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 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 Windsor
4.9 out of 5 average rating, 480 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, 105 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

Superhost
A living area features a dark leather sofa adorned with decorative pillows, complemented by a soft throws. Two framed artworks hang above, while a small white pouf and a black side table are positioned nearby. A stylish cowhide rug adds texture to the carpeted floor.
Townhouse in Invercargill
4.85 out of 5 average rating, 203 reviews

Beatrice Street Urban Loft

Welcome to Beatrice Street our new favorite place. Comfortable and a little bit swanky with great new amenities. Fabulous central location, walking distance to our favorite watering hole the Ave and the legendary Buster Crabb's. Light and spacious with a great enclosed courtyard, it is perfect for drinks after exploring Southland or a bit of space for your little people to let off some steam. The apartment has excellent Wi-Fi and Netflix. We think you will really love staying here.

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, 203 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
A cozy sleeping area is complemented by a spacious bed covered with a soft beige quilt. A glass sliding door opens to a garden view, framed by green foliage, while a plush chair adds comfort to the room's decor.
Guest suite in Mill Road
4.93 out of 5 average rating, 168 reviews

The Waihopai Suite

Take it easy at this unique and tranquil getaway. The Waihopai Suite is attached to our home but very private. Situated at the private setting of Millton Park Estate, boasting vast established gardens and a large pond. Wake up to a garden view with wondering ducks, bunnies and the sound of native birdsong. Enjoy private access, free parking, quality bedding, ensuite, spacious wardrobe and kitchenette facilities. Feel free to explore the surrounding grounds and gardens while you are here

Top Guest favourite
An outdoor bath is set in a private wooden area, surrounded by natural greenery. A metal table holds several candles, enhancing the serene setting. The sky above is clear, and gentle sunlight reflects off the water's surface, inviting relaxation.
Home in Riverton / Aparima
4.97 out of 5 average rating, 135 reviews

Pura Vida by the Sea

**Welcome to Your Coastal Retreat!** Escape to our stunning Airbnb, where breathtaking sea views await you. Nestled just steps from the beach, our property features a fully fenced section, perfect for families and furry friends alike. Enjoy the luxury of an outdoor bath under the open sky, providing the ideal spot to unwind after a day of exploration. With pet-friendly accommodations and proximity to sandy shores, this is the perfect getaway for dog lovers and beach enthusiasts alike.

Top Guest favourite
Hut in Oreti Plains
4.98 out of 5 average rating, 205 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.

Top Guest favourite
The exterior of the guesthouse is displayed, featuring a combination of white and grey siding. A spacious outdoor patio with a wooden dining table and chairs overlooks a manicured lawn. Lush greenery frames the space, contributing to a peaceful outdoor setting.
Guesthouse in Invercargill
4.96 out of 5 average rating, 212 reviews

Adorable 2-bedroom guesthouse with onsite parking

Kick back and relax in this calm, stylish space. A separate guesthouse on the same property as our family home. You have your own self contained unit with living, small kitchenette (toaster, kettle, microwave), two bedroom and bathroom. An outdoor patio looking out to the vegetable garden and lawn. Continental breakfast included. Portacot available on request. Family friendly. 5 min drive to Windsor, 10 min to city centre. Two parks within 5 min drive or 20 min walk.

Guest favourite
A vibrant sunset is captured through the foliage of tall grass and blooming flowers, creating an enchanting natural scene. The sun's rays filter through, suggesting a serene atmosphere in the garden, surrounded by trees and gentle hills.
Guesthouse in Riverton / Aparima
4.8 out of 5 average rating, 392 reviews

THE WHIMSICAL STUDIO ALL Welcome

The Whimsical Studio is a light, spacious and private wee haven. Fully self-contained with a larger bathroom, awesome shower and a well equipped kitchen. Surrounded by nature with a covered deck and cute courtyard to enjoy the beautiful outlook across the paddocks towards Taramea Bay & beyond. We have an array of birdlife to observe and a resident Kereru. By night stargazing is easy with the wide open sky while listening to the creek, the sea, frogs & morepork.

Guest favourite
A barn-style property with a red metal roof is positioned on a hillside overlooking a scenic coastal landscape. The view includes rolling fields leading down to the water, with distant hills and a clear blue sky enhancing the serene environment.
Home in Curio Bay
4.9 out of 5 average rating, 284 reviews

Tiroroa - our barn with an ‘extensive view’

Hi there and welcome to our new slice of heaven on the coast and on the doorstep of the Catlins Rainforest National Park. ‘Tiroroa’ is our barn style property, completed late 2019. It is perched on the hill overlooking Porpoise and Curio Bay sitting on its own hectare of land. We are the southern most Airbnb property on mainland New Zealand … next stop Antarctica! We have 3 Alpacas roaming around in the rear paddock: Jack, Trevor and Sammy. Come and say hi …

Top Guest favourite
The cozy sitting area features two red armchairs and a glass coffee table with a light wood accent. A flat-screen television is mounted on the wall, with a modern lamp providing soft lighting. Large windows reveal views of the tranquil garden outside.
Farm stay in Invercargill
4.97 out of 5 average rating, 112 reviews

60's Studio - Hawthorne Gardens Boutique B&B

Our boutique B&B accommodation is situated in the beautiful natural setting of our tranquil gardens, giving our guests plenty of peace and privacy. Continental breakfast included! Our 60's studio room has it's own private bathroom and is attached to the end of the main house with it's own private entrance (no internal access to the main house).

Popular amenities for Winton holiday rentals

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