The 30 Best Holiday Rentals in Cape Winelands

Ranked 1 out of 796 in the region, as well as being 1 of 50 for holiday rentals in Montagu.

• “Unforgettable stay!”
• “We had the best stay at olive stone farm. The cottage is so beautiful, the views and the way everything was designed was”
• “It was just wonderful!”
• See more reviews of Olive Stone Farm Cottages

Ranked 2 out of 796 in the region, as well as being 1 of 102 for holiday rentals in Franschhoek.

• “A fabulous home in every way, what a delight!”
• “An oasis in the city, within walking distance to everything , in a secure environment.”
• “A well appointed accommodation with lovely spoils and thoughtful touches.”
• See more reviews of Bleu Cobalt Cottage

Ranked 3 out of 796 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 796 in the region, as well as being 1 of 7 for holiday rentals in Rawsonville.

• “Best R&R Spot”
• “A place for maximum relaxation”
• “Perfect accommodation and stay!”
• See more reviews of Opstal Stay

Ranked 5 out of 796 in the region, as well as being 1 of 44 for holiday rentals in Somerset West.

• “Wonderful stay”
• “Beautiful apartment in lovely secure estate”
• “Lovely apartment with fantastic views and excellent valve for money”
• See more reviews of Vrede Self Catering

Ranked 6 out of 796 in the region, as well as being 1 of 30 for holiday rentals in Robertson.

• “Highly recommended”
• “An oasis of calm .”
• “Good wifi ”
• See more reviews of Klaasvoogds Cottages

Ranked 7 out of 796 in the region, as well as being 1 of 12 for holiday rentals in Wellington.

• “Just a wonderful place to spend time”
• “Luxurious cottage stay between the vineyards.”
• “A very cute cottage with picturesque views. Very responsive host. 1 night stay a bit short.”
• See more reviews of Vineyard Cottage at Bosman Wines

Ranked 8 out of 796 in the region, as well as being 1 of 16 for holiday rentals in Worcester.

• “Excellent Place”
• “Pearl of Worcester”
• “Lovely apartment!”
• See more reviews of At Leisure

Ranked 9 out of 796 in the region, as well as being 2 of 44 for holiday rentals in Somerset West.

• “Absolutely superb guest house”
• “Everything’s perfect with a lot of love for the details!”
• “Unforgettable”
• See more reviews of Cape Vermeer

Ranked 10 out of 796 in the region, as well as being 2 of 50 for holiday rentals in Montagu.

• “Superb isolation in a wonderful location with all farmstay ameities . Loved the woodfired hot tub”
• “Location was beautiful.”
• “Amazing stay which exceeded our expectations.”
• See more reviews of 360on62 Farm Cottages

Ranked 11 out of 796 in the region, as well as being 1 of 9 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 12 out of 796 in the region, as well as being 1 of 160 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 13 out of 796 in the region, as well as being 3 of 50 for holiday rentals in Montagu.

• “The cottage, the peace, and the scenery is amazing.”
• “Farm Stay close to Montagu”
• “Fsntastic valley views, lovely hosts, great cottage”
• See more reviews of Bon Accord Farm Cottages

Ranked 14 out of 796 in the region, as well as being 4 of 50 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 796 in the region, as well as being 2 of 12 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 16 out of 796 in the region, as well as being 2 of 102 for holiday rentals in Franschhoek.

• “Delightful. Fantastic service and immaculate, beautiful rooms.”
• “Heaven on earth”
• “This place is incredible. The view is amazing, it’s beautifully decorated and the grounds are stunning. Ian and Princess”
• See more reviews of The Vineyard Cottage by L' Amitie Estate

Ranked 17 out of 796 in the region, as well as being 3 of 102 for holiday rentals in Franschhoek.

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

Ranked 18 out of 796 in the region, as well as being 4 of 102 for holiday rentals in Franschhoek.

• “Amazing stay, great location”
• “Amazing!”
• “Perfect peaceful getaway”
• See more reviews of Gite

Ranked 19 out of 796 in the region, as well as being 5 of 102 for holiday rentals in Franschhoek.

• “Location was perfect ”
• “Fantastic place in Franschhoek”
• “we were only there for the one night, and I cannot tell you much we all enjoyed the peace and quiet.”
• See more reviews of Cabriere Cottage

Ranked 20 out of 796 in the region, as well as being 1 of 21 for holiday rentals in Wolseley.

• “Beautiful spot with wonderful views.”
• “The perfect place to relax and recharge”
• “Luxury off the beaten track”
• See more reviews of Fynbosrust

Ranked 21 out of 796 in the region, as well as being 6 of 102 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 796 in the region, as well as being 5 of 50 for holiday rentals in Montagu.

• “Immaculate property.”
• “Hard not to connect with this place. Had a perfect stay.”
• “Stunning views, very peaceful stay!”
• See more reviews of Suidster

Ranked 23 out of 796 in the region, as well as being 7 of 102 for holiday rentals in Franschhoek.

• “Stunning property in an equally beautiful location.”
• “Small Wonder is a gem”
• “Lots of little touches that made our stay more comfortable.”
• See more reviews of Small Wonder

Ranked 24 out of 796 in the region, as well as being 8 of 102 for holiday rentals in Franschhoek.

• “Our stay was fabulous.”
• “What a discovery!! Superb”
• “Exceptional stay, home away from home”
• See more reviews of La Cotte Orchard Cottages

Ranked 25 out of 796 in the region, as well as being 1 of 54 for holiday rentals in Strand.

• “Best possible experience!”
• “Good location, very quiet and private, can recommend!”
• “Everything.”
• See more reviews of Theebos

Ranked 26 out of 796 in the region, as well as being 2 of 160 for holiday rentals in Stellenbosch.

• “Good hospitality.”
• “Excellent”
• “Place with amazing mountain views”
• See more reviews of Sunset Farm Stellenbosch

Ranked 27 out of 796 in the region, as well as being 2 of 54 for holiday rentals in Strand.

• “Prime Location, Clean & Tastefully Decorated, Sea Views, Host went out of her way to accommodate us.”
• “Location was great.”
• “Great place to stay”
• See more reviews of Ashley on Beach

Ranked 28 out of 796 in the region, as well as being 2 of 21 for holiday rentals in Wolseley.

• “Too short, but oh so Sweet. (Can't wait to return for much longer next time)”
• “The cabin is a haven away from all the noise and chaos of...”
• “Really super cabin set up in the fynbos.”
• See more reviews of Exquisite chalet on private nature reserve

Ranked 29 out of 796 in the region, as well as being 9 of 102 for holiday rentals in Franschhoek.

• “Quiet, spacious and comfortable with everything you might need.”
• “An amazing find in Franschhoek.”
• “awesome stay thank you Marcelle”
• See more reviews of Comfortable Room with Large en suite Bathroom

Ranked 30 out of 796 in the region, as well as being 3 of 160 for holiday rentals in Stellenbosch.

• “stylish appartment in the center of Stellembosh”
• “A very pleasand stay with wonderful people.”
• “excellent”
• See more reviews of Lemon Rind - 16 Eikehoff