The 30 Best Holiday Rentals in Cape Winelands

Ranked 1 out of 812 in the region, as well as being 1 of 52 for holiday rentals in Montagu.

• “10/10 would recommend and looking forward to returning.”
• “Farm feel, close to town”
• “Unforgettable stay!”
• See more reviews of Olive Stone Farm Cottages

Ranked 2 out of 812 in the region, as well as being 1 of 108 for holiday rentals in Franschhoek.

• “Jan was awesome and so attentive.”
• “A fabulous home in every way, what a delight!”
• “An oasis in the city, within walking distance to everything , in a secure environment.”
• See more reviews of Bleu Cobalt Cottage

Ranked 3 out of 812 in the region, as well as being 1 of 2 for holiday rentals in Breede River DC.

• “Perfect holiday”
• “Very relaxing & so beautiful”
• “A wonderful place to stay”
• See more reviews of Tierkloof Mountain Cottages

Ranked 4 out of 812 in the region, as well as being 1 of 7 for holiday rentals in Rawsonville.

• “Absolutely amazing. Wished we stayed longer!”
• “One of our favourite places to stay”
• “AMAZING VIEWS, VALUE FOR MONEY!!!”
• See more reviews of Opstal Stay

Ranked 5 out of 812 in the region, as well as being 1 of 49 for holiday rentals in Somerset West.

• “Absolutely wonderful stay in a beautiful, very secure, tranquil and very private facility.”
• “Tranquility and beauty is the best words to describe this unit, its clean and modern ❤️ 10/10”
• “The location”
• See more reviews of Vrede Self Catering

Ranked 6 out of 812 in the region, as well as being 1 of 13 for holiday rentals in Wellington.

• “We are always sad to leave and promise ourselves a longer stay next time!”
• “Just a wonderful place to spend time”
• “Luxurious cottage stay between the vineyards.”
• See more reviews of Vineyard Cottage at Bosman Wines

Ranked 7 out of 812 in the region, as well as being 1 of 31 for holiday rentals in Robertson.

• “The peacefullness was so lovely, we as a family enjoyed the cottage and surroundings very much. Will come back soon agai”
• “Highly recommended”
• “Wished we’d stayed longer than two nights”
• See more reviews of Klaasvoogds Cottages

Ranked 8 out of 812 in the region, as well as being 1 of 18 for holiday rentals in Worcester.

• “Above exceptional!”
• “We would come back at any time”
• “Excellent Place”
• See more reviews of At Leisure

Ranked 9 out of 812 in the region, as well as being 2 of 49 for holiday rentals in Somerset West.

• “It an excellent experience”
• “Western Cape No 1 Guesthouse”
• “Absolutely superb guest house”
• See more reviews of Cape Vermeer

Ranked 10 out of 812 in the region, as well as being 1 of 10 for holiday rentals in Ceres.

• “Everything.”
• “Nice comfortable Accomidation with friendly hosts, everything was great and were welcomed with small surprises in the ro”
• “A very modern unit that is well equipped.”
• See more reviews of UpperRoom Ceres -Indoor Braai

Ranked 11 out of 812 in the region, as well as being 2 of 52 for holiday rentals in Montagu.

• “Absolutely fantastic Serene beautiful setting”
• “Amazing place to stay and we definitely recommend trying the walking trails, if you’re lucky, friendly dogs will show yo”
• “Superb isolation in a wonderful location with all farmstay ameities . Loved the woodfired hot tub”
• See more reviews of 360on62 Farm Cottages

Ranked 12 out of 812 in the region, as well as being 2 of 13 for holiday rentals in Wellington.

• “Lovely pool and fantastic view of the mountains.”
• “Best experience ever .”
• “A Wellington Gem - we'll be back!”
• See more reviews of Sweetwater Guesthouse

Ranked 13 out of 812 in the region, as well as being 1 of 171 for holiday rentals in Stellenbosch.

• “Arty private stay !”
• “Superbly quiet (yet very central) studio with a lovely interior and very friendly hosts”
• “Will stay there again.”
• See more reviews of Frida’s Place - Quiet in Stellenbosch Central

Ranked 14 out of 812 in the region, as well as being 3 of 52 for holiday rentals in Montagu.

• “It was just breathtaking”
• “Absolutely fantastic”
• “I was able to exhale mentally and physically. Exactly what I needed.”
• See more reviews of Exhale Cottage

Ranked 15 out of 812 in the region, as well as being 2 of 108 for holiday rentals in Franschhoek.

• “Delightful. Fantastic service and immaculate, beautiful rooms.”
• “If there is a Paradise on earth, we found it🥰”
• “A small piece of heaven on earth”
• See more reviews of The Vineyard Cottage by L' Amitie Estate

Ranked 16 out of 812 in the region, as well as being 4 of 52 for holiday rentals in Montagu.

• “Excellent stay on a great working farm”
• “Failed to find anything to complain about”
• “Lovely cottage with a beautiful view”
• See more reviews of Bon Accord Farm Cottages

Ranked 17 out of 812 in the region, as well as being 3 of 108 for holiday rentals in Franschhoek.

• “Everything was comfortable and perfectly suited to meet the needs of a honeymoon trip.”
• “We felt suitably spoilt.”
• “BIG hot tub”
• See more reviews of Gite

Ranked 18 out of 812 in the region, as well as being 4 of 108 for holiday rentals in Franschhoek.

• “Very upmarket, no expense saves on furnishings. An absolute spoil. Thank you for making our trip memorable.”
• “Would definitely recommend”
• “GREAT STAY AND WE WILL BE BACK!!!”
• See more reviews of The Village Cottage

Ranked 19 out of 812 in the region, as well as being 5 of 108 for holiday rentals in Franschhoek.

• “The property lived up to our expectation and the hosts were very attentive”
• “Location was perfect ”
• “Fantastic place in Franschhoek”
• See more reviews of Cabriere Cottage

Ranked 20 out of 812 in the region, as well as being 1 of 23 for holiday rentals in Wolseley.

• “Beautiful spot with wonderful views.”
• “The perfect place to relax and recharge”
• “Fantastic views”
• See more reviews of Fynbosrust

Ranked 21 out of 812 in the region, as well as being 6 of 108 for holiday rentals in Franschhoek.

• “Would recommend and would book again.”
• “Expect to be blown away with this 5 star holiday home 😊”
• “perfect place for a visit to Franschhoek”
• See more reviews of 5 Pierre Jourdan

Ranked 22 out of 812 in the region, as well as being 7 of 108 for holiday rentals in Franschhoek.

• “Family stop at Franschhoek”
• “Wonderful stay at Small Wonder.”
• “Stunning property in an equally beautiful location.”
• See more reviews of Small Wonder

Ranked 23 out of 812 in the region, as well as being 5 of 52 for holiday rentals in Montagu.

• “The setup and the location”
• “Immaculate property.”
• “Hard not to connect with this place. Had a perfect stay.”
• See more reviews of Suidster

Ranked 24 out of 812 in the region, as well as being 1 of 54 for holiday rentals in Strand.

• “What a wonderful host and her husband.”
• “Best possible experience!”
• “Good location, very quiet and private, can recommend!”
• See more reviews of Theebos

Ranked 25 out of 812 in the region, as well as being 8 of 108 for holiday rentals in Franschhoek.

• “Our stay was fabulous.”
• “What a discovery!! Superb”
• “The accommodation was very comfortable - lots of thoughtful...”
• See more reviews of La Cotte Orchard Cottages

Ranked 26 out of 812 in the region, as well as being 2 of 171 for holiday rentals in Stellenbosch.

• “We've been at the farm for a weekend and we really...”
• “The Parking, the bedding and the cutlery.”
• “Wonderful room, very secure, lovely view! It has it all!”
• See more reviews of Sunset Farm Stellenbosch

Ranked 27 out of 812 in the region, as well as being 9 of 108 for holiday rentals in Franschhoek.

• “Peaceful”
• “Franschhoek comfort!”
• “Lovely comfortable room.”
• See more reviews of Comfortable Room with Large en suite Bathroom

Ranked 28 out of 812 in the region, as well as being 10 of 108 for holiday rentals in Franschhoek.

• “Fabulous, serene, tranquil and should I return to Franschhoek again would certainly book Cottage k’Gari.”
• “The hosts were very helpful and the property was perfect for...”
• “Roomy 4 sleeper for a Franschoek weekend away”
• See more reviews of Cottage K'Gari

Ranked 29 out of 812 in the region, as well as being 2 of 23 for holiday rentals in Wolseley.

• “A wonderful escape into the countryside..close enough to the citu”
• “Beautiful cabin with stunning views on valley and surrounding mountains”
• “The views.”
• See more reviews of Exquisite chalet on private nature reserve

Ranked 30 out of 812 in the region, as well as being 2 of 54 for holiday rentals in Strand.

• “Fabulous!!”
• “Excellent accomodation”
• “Very clean and good quality appliances!”
• See more reviews of Ashley on Beach