
Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
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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 🥰

Shearvue Farmstay with FARM TOUR & Spa | Fairlie
A large Working Farm, 4000 sheep & 300 cattle Enjoy the peace & superb views. Relax in a cosy 2-bedroom cottage with continental breakfast provisions & COMPLIMENTARY FARM TOUR, hand feed our friendly animals, including pig, sheep, alpaca, cows, & dog, while learning about farming in NZ By night, from your private spa pool, enjoy the Mackenzie Region's famous stary skies. Sadly we CLOSING end of 2026😢Book Now! Drive Times: 3.5 hours to Queenstown, 2.5 hours to Christchurch, 40 minutes toTekapo

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

Fiery Peak Eco-Retreat with Logfire & Hot Tub
COSY UP THIS WINTER next to the logfire in our luxurious country retreat. SOAK under the stars in an exclusive use wood-fired hot tub ($70 - one night/ $100 for 2) Marshmallows chats next to the firepit. WATCH the sun set behind the mountains. Wake to birdsong. TAKE the plunge in our spring-fed pool. DAY TRIPS to Tekapo, Mt Cook, Mt Sunday. 8kms to Geraldine village. Reconnect with your partner or BESTIE (single bed avail) surrounded by nature. Games & books, screen & wifi free. Bliss!

The Lookout: Waterfalls & Ancient Rainforest Walks
Relax & unwind in total privacy with breathtaking views. Peel Forest Scenic Park is a beautiful protected rainforest. 'The Lookout' sits high in the tree tops. Surrounded by forest & birdlife, walks to waterfalls, ancient trees & mountains on your doorstep. Secluded, warm, clean and comfy-guests describe it as “A Dream”. Great for couples, families, & large groups. 5 mins to Green Man Cafe & Bar. Price includes luxury linen, toiletries, cereal, tea & coffee, exit clean. Free wifi & parking.

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.

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.

The Black House - Stars & Alpine Views
Relax at The Black House, a warm, sunny eco-friendly retreat set amongst rolling countryside. This stylish three-bedroom modern home offers comfort, full amenities, and stunning Mt Dobson and alpine views. Walk to Lake Opuha or explore nearby Fairlie township and Lake Tekapo. Soak in the outdoor bath under world-renowned dark skies—perfect for unforgettable stargazing. Ideal for romantic, peaceful escapes or family adventures, with generous open grounds to unwind and reconnect.

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.

Polaris | Lake Tekapo
Nestled amidst the serene alpine beauty of Tekapo, Polaris is perched as one of the highest elevation houses in the area, offering a harmonious blend of luxury, comfort and celestial allure. Step onto the expansive deck where you can relax with an evening BBQ, enjoying the breathtaking views of Lake Tekapo & the surrounding mountains. Or immerse yourself in the stunning night sky Tekapo is renown for, adorned with the Southern Cross and other constellations.

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.

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
Other great holiday rentals in Winchester

Mountain View Farm Hideaway

Dobson Serenity

The Cabin - Waimarie Station

Shepherd's Rest Tiny Home

Tinks Retreat.

Aldourie Lodge - Lake Tekapo

Snowgrass Hut - Above & Beyond

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