secure residential complex with 24/7 security/reception. 🌄 Large openable windows with panoramic views. 🏊 Communal swimming pool & bar on the 27th floor. 💪 Functional training area for fitness enthusiasts. ⏰ Check-in: Strictly after 3 PM | Check-out: Strictly by 10 AM

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.

Tranquil studio w/own pool 100m from beach
Unwind on the poolside loungers after a busy day exploring and enjoy the view of Table Mountain. This spacious modern studio looks out onto your own exclusive use luxurious private pool patio. Go for a morning stroll along the beach, just 100 meters away. Use the study desk area indoors, or the large poolside table outside on the sheltered patio to work remotely with our high speed Fiber. The studio has backup lighting, air conditioning, Netflix and your own gated parking bay.

Virtual Reality Luxury Studio
Experience the best in technology and luxury comforts in our purpose-built, Work-from-Travel, video conferencing studio. Located in trendy Breë Street on the 21st floor of Cape Town's tallest residential building, this apartment will provide everything the modern-day global citizen needs. Let's start with the breathtaking ocean and city views. Add to that, everything you need to work. Height adjustable desk, 200mbps Internet line, Backup Power solution and even video lighting.

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.

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.
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.

Bree Penthouse with Panoramic Views
Opulent penthouse in Bree Street with 270 degree city, mountain and sea views with expansive outdoor patio area. Ultra-modern and exquisitely-decorated with breathtaking views across the whole of the city bowl and waterfront/harbour out onto South Africa's most iconic landmark and Natural Wonder of the World: Table Mountain, there is no excuse to not live your very best, most exclusive life from this penthouse.
Popular amenities for Woodstock rentals with a pool
House rentals with a pool

Bungalow 21 - Clifton 3rd by Steadfast Collection

Blackwood Log Cabin

Design Retreat Near City & Sea

Stylish Green Point Villa | Pool & Garden Retreat

Newly Renovated Family Home with Plunge Pool

Mountain House

Colourful Home with Rooftop and heated Plunge Pool

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

Amazing Modern Beachfront Pod

Newlands Peak

Mountain View Penthouse

Modern Cape Town City Apartment & amazing views

913 - Table Mountain Views: Woodstock's WEX1

Sailor’s Away - 3004 - 16 On Bree

Canal and palm views apartment

Zebra Paradise - 2908- 16 On Bree
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

Villa Claybrook - Sun. Sea. Serenity.

Glen Beach Penthouse A on Glen Beach in Camps Bay

Majestic Mountain Views from the Patio of a Designer Studio
Contemporary Farmhouse with Garden and Pool

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 | $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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Over 2,530 verified reviews to help you choose

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