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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winchester vacation rentals

A modern two-story house with a blue exterior, a front porch, and a wooden picnic table.

1. Phoenix Motel

Phoenix Motel
4.0 star property
Temuka
9.2 out of 10, Wonderful, (122 reviews)
"Great place to stay and being opposite a ‘Night-&-Day store was a bonus.will definitely stay there again."
Australia
Lawrence
The price is ￥13,440
￥15,608 total
includes taxes & fees
Oct 13 - Oct 14
Phoenix Motel
A coastal building with balconies, labeled "COASTAL RIDGE TIMARU LUXURY ACCOMMODATION."

2. Coastal Ridge Apartments

Coastal Ridge Apartments
3.5 star property
Kensington
9.6 out of 10, Exceptional, (113 reviews)
"One of the bests stays I’ve experienced, ticks all the boxes and then some.. thank you !"
Australia
Sarah
The price is ￥16,961
￥19,697 total
includes taxes & fees
Oct 26 - Oct 27
Coastal Ridge Apartments
A living room with a sofa, pillows, and a vase of flowers.

3. Coldstream Estate - The Whare

Coldstream Estate - The Whare
4.0 star property
Coldstream
10.0 out of 10, Exceptional, (11 reviews)
"What a charming place! This place was more than I hoped. Beautiful styled while allowing for comfort. The surrounds are stunning and the home is delightful. I will be recommending this to friends who need a relaxing stop to recharge. We didn’t want to leave!!"
Australia
Jenny
The price is ￥30,593
￥35,636 total
includes taxes & fees
Oct 13 - Oct 14
Coldstream Estate - The Whare
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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Top Winchester Hotel Reviews

Geraldine Motels

Geraldine Motels

10/10 Excellent
"The staff were extremely accommodating, great stay thank you."
Sandy 3-night trip
Posted 17 hours ago
Geraldine Motels

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

Look no further and take a look at our great range of rental properties in Winchester!

Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we give you a choice of vacation rentals near popular local attractions in Winchester, or you can select a more secluded option if you're looking for relaxation. Winchester is known for its cafes and spas. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation home rentals in Winchester?

Coldstream Estate - The Whare: This vacation home rental outside of Winchester is located near the beach and has a fireplace, a terrace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a library.

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 Ashbury Park. Timaru Lighthouse and Caroline Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Winchester like?

Vacation rentals are private properties you can stay in for a long or short time in Winchester. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for families.