Winchester Holiday Rentals

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Holiday Rentals in Winchester

Coastal Ridge Apartments

3.5 star property
9.6 out of 10, Exceptional, (88)
"Clean and comfortable. Friendly staff. Parking. Could hear some noise from another apartment, but nothing major!"
The price is AU$225
includes taxes & fees
6 Jan - 7 Jan
Coastal Ridge Apartments

Blue Dolphin Motel

3.5 star property
8.0 out of 10, Very good, (140)
"Handy to Town Centre. Had everything we needed. Would stay again"
The price is AU$141
includes taxes & fees
24 Jan - 25 Jan
Blue Dolphin Motel

Phoenix Motel

4.0 star property
9.0 out of 10, Wonderful, (99)
"Great place with nice amenities. Proprietor was terrific and very informative. "
The price is AU$152
includes taxes & fees
5 Jan - 6 Jan
Phoenix Motel

Delightful 1-bed barn with stunning mountain views...

9.8 out of 10, Exceptional, (19)
"Mike and Julie are attentive, thoughtful and truly excellent hosts. This was our 2nd stay at the lavender farm and we wish we had booked for longer. Two adorable dogs and a very friendly cat were equally as attentive!!!! Julie’s home baked bread, pancakes and crepes were a delight. Highly recommended. John & Jackie Cornell 30 Oct - 3 Nov 24 "
The price is AU$224
includes taxes & fees
15 Jan - 16 Jan
Delightful 1-bed barn with stunning mountain views...

A Wonderful Rural Gateway

9.8 out of 10, Exceptional, (30)
"The property is sited on a farm. It is well away from an unsealed road (no traffic noise) and from the farm house. I think I may have heard a chain saw for a short while. In case you are worried there are no farmyard 'smells'. Check in and instructions on how to find the property were great. The manager replied promptly to my questions. I saw no one else, but I could have walked to the farmhouse if there was a major problem. The property is a converted shipping container, that is light, airy...
A Wonderful Rural Gateway

Brynderwyn Hill Oaks by Tiny Away

10.0 out of 10, Exceptional, (1)
"We were late arriving so only got to spend a very short time but the tiny house was lovely and comfortable. The hosts were very helpful and accommodating. "
The price is AU$342
includes taxes & fees
5 Jan - 6 Jan
Brynderwyn Hill Oaks by Tiny Away

Holiday House with Style - Geraldine Retreat

9.4 out of 10, Exceptional, (235)
"We try to book this house every year It is clean and very well situated"
Holiday House with Style - Geraldine Retreat

Garden Cottage

9.8 out of 10, Exceptional, (36)
"Did a quick overnight on our way to Christchurch from Queenstown. Space was perfect! Had everything we needed, beautiful gardens and easily accessible. So much nicer than a hotel and very comfortable. Left us breakfast in the fridge, that was greatly appreciated after eating out for so many days.Fabulous hosts and highly recommend!"
Garden Cottage

The Lookout: Waterfalls & Ancient Forest Walks-Peel Forest Boutique Holiday Home

10.0 out of 10, Exceptional, (35)
"A forest stay with so much character"
The Lookout: Waterfalls & Ancient Forest Walks-Peel Forest Boutique Holiday Home

Spacious, modern, centrally located house.

10.0 out of 10, Exceptional, (6)
"Walked into a beautiful house, nice and open. Felt like home. Everything was great. Enjoyed the chocolates. Thank you. Beds are comfortable. Thank you so much. Love to come. back and bring the family. So much roomroom"
Spacious, modern, centrally located house.

Welcome to Copper John, Fly Fishing retreat. Quite and private.

10.0 out of 10, Exceptional, (2)
"It was peaceful and immediately made me feel relaxed to overlook the hills, the cows in the nearby paddock & the trees and gardens surrounding the cabin; I wish I had spent my whole 5 days in the Fairlie/Geraldine area here. It was clean & modern, well equiped kitchen, really comfortable bed and couch, great shower, good heat pump. While there was no WiFi, sometimes in life that is good; I didn’t find it an issue. Free to air TV is available. Oh, and the visit by the beautiful dog and a...
Welcome to Copper John, Fly Fishing retreat. Quite and private.

Sun Soaked Lookout Timaru

9.4 out of 10, Exceptional, (47)
"Great stay. House nice and warm. Everything we needed."
Sun Soaked Lookout Timaru

Fiery Peak Eco-Retreat with Wood-fired hot tub

9.8 out of 10, Exceptional, (22)
"Had a beautiful time staying at Fiery Peak! Even with some not-so-great weather, we had an incredible time. Lovely views, wonderful hosts, amazing view of the stars, and a killer hot tub - absolutely recommend staying here."
Fiery Peak Eco-Retreat with Wood-fired hot tub

Coldstream Estate - The Whare

4.0 star property
10.0 out of 10, Exceptional, (5)
"This is the second time we have stayed at this property and it is just wonderful. One of my favourite places to stay. Clean and very comfortable."
The price is AU$341
includes taxes & fees
7 Jan - 8 Jan
Coldstream Estate - The Whare

Barnes Street BNB - Enjoy your stay in lovely private unit.

9.0 out of 10, Wonderful, (4)
"Up-do-date fresh well kept living / bedroom / bathroom below the host's residence. A great space to hang out after a day out exploring Timaru. Friendly hosts. A short drive from town centre."
The price is AU$155
includes taxes & fees
14 Jan - 15 Jan
Barnes Street BNB - Enjoy your stay in lovely private unit.

Take a Break in the Country - 1 Bedroom Apartment

10.0 out of 10, Exceptional, (2)
"The view is beyond belief.. stunning. So is the environment. It was backed up by a level of care and attention to detail that many could learn from. The rooms were warm (important for folk used to a warm climate ). The bed was super comfortable, there were lots of pillows, extra covers.. There was a good coffee machine. Everything worked. There were well written instructions to everything. Would highly recommend."
Take a Break in the Country - 1 Bedroom Apartment

Sunny Geraldine family bungalow

8.6 out of 10, Excellent, (4)
"Had a good time"
Sunny Geraldine family bungalow

Seaside Retreat - Stylish, newly renovated oceanside property

10.0 out of 10, Exceptional, (6)
"Beautiful home within fantastic views of the ocean! We were very happy with our stay! "
Seaside Retreat - Stylish, newly renovated oceanside property

Seaside Bungalow Timaru

9.8 out of 10, Exceptional, (29)
"Stunning stunning stunning As a Real Estate agent from Christchurch I have seen some amazing homes , this holiday home has got that WOW feeling , the view of the Ocean, Sunny, modern first class facilities , there was nothing we could have wanted more. Everyone will throughly enjoy their time here."
Seaside Bungalow Timaru

Home Sweet Home

10.0 out of 10, Exceptional, (5)
"Warm house and the host had thoughtfully gotten the fire going for us. The beds, bedding and pillows were amazing - so comfortable. Great after a full day of travelling."
Home Sweet Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Winchester you may be interested in

The Grosvenor

3.0 star property
7.8 out of 10, Good, (760)
"Beautiful hotel room, charming view, friendly and helpful staff. We wished we were staying longer!"
The price is AU$121
includes taxes & fees
11 Jan - 12 Jan
The Grosvenor

Andorra Motel

3.0 star property
9.6 out of 10, Exceptional, (237)
"Spacious and clean with a private kitchenette "
The price is AU$141
includes taxes & fees
27 Jan - 28 Jan
Andorra Motel

Ashbury Park Motel

4.0 star property
8.6 out of 10, Excellent, (267)
"Good value if you’re just needing somewhere to sleep and shower, very clean and comfy. "
The price is AU$161
includes taxes & fees
6 Jan - 7 Jan
Ashbury Park Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its cafés and spas. Make sure you have time to check out the gardens while you're in the area.

What are some of the best holiday rentals that Winchester has to offer?

Delightful 1-bed barn with stunning mountain views...: This holiday home rental outside of Winchester is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Winchester?

Explore the area and family-friendly sights such as Geraldine Observatory, or get out into nature at a spot like Washdyke Lagoon Wildlife Refuge. Ashbury Park and Timaru Lighthouse are a couple of places you'll find in the wider area.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.