Winchester Holiday Rentals from NZ$130: Search Short-Term Rentals

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

Coldstream Estate - The Whare : This holiday home rental outside of Winchester is located near the beach, and has a fireplace, a terrace and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a library.

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Our top choices for Winchester holiday rentals

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

1. Phoenix Motel

Temuka

Lawrence

includes taxes & fees

15 Nov - 16 Nov

A garden pathway with lush greenery and flowering plants.

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

Waitohi

David A.

includes taxes & fees

7 Dec - 8 Dec

A coastal building with balconies, labeled "COASTAL RIDGE TIMARU LUXURY ACCOMMODATION."

3. Coastal Ridge Apartments

Kensington

Sarah

includes taxes & fees

20 Nov - 21 Nov

A living room with a sofa, pillows, and a vase of flowers.

4. Coldstream Estate - The Whare

Coldstream

Jenny

includes taxes & fees

2 Dec - 3 Dec

A glass-enclosed shower area with a marble wall, a towel rack, and a curtain.

5. R2Quiet country setting close to ski fields, Levels Raceway and Fonterra factory

Temuka

includes taxes & fees

7 Dec - 8 Dec

A small, single-story house with a porch, a satellite dish, and a gravel driveway.

6. Tui Haven - country escape in Geraldine

Kakahu

Anne B.

includes taxes & fees

21 Nov - 22 Nov

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.

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

Glenwood

Michael W.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a central island, wooden flooring, and a dining area with a long table and chairs.

8. Spacious home and tranquil garden close to village

Geraldine

includes taxes & fees

17 Nov - 18 Nov

A modern building with a wooden exterior and large glass windows.

9. River Road Retreat 1 by Tiny Away

Maungati

Trish K.

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a dresser, a window, and a mural of dolphins.

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

West End

includes taxes & fees

15 Nov - 16 Nov

A well-maintained lawn with a trampoline, a small shed, and a fenced area.

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

Scarborough

susan c.

includes taxes & fees

17 Nov - 18 Nov

A hot tub in a wooden barrel with a view of a house and garden.

12. Lady G | Villa & Guesthouse | Hot Tub | Guests 14+

Geraldine

includes taxes & fees

29 Nov - 30 Nov

A modern living room with a flat-screen TV, a sofa, a coffee table, and a large window with a view of the sky and buildings.

13. Bay Getaway 2 Bedroom apartment

Maori Hill

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, coffee table, and a patterned rug.

14. Suite Caroline 2 Bedroom apartment

Maori Hill

includes taxes & fees

28 Nov - 29 Nov

A modern living room with a sliding glass door leading to a balcony, a black refrigerator, and a dark-colored sofa.

15. Prime Spot Stay - Entire guest suite

Waimataitai

includes taxes & fees

15 Nov - 16 Nov

A modern, single-story building with large windows, a wooden deck, and a white chair.

16. River Road Retreat 3 by Tiny Away

Maungati

includes taxes & fees

16 Nov - 17 Nov

A modern bedroom with a bed, bedside tables, a built-in microwave, and a large window.

17. River Road Retreat 4 by Tiny Away

Maungati

includes taxes & fees

16 Nov - 17 Nov

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

Maungati

includes taxes & fees

16 Nov - 17 Nov

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Find holiday rentals that suit your style

Top Winchester Hotel Reviews

A modern building entrance with a glass door, a small outdoor seating area with metal chairs, and two potted plants.

Andorra Motel

Geraldine

10/10 Excellent

Anonymous traveller

A modern living room with a leather sofa, a glass coffee table, and a view of a patio area with outdoor furniture and a barbecue grill.

Riverstone House

Geraldine Downs

10/10 Excellent

Susan

A hotel room with a bed, a desk with a chair, a television, and a view of the outside.

ASURE Scenic Route Motor Lodge

Geraldine

10/10 Excellent

Beautiful very spacious very large living and bedrooms. We slept like a baby and it was a self sufficient stay with a proper kitchen, milk stocked, coffee etc. etc. The TV were a bit outdated as they weren't connected to the Internet which could have been better but overall, fantastic property and a great overnight stayer if you are heading to Christchurch to catch a plane or have arrived in the evening at Christchurch and are heading to an alpine retreat

Vinothkumar

A hotel room with a bed, a desk with a TV and remote, a chair, a small table, and a balcony with a view.

Geraldine Motels

Geraldine

10/10 Excellent

Sonia

Four Peaks Motel

Geraldine

10/10 Excellent

Anonymous traveller

A room with a circular window overlooking a beach, a lamp, and a bed with pillows.

The Sea Breeze

Timaru Central

10/10 Excellent

Julie

A hotel room with two beds, a desk, a TV, and a balcony with a view.

Bay Viaduct Motor Lodge

Maori Hill

10/10 Excellent

Stephen

A hotel room with a large bed, a chair, a balcony with a view, and a window with curtains.

Asure Ashley Motor Lodge

Kensington

10/10 Excellent

Daniel

Coldstream Estate - The Whare

Coldstream

10/10 Excellent

Jenny

Coastal Ridge Apartments

Kensington

10/10 Excellent

Anonymous traveller

A room with a leather sofa, sheer curtains, and a view of a balcony.

Harbour View Motel

Maori Hill

10/10 Excellent

Hugh

A hotel room with a bed, a TV on a stand, a desk with a chair, and a window with curtains.

Parklands Motor Lodge Timaru

Waimataitai

10/10 Excellent

Christina

A hotel room with a bed, a desk, a chair, a television, and a view of the beach.

Baywatch Motor Lodge

Maori Hill

10/10 Excellent

Steven

A building with a sign indicating a vacancy.

Ashbury Park Motel

Waimataitai

10/10 Excellent

Waitangi

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as NZ$130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Coldstream Estate - The Whare: This holiday home rental outside of Winchester is located near the beach, and has a fireplace, a terrace and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden 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 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.

Winchester Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester holiday rentals

1. Phoenix Motel

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

3. Coastal Ridge Apartments

4. Coldstream Estate - The Whare

5. R2Quiet country setting close to ski fields, Levels Raceway and Fonterra factory

6. Tui Haven - country escape in Geraldine

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

8. Spacious home and tranquil garden close to village

9. River Road Retreat 1 by Tiny Away

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

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

12. Lady G | Villa & Guesthouse | Hot Tub | Guests 14+

13. Bay Getaway 2 Bedroom apartment

14. Suite Caroline 2 Bedroom apartment

15. Prime Spot Stay - Entire guest suite

16. River Road Retreat 3 by Tiny Away

17. River Road Retreat 4 by Tiny Away

18. River Road Retreat 2 by Tiny Away

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Andorra Motel

10/10 Excellent

Find out more about Winchester

Winchester holiday rentals: An excellent choice for every season

How to find incredible deals on Winchester rentals

Frequently Asked Questions

Can I find a holiday rental in Winchester?

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

What’s there to see and do in Winchester?

What’s a holiday rental in Winchester like?