Holiday houses in Winton

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Top-rated holiday rentals in Winton

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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, 452 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
4.92 out of 5 average rating, 99 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

Guest favourite
A spacious lounge area includes comfortable leather seating and a wooden coffee table at its center. Large windows allow natural light to illuminate the room, and the brick fireplace adds warmth to the inviting atmosphere. A conservatory can be seen through the glass doors.
Home in Invercargill
4.92 out of 5 average rating, 295 reviews

Conway Cottage

Bright two bedroom house, with large lounge and very sunny conservatory. Within 10 minutes walk to ILT Stadium and Velodrome, 5 minutes to local tavern and 10 minutes to another. Local shops with takeaways, chemist, restaurant within 10 minutes walk. Truck Museum 4 minutes drive and Motorcycle Mecca around 8 minutes drive. Queens Park, a paradise of cool climate gardens & walkways, is nearby. Bluff is only a 20 minute drive away. 1 1/2 -2 hours drive from Queenstown, Te Anau, Central Otago.

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, 197 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
4.94 out of 5 average rating, 154 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, 133 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
4.97 out of 5 average rating, 178 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, 137 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
A person is seen riding a black horse along a sandy beach, with water lapping gently at the shore. A second horse's head, featuring a distinct white marking, is visible in the foreground. The scene is complemented by a clear blue sky with scattered clouds and a backdrop of greenery.
Cabin in Riverton / Aparima
4.86 out of 5 average rating, 243 reviews

Riviera Shack

Great little spot. 200m from the North beach & River. 5min walk to central Riverton - supermarkets & cafes. You maybe able to bring your dog - please check with me first. Dogs need to be kept on a lead around our yard at all times (because of our animals). And they also need to be able to stay off the furniture. The Shack (and yard) are not child safe, please let me know if you have a young child with you. We are also on the Te Araroa Trail, so great for backpackers.

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
4.95 out of 5 average rating, 434 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 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, 378 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.

Superhost
A modern single-story structure features a clean, minimalist design with a light gray exterior. A spacious green lawn is visible in front, complemented by a small patio area with a table and chairs beneath an overhang. Large windows allow for natural light.
Guesthouse in Riverton / Aparima
4.85 out of 5 average rating, 434 reviews

Towack Beach House studio unit

This near-new Scandinavian space was built with the view in mind and is perfect for couples to enjoy everything Riverton has to offer. It is a beautiful, cozy, well-appointed unit with room to spread out. This unit is ideal for couples or larger groups when booked in conjunction with Towack Street Beach House, located next door. Small children are always welcome, and there are flexible sleeping options. Come and stay; we guarantee you will love it!

Popular amenities for Winton holiday rentals

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