A white colonial-style building with a steeply pitched roof, surrounded by lush greenery and a mountainous backdrop.

Find Hotels with a Pool in Cape Winelands

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Cape Winelands Hotels with a Pool

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Cape Winelands hotels with a pool

1. Montagu Vines Guest House

Montagu Vines Guest House
Montagu
  • Dip into poolside bliss with mountain views while sipping local wine at this boutique guesthouse retreat.
¥23,349
¥27,075 total
includes taxes & fees
Aug 29 - Aug 30
Montagu Vines Guest House

2. Jan Harmsgat Country House

Jan Harmsgat Country House
Boesmanspad
  • Mountain retreat with Victorian charm offers poolside relaxation and bicycle adventures.
¥21,491
¥24,832 total
includes taxes & fees
Sep 5 - Sep 6
Jan Harmsgat Country House

3. Galenia Estate

Galenia Estate
Montagu
¥36,254
¥41,692 total
includes taxes & fees
Sep 4 - Sep 5
Galenia Estate

4. Schulphoek House

Schulphoek House
Hermanus
  • Soak in coastal splendor at this boutique guesthouse with a 24-hour pool and ocean dining.
¥29,832
¥34,307 total
includes taxes & fees
Aug 27 - Aug 28
Schulphoek House

5. Klein Waterval Riverside Lodge

Klein Waterval Riverside Lodge
Franschhoek
  • Scenic riverside pool retreat offers mountain views and sun-soaked relaxation amid lush garden surroundings at this country house.
¥28,677
¥33,112 total
includes taxes & fees
Sep 3 - Sep 4
Klein Waterval Riverside Lodge

6. Holden Manz Country House

Holden Manz Country House
Franschhoek
  • Vineyard retreat offers pool, massages, wine tastings, and mountain views for luxurious countryside escape.
¥25,618
¥29,755 total
includes taxes & fees
Sep 1 - Sep 2
Holden Manz Country House

7. Sandbaai Country House

Sandbaai Country House
Sandbaai
¥17,246
¥19,833 total
includes taxes & fees
Aug 27 - Aug 28
Sandbaai Country House

8. Schoone Oordt Country House

Schoone Oordt Country House
Swellendam
  • Seasonal outdoor pool creates a blissful oasis in this luxury country house, complete with sun loungers and poolside umbrellas.
¥42,479
¥48,851 total
includes taxes & fees
Aug 31 - Sep 1
Schoone Oordt Country House

9. Asara Wine Estate & Hotel

Asara Wine Estate & Hotel
Stellenbosch
  • Take a dip in the lakeside pool at this luxury boutique hotel, where poolside service meets wine estate tranquility.
¥22,503
¥26,396 total
includes taxes & fees
Sep 18 - Sep 19
Asara Wine Estate & Hotel

10. Abalone Hotel & Villas

Abalone Hotel & Villas
Paternoster
  • Splash into serenity with two outdoor pools and private plunge pools at this luxury Paternoster retreat.
¥17,694
¥20,833 total
includes taxes & fees
Sep 6 - Sep 7
Abalone Hotel & Villas
View all properties

Choose what matters most at hotels with a pool in Cape Winelands

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Cape Winelands

Rothman Manor Guest House

Rothman Manor Guest House
Swellendam
¥13,341
¥15,516 total
includes taxes & fees
Sep 3 - Sep 4
Rothman Manor Guest House

The Robertson Small Hotel

The Robertson Small Hotel
Robertson
¥34,078
¥39,459 total
includes taxes & fees
Sep 11 - Sep 12
The Robertson Small Hotel

Montagu Country Hotel

Montagu Country Hotel
Montagu
¥15,019
¥17,272 total
includes taxes & fees
Aug 27 - Aug 28
Montagu Country Hotel

@Franschhoek Hotel

@Franschhoek Hotel
Franschhoek
¥18,966
¥21,929 total
includes taxes & fees
Sep 1 - Sep 2
@Franschhoek Hotel

Grande Roche Hotel

Grande Roche Hotel
Paarl
¥47,191
¥54,565 total
includes taxes & fees
Aug 28 - Aug 29
Grande Roche Hotel

Boschendal Farm Estate

Boschendal Farm Estate
Franschhoek
¥36,987
¥42,960 total
includes taxes & fees
Aug 27 - Aug 28
Boschendal Farm Estate

Sugarbird Manor at Protea Heights Farm

Sugarbird Manor at Protea Heights Farm
Stellenbosch
¥19,755
¥22,919 total
includes taxes & fees
Sep 2 - Sep 3
Sugarbird Manor at Protea Heights Farm

Asara Wine Estate & Hotel

Asara Wine Estate & Hotel
Stellenbosch
¥22,503
¥26,396 total
includes taxes & fees
Sep 18 - Sep 19
Asara Wine Estate & Hotel

Sandbaai Country House

Sandbaai Country House
Sandbaai
¥17,246
¥19,833 total
includes taxes & fees
Aug 27 - Aug 28
Sandbaai Country House

Clouds Estate

Clouds Estate
Stellenbosch
¥31,032
¥35,687 total
includes taxes & fees
Sep 10 - Sep 11
Clouds Estate
View all properties

4-star hotels with pools in Cape Winelands

Cultivar Guest Lodge

Cultivar Guest Lodge
Stellenbosch
¥13,030
¥14,984 total
includes taxes & fees
Aug 27 - Aug 28
Cultivar Guest Lodge

@Franschhoek Hotel

@Franschhoek Hotel
Franschhoek
¥18,966
¥21,929 total
includes taxes & fees
Sep 1 - Sep 2
@Franschhoek Hotel

Strandloper Ocean Boutique Hotel

Strandloper Ocean Boutique Hotel
Paternoster
¥37,742
¥43,701 total
includes taxes & fees
Aug 28 - Aug 29
Strandloper Ocean Boutique Hotel

Sugarbird Manor at Protea Heights Farm

Sugarbird Manor at Protea Heights Farm
Stellenbosch
¥19,755
¥22,919 total
includes taxes & fees
Sep 2 - Sep 3
Sugarbird Manor at Protea Heights Farm

Boschendal Farm Estate

Boschendal Farm Estate
Franschhoek
¥36,987
¥42,960 total
includes taxes & fees
Aug 27 - Aug 28
Boschendal Farm Estate

Whale Rock Luxury Lodge

Whale Rock Luxury Lodge
Westcliff
¥21,534
¥25,123 total
includes taxes & fees
Sep 16 - Sep 17
Whale Rock Luxury Lodge

Hotel Roosje van de Kaap

Hotel Roosje van de Kaap
Swellendam
¥15,106
¥17,372 total
includes taxes & fees
Aug 29 - Aug 30
Hotel Roosje van de Kaap

Belmonte Guesthouse

Belmonte Guesthouse
Paarl
¥14,294
¥14,294 total
includes taxes & fees
Aug 28 - Aug 29
Belmonte Guesthouse

De Zalze Lodge

De Zalze Lodge
Stellenbosch
¥27,967
¥32,162 total
includes taxes & fees
Aug 30 - Aug 31
De Zalze Lodge

Vrede en Lust Wine Estate

Vrede en Lust Wine Estate
Paarl
¥28,160
¥32,384 total
includes taxes & fees
Aug 30 - Aug 31
Vrede en Lust Wine Estate
View all properties

5-star hotels with pools in Cape Winelands

Rothman Manor Guest House

Rothman Manor Guest House
Swellendam
¥13,341
¥15,516 total
includes taxes & fees
Sep 3 - Sep 4
Rothman Manor Guest House

The Robertson Small Hotel

The Robertson Small Hotel
Robertson
¥34,078
¥39,459 total
includes taxes & fees
Sep 11 - Sep 12
The Robertson Small Hotel

Grande Roche Hotel

Grande Roche Hotel
Paarl
¥47,191
¥54,565 total
includes taxes & fees
Aug 28 - Aug 29
Grande Roche Hotel

Bushmans Kloof Wilderness Reserve

Bushmans Kloof Wilderness Reserve
Cederberg
¥106,993
¥124,438 total
includes taxes & fees
Aug 27 - Aug 28
Bushmans Kloof Wilderness Reserve

Birkenhead House

Birkenhead House
Voelklip
¥192,576
¥192,576 total
includes taxes & fees
Aug 30 - Aug 31
Birkenhead House

Clouds Estate

Clouds Estate
Stellenbosch
¥31,032
¥35,687 total
includes taxes & fees
Sep 10 - Sep 11
Clouds Estate

Khanyisa Mountain Lodge

Khanyisa Mountain Lodge
Robertson
¥21,310
¥24,657 total
includes taxes & fees
Aug 27 - Aug 28
Khanyisa Mountain Lodge

Webersburg Wine Estate

Webersburg Wine Estate
Stellenbosch
¥46,689
¥53,692 total
includes taxes & fees
Sep 3 - Sep 4
Webersburg Wine Estate

Arabella Hotel Golf & Spa

Arabella Hotel Golf & Spa
Kleinmond
¥30,459
¥35,102 total
includes taxes & fees
Sep 2 - Sep 3
Arabella Hotel Golf & Spa

Asara Wine Estate & Hotel

Asara Wine Estate & Hotel
Stellenbosch
¥22,503
¥26,396 total
includes taxes & fees
Sep 18 - Sep 19
Asara Wine Estate & Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Cape Winelands Hotel Reviews

Boschendal Farm Estate

Boschendal Farm Estate

10/10 Excellent
"Overall greatness!"
Achma 4-night trip
Posted 3 days ago
Boschendal Farm Estate
Mont Rochelle Hotel & Vineyard

Mont Rochelle Hotel & Vineyard

10/10 Excellent
"Beautiful estate and outstanding hospitality. The room was clean and cosy, had a neat little balcony for you to sit outside in the evening. Breakfast was always hearty and generous in portions. There was also a tennis court onsite which we didn’t know about, so that was a good surprise. The estate is on the wine tram line so it’s really easy if u just wanna hop on and off to other places with no trouble. Overall 10/10 Wished we had longer stay!"
CHIA SIN 2-night trip
Posted 6 days ago
Mont Rochelle Hotel & Vineyard
Cultivar Guest Lodge

Cultivar Guest Lodge

10/10 Excellent
"Very comfortable. Great breakfast and scenic views. Nicely furnished."
Zone 2-night trip
Posted 10 days ago
Cultivar Guest Lodge
The Spier Hotel

The Spier Hotel

10/10 Excellent
"A great experience - Spier is a refuge,with the wine, good food and lovely rooms"
Ujjwal 4-night trip
Posted 2 weeks ago
The Spier Hotel
Clouds Estate

Clouds Estate

10/10 Excellent
"We absolutely loved Clouds Estate and would absolutely return should we go back to Stellenbosch. The staff were friendly and helpful. There was a lovely birthday surprise for my husband, they left cake, wine, treats. It was lovely. We loved our room., especially the underfloor heating in the bathroom. There was a sitting area and a balcony overlooking the pool area. I love a Nespresso machine in a room and they had lots of pods to choose from. Breakfast was wonderful. There was a continental selection along with a menu to choose a cooked option. Also, they had their sparkling wine at breakfast, such a treat (well, you're on holiday, so why not!!) The views are truly spectacular. Book Clouds Estate, you won't be disappointed"
Jayesh 2-night trip
Posted 2 weeks ago
Clouds Estate
Oude Werf Hotel

Oude Werf Hotel

10/10 Excellent
"Lovely hotel, lovely staff would recommend"
Elisabeth 2-night trip
Posted 3 weeks ago
Oude Werf Hotel
De Zalze Lodge

De Zalze Lodge

10/10 Excellent
"We really loved our stay. The wine in the room was a thoughtful touch. The pool is a real highlight!"
Charlotte 2-night trip
Posted 1 month ago
De Zalze Lodge
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

10/10 Excellent
"top tier staff, excellent at assisting with transport and spa appts. also the wine is phenomenal and we really liked the breakfast. would love to visit again but during summer when it is more lively"
Melanie 5-night trip
Posted 1 month ago
Asara Wine Estate & Hotel
The Marine Hermanus

The Marine Hermanus

10/10 Excellent
"Estadia perfeita. Não há do que reclamar. Recém renovado, ótima ducha, cama e travesseiros. Restaurante excelente e boa carta de vinhos da região. E a vista para a baía deslumbrante."
Rafael 2-night trip
Posted 1 month ago
The Marine Hermanus

Explore a world of travel with Expedia