Vacation rentals in Winchester

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 🥰

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, * A screen & wifi-free getaway (mobile data available)

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

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.

Harakeke House

Relax in the best of rural Mackenzie country with the whole family at our peaceful holiday home. We are less than 5min from Lake Opuha, and you could be at 3 ski fields within an hour!!! Approx 40 minutes from Tekapo , 1 hour from Timaru and 30 minutes from Geraldine, and approx 2 1/2 hours to Christchurch. Situated on the sunny corner of a working dairy farm you’ll enjoy mountain views and peaceful starry nights. Plenty of room for the family with a large lawn and fully fenced section.

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.

Oakham Cottage - English style gardens, Geraldine.

Our lovely 2-bedroom cottage is situated on a large section surrounded by beautiful English style gardens. The gardens are well established, have beautiful hedges, flower beds and wildlife. We have a private outdoor area which has a BBQ and outdoor furniture so you can enjoy comfortable outdoor living. The cottage was redecorated in July 2025. The cottage has a heat pump. It's an easy a 1-minute car journey into the centre of Geraldine, or a 15-minute walk.

Kingfisher Cabin

Thoughtful, modern design makes Kingfisher Cabin a unique experience. We have created a private, luxury small home that gives you the space you need to comfortably remove yourself from the rush of every day life. Kingfisher Cabin is located just 10 minutes from Timaru and two hours from Christchurch and Dunedin. The cabin is set on farmland with a spectacular view of the ocean. The newly built cabin is exquisitely styled, with a restful and calming vibe.

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.

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.