Villas and Holiday homes in Wellington

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Wellington holiday homes
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18 Villa rentals in Wellington

Search Holiday Houses with a Swimming Pool in Wellington

A holiday home in Wellington with a swimming pool makes enjoying a proper swim in the heart of the city remarkably convenient.

La Maison On Main Self-catering Villa - Wellington
9.5 32 reviews
Wellington
27/06 – 04/07
£159/nighttotal: £1113 (7 )

La Maison On Main Self-catering Villa

3 2
house , Paarl
La Maison On Main Self-Catering Villa is situated in Paarl, a short distance from the Boschenmeer Golf Course and Stellenbosch University, making it an ideal base for exploring the region. The villa has received excellent ratings for its cleanliness, location, and overall experience.
The villa offers three bedrooms and one bathroom, comfortably accommodating up to six guests, and features a spacious 150 square metre floor area. Guests can enjoy a private pool and garden, a barbecue area, mountain views, a fully equipped kitchen, and access to streaming services, ensuring a relaxing and enjoyable stay.
Cozy Bachelors Cottage - Wellington
9.7 13 reviews
Wellington
10/07 – 11/07
£47/nightfor 1 night

Cozy Bachelors Cottage

1 2
house , District de Cape Winelands
This private, stand-alone second-floor unit is located in the Cape Winelands District Municipality, situated between Paarl and Wellington, offering convenient access to both towns and their attractions. This cottage sleeps two, featuring a double bed, an en-suite bathroom with a bath and shower, and a kitchenette, making it an ideal base for exploring the region.
Romeo - Untether On Olive View - Wellington
10 95 reviews
Wellington
03/07 – 05/07
£160/nighttotal: £320 (2 )

Romeo - Untether On Olive View

1 2
cabin , District de Cape Winelands
This eco-friendly Cape Winelands self-catering cottage, precise location within the Cape Winelands District Municipality to be confirmed, offers a secluded escape for couples, with proximity to local wineries and vineyards needing further specification.
The one-bedroom, one-bathroom retreat features a king-size bed, en-suite shower, outdoor shower, high-speed Wi-Fi, a private patio with braai, pizza oven, and wood-fired hot tub; sleeping up to two guests and including a kitchen with fridge, freezer, microwave, and two-plate gas stove.
The New Look Of Comfort - Wellington
9.6 49 reviews
Wellington
27/06 – 28/06
£88/nightfor 1 night

The New Look Of Comfort

3 2
house , Wellington
Monte Vidéo, a luxurious Wellington house, offers ten spacious double suites with individually themed décor and excellent facilities including a swimming pool, jacuzzi, and parking.
This exceptional property sleeps two guests and boasts a bar, terrace, and garden, providing a tranquil retreat with personalised service.

Best family friendly Wellington villas and holiday home

Among the 18 accommodations in Wellington, here are the 2 best family friendly villas and holiday homes

Five Mountains Guest Farm & Spa - Wellington
9.5 4 reviews
Wellington
03/07 – 05/07
£103/nighttotal: £206 (2 )

Five Mountains Guest Farm & Spa

1 2
house , Wellington
This guest farm and spa is located in Wellington, offering a tranquil retreat within the Winelands, with complimentary WiFi and an on-site spa centre.
The accommodation includes well-appointed rooms with flat-screen TVs and private bathrooms, some featuring a dining area and/or a private balcony, alongside access to a sauna and hot tub.
Oranje Meul - Wellington
9.7 9 reviews
Wellington
27/06 – 04/07
£124/nighttotal: £868 (7 )

Oranje Meul

1 2
house , Paarl
Oranje Meul is a self-catering house situated in Paarl, 5.6 km from the Boschenmeer Golf Course and 32 km from Stellenbosch University.
The property offers a 100 square metre space with one bedroom, one bathroom, and a garden with a tennis court, making it suitable for a couple or a small family.

Frequently asked questions about villa rentals in Wellington

  • What indoor activities for families are available in Wellington on rainy days?

    On rainy days, families can visit the Wellington Museum, which has exhibits on the town's history and culture. The Wellington Library is another good option, with a children's section and various activities. For a more active indoor experience, the Wellington Bowling Club offers bowling and other activities.
  • What are the best holiday homes in Wellington?

    Among the holiday homes in Wellington, Little Oak Garden Cottages - Cottage 6, Wellington Country House and Sweetwater Guesthouse are the most popular ones.

  • What are the best activities in Wellington?

    Wellington is a great place to enjoy the outdoors. Hiking trails in the surrounding mountains offer breathtaking views. You can also go wine tasting at one of the many wineries in the area. For a more relaxed experience, visit the Wellington Market, where you can find local crafts and produce.
  • What are the best holiday homes with a pool in Wellington?

    Wellington Country House, Sweetwater Guesthouse and Pepperpot Cottage In Paarl are the best holiday homes with a pool in Wellington.

  • What are the advantages of renting a house or a villa in Wellington

    Renting a house or villa in Wellington gives you more space and privacy than a hotel. You can cook your own meals and enjoy the comforts of home. Many villas offer stunning views of the surrounding countryside and are located close to wineries and other attractions.
  • What are the best holiday homes with a jacuzzi in Wellington?

    The best holiday homes with a jacuzzi in Wellington are Wellington Country House, Sweetwater Guesthouse and Untether On Olive View.

  • What exclusive experiences are available when visiting Wellington?

    Wellington offers a variety of exclusive experiences, such as private wine tastings at some of the wineries, guided hikes in the surrounding mountains, and cooking classes with local chefs. You can also arrange for a private tour of the town and its historical sites.
  • What are the best holiday homes for families and kids in Wellington?

    The best holiday homes for families and kids in Wellington are Wellington Country House, Sweetwater Guesthouse and Little Oak Garden Cottages - Cottage 1.

  • Which part of Wellington would be ideal for a villa rental?

    The area around the Wellington Wine Route is ideal for a villa rental. This area offers stunning views of the vineyards and mountains, and is close to many wineries and restaurants. The town centre is also a good option, as it is within easy reach of shops, restaurants, and attractions.
  • What are the best pet friendly holiday homes in Wellington?

    The best pet friendly holiday homes in Wellington are Wellington Country House, The Secret Garden and Guava Cottage -Dunstone Wine Estate - Private Pool.

  • What are the best holiday homes with parking in Wellington?

    Little Oak Garden Cottages - Cottage 6, Wellington Country House and Sweetwater Guesthouse are the best holiday homes with parking in Wellington.

Destinations nearby

Best Wellington villas and holiday homes with parking

Vineyard Cottage At Bosman Wines - Wellington
9.9 289 reviews
Wellington
03/07 – 05/07
£185/nighttotal: £370 (2 )

Vineyard Cottage At Bosman Wines

1 2
farm , Wellington
Vineyard Cottage at Bosman Wines offers a peaceful farm stay near Wellington, Western Cape, 1.9km from Breytenbach Sentrum and 4.3km from Wellington Golf Club.
This self-catering cottage, boasting a 4 square metre floor area, includes a bedroom, bathroom, air conditioning, a swimming pool, and free Wi-Fi; guests can enjoy on-site barbecue facilities, darts, and explore nearby cycling and hiking trails.
Untether On Olive View - Wellington
9.8 218 reviews
Wellington
03/07 – 05/07
£141/nighttotal: £282 (2 )

Untether On Olive View

1 2
house , Wellington
This one-bedroom house is located in Wellington, a town in the Western Cape, situated 22 kilometres from the Boschenmeer Golf Course and 48 kilometres from Stellenbosch University.
The 45 square metre property features a private terrace with garden views, a fully equipped kitchen, a swimming pool, a Jacuzzi, and a washing machine, making it ideal for couples looking for a comfortable and relaxing stay.
Khoi And San Guesthouse - Wellington
Wellington
27/06 – 04/07
£68/nighttotal: £476 (7 )

Khoi And San Guesthouse

1 2
farm , Blauwvlei
Khoi and San Guesthouse is a farm stay located in Blauwvlei, 5.6 kilometres from Breytenbach Sentrum and 7.9 kilometres from Wellington Golf Club.
This accommodation offers one bedroom, one bathroom, free WiFi, a garden, and a terrace, with pets welcome and on-site parking provided.
Jacaranda Wine And Guestfarm - Wellington
9.2 91 reviews
Wellington
27/06 – 04/07
£74/nighttotal: £518 (7 )

Jacaranda Wine And Guestfarm

2 2
farm , Wellington
Jacaranda Wine And Guestfarm is situated in Wellington, just 22 kilometres from the Boschenmeer Golf Course and 47 kilometres from Stellenbosch University.
This two-bedroom farm offers a private entrance, a terrace with garden views, a saltwater pool, barbecue facilities, and free Wi-Fi, making it perfect for families or groups of up to seven guests.

Best Wellington villas and holiday homes with a garden

Relaxing All In 1 Cottage, Situated On Wineroute - Wellington
9.8 77 reviews
Wellington
27/06 – 04/07
£65/nighttotal: £455 (7 )

Relaxing All In 1 Cottage, Situated On Wineroute

1 2
gîte , Wellington
This self-catering cottage is located in the Wellington district, within walking distance of the Bovlei Wineries, Napier, Oude Wellington and the Redemption Leather Factory, with a café and coffee shop just 1.2 kilometres away.
The one-bedroom cottage, sleeping two guests, offers a peaceful escape with a private garden, a swimming pool, and air conditioning.
Acacia Cottage - Wellington
10 52 reviews
Wellington
27/06 – 04/07
£164/nighttotal: £1148 (7 )

Acacia Cottage

1 2
cabin , District de Cape Winelands
Acacia Cottage, a self-catering retreat in the Cape Winelands District Municipality, offers seclusion amongst olive groves with magnificent mountain views.
This one-bedroom cottage sleeps two guests, boasting a fully equipped kitchen, Smart TV, wood-burning stove, undercover braai, private splash pool, and full solar backup; enjoy the peace and quiet of this idyllic escape.
Nelville - Luxury Caravan - Wellington
10 4 reviews
Wellington
03/07 – 05/07
£94/nighttotal: £188 (2 )

Nelville - Luxury Caravan

1 2
cabin , Wellington
This off-grid luxury caravan offers a romantic escape within the Wellington winelands, providing immediate immersion in nature with mountain views.
This one-bedroom, one-bathroom caravan accommodates two guests and features a fully equipped kitchen, a private hot tub, and an outdoor fireplace, with proximity to Wellington's winelands activities.
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