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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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 P5,390
P6,198 total
includes taxes & fees
Sep 16 - Sep 17
Phoenix Motel
A hotel room with a bed, a desk, and a television in the adjacent room.

2. Blue Dolphin Motel

Blue Dolphin Motel
3.5 star property
Maori Hill
8.0 out of 10, Very Good, (171 reviews)
"Clean and tidy great location great hosts "
Australia
Judith
The price is P4,580
P5,819 total
includes taxes & fees
Sep 4 - Sep 5
Blue Dolphin Motel
A coastal building with balconies, labeled "COASTAL RIDGE TIMARU LUXURY ACCOMMODATION."

3. Coastal Ridge Apartments

Coastal Ridge Apartments
3.5 star property
Kensington
9.6 out of 10, Exceptional, (109 reviews)
"One of the bests stays I’ve experienced, ticks all the boxes and then some.. thank you !"
Australia
Sarah
The price is P6,578
P7,564 total
includes taxes & fees
Sep 13 - Sep 14
Coastal Ridge Apartments
A living room with a sofa, pillows, and a vase of flowers.

4. Coldstream Estate - The Whare

Coldstream Estate - The Whare
4.0 star property
Coldstream
10.0 out of 10, Exceptional, (10 reviews)
"We thoroughly enjoyed our stay at The Whare. The accommodation was very clean and comfortable and the decor was beautiful. It was also extremely well equipped with everything we might need for our stay. Annie our host left us with a very generous and delicious hamper for breakfast, we would highly recommend it."
Australia
Victoria
The price is P11,385
P13,093 total
includes taxes & fees
Sep 3 - Sep 4
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
"Great stay"
Kevin 3-night trip
Posted 9 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
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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’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 Talbot Forest Scenic Reserve. Ashbury Park 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.