Title: Winchester Vacation Rentals from CA $125: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635926198413&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635926198413&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=553248635926198413&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=553248635926198413&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation rentals

![Garden](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626507/1b75f070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626507/8ba965a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room, 2 Bedrooms, Garden Area (Apartment 6)](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626507/a13ae7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626507/4552e5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phoenix Motel

[](https://www.expedia.ca/Temuka-Hotels-Phoenix-Motel.h9626507.Hotel-Information)

Temuka

9.2/10

Wonderful

(118 reviews)

"Clean rooms and fully equipped "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Dominik

CA $120

CA $139 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Temuka-Hotels-Phoenix-Motel.h9626507.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901109/d1c1c598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901109/0c34f667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901109/dfb490c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901109/df91c603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Road Retreat 4 by Tiny Away

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-4-By-Tiny-Away.h108901109.Hotel-Information)

Maungati

CA $128

CA $176 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-4-By-Tiny-Away.h108901109.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125620000/125611600/125611527/a54c3708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/126000000/125620000/125611600/125611527/bc97d337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125620000/125611600/125611527/f8a4bcda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125620000/125611600/125611527/3e55a2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Private Guest Suite with Mountain Views

[](https://www.expedia.ca/Totara-Valley-Hotels-Luxury-Private-Guest-Suite-With-Mountain-Views.h125611527.Hotel-Information)

Totara Valley

CA $108

CA $150 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Totara-Valley-Hotels-Luxury-Private-Guest-Suite-With-Mountain-Views.h125611527.Hotel-Information)

![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/117000000/116690000/116681200/116681191/6bb22d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116690000/116681200/116681191/9c5b11d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116690000/116681200/116681191/ddd46486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/117000000/116690000/116681200/116681191/d26598ba_edited_b5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green Hayes Estate Rentals- Magnolia House Room 3

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-Magnolia-House-Room-3.h116681191.Hotel-Information)

Temuka

CA $44

CA $100 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-Magnolia-House-Room-3.h116681191.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113540000/113535200/113535110/dc3b7bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113540000/113535200/113535110/a6fcf9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113540000/113535200/113535110/acd3b3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113540000/113535200/113535110/7777e31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Waitohi-Hotels-Country-Getaway-Studio-Room-With-Ensuite-In-Seven-Acre-Landscaped-Gardens.h113535110.Hotel-Information)

Waitohi

10/10

Exceptional

(5 reviews)

"Everything was great but best of all, Gerard and Patricia were extremely thoughtful, generous and engaging. Such a beautiful, peaceful and relaxing place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cam

CA $108

CA $150 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Waitohi-Hotels-Country-Getaway-Studio-Room-With-Ensuite-In-Seven-Acre-Landscaped-Gardens.h113535110.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120270000/120264600/120264551/509145e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120270000/120264600/120264551/6288edcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120270000/120264600/120264551/07637928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120270000/120264600/120264551/87035078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Huntaway by Tiny Away

[](https://www.expedia.ca/Levels-Valley-Hotels-The-Huntaway-By-Tiny-Away.h120264551.Hotel-Information)

Levels Valley

CA $152

CA $200 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Levels-Valley-Hotels-The-Huntaway-By-Tiny-Away.h120264551.Hotel-Information)

![Standard Suite, 1 Bedroom, Non Smoking, Kitchen (apartment 9)](https://images.trvl-media.com/lodging/10000000/9630000/9626400/9626336/e023fb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/10000000/9630000/9626400/9626336/356084f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/10000000/9630000/9626400/9626336/806ba727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, wheelchair access](https://images.trvl-media.com/lodging/10000000/9630000/9626400/9626336/d48798cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Dolphin Motel

[](https://www.expedia.ca/Timaru-Hotels-Blue-Dolphin-Motel.h9626336.Hotel-Information)

Maori Hill

8.0/10

Very good

(167 reviews)

"Room was great, nicely furnished, plenty of Kitchen Utensils and crockery. Very clean, beds very comfortable, and booking in was excellent. I would highly recommend this Motel to stay at. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Lyn

CA $98

CA $125 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Timaru-Hotels-Blue-Dolphin-Motel.h9626336.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387611/dda26256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387611/ca036325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387611/29646740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387611/94d08745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Road Retreat 1 by Tiny Away

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-1.h105387611.Hotel-Information)

Maungati

10/10

Exceptional

(2 reviews)

"The place was absolutely beautiful. Far out enough for seclusion, but not too far if you want to find things to do. Very clean and tidy, and the hosts had really good communication :)"

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Alex

CA $102

CA $150 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-1.h105387611.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901107/646cea4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901107/f7519585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901107/35eb9132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/109000000/108910000/108901200/108901107/00d792ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Road Retreat 3 by Tiny Away

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-3-By-Tiny-Away.h108901107.Hotel-Information)

Maungati

CA $128

CA $176 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-3-By-Tiny-Away.h108901107.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116470000/116463000/116462948/910d234b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116470000/116463000/116462948/6d601667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116470000/116463000/116462948/b36e79e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116470000/116463000/116462948/84b0ed10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Temuka-Hotels-R2Quiet-Country-Setting-Close-To-Ski-Fields.h116462948.Hotel-Information)

Temuka

CA $44

CA $98 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Temuka-Hotels-R2Quiet-Country-Setting-Close-To-Ski-Fields.h116462948.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116720800/116720720/9224eb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116730000/116720800/116720720/01ba4b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116730000/116720800/116720720/b7617050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116730000/116720800/116720720/cdb2aedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green Hayes Estate Rentals - R5 Magnolia House in quiet peaceful country setting

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-R5-Magnolia-House-In-Quiet-Peaceful-Country-Setting.h116720720.Hotel-Information)

Temuka

CA $44

CA $100 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-R5-Magnolia-House-In-Quiet-Peaceful-Country-Setting.h116720720.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116260000/116253100/116253002/fb5235b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116260000/116253100/116253002/c925d167_edited_1bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116260000/116253100/116253002/b2cc0c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116260000/116253100/116253002/b33ea472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### R1Quiet country setting close to Ski Fields, Levels Raceway and Fonterra factory

[](https://www.expedia.ca/Temuka-Hotels-Quiet-Country-Setting-Close-To-Ski-Fields.h116253002.Hotel-Information)

Temuka

CA $52

CA $108 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Temuka-Hotels-Quiet-Country-Setting-Close-To-Ski-Fields.h116253002.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116720200/116720162/9d4e536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116730000/116720200/116720162/42052c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116730000/116720200/116720162/d7df0bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116730000/116720200/116720162/8e8a7eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green Hayes Estate Rentals - R4 Magnolia House in a quiet country setting

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-R4-Magnolia-House-In-A-Quiet-Country-Setting.h116720162.Hotel-Information)

Temuka

10/10

Exceptional

(1 review)

"Good"

![New Zealand](https://a.travel-assets.com/egds/marks/flags/nz.svg)

Chaman L.

CA $44

CA $88 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Temuka-Hotels-Green-Hayes-Estate-Rentals-R4-Magnolia-House-In-A-Quiet-Country-Setting.h116720162.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/21000000/20160000/20157900/20157828/7d4dd3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Apartment | Private kitchenette](https://images.trvl-media.com/lodging/21000000/20160000/20157900/20157828/0d98f327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Studio | Private kitchenette](https://images.trvl-media.com/lodging/21000000/20160000/20157900/20157828/71fb50b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Studio | View from room](https://images.trvl-media.com/lodging/21000000/20160000/20157900/20157828/1f896c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Ridge Apartments

[](https://www.expedia.ca/Timaru-Hotels-Coastal-Ridge-Apartments.h20157828.Hotel-Information)

Kensington

9.6/10

Exceptional

(104 reviews)

"Very friendly staff, clean room, easy parking, good location."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

YING

CA $140

CA $163 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Timaru-Hotels-Coastal-Ridge-Apartments.h20157828.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123399300/123399276/d4646c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123399300/123399276/4354b1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123400000/123399300/123399276/c6930093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123400000/123399300/123399276/0d070199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Field and Fleece Farm Stay by Tiny Away

[](https://www.expedia.ca/Levels-Valley-Hotels-Field-And-Fleece-Farm-Stay-By-Tiny-Away.h123399276.Hotel-Information)

Levels Valley

CA $152

CA $200 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Levels-Valley-Hotels-Field-And-Fleece-Farm-Stay-By-Tiny-Away.h123399276.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828058/f04da03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828058/db7ad8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828058/w2474h1857x0y1-b5efd2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828058/80d3150b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Self-Contained Unit in Pleasant Valley, Geraldine. Peaceful and private.

[](https://www.expedia.ca/Pleasant-Valley-Hotels-Entire-Self-Contained-Unit-In-Pleasant-Valley.h115828058.Hotel-Information)

Pleasant Valley

8.8/10

Excellent

(6 reviews)

"Delightful peaceful location a few minutes'drive from the good facilities in the rural town of Geraldine. The property is well equipped, comfortable and has its own entrance to the rear of the main house. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Ian

CA $140

CA $187 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Pleasant-Valley-Hotels-Entire-Self-Contained-Unit-In-Pleasant-Valley.h115828058.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119580000/119576400/119576313/731cac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119580000/119576400/119576313/2a59484c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119580000/119576400/119576313/029fc3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119580000/119576400/119576313/ebd96bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tui Haven - country escape in Geraldine

[](https://www.expedia.ca/Kakahu-Hotels-Tui-Haven-Country-Escape-In-Geraldine.h119576313.Hotel-Information)

Kakahu

CA $96

CA $136 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Kakahu-Hotels-Tui-Haven-Country-Escape-In-Geraldine.h119576313.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387613/5ce4f74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387613/c2875da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387613/c50db958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105390000/105387700/105387613/72588873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Road Retreat 2 by Tiny Away

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-2.h105387613.Hotel-Information)

Maungati

CA $117

CA $165 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Maungati-Hotels-River-Road-Retreat-2.h105387613.Hotel-Information)

![Luxury Villa, 3 Bedrooms, Non Smoking | Living area](https://images.trvl-media.com/lodging/28000000/27160000/27158600/27158569/177fe6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 3 Bedrooms, Non Smoking | In-room dining](https://images.trvl-media.com/lodging/28000000/27160000/27158600/27158569/a3799874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 3 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/28000000/27160000/27158600/27158569/7f9da823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 3 Bedrooms, Non Smoking | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27160000/27158600/27158569/9d37484a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coldstream Estate - The Whare

[](https://www.expedia.ca/Coldstream-Hotels-Coldstream-Estate-The-Whare.h27158569.Hotel-Information)

Coldstream

10/10

Exceptional

(9 reviews)

"This is a beautiful property with great character and an interesting history. We were very comfortable as well as charmed by this unique place. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Julie

CA $275

CA $316 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Coldstream-Hotels-Coldstream-Estate-The-Whare.h27158569.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/125000000/124470000/124466900/124466873/7385b2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124470000/124466900/124466873/d80eaab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124470000/124466900/124466873/5693b8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124470000/124466900/124466873/00f5dd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ‘Jupiter’ Bayview Escape Apartment

[](https://www.expedia.ca/Timaru-Hotels-Jupiter-Bayview-3-Bedroom-Apartment.h124466873.Hotel-Information)

Timaru Central

9.4/10

Exceptional

(3 reviews)

"The host was very friendly and accommodating! The location was great and the home very comfortable."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Sally S.

CA $320

CA $567 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Timaru-Hotels-Jupiter-Bayview-3-Bedroom-Apartment.h124466873.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&regionId=553248635926198413&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cabins

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Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Canterbury%2C+New+Zealand&regionId=553248635926198413&latLong=-44.186093%2C171.309413&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=COTTAGE)

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## Top Winchester Hotel Reviews

![Andorra Motel](https://images.trvl-media.com/lodging/21000000/20110000/20104600/20104502/9f18d557_y.jpg)

### Andorra Motel

10/10 Excellent

"Clean and comfortable. Staff accommodating and friendly. Could not find a hair dryer."

[](https://expedia.ca/Geraldine-Hotels-Andorra-Motel.h20104502.Hotel-Information)

![ASURE Avenue Motor Lodge](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506498/a9f5197b_y.jpg)

### ASURE Avenue Motor Lodge

8/10 Good

"The 2 bedroom unit on upper floor has large fridge/freezer, dishwasher, microwave and cutlery etc. King bed is high and firm and gives a fantastic sleep. Unit is not noisy. Bathroom is a bit 'tired' and in need of renovation.Staff are friendly and happy to help with any queries or needs. Overall i was quite happy with my stay at the Asure Avenue Motel."

[](https://expedia.ca/Timaru-Hotels-Avenue-Motor-Lodge.h2506498.Hotel-Information)

![ASURE Scenic Route Motor Lodge](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626579/723ecb05_y.jpg)

### ASURE Scenic Route Motor Lodge

10/10 Excellent

"Nice clean and aired out room good location "

[](https://expedia.ca/Geraldine-Hotels-Asure-Scenic-Route-Motor-Lodge.h9626579.Hotel-Information)

![Phoenix Motel](https://images.trvl-media.com/lodging/10000000/9630000/9626600/9626507/1b75f070_y.jpg)

### Phoenix Motel

10/10 Excellent

"The gentleman at check in was a very kind man. Place was spacious and clean. Enjoyed our stay"

[](https://expedia.ca/Temuka-Hotels-Phoenix-Motel.h9626507.Hotel-Information)

![The Grosvenor](https://images.trvl-media.com/lodging/10000000/9630000/9625400/9625343/3e1de2bd_y.jpg)

### The Grosvenor

10/10 Excellent

"Beautiful room. Quite large. Had everything we needed . Had dinner downstairs at the restaurant. Good value meals. "

[](https://expedia.ca/Timaru-Hotels-The-Grosvenor.h9625343.Hotel-Information)

![Coastal Ridge Apartments](https://images.trvl-media.com/lodging/21000000/20160000/20157900/20157828/7d4dd3f1_y.jpg)

### Coastal Ridge Apartments

10/10 Excellent

"Mountain view excellent n easy parking except the laundry not well equipped. "

[](https://expedia.ca/Timaru-Hotels-Coastal-Ridge-Apartments.h20157828.Hotel-Information)

![Bay Viaduct Motor Lodge](https://images.trvl-media.com/lodging/36000000/35550000/35542700/35542681/4b3ac912_y.jpg)

### Bay Viaduct Motor Lodge

10/10 Excellent

"Easy location / tidy accommodation/ friendly staff"

[](https://expedia.ca/Timaru-Hotels-Bay-Viaduct-Motor-Lodge.h35542681.Hotel-Information)

![Northpark Motel](https://images.trvl-media.com/lodging/10000000/9630000/9625300/9625227/a20093de_y.jpg)

### Northpark Motel

8/10 Good

"Nice and clean and quiet"

[](https://expedia.ca/Timaru-Hotels-Northpark-Motel.h9625227.Hotel-Information)

![Aaron Court Motel](https://images.trvl-media.com/lodging/98000000/97080000/97072700/97072619/aca87d6e_y.jpg)

### Aaron Court Motel

8/10 Good

"The driveways are very steep & covered in gravel. Parking is at the back in the bottom of the hill. It's a bit tricky to maneuver when uploading your car on such a steep incline & pulling out into Highway 1 - which is at the top of the hill. "

[](https://expedia.ca/Timaru-Hotels-Aaron-Court-Motel.h97072619.Hotel-Information)

## Find out more about Winchester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winchester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

### Can I find a vacation rental in Winchester?

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

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