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Windsor Park Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Windsor Park vacation rentals

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

1. Teschemakers Resort

Teschemakers Resort
3.0 star property
Teschemakers
9.4 out of 10, Exceptional, (11 reviews)
"Very nice and quiet!"
Australia
Jawid
$128 nightly
The price is $149
Oct 14 - Oct 15
Total with taxes and fees
Teschemakers Resort
A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

2. Little Sweetie in the Heart of Old Oamaru

Little Sweetie in the Heart of Old Oamaru
South Hill
10.0 out of 10, Exceptional, (60 reviews)
"Very convenient location to centre of town, good beds."
Australia
Simon
$166 nightly
The price is $188
Sep 15 - Sep 16
Total with taxes and fees
Little Sweetie in the Heart of Old Oamaru
A red house with a porch, a small deck, and a lawn.

3. 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.
$151 nightly
The price is $151
Sep 15 - Sep 16
Total with taxes and fees
Historic School in rural Oamaru with farm animals and outdoor baths
A modern kitchen with a large window, white cabinetry, and a stainless steel sink.

4. Top of Tyne - Peace, Comfort & Local Connection

Top of Tyne - Peace, Comfort & Local Connection
South Hill
10.0 out of 10, Exceptional, (3 reviews)
"Very neat and clean. Modernized and upgraded facilities and the host put the heat pump on before we arrived so we were warm when we got there!"
United States
M C.
$221 nightly
The price is $221
Sep 15 - Sep 16
Total with taxes and fees
Top of Tyne - Peace, Comfort & Local Connection
A hotel room with a bed, a blue sofa, a desk with a chair, a large window with a view of the city, and a painting on the wall.

5. Joy 40 Apartments Oamaru

Joy 40 Apartments Oamaru
4.0 star property
Oamaru
$113 nightly
The price is $132
Oct 15 - Oct 16
Total with taxes and fees
Joy 40 Apartments Oamaru
A balcony with a view of the sea and buildings, a chair, and a white rug.

6. 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.
$330 nightly
The price is $374
Sep 24 - Sep 25
Total with taxes and fees
Breathtaking sea view house

7. 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
$172 nightly
The price is $172
Sep 15 - Sep 16
Total with taxes and fees
Romantic B&B Cottage Getaway on a Farm in the Countryside near Oamaru, South Island
A balcony with a view of a coastal town, wooden deck, and a clear sky.

8. 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.
$236 nightly
The price is $267
Sep 16 - Sep 17
Total with taxes and fees
180 degrees sea view
A modern interior with a wooden dining table, a white sofa, and a glass door leading to a balcony.

9. The Bach Retreat Kakanui

The Bach Retreat Kakanui
Kakanui
9.8 out of 10, Exceptional, (76 reviews)
"Beautiful property a lovely setting."
United States
Lauren K.
$233 nightly
The price is $263
Sep 15 - Sep 16
Total with taxes and fees
The Bach Retreat Kakanui

10. 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
$743 nightly
The price is $842
Sep 15 - Sep 16
Total with taxes and fees
Family-Fun Villa, Moonrise & Sunrise! Kids' Slide Bed! Ocean & Town Views 5-Beds
A kitchen with a microwave, toaster, and a knife block.

11. 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
$405 nightly
The price is $459
Sep 20 - Sep 21
Total with taxes and fees
Seaview Hill Retreat - You Will Love the View & Enjoy Your Time Here
A wooden deck with steps leading to a seating area, surrounded by lush greenery and a view of a hill.

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

Tyne above Town - Convenient. Comfortable. Clean.
South Hill
$230 nightly
The price is $230
Sep 15 - Sep 16
Total with taxes and fees
Tyne above Town - Convenient. Comfortable. Clean.
A bench by a calm harbor with boats and a hillside in the background.

13. 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.
$160 nightly
The price is $181
Oct 6 - Oct 7
Total with taxes and fees
Oamaru Accommodation - Cozy On Till

14. 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
$284 nightly
The price is $301
Sep 19 - Sep 20
Total with taxes and fees
Ocean View on Semple, Your Coastal Haven Retreat. Relax in seaside charm!
A modern cabin with large windows, a stone foundation, and a view of the surrounding forest.

15. 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
$122 nightly
The price is $122
Sep 15 - Sep 16
Total with taxes and fees
Cosy Dell by Tiny Away
A sign for 'AHAVA BED & BREAKFAST' with a gravel path and rocks leading to the entrance.

16. 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.
$149 nightly
The price is $169
Sep 15 - Sep 16
Total with taxes and fees
AHAVA B&B Luxurious, private, wheelchair friendly apartment; breakfast included.
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

Poshtel

Poshtel

10/10 Excellent
"I travel to Oamaru a lot and somehow only just found Poshtel on Expedia. Easily the best hotel I’ve stayed in here. The room was spotless, comfortable and full of character, quirky vintage and steampunk touches that actually feel like Oamaru. Everything was clean, well thought out and a real step up from the usual places I stay. Staff were friendly, helpful and made check-in easy. Breakfast was excellent too, proper continental spread with fresh fruit, pastries and local Whitestone cheese. location is perfect: walkable to the historic precinct, Steampunk HQ, cafes and the harbour. Nothing I didn’t like. If you come to Oamaru regularly, skip the usual options and stay here. I’ll be booking it again."
Bradley 1-night trip
Posted 1 day ago
Poshtel

Find out more about Windsor Park

Everything you need to know about Windsor Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Windsor Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor Park vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor Park rentals

At Expedia, we put the best Windsor Park vacation 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 Windsor Park 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 Windsor Park vacation.

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

Explore a world of travel with Expedia

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 Gardens. 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.