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Windsor Park Vacation Rentals

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Our top choices for Windsor Park vacation rentals

1. Joy 40 Apartments Oamaru

Joy 40 Apartments Oamaru
4.0 star property
Oamaru
The price is CA $162
CA $187 total
includes taxes & fees
Oct 7 - Oct 8
Joy 40 Apartments Oamaru

2. Teschemakers Resort

Teschemakers Resort
3.0 star property
Teschemakers
9.4 out of 10, Exceptional, (11 reviews)
"Very nice and quiet!"
Australia
Jawid
The price is CA $185
CA $213 total
includes taxes & fees
Oct 18 - Oct 19
Teschemakers Resort

3. 3BR stylish home base for exploring town, comfort meets prime location

3BR stylish home base for exploring town, comfort meets prime location
Oamaru
The price is CA $196
CA $288 total
includes taxes & fees
Oct 13 - Oct 14
3BR stylish home base for exploring town, comfort meets prime location

4. Little Sweetie in the Heart of Old Oamaru

Little Sweetie in the Heart of Old Oamaru
South Hill
10.0 out of 10, Exceptional, (61 reviews)
"Very convenient location to centre of town, good beds."
Australia
Simon
The price is CA $199
CA $255 total
includes taxes & fees
Oct 9 - Oct 10
Little Sweetie in the Heart of Old Oamaru

5. 180 degrees sea view

180 degrees sea view
Oamaru North
9.8 out of 10, Exceptional, (11 reviews)
"Great central location, warm house and comfortable beds "
New Zealand
Hamish V.
The price is CA $179
CA $364 total
includes taxes & fees
Oct 7 - Oct 8
180 degrees sea view

6. 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, (26 reviews)
"Awesome night away ar The Little Red School House, so peaceful and relaxing with the outdoor baths"
United States
Sally E.
The price is CA $231
CA $231 total
includes taxes & fees
Oct 7 - Oct 8
Historic School in rural Oamaru with farm animals and outdoor baths

7. Bluegum Lodge Farmstay

Bluegum Lodge Farmstay
Deborah
The price is CA $143
CA $200 total
includes taxes & fees
Oct 7 - Oct 8
Bluegum Lodge Farmstay

8. Oamaru Accommodation - Cozy On Till

Oamaru Accommodation - Cozy On Till
South Hill
8.8 out of 10, Excellent, (15 reviews)
"This is the cutest little house in exactly the part of town you want to be in. Perfect for my two-night stay- and they had great recommendations that made the stay even better"
United States
Meghan F.
The price is CA $135
CA $227 total
includes taxes & fees
Oct 6 - Oct 7
Oamaru Accommodation - Cozy On Till

9. Cosy Dell by Tiny Away

Cosy Dell by Tiny Away
Herbert
10.0 out of 10, Exceptional, (4 reviews)
"Very peaceful, well appointed with excellent hosts."
Australia
David
The price is CA $127
CA $167 total
includes taxes & fees
Oct 5 - Oct 6
Cosy Dell by Tiny Away

10. Breathtaking sea view house

Breathtaking sea view house
Oamaru North
9.8 out of 10, Exceptional, (72 reviews)
"Warm and lovely place to stay. Sea view is a plus. Will defi back again "
New Zealand
Kar E.
The price is CA $319
CA $575 total
includes taxes & fees
Oct 18 - Oct 19
Breathtaking sea view house

11. 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 CA $236
CA $236 total
includes taxes & fees
Oct 7 - Oct 8
Romantic B&B Cottage Getaway on a Farm in the Countryside near Oamaru, South Island

12. 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, (89 reviews)
"What a magic spot!We can’t wait to come back again!"
United States
Mikaela W.
The price is CA $223
CA $387 total
includes taxes & fees
Oct 7 - Oct 8
Watch the weather roll in along the coast with sea views from every room.

13. The Bach Retreat Kakanui

The Bach Retreat Kakanui
Kakanui
9.8 out of 10, Exceptional, (77 reviews)
"Beautiful property a lovely setting."
United States
Lauren K.
The price is CA $207
CA $358 total
includes taxes & fees
Oct 4 - Oct 5
The Bach Retreat Kakanui

14. AHAVA B&B Luxurious, private, wheelchair friendly apartment; breakfast included.

AHAVA B&B Luxurious, private, wheelchair friendly apartment; breakfast included.
Waimate
9.6 out of 10, Exceptional, (5 reviews)
"Highly recommended and excellent host"
United States
Ross T.
The price is CA $179
CA $232 total
includes taxes & fees
Oct 4 - Oct 5
AHAVA B&B Luxurious, private, wheelchair friendly apartment; breakfast included.

15. The Surf Bach Kakanui

The Surf Bach Kakanui
Kakanui
The price is CA $206
CA $336 total
includes taxes & fees
Oct 7 - Oct 8
The Surf Bach Kakanui

16. Tyne above Town - Convenient. Comfortable. Clean.

Tyne above Town - Convenient. Comfortable. Clean.
South Hill
The price is CA $228
CA $276 total
includes taxes & fees
Nov 2 - Nov 3
Tyne above Town - Convenient. Comfortable. Clean.

17. Ocean View on Semple, Your Coastal Haven Retreat. Relax in seaside charm!

Ocean View on Semple, Your Coastal Haven Retreat. Relax in seaside charm!
Kakanui
The price is CA $199
CA $362 total
includes taxes & fees
Oct 7 - Oct 8
Ocean View on Semple, Your Coastal Haven Retreat. Relax in seaside charm!

18. Seaview Hill Retreat - You Will Love the View & Enjoy Your Time Here

Seaview Hill Retreat - You Will Love the View & Enjoy Your Time Here
Oamaru
The price is CA $493
CA $616 total
includes taxes & fees
Oct 9 - Oct 10
Seaview Hill Retreat - You Will Love the View & Enjoy Your Time Here

19. 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 CA $825
CA $1,156 total
includes taxes & fees
Oct 6 - Oct 7
Family-Fun Villa, Moonrise & Sunrise! Kids' Slide Bed! Ocean & Town Views 5-Beds

20. Coastal Luxe Villa Kakanui

Coastal Luxe Villa Kakanui
Kakanui
The price is CA $846
CA $1,331 total
includes taxes & fees
Oct 4 - Oct 5
Coastal Luxe Villa Kakanui
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 Park Hotel Reviews

Find out more about Windsor Park

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 Windsor Park. 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.

Frequently asked questions

Can I find vacation rentals in Windsor Park?

Yes, you can find vacation rentals near top sights in Windsor Park, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Windsor Park?

Beautiful ocean view from this lovely holiday home: Visitors like this Windsor Park vacation home rental. It is located on the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Windsor Park?

While exploring the area, visit family-friendly sights like Whitestone Cheese Factory, or get outside and enjoy nature at Oamaru Harbour. In the larger area, you’ll find Steampunk HQ and Oamaru Victorian Heritage Precinct.

What are vacation rentals like in Windsor Park?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Windsor Park. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.