Windsor Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Windsor holiday rentals

Exterior

Cosy Dell Tiny House

Cosy Dell Tiny House
Herbert
10.0 out of 10, Exceptional, (4 reviews)
"Very peaceful, well appointed with excellent hosts."
Australia
David
The price is HK$740
HK$972 total
includes taxes & fees
7 May - 8 May
Cosy Dell Tiny House
Exterior

Teschemakers Resort

Teschemakers Resort
3.0 star property
Teschemakers
9.4 out of 10, Exceptional, (10 reviews)
"Very nice and quiet!"
Australia
Jawid
The price is HK$1,073
HK$1,234 total
includes taxes & fees
8 May - 9 May
Teschemakers Resort
Dining

Watch the weather roll in along the coast with sea views from every room.

Watch the weather roll in along the coast with sea views from every room.
Kakanui
9.2 out of 10, Wonderful, (84 reviews)
"Great location…loved the sun porch"
United States
Steve M.
The price is HK$999
HK$1,889 total
includes taxes & fees
24 Apr - 25 Apr
Watch the weather roll in along the coast with sea views from every room.
Exterior

Historic School in rural Oamaru with farm animals and outdoor baths

Historic School in rural Oamaru with farm animals and outdoor baths
Oamaru
10.0 out of 10, Exceptional, (24 reviews)
"Lovely hosts and fabulous house"
New Zealand
Lisa N.
The price is HK$1,200
HK$1,200 total
includes taxes & fees
1 May - 2 May
Historic School in rural Oamaru with farm animals and outdoor baths
Beach

Sea Breeze Apartment - Kakanui

Sea Breeze Apartment - Kakanui
Kakanui
9.6 out of 10, Exceptional, (10 reviews)
"Gorgeous property close to the sea! "
New Zealand
Aoife W.
The price is HK$1,108
HK$1,790 total
includes taxes & fees
1 May - 2 May
Sea Breeze Apartment - Kakanui
Fridge, microwave, oven, stovetop

Little Sweetie in the Heart of Old Oamaru

Little Sweetie in the Heart of Old Oamaru
South Hill
10.0 out of 10, Exceptional, (54 reviews)
"Beautiful property "
United Kingdom
Sara
The price is HK$1,156
HK$1,487 total
includes taxes & fees
10 May - 11 May
Little Sweetie in the Heart of Old Oamaru
Interior

Kakanui Cube

Kakanui Cube
Kakanui
9.8 out of 10, Exceptional, (35 reviews)
"Great place , had a great time tks"
Australia
Michael
The price is HK$1,249
HK$1,915 total
includes taxes & fees
26 Apr - 27 Apr
Kakanui Cube
Interior

180 degrees sea view

180 degrees sea view
Oamaru North
9.6 out of 10, Exceptional, (10 reviews)
"Great central location, warm house and comfortable beds "
New Zealand
Hamish V.
The price is HK$916
HK$1,784 total
includes taxes & fees
28 Apr - 29 Apr
180 degrees sea view
Property grounds

Romantic B&B Cottage Getaway on a Farm in the Countryside near Oamaru, South Island

Romantic B&B Cottage Getaway on a Farm in the Countryside near Oamaru, South Island
Oamaru
The price is HK$1,229
HK$1,400 total
includes taxes & fees
30 Apr - 1 May
Romantic B&B Cottage Getaway on a Farm in the Countryside near Oamaru, South Island
Fridge, microwave, oven, stovetop

Top of Tyne - Peace, Comfort & Local Connection

Top of Tyne - Peace, Comfort & Local Connection
South Hill
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,364
HK$1,688 total
includes taxes & fees
8 May - 9 May
Top of Tyne - Peace, Comfort & Local Connection
Dining

Family-Fun Villa, Moonrise & Sunrise! Kids' Slide Bed! Ocean & Town Views 5-Beds

Family-Fun Villa, Moonrise & Sunrise! Kids' Slide Bed! Ocean & Town Views 5-Beds
Oamaru North
The price is HK$4,777
HK$6,693 total
includes taxes & fees
1 May - 2 May
Family-Fun Villa, Moonrise & Sunrise! Kids' Slide Bed! Ocean & Town Views 5-Beds
Outdoor dining

Exquisite Luxury Property with Stunning Views

Exquisite Luxury Property with Stunning Views
South Hill
10.0 out of 10, Exceptional, (5 reviews)
"Good location well stylish living"
Australia
Jay
Exquisite Luxury Property with Stunning Views
Interior

Breathtaking sea view house

Breathtaking sea view house
Oamaru North
9.8 out of 10, Exceptional, (71 reviews)
"Amazing stay. Accomation was fanatic. Clean, today and wonderful communication. Would stay again."
United States
Nicola C.
The price is HK$1,457
HK$2,591 total
includes taxes & fees
29 Apr - 30 Apr
Breathtaking sea view house
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 Windsor Hotel Reviews

Heritage Court Lodge

Heritage Court Lodge

8/10 Good
"Cozy, comfortable and convenient, except the bed was a bit too hard. Breakfast cereal is not crunchy probably left in the bowl for too long. "
Fu 1-night trip
Posted 10 hours ago
Heritage Court Lodge

Find out more about Windsor

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

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

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

Frequently asked questions

Can I find holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

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

180 degrees sea view: This holiday home rental outside of Windsor is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Whitestone Cheese Factory, or get out into nature at a spot like Oamaru Harbour. In the wider area, you’ll find Alps 2 Ocean Cycle Trail and Steampunk HQ.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.