Holiday houses in Winchester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winchester

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

%{current} / %{total}1 / 1
Top Guest favourite
A scenic view features native plants and grasses in varied shades, set against a backdrop of dramatic grey clouds. Sunlight filters through, creating a warm glow over the landscape, with gentle hills visible in the distance. The natural environment evokes tranquility.
Home in Geraldine
4.99 out of 5 average rating, 214 reviews

Struan Farm Retreat Geraldine

Beautiful native trees and birdsong surround your own peaceful, private, and quiet cottage and gardens. We have a star gazing area where you will be awed by the clear sky and see the Milky Way and all the constellations. Our Retreat Cottage is very well equipped with everything you need, including a 3 pin EV charging port. Your hosts, Drew and Sally, will meet you and show you around their small farm including cows, chickens and native birds, and browse the large vegetable gardens and orchard.

Top Guest favourite
A scenic view from the apartment showcases rolling green fields and a tree-lined horizon under a clear sky. The distant mountains are visible, adding depth to the landscape. Lush plants are positioned in the foreground, enhancing the natural surroundings.
Guest suite in Ruapuna
5 out of 5 average rating, 129 reviews

Take a Break in the Country - 1 Bedroom Apartment

This apartment is situated 5 minutes off Inland Scenic Route 72 and less than 20 minutes from the friendly farming village of Geraldine. Use the apartment as a launch pad to local activities in Peel Forest (horse treks and bush walks), Lake Tekapo (ice skating, snow tubing, day spa and hot pools), Mt Cook (beautiful scenic walks and helicopter rides), or just a place to relax and escape from the hustle and bustle of town. We are a working farm running cattle, a couple of chickens and 2 dogs.

Guest favourite
A self-contained guesthouse interior showcases a spacious bed with a rattan headboard, complemented by soft bedding. A cozy sofa, kitchenette with a microwave and Nespresso machine, and a small dining table are present. Natural light enters through a window, illuminating the inviting space.
Guesthouse in Geraldine
4.91 out of 5 average rating, 129 reviews

Stonebridge Guesthouse

Escape to our charming garden guesthouse, where tranquility marries perfectly with comfort. Nestled amongst lush greenery, overlooking a picturesque pond, Stonebridge guesthouse offers a peaceful retreat with modern amenities. Situated within the village of Geraldine, the cottage offers the best of both worlds… rurally tucked away but still close enough to town. Whether you're seeking a weekend getaway or a longer stay, our garden cottage is the perfect oasis for relaxation and rejuvenation

Guest favourite
A spacious bed dressed in rich red and gold bedding is complemented by white pillows and two vibrant orange cushions. Two rolled towels are neatly arranged on the bed, with a small assortment of toiletries placed in the center.
Farm stay in Timaru
4.88 out of 5 average rating, 116 reviews

ELVz Air BnB New Zealand 🇳🇿

SEPARATE BUILDING from The Host house/SELF CONTAINED UNIT-FARM/LIFESTYLE BLOCK-FREE BREAKfast >15~25minutes to TIMARU AIRPORT,PORT,CAROLINE BAY & Businesses >Unlimited WIFI >3.5 kilometers to TOWN >VIDEO SURVEILLANCE-camera >Fridge/Freezer, mini oven , twin electric hot plates oven(ON when you use but OFF after ),microwave,shower ,TV, iron/ironing board, heat pump, Quite , Private , Great Rural outlook >QUEEN BED with SOFA BED >washing machine(add pay) >NOT allowed to charge CAR(electric)

Guest favourite
Snow-capped mountains reflect sunlight against a clear blue sky, creating a serene backdrop. The calm waters of a lake sparkle in the foreground, enhancing the tranquil rural setting surrounded by natural beauty.
Guest suite in Fairlie
4.83 out of 5 average rating, 514 reviews

Michaelvale Bed & Breakfast

Peace and tranquility. Situated 12kms from Fairlie and only 30mins drive to Lake Tekapo our self contained accommodation is a perfect place to relax. We provide a warm and sunny studio unit which includes a delicious continental breakfast and is private from your hosts home nearby. Amazing star gazing and just 2kms from Lake Opuha for those keen on fishing, boating, kayaking, biking and walking. This is a spectacular and peaceful rural setting with amazing views of the mountains.

Top Guest favourite
The exterior of a charming studio is seen, featuring a stone path leading to a small outdoor sitting area with wooden furniture. A large rock and a screen provide privacy. Lush green grass surrounds the property, with trees visible in the background.
Guest suite in Geraldine
4.94 out of 5 average rating, 358 reviews

Xantippe Downs - Separate unit in Peaceful Setting

Separate studio is ideal for couples, solo travelers or business person. Located not far from the town centre but has a rural feel, giving you peace and quiet. Queen bed, fridge, toaster, tea/coffee facilities, continental breakfast and Wifi (now with Satellite giving good connection) A nice comfortable and cosy place to stay. Geraldine is a vibrant town offering boutique shopping, cafes and numerous outdoor activities. Access is via a Lock Box, giving you total control.

Guest favourite
A spacious wooden deck is featured, surrounded by warm-toned wooden panels. Large glass doors lead into the interior, and sunset hues are reflected in the windows. The deck offers unobstructed views of the surrounding landscape, contributing to a serene outdoor environment.
Guest suite in Temuka
4.91 out of 5 average rating, 258 reviews

Arle's Nook

Arle’s Nook is just that, it’s a little nook nestled amongst our slice of paradise. From comfort & warmth of a newly built cabin you over look our small farm and have some amazing mountain views and some equally amazing sunsets. Peace & tranquility take over as you are far enough out of town, while actually only being 2 minutes from Temuka's Town Centre, 15 minutes from Timaru's Caroline Bay and Town Centres Cafes and Shops and 8 minutes from Fonterra's Clandeboye Site.

Top Guest favourite
A modern lower-level retreat features a cozy queen bed with soft bedding. A comfortable sofa and a small dining table are positioned nearby. Light enters through the doorway, illuminating the space, while a guitar hangs on the wall, adding a personal touch.
Apartment in Geraldine
4.88 out of 5 average rating, 136 reviews

Modern Apartment, Great Location

Start the day with the morning sun in our modern, spacious lower-level retreat with a separate entrance for your convenience. Enjoy a cozy queen bed with an electric blanket, a heat pump for your comfort, ensuite bathroom, and well-equipped kitchenette. Stay connected with WiFi and unwind with Netflix. Conveniently located just a 5-minute walk from Geraldine Village and with bush walks right across the road. Book now for a relaxing stay!

Top Guest favourite
A stylish studio is set near a landscaped pond, surrounded by greenery and natural features. The exterior showcases a modern design with a welcoming porch. Reflective water enhances the serene atmosphere, while soft evening light illuminates the scene.
Guesthouse in Mount Somers
4.98 out of 5 average rating, 380 reviews

Stylish 1 bedroom studio with picturesque views

Stylish new Studio situated on the Inland Scenic Route. (Highway 72).With picturesque views of Mount Hutt and surrounding mountains.Methven is only a 20 min.drive where there are highly rated restaurants and bars. The area has recently been boosted by the opening of the Opuke Thermal Pools and Spa. Mount Hutt Skifield is likewise only a 20 min drive from the property.With Christchurch International Airport being one hour away.

Top Guest favourite
A single-story cabin features a redwood exterior with a covered patio area. Lush greenery surrounds the cabin, including native plants and shrubs. A gravel path leads to the entrance, and a BBQ is visible on the deck, providing an inviting outdoor space.
Cabin in Orari
4.9 out of 5 average rating, 426 reviews

Country Cabin

The warm and cosy cabin is a self contained unit detached from the main house, with BBQ, private deck and restful native garden. You will have your own access/key and off road parking. Our place is great for couples. On navman route, we are 2 hours from Christchurch and 4 hours to Queenstown. Only 1 hour from Mt Hutt ski field and 1 hour from Mt Dobson ski field. Aoraki Mount Cook is 2 hours distance and Tekapo is 1 hour.

Top Guest favourite
Cottage in Allenton
4.95 out of 5 average rating, 707 reviews

Lake Cottage , "Coniston" Ashburton

Lake Cottage is a small cottage which has a double bed is fully self contained set in 6.5 acres of woodland and formal gardens at "Coniston" Ashburton. In a quiet farm setting only 3 km from the centre of Ashburton and S.H. 1 to Christchurch, Dunedin or Queenstown. Continental breakfast provisions provided, selection of cereals, porridge, fruit, bread, milk, butter and selection of spreads. Selection of teas and coffees.

Guest favourite
The self-contained cottage is framed by lush greenery and manicured lawns, featuring a welcoming porch with potted plants. Expansive glass doors invite natural light into the interior, connecting the peaceful outdoor space to the cottage's warm atmosphere.
Farm stay in Beauly Farm Woodbury
4.95 out of 5 average rating, 740 reviews

Beauly Farm Stay Cottage-Cute & Cosy

Beauly Farm Cottage is one of those special places to stay if you want something that is bespoke and definitely not mainstream accommodation. Set in beautiful established grounds, this self contained cottage is perfect for a couple wanting the privacy, peace and tranquility of their own space in the country. Only minutes to Geraldine. Close to quaint Woodbury Village, Beauly Cottage has stunning views to Mount Peel.

Popular amenities for Winchester holiday rentals

  1. Airbnb
  2. New Zealand
  3. Canterbury
  4. Winchester