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Holiday Rentals with Pools in Stellenbosch

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    Travellers to Stellenbosch are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in StellenboschView all 86 rentals
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    11 Oudepost De Zalze Golf EstateStellenbosch South Africa1 / 36
    (13)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Vino - 4 Star self catering apartment.1 / 9
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Gilga Wine Farm1 / 5
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    klein moerbei estate1 / 17
    (6)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Children's Pool
    • Mountain Views
    • Wi-Fi
    • Housekeeping Included
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2018
    Stunning dutch colonial tucked away in a prime location in the wine lands. Convenient and truly romantic. My family and I stayed here and our only regret was not staying longer...
    Reviewed 22 January 2018
    We had the best time when we stayed at Klein Morbei estate in Stellenbosch. It is a beautiful home with gorgeous gardens and beautiful fruit trees. Everything in the home was...
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    About this property
    Farmhouse on a working vineyard located 10 minutes drive from Stellenbosch, South Africa. The property is a Victorian Cape farmhouse, fully restored, with premium period finishes. Set in walled gardens, including herb and vegetable gardens, and with a gated large swimming pool. Ideal for chefs...
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    Location Information
    7606, Stellenbosch, Western Cape
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 8
    Sleepy Willow Country Accommodation 5 sleeper cott1 / 22
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Garden
    • Patio
    • Grill
    • Secure Parking
    • DVD Player
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2016
    Really enjoyed our stay at Sleepy Willow. Perfect location to visit the vineyards of Stellenboush. Wild life visited us during our stay we had the unexpected pleasure of seeing...
    Reviewed 12 August 2015
    Thank you Andrea for accommodating us at such short notice. Although we stayed in Jonkershuis next door to Sleepy Willow, Andrea manages that as well & does so with warmth...
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    About this property
    This country accommodation is conveniently situated on The Valley Road, between Stellenbosch (12km) and Paarl (12km), at the wine-growing foothills of the Simons Berg Mountain. The area is surrounded by vineyards, hills and the majestic Simonsberg as a backdrop. This is the perfect location from...
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    Location Information
    7625, Stellenbosch, Western Cape
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 5
    De Zalze Luxury Villa1 / 30
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    We had a fabulous stay. The house is beautiful and has all you need to make your stay comfortable. The owner is friendly and approachable, any queries or assistance we...
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    About this property
    This stunning home will make your holiday an unforgettable experience - we welcome return guests. The house has four large bedrooms all en-suite and has 3 entertainment areas including a state of the art Home Theatre Movie Room - watch sports / movies / TV in luxury with real cinema sound - a must...
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    7600, Stellenbosch, Western Cape
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house offers three bedrooms with three bathrooms. Main bathroom en suit with balcony and lovely mountain views. The house is part of a development of seven houses in traditional French style and is called Bordeaux. Located in upmarket residential area called Die Boord in Stellenbosch with easy...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Wild Plum Cottage, Stellenbosch, South Africa1 / 31
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Mountain Views
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    It is quiet, confortable, functional, and clean. The hosts are very friendly and helpful. Safe neighbourhood. I would love to return !
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    About this property
    Wild Plum Cottage is a great place to stay in Stellenbosch - the perfect base from which to explore the many wonders of the Winelands. It's quiet, spacious, secure and private. It has one bedroom with a queen bed, an 'en suite' (shower, no bath), as well as a large open-plan lounge/dining/kitchen...
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    Location Information
    7600, Stellenbosch, Western Cape
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in a secure estate on a picturesque golf course within a wine farm. The house has open views over the sixteenth hole. This is an ideal location to explore the Winelands, Cape Town and the Western Cape. The beach is situated fifteen minutes from the house. Outside area ideal for BBQs. Use...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stunning double volume spacious loft lodge with two bedrooms both en suite. Presently under construction and will be ready for our first guests from 1 dec 2016. This property is located in the secure and prestigious De Zalze Winelands golf estate in the heart of the Stellenbosch Wine Region....
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kriluki Olive Cottage1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are in a beautiful area of Stellenbosch - nature and mountain views in abundance. Our garden is tree filled with a pool. Access to town by bicycle is 10 minutes easy pedal (Yes we can lend you a bike :) The cottage is self catered and comfortable with a lounge, kitchen, study, bedroom and...
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    Location Information
    7600, Stellenbosch, Western Cape
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Bianca is one of Lavinia's luxury cottages located on a wine farm in Western Cape. Lavinia Lifestyle is a different and unique concept based on living and loving life in a warm and friendly atmosphere. Lavinia is a place of peace where you can experiance the slow pace of the winelands in the...
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    Location Information
    7603, Stellenbosch, Western Cape
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Combining uninterrupted views of the Simonsberg Mountains, a 18-hole championship golf course and locally produced red wines, this resort is set among the naturally beautiful hills of Bottelary Valley. Guests at Devondale Golf & Wine Estate can choose between contemporary guest rooms, 2-floor...
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    Location Information
    7605, Koelenhof, Stellenbosch
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We welcome you to our French Manor, situated at the foot of Stellenbosch mountains. An upstairs apartment with a comfy queen bed, shower bathroom, kitchen, dining and TV room with DSTV. Enjoy our long summer evenings sharing our swimming pool and braai facility. It is a 1.5km walking distance to...
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    Location Information
    7600, Koelenhof, Stellenbosch
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Kriluki Grapevine Cottage1 / 7
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2017
    Lovely location with rooftop terrace and mountain views. At the eastern end of Stellenbosch town, couple of km from town centre, but lovely views and peaceful neighbourhood...
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    About this property
    Our home is in a tree filled garden on a property of 1250 square metres. Kriluki Cottage is set to one side of the property with private access. The area we are in is one of the most beautiful in Stellenbosch with easy walks in the surroundings and a quick cycle into Stellenbosch centre. In...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Simonsberg Silos are situated 12 km from Stellenbosch on the lower slopes of the Simonsberg Mountain on the historical wine farm Natte Valleij. Sympathetically restored, the silos offers guest a truly unique experience of silo living. The Silo has a living area with coffee/tea making...
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    Location Information
    7600, Elsenburg, Stellenbosch
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Luxury Family Home Cape Winelands, Stellenbosch1 / 13
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2015
    My wife and I stayed here the last week of November. The house is a 2 bedroom home, the main bedroom is a double, the 2nd room has 2 single beds. There is a decent size living...
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    About this property
    Your holiday will be relaxed from the moment you open the front door of this comfortable family home. Enjoy the spacious open plan lounge cum dining room with central fire place for long winter evenings or the sparkling pool on a hot summer day. The exquisite kitchen will embrace your gourmet...
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    Location Information
    7599, Stellenbosch, Western Cape
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    StayBosch offers comfortably appointed self-catering apartments in Stellenbosch with pool, garden and playground access. We are conveniently located just a stone’s throw away from shops and restaurants and within walking distance from city center. Popular Wine Farms, Mountain bike and hiking...
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    Location Information
    7600, Stellenbosch, Western Cape
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Home is situated in the most beautiful and quite residential area of the historic town of Stellenbosch, about 1,2 km from the centre. The entrance to theEerste River walkway is just around the corner and the historic Lanzerac Wine Estate is in easy walking distance, only about 800 meters. Just...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Andria's Guest Flat/Apartment1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • DVD Player
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2016
    My dad stayed here - reviewing on behalf of him and me visiting there! Very nice stay. You get value for your money. Super clean and comfortable. Situated in a amazing...
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    About this property
    Andria's Guest Flat/Apartment is a fully equipped, one bedroom unit with a complete kitchen. Private patio with barbecue facilities. Secure parking behind a security gate. Washing lines for laundry. Big swimming pool. Breakfast and other meals on request. Free internet services. Baby camping...
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    Location Information
    7600, Stellenbosch, Western Cape
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anesta house is a luxurious and fully equipped self-catering home situated in the heart of the Cape Winelands, with two major golf courses, award winning vineyards and the historical town of Stellenbosch all within a 5 minutes drive. Take a short walk to the many hiking and mountain bike trails at...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The open plan self catering apartment with two private entrances, kitchenette, shower room, king and double beds and lounge are very spacious and luxurious. Overlooking the University town of Stellenbosch with beautiful and iconic view of the town and mountains. Eleven by five meter pool to cool...
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    Location Information
    7600, Stellenbosch, Western Cape
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Home is situated in the most beautiful and quite residential area of the historic town of Stellenbosch, about 1,2 km from the centre. The entrance to theEerste River walkway is just around the corner and the historic Lanzerac Wine Estate is in easy walking distance, only about 800 meters. Just...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Home is situated in the most beautiful and quite residential area of the historic town of Stellenbosch, about 1,2 km from the centre. The entrance to theEerste River walkway is just around the corner and the historic Lanzerac Wine Estate is in easy walking distance, only about 800 meters. Just...
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    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Home is situated in the most beautiful and quite residential area of the historic town of Stellenbosch, about 1,2 km from the centre. The entrance to theEerste River walkway is just around the corner and the historic Lanzerac Wine Estate is in easy walking distance, only about 800 meters. Just...
    View all property information
    Location Information
    7600, Stellenbosch, Western Cape
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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