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 🥰

Location · Family · Wifi

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

Value · Family · Hiking

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 your exclusive-use wood-fired hot tub ($70 - one night/ $100 for 2). Enjoy long chats next to the fire pit. WATCH the sun set behind the mountains. Wake to birdsong. TAKE the plunge in our springfed pool. DAY TRIPS to Tekapo, Mt Cook, Mt Sunday. 8kms to Geraldine village. Reconnect with your partner or BESTIE (x2 mattress avail) surrounded by nature. Games & books, screen & wifi free. Bliss!

Value · Location · Getting around

Large, private 5 bedroom homestead with pool

This huge architecturally designed house was built in the 80’s and recently renovated with new paint, new floors, curtains, bathrooms and kitchen. This is the perfect escape for the large family or group that wants to be close to town but still enjoy the peaceful tranquility of the South Canterbury countryside. 10 minutes to Timaru CBD and beautiful Caroline Bay, 8 minutes to Pleasant Point, 25 minutes to beautiful Geraldine and just over an hour to the gorgeous tourist destination of Tekapo.

Family · Value · Getting around

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.

Value · Location · Checkout

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.

Location · Value · Indoor spaces

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.

Value · Location · Sleep quality

Studio 226

A private, peaceful, self-contained 2 bedroom modern unit on a lifestyle block. Developed native plants and grounds. Stunning views out towards the 4 peaks mts. Handy location from Geraldine (6kms). A perfect base from which to enjoy walks, cycling and sightseeing (Fairlie, Tekapo, Aoraki, Omarama, Oamaru, Peel Forest), skiing (Roundhill, Tekapo, Mt Hutt). A perfect spot to rest and recharge for tourists traveling from Queenstown to Chch before flying home.

Family · Location · Outdoor spaces

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.

Location · Value · Parking

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.

Family · Location · Quiet

Loft @ River Chalet

The Loft is a stand alone unit above the carport. It has a Queen size bed and a sofa bed the can sleep an additional two people. The bathroom has a spacious shower with a good hot water supply. The Loft has a good WiFi connection and a TV with all the Freeview channels. The ingredients for a rich continental breakfast will be delivered to you which you can prepare in the kitchenette and enjoy at your leisure.

Family · Location · Laundry

The Lookout: Waterfalls & Ancient Rainforest Walks

Escape to a secluded forest retreat with breathtaking views in beautiful Peel Forest. Set amongst native bush and birdsong, The Lookout feels wonderfully private, with walks to waterfalls, ancient trees and Mt Peel right on your doorstep. Warm, comfortable and full of character, it's a special place for couples, families and friends to slow down and reconnect with nature. Just 15 mins drive from Geraldine.

Location · Value · Checkout