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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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, 109 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
A modern two-bedroom home features a light exterior and a welcoming entry. A spacious conservatory with multiple seating options is visible. Adjacent steps lead to a well-kept yard, framed by a white picket fence. The property number can be seen on the wall.
Cottage in Riverton / Aparima
4.96 out of 5 average rating, 200 reviews

Beach Cottage - A Cosy Beach Cottage Charmer

A lovely modern 2 bedroom home with new decor, kitchen and bathroom. It's well equipped to make your stay comfortable and relaxing, including a nice conservatory and a deck with sea views. We have updated to a smart TV & wifi This place is ideal for family holidays or a relaxing couples retreat, with a short 3 minute walk to a lovely safe swimming beach, you are also within walking distance to the Beach House Cafe/ Restaurant or Takeaways and there's also a children's playground close by.

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, 342 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
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, 209 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
Hut in Oreti Plains
4.98 out of 5 average rating, 209 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
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 favorite
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, 267 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.

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, 398 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
An outdoor deck area features a large wooden table surrounded by two rustic benches. Lush greenery and palm plants are visible nearby, with a clear sky overhead. The space offers a tranquil setting for dining or relaxation.
Home in Riverton / Aparima
4.92 out of 5 average rating, 121 reviews

Black swan beach house

Enjoy a meal out on the deck with your girlfriends as a great girly getaway or a weekend away with your family. 3 bedrooms plus a fold out sofa , 1 single a bunk single over double bed upstairs Lots of games/puzzles Five min walk to the beach, with a great park in Taramea bay No Wi-Fi Fabulous restaurants for you to try or go into town to the supermarket then cook at home Keep warm with a Heatpump House is not fenced,

Top guest favorite
Two separate self-contained cottages are set in a well-maintained garden, featuring expansive windows that offer views of the surrounding landscape. A gravel pathway leads to each unit, with manicured hedges framing the outdoor space. Snow-capped mountains rise in the background under a clear blue sky.
Farm stay in Manapouri
4.98 out of 5 average rating, 385 reviews

Dusky Peaks Unit 1 (2 Bedroom)

Our two bedroom cottages are fully self contained with full kitchen and laundry facilities. Each cottage has two bedrooms, sleeping a total of 4 guests. Our guests recommend a two night stay minimum in this area. Milford Sound and Doubtful Sound are renowned tourist destination. Also walks in Fiordland National Park and a local bike trail. No cleaning fee.

Top guest favorite
A well-appointed living area features a comfortable sofa and an elegant armchair. A coffee table is centrally placed, while the kitchen bar with stools is visible in the background. Natural light enters through multiple windows, enhancing the open and inviting space.
Cottage in Invercargill
4.97 out of 5 average rating, 577 reviews

VILLA LANE

Well appointed cottage with full kitchen, queen size bed, separate living, sky tv in the living and bedroom, private patio. Relaxing decor, warm and private. Free Wifi. Handy to town, walking distance to shops and park.

Top guest favorite
A straw beach hat and a light-colored sun hat are hung on a white wall. A large woven tote bag, featuring black straps, is also displayed, highlighting a relaxed coastal vibe.
Home in Riverton / Aparima
4.92 out of 5 average rating, 211 reviews

Towack Beach House

A classic kiwi batch ready and waiting to host your special family weekend away or a group of friends who are looking for a relaxing mini break. The perfect spot to sit and watch the world go.

Popular amenities for Winton vacation rentals

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