Windsor Holiday Rentals

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Holiday Rentals in Windsor

Watch the weather roll in along the coast with sea views from every room.
On the beach, sun-loungers

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

9.2 out of 10, Wonderful, (67)
"Lovely wee batch with a view. Very relaxing and great beach walk."
The price is AU$317
includes taxes & fees
3 Dec - 4 Dec
Watch the weather roll in along the coast with sea views from every room.
Beautiful ocean view from this lovely holiday home
On the beach

Beautiful ocean view from this lovely holiday home

9.6 out of 10, Exceptional, (237)
"Relaxing to stay in this quiet little settlement in a comfortable bach that is well set up for a small group and pets."
Beautiful ocean view from this lovely holiday home
Little Sweetie in the Heart of Old Oamaru
Fridge, microwave, oven, stovetop

Little Sweetie in the Heart of Old Oamaru

10.0 out of 10, Exceptional, (38)
"Clean. Tidy. Close to heritage part of town. Would live to stay again. Thank you"
The price is AU$270
includes taxes & fees
8 Dec - 9 Dec
Little Sweetie in the Heart of Old Oamaru
Highlands on Homestead -Tranquil rural property only minutes from town
Property grounds

Highlands on Homestead -Tranquil rural property only minutes from town

10.0 out of 10, Exceptional, (61)
"Beautiful wee room with a patio and small private garden in a lovely location just outside Oamaru. Highly recommended. Wish we could have stayed longer!"
The price is AU$213
includes taxes & fees
8 Dec - 9 Dec
Highlands on Homestead -Tranquil rural property only minutes from town
Stone Cottage in Central Oamaru (No Extra Cleaning Fee)
3 bedrooms, iron/ironing board, WiFi, bed sheets

Stone Cottage in Central Oamaru (No Extra Cleaning Fee)

8.8 out of 10, Excellent, (33)
"This is a great little cottage to stay at in Oamaru. Really central and a charmer! Very comfortable and warm. "
The price is AU$226
includes taxes & fees
3 Dec - 4 Dec
Stone Cottage in Central Oamaru (No Extra Cleaning Fee)
Just like home (Brand New!)
Interior

Just like home (Brand New!)

10.0 out of 10, Exceptional, (1)
"It appeared to be a brand new build... Great location for our event... Minimal road noise... Perfect for our requirements. "
The price is AU$418
includes taxes & fees
5 Dec - 6 Dec
Just like home (Brand New!)
The Sun set Cottage 5min from Oamaru or Kakanui
Dining

The Sun set Cottage 5min from Oamaru or Kakanui

10.0 out of 10, Exceptional, (41)
"We just loved the property. Well set out with lovely countryside views. Fantastic sun rises and sunsets too and only a short drive to Oamaru."
The Sun set Cottage 5min from Oamaru or Kakanui
Sea Breeze Apartment - Kakanui
Beach

Sea Breeze Apartment - Kakanui

9.2 out of 10, Wonderful, (5)
"A nice and sunny spot with good sea views. A great place to unwind in comfort!"
The price is AU$366
includes taxes & fees
28 Nov - 29 Nov
Sea Breeze Apartment - Kakanui
Beachbach16 - Kakanui
On the beach, sun-loungers

Beachbach16 - Kakanui

8.0 out of 10, Very good, (14)
"Nice homely property. Very kid friendly with a big fenced deck. I felt I was able to sit back and relax. Would of loved to stay longer."
Beachbach16 - Kakanui
The Sea View BnB
Interior

The Sea View BnB

10.0 out of 10, Exceptional, (3)
"Tidy, modern amenities and comfortable house with a gorgeous view. Our family enjoyed our stay - especially the comfortable beds. It was a good base for us to visit family in the area. We were able to park in the car port and navigate the steep driveway in a large family car. Had the feeling of a nice hotel with lots more space."
The price is AU$279
includes taxes & fees
3 Dec - 4 Dec
The Sea View BnB
Brand New Three Bedrooms Gem
Interior

Brand New Three Bedrooms Gem

8.0 out of 10, Very good, (2)
"Great little house. A little short on simple kitchen supplies like couldn’t find potato peeler/grater and knives were very blunt, very limited dishwasher capsules. Not big deal and if eating out a lot wouldn’t be a problem but with family and kids when preparing meals at house was a little niggly. Great location-park directly opposite house which was awesome. Plenty of off-street parking. Clean house - we had a great time."
The price is AU$382
includes taxes & fees
3 Dec - 4 Dec
Brand New Three Bedrooms Gem
Forest Hill Farm by Tiny Away
Terrace/patio

Forest Hill Farm by Tiny Away

6.0 out of 10, (1)
"The tiny home was perfectly fine, amenities were good, and the bunny watching from the window was very cute. However the email that arrived just prior to check-in that advised the use of earplugs to block the sound of traffic and trains…well it was good advice, but arrived a little too late. The perpetual falling of objects from the trees overhead onto the metal roof of the house all together with the train rumbling through and trucks thundering by, lead to a less than decent sleep. For the...
The price is AU$209
includes taxes & fees
14 Dec - 15 Dec
Forest Hill Farm by Tiny Away
Herbert Forest Retreat 15 min from Oamaru, H/tub and MTB tracks
Property grounds

Herbert Forest Retreat 15 min from Oamaru, H/tub and MTB tracks

9.4 out of 10, Exceptional, (3)
"Great stay. Warm,clean house with everything you need for a get away."
Herbert Forest Retreat 15 min from Oamaru, H/tub and MTB tracks
180 degrees sea view
Beach

180 degrees sea view

9.4 out of 10, Exceptional, (6)
"Clean, tidy, with nice king size beds"
The price is AU$352
includes taxes & fees
13 Dec - 14 Dec
180 degrees sea view
Breathtaking sea view house
Sun-loungers

Breathtaking sea view house

9.8 out of 10, Exceptional, (57)
"This property with its breathtaking views was exactly what a group of ladies needed. No waiting in line for bathroom facilities and enough beds to accommodate everyone. We will definitely be back. Thank you, Joy. "
The price is AU$418
includes taxes & fees
29 Nov - 30 Nov
Breathtaking sea view house
Oamaru Accommodation - Cozy On Till
Exterior

Oamaru Accommodation - Cozy On Till

8.8 out of 10, Excellent, (13)
"Comfortable and spacious, close to the town centre and facilities such as Countdown and restaurants. Was sent the address after we had started our trip and had to chase the manager for it. Apparently there was a glitch in the system. Perhaps because the bathroom is new, (with a great tub!), there weren't any towel rails or a shower basket/shelves (found a broken one under the sink)."
Oamaru Accommodation - Cozy On Till
Historic Cottage in rural Oamaru with farm animals and outdoor baths
Miscellaneous

Historic Cottage in rural Oamaru with farm animals and outdoor baths

9.8 out of 10, Exceptional, (19)
"Grouse as! Awesome hidden gem if you're wanting a quiet getaway far from the crowded tourist hotspots. "
The price is AU$216
includes taxes & fees
5 Dec - 6 Dec
Historic Cottage in rural Oamaru with farm animals and outdoor baths
Cosy Dell Tiny House
Exterior

Cosy Dell Tiny House

10.0 out of 10, Exceptional, (1)
"Great place and wonderful hosts. Thanks for a wonderful stay, we hope to be back soon."
The price is AU$200
includes taxes & fees
5 Dec - 6 Dec
Cosy Dell Tiny House
Exquisite Luxury Property with Stunning Views
Outdoor dining

Exquisite Luxury Property with Stunning Views

10.0 out of 10, Exceptional, (3)
"It is a beautiful home, loved the different sitting areas. Just a couple more cloths in the kitchen and it would’ve been a perfect stay"
Exquisite Luxury Property with Stunning Views
Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!
Fridge, microwave, oven, stovetop

Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!

10.0 out of 10, Exceptional, (2)
"Would stay here again. Super quiet at night. Very comfortable "
The price is AU$282
includes taxes & fees
8 Dec - 9 Dec
Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!
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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Other types of properties in Windsor you may be interested in

Oamaru Motor Lodge
Property entrance

Oamaru Motor Lodge

4.0 star property
9.6 out of 10, Exceptional, (640)
"Very nice modern apartment good location too for visiting the penguins in the evening"
The price is AU$138
includes taxes & fees
12 Dec - 13 Dec
Oamaru Motor Lodge
Brydone Hotel Oamaru
Classic Suite | View from room

Brydone Hotel Oamaru

3.5 star property
8.4 out of 10, Very good, (472)
"Just a good place to stay in the middle of town. Nice friendly staff."
The price is AU$161
includes taxes & fees
1 Dec - 2 Dec
Brydone Hotel Oamaru
Poshtel
Interior

Poshtel

5.0 star property
9.6 out of 10, Exceptional, (250)
"Very well-decorated room in a renovated historic building on a busy road. The front desk person was very friendly and helpful. The room was small but cozy. The parking was a block away, which wasn't a problem, but there wasn't any place to drop off your luggage while you checked in. The continental breakfast had high quality food, but not many choices. I felt like overall it was a good place for one night, but not an extended stay. "
The price is AU$163
includes taxes & fees
8 Dec - 9 Dec
Poshtel
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.
Beautiful view of the beach with palm trees

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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?

Watch the weather roll in along the coast with sea views from every room. : This holiday home rental outside of Windsor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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 Gardens. In the wider area, you’ll find Steampunk HQ and Grainstore Gallery.

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.