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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 292
AED 338 total
includes taxes & fees
1 Oct - 2 Oct
Phoenix Motel
A garden pathway with lush greenery and flowering plants.

2. Country Getaway - Studio room with Ensuite in seven-acre landscaped gardens.

Country Getaway - Studio room with Ensuite in seven-acre landscaped gardens.
Waitohi
10.0 out of 10, Exceptional, (5 reviews)
"A great all round experience in a country setting, great hosts, breakfast, bed and knowledge "
Australia
David A.
The price is AED 279
AED 388 total
includes taxes & fees
2 Oct - 3 Oct
Country Getaway - Studio room with Ensuite in seven-acre landscaped gardens.
A hotel room with a bed, a desk, and a television in the adjacent room.

3. 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
Blue Dolphin Motel
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 AED 676
AED 782 total
includes taxes & fees
31 Oct - 1 Nov
Coldstream Estate - The Whare
A small, single-story house with a porch, a satellite dish, and a gravel driveway.

5. Tui Haven - country escape in Geraldine

Tui Haven - country escape in Geraldine
Kakahu
10.0 out of 10, Exceptional, (2 reviews)
"The cottage was lovely really comortable bed. Free range eggs for breakfast. Deicious..0"
New Zealand
Anne B.
The price is AED 269
AED 399 total
includes taxes & fees
7 Oct - 8 Oct
Tui Haven - country escape in Geraldine
A coastal building with balconies, labeled "COASTAL RIDGE TIMARU LUXURY ACCOMMODATION."

6. Coastal Ridge Apartments

Coastal Ridge Apartments
3.5 star property
Kensington
9.6 out of 10, Exceptional, (112 reviews)
"One of the bests stays I’ve experienced, ticks all the boxes and then some.. thank you !"
Australia
Sarah
The price is AED 413
AED 478 total
includes taxes & fees
11 Oct - 12 Oct
Coastal Ridge Apartments
A bedroom with a bed, bedside table, and a window.

7. Field and Fleece Farm Stay by Tiny Away

Field and Fleece Farm Stay by Tiny Away
Levels Valley
The price is AED 287
AED 412 total
includes taxes & fees
6 Oct - 7 Oct
Field and Fleece Farm Stay by Tiny Away
A modern living room with a grey sofa, a television, and a coffee table. There is a dining area in the background with a table and chairs.

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

Barnes Street BNB - Enjoy your stay in lovely private unit.
Glenwood
8.8 out of 10, Excellent, (5 reviews)
"We enjoyed our stay."
Australia
Michael W.
The price is AED 331
AED 447 total
includes taxes & fees
26 Oct - 27 Oct
Barnes Street BNB - Enjoy your stay in lovely private unit.
A modern building with a wooden exterior and large glass windows.

9. River Road Retreat 1 by Tiny Away

River Road Retreat 1 by Tiny Away
Maungati
10.0 out of 10, Exceptional, (2 reviews)
"Perfect accommodation for a stay in the area. Modern conveniences, comfortable bed, lovely rural views. I really enjoyed my stay. "
United States
Trish K.
The price is AED 286
AED 410 total
includes taxes & fees
6 Oct - 7 Oct
River Road Retreat 1 by Tiny Away
A well-maintained lawn with a trampoline, a small shed, and a fenced area.

10. Find your stay peaceful and comfortable with luxury. Kids friendly

Find your stay peaceful and comfortable with luxury. Kids friendly
Scarborough
10.0 out of 10, Exceptional, (3 reviews)
"Great high end accomodation that we were very happy with."
New Zealand
Ryan P.
The price is AED 337
AED 760 total
includes taxes & fees
9 Oct - 10 Oct
Find your stay peaceful and comfortable with luxury. Kids friendly
A two-story house with a red roof, a front porch, and a green front yard.

11. Large 4-Bedroom Home with Dual Living & short Walk to Beach/Town

Large 4-Bedroom Home with Dual Living & short Walk to Beach/Town
West End
The price is AED 599
AED 923 total
includes taxes & fees
4 Oct - 5 Oct
Large 4-Bedroom Home with Dual Living & short Walk to Beach/Town
A modern living room with a flat-screen TV mounted on the wall, a sliding door, and two potted plants.

12. Prime Spot Stay - Entire guest suite

Prime Spot Stay - Entire guest suite
Waimataitai
The price is AED 641
AED 810 total
includes taxes & fees
11 Oct - 12 Oct
Prime Spot Stay - Entire guest suite
A kitchen with wooden cabinets, a white refrigerator, a microwave, and a stove.

13. Suite Caroline 2 Bedroom apartment

Suite Caroline 2 Bedroom apartment
Maori Hill
The price is AED 624
AED 717 total
includes taxes & fees
7 Oct - 8 Oct
Suite Caroline 2 Bedroom apartment
A bedroom with a bed, a bedside table with a lamp, a mirror, and a window with curtains.

14. Bay Getaway 2 Bedroom apartment

Bay Getaway 2 Bedroom apartment
Maori Hill
The price is AED 619
AED 712 total
includes taxes & fees
24 Oct - 25 Oct
Bay Getaway 2 Bedroom apartment
A bathroom with a wooden vanity, a glass shower enclosure, and a hand dryer.

15. The Huntaway by Tiny Away

The Huntaway by Tiny Away
Levels Valley
The price is AED 287
AED 412 total
includes taxes & fees
6 Oct - 7 Oct
The Huntaway by Tiny Away
A modern, single-story building with large windows, a wooden deck, and a white chair.

16. River Road Retreat 3 by Tiny Away

River Road Retreat 3 by Tiny Away
Maungati
The price is AED 449
AED 573 total
includes taxes & fees
31 Oct - 1 Nov
River Road Retreat 3 by Tiny Away
A modern bedroom with a bed, bedside tables, a built-in microwave, and a large window.

17. River Road Retreat 4 by Tiny Away

River Road Retreat 4 by Tiny Away
Maungati
The price is AED 331
AED 456 total
includes taxes & fees
1 Oct - 2 Oct
River Road Retreat 4 by Tiny Away
A modern cabin with a wooden exterior, a sliding glass door entrance, a small dining area with a table and chairs, and a bench outside.

18. River Road Retreat 2 by Tiny Away

River Road Retreat 2 by Tiny Away
Maungati
The price is AED 331
AED 456 total
includes taxes & fees
6 Oct - 7 Oct
River Road Retreat 2 by Tiny Away
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

Bay Viaduct Motor Lodge

Bay Viaduct Motor Lodge

10/10 Excellent
"The hostess was extremely informative, friendly and accommodating. The complex is centrally located, just off SH1 and there is very little noise during the night. It is easy to get around Timaru."
Robyn 2-night trip
Posted 1 day ago
Bay Viaduct Motor Lodge

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.