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 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, 255 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.

Top 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, 484 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, 108 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
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, 341 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
4.99 out of 5 average rating, 206 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, 208 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, 154 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 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
4.94 out of 5 average rating, 449 reviews

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!

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
4.91 out of 5 average rating, 346 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.

Guest favourite
A welcoming living area features a plush carpeted floor and a decorative fireplace. A large TV sits on a wooden cabinet, complemented by an armchair and a coffee table. Natural light fills the space through windows with comfortable drapes, creating a relaxed and airy environment.
Home in Invercargill
4.92 out of 5 average rating, 245 reviews

Gladstone Escape

Single story bungalow in the heart of Gladstone. 5 minute walk to Queens Garden and Herbert Street Convenience Shop and 2 minutes drive to Windsor New World Supermarket and Windsor Shopping Centre Free fibre WiFi. Fully equipped brand new kitchen. Ducted heat pump system throughout house. Smart TV entertainment system. Off street and on street parking available. 5 minutes drive to City Centre. High Chair and Portacot available free of charge on request.

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 out of 5 average rating, 207 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
A scenic view of distant mountains is framed by large glass doors. A wooden deck is visible, surrounded by grass and foliage. Natural light illuminates the space, creating a serene atmosphere. Simple outdoor furniture can be seen on the deck, enhancing the outdoor experience.
Home in Manapouri
4.99 out of 5 average rating, 231 reviews

Small house, BIG view

Beautiful lake view of Manapouri from this comfortable and funky little house. Everything you need for a luxurious stay plus extras including push bikes, and an outdoor hot tub to sit in under the stars. The "Lake to Lake" bike trail is across the road from the house, and Fraser's beach is just a few minutes walk on a good path. Quiet and peaceful. No added cleaning fee.

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