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 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, 267 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.
Guesthouse in Invercargill
4.89 out of 5 average rating, 546 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).

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
4.97 out of 5 average rating, 319 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
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, 133 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
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, 226 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
4.98 out of 5 average rating, 242 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.

Top Guest favourite
The Lodge at Tikana is viewed from above, nestled within rolling green hills. A winding driveway leads to the entrance, framed by lush grass and flowering shrubs. The warm-colored exterior of the lodge contrasts with the vibrant landscape surrounding it.
Farm stay in Thomsons Crossing
5.0 out of 5 average rating, 63 reviews

The Lodge at Tikana

The Lodge at Tikana in central Southland is nestled among fertile southern hills which are home to a herd of majestic stud Wapiti deer. The tranquility of the rural setting is enhanced by the unique ambience of the straw bale construction. In its former life the Lodge catered to the needs of high end tourists traveling in Southland The Lodge was purpose built in 2003 by a craftsman builder with the juxtaposition of old and new blending seamlessly.

Top Guest favourite
A modern kitchen space features light wood flooring and white cabinetry. A small dining table is set with a vase of flowers, accompanied by a black metal chair. Natural light filters in through the nearby window, adding brightness to the area.
Home in Riverton / Aparima
5.0 out of 5 average rating, 212 reviews

Miro

Welcome to Miro, our brand new build ( December 2019) accommodation. Set in a private situation with some water and mountain views, 2 minutes walk down to a secluded beach which is linked by a walkway to Riverton’s main beach. Fully self contained with everything you need for a relaxing stay. Multi channel sky tv, unlimited free internet , a free continental breakfast and even a coffee machine are features. Your utmost comfort is our aim.

Top Guest favourite
Home in Omaui
4.99 out of 5 average rating, 365 reviews

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.

Superhost
Home in Riverton / Aparima
4.92 out of 5 average rating, 138 reviews

Seaside Escape

Escape to your ultimate beachside haven at our stylish surf retreat. This isn't just a getaway; it's an unforgettable experience designed for the whole family, including your furry friends! After thrilling days of surfing, beach walks and dolphin sightings, our cozy bach awaits. You'll leave Riverton rested and longing for more. Beach access is a short walk away, so book now and experience coastal paradise!

Popular amenities for Winton holiday rentals