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Overberg District Smoking Allowed Holiday Rentals

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    Travellers to Overberg District are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in Overberg DistrictView all 352 rentals
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    Beach House, Witsand, Garden Route, South Africa1 / 81
    (13)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Greyton Small House - eclectic home with braai, large pool and spacious garden1 / 12
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Stay at Friends Guest House Bettys Bay1 / 26
    (35)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2019
    Had a wonderful stay , with Helene the owner and her 5 star team giving us a real personalized experience.Welcome drinks on arrival with cheese and biscuits!Beautiful pool...
    Reviewed 28 February 2019
    Perfect accommodation and host! Helene and her team are really great! Beautiful room, very close to beach and penguins. Delicious breakfast. We felt great because of the warm...
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    About this property
    Come and relax in Stay At Friends...a home far away from home. Let the host spoil you rotten. Come and relax in our modern house. Sleep in a well equipped room. Bedding of excellent standard. Excellent attractions nearby...Stoney Point Penguins, Kogelberg nature reserve (UNESCO) , Harold Porter...
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    7141, Betty's Bay, Overberg District
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    La Gratitude1 / 17
    (6)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2016
    My daughter from UK booked this home for our family, to celebrate my wedding. I wanted a beach wedding, so this was the ideal home for the family to stay, and have a small...
    Reviewed 13 May 2015
    La Gratitude is in a wonderful location with spectacular views. It is unfortunately let down with it's facilities and the property is not maintained well. We travelled with four...
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    About this property
    Spectacular historic beach villa, recently refurbished and outdoor pool, Jacuzzi and barbecue area added. La Gratitude has the best location in Hermanus, being the closest house to Grotto beach in Voelklip. Yet the house enjoys splendid seclusion, being built on 3000 square meters of gently sloping...
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    Location Information
    7680, Hermanus, Overstrand
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    The Napier Country Cottage1 / 35
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Parking
    • Balcony
    • Shared Garden
    • Outdoor Dining Area
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2015
    perfect for a long weekend at the least! There is so much to explore, wonderful walks and trails. If you need to venture into the city vibe, it's close by for a bit of shopping...
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    About this property
    The Napier Country Cottage is a downstairs apartment sleeping 5 and part of the larger Napier Country House. We offer great country living to destress you and come down to earth again. About 2 hours away from Cape Town along the coast lies the small village of Napier at the foot of the...
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    7270, Napier, Overberg District
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacoius, modern apartment nestled in between fynbos, Kogelberg mountain and Blesberg dunes, are our heaven. Modern, two bedroom apartment, beds can be altered..two 3/4 beds can be changed to a king size and one queen size bed. A bathroom to share. An open plan living area with a galley kitchen,...
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    Location Information
    7141, Betty's Bay, Overberg District
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach House is a luxury designer villa that caters to the discerning traveller, - situated directly on the beach in the safe, beautiful town of Witsand. The villa offers modern facilities in a self-catering accommodation ideal for guests looking to be right on the beach. It is perfectly located for...
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    Location Information
    6666, Witsand, Overberg District
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Goedvertrou Guest Farm1 / 50
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Secure Parking
    • Washer
    • Mountain Views
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2019
    Super peaceful and comfortable. We had fresh bread and milk waiting on us...so thoughtful. My family had a great time. Just A little bit dusty, but other then that it's an...
    Reviewed 30 April 2019
    Hi MarykeOur recent stay at the goetvetrou guesthouse was absolutely amazing.. The house was comfortable and had everything we needed. (especially the small things we forgot) I...
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    About this property
    The Traveller's Cottage at Goedvertrou Guest Farm is a Cape Dutch cottage nestled between the Overberg Mountains and on a working dairy farm. Come and enjoy the peace and serenity that the countryside has to offer. You can hike into the mountain through the fynbos or take a drive with your 4x4 up...
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    Location Information
    7220, Gansbaai, Overstrand
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pringle Bay Beach House1 / 25
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Secure Parking
    • Balcony
    • Grill
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2016
    I must say what a beautiful house, with just the right atmosphere to relax and enjoy a holiday at the sea.The house is very spacious and laid out in the perfect way for...
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    About this property
    This is a beautiful and spacious self-catering house situated in Pringle Bay, surrounded by the Kogelberg Biosphere Reserve. This double-storey house is made up of two fully equipped apartments, it can be rented together as it is linked via indoor stairs. Downstairs is a fully equipped Studio Unit...
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    Location Information
    7196, Pringle Bay, Overstrand
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our little piece of paradise in the world's premier land based whale viewing - Hermanus, Western Cape in South Africa. We enjoy some of the most stunning views from our home in one of the most beautiful parts of the world - with wine farms just through the valley. We are within walking...
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    Location Information
    7200, Hermanus, Overstrand
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • DVD Player
    • Washer
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Southern Beach House is a rustic beach house situated in the Agulhas National Park in the village of Suiderstrand. The house can be rented out to large groups of friends and family. It is a kick off your shoes and make your self at home kind of place. Discount is given for groups of 8 or more...
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    Location Information
    7287, L'Agulhas, Cape Agulhas
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    Pringle Bay Beach Front Studio1 / 16
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Mountain Views
    • Terrace
    • Patio
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by the Kogelberg Biosphere Reserve, this studio appartment which can be rented seperatly from the upper level appartment, is nestled in the village of Pringle Bay, one hour from Cape Town along the spectacularly scenic Clarence Drive (R44) which runs along the eastern shores of False...
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    Location Information
    7196, Pringle Bay, Overstrand
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Wild Ocean Self Catering Accommodation1 / 53
    (2)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Patio
    • Grill
    • Ocean Views
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2019
    Stunning seaviews in a tranquil setting. Relaxed and spacious interior. Great amenities suited to group getaways. Will be back with our family from overseas and the dogs on our...
    Reviewed 28 November 2017
    This location cannot be beaten. We watched the whales from the pool. This is a real farm in Gans baai with natural fynbos as garden and the Wild Ocean in front of the pool...
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    About this property
    A Rustic Spanish farm style Seaside Equestrian Paradise with Stables for 5 horses!! While the house is not in perfect condition you cannot beat the location, views and sense of being in Nature. Fynbos natural garden, salt water pool, borehole water supply to the house all adds to that back to...
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    Location Information
    7220, Gansbaai, Overstrand
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayside is situated in Betty's Bay, a quiet, chilled out holiday village, located in the Overberg region. Over looking the ocean and at the foot of the Kogelberg Mountains, Bayside provides the perfect views for the perfect past time here, chilling! Bayside does have a variety of activities to...
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    Location Information
    7141, Betty's Bay, Overberg District
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 21
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    Oudekraal farm Holiday accommodation1 / 30
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2019
    We were well received by Tim and shown around to get acquainted with what is where.The old house has been well restored with here and there still finishing touches required but...
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    About this property
    Nestled between Canola and wheat fields, the family homestead has been recently restored, keeping it as original as possible. Bring your family and friends and come and relax on the big stoep while taking in the countryside. Or take a relaxing walk on the farm where two rivers cross through the...
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    Location Information
    7230, Caledon, Overberg District
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sunset View at Whale Coast1 / 14
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset View at Whale Cove is a seafront apartment that is located in De Kelders, Gansbaai. It is a comfortable self-catering apartment with spectacular sunsets and views across the bay to Hermanus. The apartment comprises 3 bedrooms and 2 bathrooms. The main bedroom has a double bed, an en-suite...
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    Location Information
    7220, Gansbaai, Overstrand
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated behind the old historical church & walking distance to shops, restaurants, museum & city center. The cottages has a beautiful view over the Langeberg Mountains & the old church clock puts you in a relaxed mood. Although the main house is a 3 min walk away, you will enjoy extreme privacy...
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    Location Information
    6740, Swellendam, Overberg District
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Terrace
    • Grill
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home welcomes anyone around the world...We offer a self catering unit that sleeps 4..two double rooms. An extra bed can be supplied at an extra cost. We are close to the beach..shark cage diving..most Southern tip of Africa. We can assist with boat trips...wine trips. Our unit is fully...
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    Location Information
    7220, Gansbaai, Overstrand
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Patio
    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Grace Whale Room is a family unit with 2 bedrooms, both with en-suite bathrooms with shower, basin and toilet. The bedrooms are separated by the lounge area and a kitchenette with fridge, microwave and kettle. Both rooms have its own private entrance and private patio overlooking Walker...
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    Location Information
    7220, Gansbaai, Overstrand
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated behind the old historical church & walking distance to shops, restaurants, museum & city center. The cottages has a beautiful view over the Langeberg Mountains & the old church clock puts you in a relaxed mood. Although the main house is a 3 min walk away, you will enjoy extreme privacy...
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    Location Information
    6740, Swellendam, Overberg District
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterside Apartment is a self-catering accommodation located in De Kelders. The property has BBQ facilities and a large wooden deck where guests can enjoy amazing ocean views. Free WiFi access is available throughout. A Stylish self-catering apartment, a stone’s throw away from the sea. Watch the...
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    Location Information
    7220, De Kelders, Overstrand
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated behind the old historical church & walking distance to shops, restaurants, museum & city center. The cottages has a beautiful view over the Langeberg Mountains & the old church clock puts you in a relaxed mood. Although the main house is a 3 min walk away, you will enjoy extreme privacy...
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    Location Information
    6740, Swellendam, Overberg District
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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