Holiday rentals 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
4.96 out of 5 average rating, 312 reviews

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

Top guest favourite
A modern apartment structure features large glass windows and a spacious outdoor terrace. A fireplace is positioned beside the terrace, providing an inviting spot for gatherings. The surrounding lawn offers open views of the landscape, set against a backdrop of clouds in a blue sky.
Guest suite in Greenhills
4.99 out of 5 average rating, 264 reviews

Harbour Views Plus Extras

Price includes free minibar & breakfast - fruit, yoghurt, cereal, tea, coffee. New stylish apartment with excellent views & a private entrance for easy access & privacy. Views of the harbour, mountains, ocean, estray, farmland. Built 2019 this Modern Apartment has its own Bathroom, Lounge/Dining/Kitchenette - fridge, tea & coffee making facilities, no cooking. Amazing 4 relaxing, bird, weather, stars & Southern Lights. Ferry Terminal is a 5min drive. Warm, peaceful child & pet free environment.

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.
Guest house in Invercargill
4.9 out of 5 average rating, 535 reviews

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).

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
4.91 out of 5 average rating, 114 reviews

-The Guesthouse- perfect in the Heart of Winton

Great Beds & Good Shower. Tucked in off street, quiet and reasonably private. Situated in the heart of Winton, this warm, and toasty 2 bedroom unit is close to most of our towns ammenities and sports facilities. Shops and eating establishments just a five minute walk. Less than 10 minute drive to the Hideaway wedding venue, 30 mins to Invercargill and 1hr 55mins to Queenstown. A large double sofa bed and porta cot available if needed. Free WiFi. Fully equipped new kitchen. Heat pump & Smart TV

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
4.94 out of 5 average rating, 103 reviews

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.

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
4.76 out of 5 average rating, 126 reviews

Reef Murmur - Stargazing Sunrise Hideaway

Perched on a hillside just steps from the ocean at New Zealand’s southernmost tip (46°S), Reef Murmur offers uninterrupted sea views across the horizon. This is a simple, older-style coastal home, focused on nature rather than modern luxury, with a compact kitchen best suited for light cooking. Fall asleep to waves on the reefs, greet the world’s first sunrise, and enjoy star-filled skies. Surrounded by trees and set well apart from neighbors, the retreat is quiet, private, and deeply peaceful.

Top guest favourite
Aerial view captures a serene beach curving gently along the coastline, with rolling hills in the background. The water's edge is met by soft waves, while a peaceful village is nestled between the land and the shore, bordered by lush green fields.
Home in Omaui
4.99 out of 5 average rating, 361 reviews

Whare manu, boutique cottage.

Whare manu is a private, self contained boutique cottage that is solar powered. Set back into native bush with views of the sea and beach, which is only a minutes stroll away. Watch the Tui's and Bellbirds feed on the sculpted bird feeder right on the deck. Designed for couples to relax, unwind and enjoy. No children please. If you would like your stay to include the 24 Dec please contact us, we can open for you, there are no checkouts on 25 Dec & a min 2 night stay. This is a unique place.

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
4.98 out of 5 average rating, 222 reviews

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.

Top guest favourite
Hut in Oreti Plains
4.97 out of 5 average rating, 235 reviews

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

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
4.95 out of 5 average rating, 167 reviews

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.

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
4.9 out of 5 average rating, 378 reviews

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.

Top guest favourite
An outdoor patio area is shown with a clear roof covering, providing shade and light. Two chairs with soft cushions are placed beside a well-maintained lawn. A path of stepping stones leads up to the entrance of the studio, surrounded by a neatly arranged gravel area.
Guest suite in Invercargill
4.96 out of 5 average rating, 409 reviews

Charming Studio on Herbert

Charming self contained studio on Herbert Street, in the northern suburbs of Invercargill, renovated with style, comfort and an emphasis on cleanliness. Please note breakfast is not provided, although we do have a few treats for our guests. Peter & I live next door and happy to help with queries etc. Just a few minutes from the Windsor shops, including New World. The main shops are only 10 minutes away, as is most of Invercargill!

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