Holiday houses in Winton

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Top-rated holiday rentals in Winton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A modern home exterior is displayed, featuring a light-colored facade with large windows adorned with lace curtains. A covered porch is visible, complemented by two wooden chairs. Lush greenery and potted plants line the gravel entrance, enhancing the welcoming appearance.

Home in Invercargill

Entire 2 bedroom home. Off road parking. 6min CBD

This is a new home. It has all of the Invercargill City Council requirements and more. This home is cosy and warm. Well ventiated. 4 sliding doors and lots of opening windows. 2 outside areas to sit in. Sky Sports. This is a non smoking home. There are areas outside for smoking. We have security cameras which are in use when the home is empty. These are located outside. We do advise that you read the blue folder under the tv, the instrustions for the oven as well as the password for the wifi

4.97 out of 5 average rating, 319 reviews

Guest favourite

A self-contained unit features a spacious bed dressed in coordinating linens. A cozy couch sits beside a small side table. Natural light floods the room through large windows, while soft, muted walls provide a calming backdrop.

Guesthouse in Invercargill

Tranquil Windsor Hideaway

Relax and put your feet up in this peaceful hideaway, down a back section in the heart of Windsor. A 5-minute walk from the shopping centre with a supermarket, pharmacy, boutique shops, pizzeria, fish and chips and cafes. A short stroll away is the Waihopai River Walkway, the beautiful Queens Park is a 10-minute walk away, and 10 minutes drive to the city centre. Please note the 2nd bed is a fold out couch (it is extra) and the guesthouse is beside our garage (so you may hear the garage door).

4.89 out of 5 average rating, 549 reviews

Top Guest favourite

The exterior of a newly refurbished home features a spacious wooden deck surrounded by well-maintained gardens. Lush green grass and bushes frame the property, with a backdrop of open fields and distant hills under a clear blue sky.

Home in Longridge North

Toia te Manawa "Place to draw breath"

Toia te Manawa... "Place to draw breath". Whether you're travelling to see the hidden treasures of the South, looking for the perfect fishing spot, or simply needing time and space to replenish and rest, Toia te Manawa is the place for you. A cozy, newly refurbished home on our family farm located in Northern Southland - 10 minutes out of Lumsden and just 30 minutes from Gore; the trout fishing capital of NZ. Queenstown, Te Anau and the stunning Catlin's coast are all within 2 hours drive.

4.94 out of 5 average rating, 103 reviews

Guest favourite

A vibrant sunset casts warm orange and yellow hues over the ocean, reflecting off the calm waters. The horizon is marked by a silhouette of distant land, while a light breeze rustles the nearby foliage framing the view.

Home in Bluff

Reef Murmur - Stargazing Sunrise Hideaway

Set above the ocean in Bluff at 46°S, Reef Murmur blends sweeping sea views with the charm of an older coastal home. Recently upgraded with double glazing in every bedroom and the dining area, plus a double-glazed stacking door in the lounge, it is now warmer, quieter and brighter. The bathroom has a modern vanity; the compact kitchen suits light cooking. Fall asleep to waves, wake to sunrise over Foveaux Strait and enjoy star-filled skies, surrounded by trees and well apart from neighbours.

4.76 out of 5 average rating, 136 reviews

Top Guest favourite

An open plan living area is presented with a dining table at the forefront, featuring a potted orchid. A soft grey sofa sits beside a glass sliding door, connecting to outdoor views. A television is positioned on a white cabinet, with a separate sleeping area visible in the background.

Guest suite in Invercargill

Relaxing rural retreat on the town boundary

Relax and unwind in your own private guest suite and enjoy the rural views. With its own entrance and lock box you can arrive when it suits. The property is in a convenient location, just a 6 minute drive from the town centre with a supermarket, pharmacy, restaurant, dairy, take away and pub within a 3 minute drive. There is ample off road parking that can accommodate larger vehicles, horse floats, boats and trailers etc. The airport is 9k away and Oreti Beach just a little further along.

4.98 out of 5 average rating, 226 reviews

Top Guest favourite

Hut in Oreti Plains

Old farm hut, near Winton , Central Southland

Situated 10 mins from the township of Winton, central Southland. We are a sheep and crop farm, good views over the paddocks from the hut deck. All the basics you need, bed, chair, table, kitchen, bathroom and then your own outside eating area and bath on the deck under the veranda. Nearest town is Winton 10 mins away , with supermarket, choice of places to eat or takeaway. A great spot in central Southland 2 hr Queenstown, 45 min Invercargill, 1hr 10 Te Anau, 35 m Riverton Beach

4.98 out of 5 average rating, 246 reviews

Top Guest favourite

A refurbished shepherd's hut is featured, set against a backdrop of green grass and natural surroundings. A saddle hangs on a wooden fence in the foreground. Large windows provide views of the landscape, with steps leading up to the hut's entrance.

Farm stay in Scotts Gap

The Hitchin Rail - Eco Farmstay with stunning view

Looking for a place to get away from the modern life distractions. This refurbished shepherd's hut with its fantastic views over Fiordland and The Takitimu Mountains is the perfect retreat. Located on a working sheep and beef farm in Western Southland, self contained, solar lighting, gas shower, cooker, wood burner and a USB port for phones or tablets. A charming and calming opportunity to seek solitude with your favourite book or spend quality time with family and friends.

4.95 out of 5 average rating, 167 reviews

Guest favourite

A comfortable lounge area features a brown leather sectional couch accompanied by a light grey armchair. Natural light enters through a large window, framed by patterned curtains. A large pear artwork is displayed on the wall, enhancing the modern design of the space.

Home in Invercargill

Cozy Class Act on Anne Street

Welcome to Anne Street a small but perfectly formed standalone house. Newly renovated and super stylish - Scandi with a nod to the 70's. Fully fenced and private in a great location. Anne Street is a quick 20 minute walk to the central city and a 10 minute walk to our favorite restaurant Buster Crabb. There is bike and walking tracks right across the road and a small park for the children. This special wee house has a really great feel - we think you'll love it!

4.93 out of 5 average rating, 470 reviews

Guest favourite

A light-colored cottage is seen from a distance, situated on a grassy area with gentle slopes. The wrap-around deck with railings offers multiple seating options. In the background, the semi-rural landscape includes trees and another building, with a view of the open sky.

Home in Riverton / Aparima

Plum Tree Cottage

Relax with the whole family at this cosy 100 year old completely restored fisherman’s cottage. Situated in a peaceful semi rural area but within minutes of Riverton town centre. Stunning ever changing lagoon views with great sunsets. Fully equipped kitchen. Gas barbecue. Heat pump and double glazed windows. Gas hot water system ensures plenty of hot water. Within walking distance of Aparima Restaurant & Bar. While pet friendly the garden is not fenced off.

4.9 out of 5 average rating, 386 reviews

Guest favourite

An open-plan living area features a dark leather sofa and a wooden coffee table surrounded by neutral-colored carpet. The fully equipped kitchen showcases stainless steel appliances, while a dining space is illuminated by natural light through large windows and sliding doors that lead to the outside.

Home in Invercargill

Windsor Escape

Single story bungalow in the heart of Windsor. 5 minutes walk to New World Supermarket and Windsor Shopping Centre, with restaurants, subway, fish'n'chips, wine shop. gift shops and more. Free Fibre WiFi. Fully equipped entertainers kitchen. 2 heat pumps and gas fireplace in lounge. Sky TV. Off street parking. Garage unavailable. 8 minutes drive to City Centre. High Chair and Portacot avaliable free of charge on request.

4.87 out of 5 average rating, 589 reviews

Top Guest favourite

Home in Omaui

Whare Manu Boutique Cottage.

Whare Manu is a private boutique cottage nestled in native bush, with beautiful sea and beach views just a minute’s stroll from the shore. Designed especially for couples to relax, reconnect and unwind, enjoy native birdlife, peaceful surroundings and your own secluded retreat. Solar powered and completely self-contained, Whare Manu is a unique Southland escape. Christmas stays: No checkouts 25 Dec; minimum 2-night stay.

4.99 out of 5 average rating, 365 reviews

Guest favourite

The lounge area features a large leather sofa and two patterned armchairs, complemented by a round side table. Natural light enters through the sliding door, which leads to the outside. A Smart TV is positioned on a wooden media unit against the wall.

Townhouse in Winton

-The Guesthouse- perfect in the Heart of Winton

This is your home away from home!! Whether you need a base for work, or are travelling with family or friends, our guests have used this accomodation as a stopover from scenic Milford Sound trips to Queenstown, the Humpridge Track, the Te Araroa bike trail. The Bert Munro bike rally, Weddings or events at the Hideaway, and the Waimumu feild days are all popular occasions in Southland needing accomodation.

4.91 out of 5 average rating, 116 reviews