Holiday rentals 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 private hot tub is seen in the foreground, surrounded by lush greenery and a well-kept lawn. The charming cottage in the background is softly illuminated from its windows, highlighting the welcoming outdoor space as twilight begins to settle.
Cottage in Fairlie
4.99 out of 5 average rating, 215 reviews

Cricklewood Farmstay, Alpaca walk and hot tub

Just under 10 minutes from Fairlie, 40 min from Lake Tekapo and only 1.5 hr from MT Cook, is our super cute historic Farmers cottage. Watch and pet our friendly animals from the cottage and experience some of the best star gazing in New Zealand from our beautiful hot tub. During your stay we offer a free animal tour of 1 hour, whereby you will visit some of our friendly animals incl bottle feeding our pet lambs (Aug-Dec), an Alpaca walk 🦙, and our friendly horses, cats, dogs and chickens 🥰

Top guest favourite
Cabin in Canterbury
4.92 out of 5 average rating, 251 reviews

Fiery Peak Eco-Retreat with Stargazing & Hot Tub

* Luxury eco-friendly cabin set on the edge of forest with stunning views of the Four Peaks of South Canterbury - with a Noon "no rush" check out * King Bed with wood fire in open plan living room * Spring-fed plunge pool * Wood-fired hot tub - $70 for one night ($100 for 2) * Stunning dark sky stargazing. Daytrips to Tekapo, Mt Cook, Lord of the Rings, * Geraldine for cafes/restaurants/museums * BBQ & couch on verandah, native birdsong, * Disconnect: Screen & wifi free (mobile data access)

Top 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.
Guest house in Geraldine
4.94 out of 5 average rating, 173 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

Top guest favourite
The image captures a serene garden area with flourishing greenery and colorful flowering plants. Multiple cottage-style buildings are visible among the well-maintained landscape, framed by trees and shrubbery. A gravel pathway connects the cottages, inviting guests to explore the outdoor space.
Guest house in Darfield
5 out of 5 average rating, 462 reviews

Darfield: Homebush School Cottage

Homebush Cottage is part of the 130 year old former Homebush School, located on the Southern Scenic Route, 8kms from Darfield township and close to popular Skifields, Lakes and amazing tourist destinations, thus making us the perfect stopover. The cottage is set on 3 acres including beautiful rambling gardens and tennis court. The Cottage is super comfy and suitable for a couple. We provide a self catering breakfast including free range eggs from Brown Shavers so no need to worry about food !!

Superhost
An outdoor deck features a luxury hot tub overlooking a lake and mountains. Large glass doors provide seamless access between indoor and outdoor spaces. A wooden chair is positioned beside the tub, inviting relaxation in this serene setting.
Cottage in Lake Tekapo
4.83 out of 5 average rating, 892 reviews

Stargazer’s Luxury Retreat

For those who fancy a luxury escape; Stargaze the Milky Way from your own luxury outdoor bath, then come inside to a toasty warm fire. Enjoy the comfort of a king size bed with luxury linen, looking directly through to the lake and mountains beyond. In the bathroom, relax in our freestanding bath or enjoy a rain shower for two. Take in unobstructed views of the lake and mountains from your lounge room by day, and cosy up on the couch or wool beanbag for a movie at night. This is paradise.

Top guest favourite
A breathtaking view of Lake Tekapo is framed by open balcony doors, showcasing a lush green landscape and distant snow-capped mountains. The peaceful water stretches toward the horizon under a clear blue sky.
Flat in Lake Tekapo
4.99 out of 5 average rating, 374 reviews

TekapoB2 Lakeview Apartment, breathtaking views

Enjoy this fully self-contained apartment (50㎡ + deck) with breathtaking views of Lake Tekapo and the surrounding mountains. Perfect for a couple, it features a NZ King (167cmx203cm) bedroom separate from the open-plan kitchen and dining area. The space is ideally suited for two, but we’re happy to accommodate a third guest using the sofa bed in the living room. Just a 5-minute walk from the Church of the Good Shepherd and a 10-minute walk to the village centre. Free car park for guests.

Top guest favourite
Guest suite in Geraldine
4.94 out of 5 average rating, 416 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.

Top guest favourite
Home in Fairlie
4.98 out of 5 average rating, 133 reviews

The Black House

Relax in this warm, sunny and well-appointed three-bedroom home. The Black House is finished to a high standard with full amenities. Enjoy the peaceful, tranquil surroundings amongst gently rolling countryside and looking out to stunning views of Mt Dobson. Soak in the deep, luxurious outdoor bath and enjoy spectacular world-renowned night sky star gazing. A great spot for a romantic getaway or family adventures. Conveniently located close to Fairlie township and Lake Tekapo.

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
4.9 out of 5 average rating, 290 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 red barn stands against a dramatic sky, with a rainbow arching above. The foreground features stone sculptures and manicured grass, while the background includes lush green hills, creating a serene rural landscape.
Farm stay in Cave
4.94 out of 5 average rating, 213 reviews

Delightful 1-bed barn with stunning mountain views

Come and enjoy a stay on our beautiful lavender and olive farm, with breathtaking mountain views. The Barn has 1 queen-sized bed, 1 sofa bed and private bathroom. There is a microwave, fridge and bbq, tea, coffee, crockery etc You can picnic in the gardens or say hello to the dogs, cats, sheep, & alpacas! Breakfast cereals, bread, jams, coffee, teas etc are provided . You can also treat yourself from our range of natural lavender products in our on-site shop.

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, 236 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 where you can browse the large vegetable gardens and orchard.

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.
Guest house in Mount Somers
4.98 out of 5 average rating, 438 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.

Popular amenities for Winchester holiday rentals

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