Vacation rentals in Winton

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Top-rated vacation rentals in Winton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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

Guest favorite
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
4.9 out of 5 average rating, 530 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 favorite
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 favorite
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.

Top guest favorite
A living area showcases a plush brown sofa positioned in the foreground, with a light wooden dining table in the background. Two windows allow natural light to flood the space, framed by greenery outside. A minimalist artwork is displayed on the wall, adding a contemporary touch.
Home in Invercargill
4.94 out of 5 average rating, 109 reviews

Brand new on Arthur

Your family/group will be close to the city centre, parks and restaurants when you stay at this brand new, centrally located home. Located in a private back section, an open plan home with 3 bedrooms, 2 bathrooms and double garage. A fully equipped kitchen, including a Nespresso machine. Large deck with ample seating, including outdoor beanbags. Lots of modern features including a smart TV & bluetooth speaker. Note - The house is newly completed and the driveway is in progress but useable

Top guest favorite
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, 360 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 favorite
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, 223 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, air fryer, slow cooker), 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.

Top guest favorite
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, 221 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 favorite
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, 142 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 favorite
Hut in Oreti Plains
4.97 out of 5 average rating, 232 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 favorite
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, 408 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!

Guest favorite
Home in Riverton / Aparima
4.95 out of 5 average rating, 131 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 vacation rentals

  1. Airbnb
  2. New Zealand
  3. Southland
  4. Winton