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

Glen Beach Penthouse A on Glen Beach in Camps Bay
The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

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

Horizon 5 - Camps Bay
Soft colours elegantly combined with natural materials and modern details dominate the look and feel of this stylish 40 sqm Suite plus 12 sqm terrace/patio. Its limitless views over the Atlantic Ocean will take your breath away. CB-ONE offers an independent water supply. Our solar heated infinity pool, its spacious lounge and lush green lawns for sunbathing invite you to just stay "at home" and do nothing but relax, soaking up the sun and enjoying this beautiful panoramic view.

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.
Popular amenities for Woodstock rentals with a pool
House rentals with a pool

Bungalow 21 - Clifton 3rd by Steadfast Collection

Sunny 3 Bedroom House with Mountain Views

Newly Renovated Family Home with Plunge Pool

Hidden Woodstock Retreat

Mountain House

New: Camps Bay Luxury - Ocean & Mountain Views

Mountain Rd House Close to Cape Town

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

Stylish 1Bed - Large Balcony/Seaview & Heated Pool

On the Rocks in Bantry Bay

Mountain View Penthouse | Secure 2BR, Views & Pool

Amazing Ocean & Mountain Views From Trendy Condo

Modern Cape Town City Apartment & amazing views

913 - Table Mountain Views: Woodstock's WEX1

Modern Ocean View Retreat in Camps Bay

Breathtaking city and harbour views
Home rentals with a private pool

Camps Bay Family Beach home with great views.

Modern Contemporary Zen Tree House With Pool

Constantia Klein 4 Bedroom Villa on the Vineyards
Contemporary Farmhouse with Garden and Pool
Rooftop Pool | Views | 24h power

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton

Clifton Sunset - Superhost & Guest Favorite

Spacious Garden Apartment with View of Table Mountain
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 | $92 SGD | $79 SGD | $69 SGD | $63 SGD | $57 SGD | $57 SGD | $62 SGD | $66 SGD | $75 SGD | $83 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 |
Destinations to explore
- Flat rentals Woodstock
- Fitness-friendly rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Smoking-friendly rentals Woodstock
- House rentals Woodstock
- Rentals with a patio Woodstock
- Guest house rentals Woodstock
- Rentals with beach access Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with outdoor seating Woodstock
- Family-friendly rentals Woodstock
- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Boulders Beach
- Cape Town International Convention Centre
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cbd
- Cape Town Stadium
- Muizenberg Beach
- Stellenbosch University
- Hout Bay Beach
- Clifton 4th
- St James Beach
- Babylonstoren
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Tyger Waterfront Apartments Deck
- Long Beach
- Glen Beach





