Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

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

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 NZ$248
includes taxes & fees
24 Nov - 25 Nov
Stone Cottage in Central Oamaru (No Extra Cleaning Fee)

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 NZ$282
includes taxes & fees
24 Nov - 25 Nov
Watch the weather roll in along the coast with sea views from every room.

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 NZ$307
includes taxes & fees
24 Nov - 25 Nov
The Sea View BnB

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 NZ$423
includes taxes & fees
1 Dec - 2 Dec
Brand New Three Bedrooms Gem

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

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 NZ$232
includes taxes & fees
18 Dec - 19 Dec
Forest Hill Farm by Tiny Away

180 degrees sea view

9.4 out of 10, Exceptional, (6)
"Clean, tidy, with nice king size beds"
The price is NZ$386
includes taxes & fees
27 Nov - 28 Nov
180 degrees sea view

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

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!

10.0 out of 10, Exceptional, (2)
"Would stay here again. Super quiet at night. Very comfortable "
The price is NZ$309
includes taxes & fees
25 Nov - 26 Nov
Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!

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 NZ$455
includes taxes & fees
24 Nov - 25 Nov
Just like home (Brand New!)

Stirling Views of the fantastic Otago coast line

Stirling Views of the fantastic Otago coast line

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 NZ$222
includes taxes & fees
30 Nov - 1 Dec
Cosy Dell Tiny House

Oamaru Holiday Homes 8 Oxford Street

3.5 star property
Oamaru Holiday Homes 8 Oxford Street

Harold House

4.5 star property
9.6 out of 10, Exceptional, (4)
"Spacious home close to everything, the outside of the property looks so plain but once you walk inside it is beautifully renovated. Loved it."
Harold House

Oamaru Holiday Homes 92 Aln Street

4.0 star property
9.6 out of 10, Exceptional, (12)
"Loved the view.Would stay again for sure. Not sure you are aware the side cupboards in the bathroom are broken,just looking at them you would think they are ok, but as soon as you open the whole lot collapses. And just one other comment your cleaners need to lift the bottom of shower drain, it was disgusting as it was filled with black long hair and a little blocked. We did clean it for you. In saying this we would definitely be back."
Oamaru Holiday Homes 92 Aln Street

Oamaru Holiday Homes 28 Ure Street

3.5 star property
Oamaru Holiday Homes 28 Ure Street

180 Degrees sea view house

3.0 star property
180 Degrees sea view house

Sunny & Quiet in Blyth with unlimited fibre WIFI

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was wonderful to have a whole bungalow to ourselves, in such a quiet area, yet only a couple of minutes drive into fascinating Oamaru (where there's plenty of free parking). The beds were very comfortable, a lovely spacious lounge, with 2 large sofas, and it was good to be able to cook our own meals in a proper kitchen, rather than having to eat out each night. In short, it felt like home! Fred couldn't have been more helpful and kept in prompt contact for all our needs. "
Sunny & Quiet in Blyth with unlimited fibre WIFI
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 property types in Windsor

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 NZ$282
includes taxes & fees
24 Nov - 25 Nov
Watch the weather roll in along the coast with sea views from every room.

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

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 NZ$297
includes taxes & fees
25 Nov - 26 Nov
Little Sweetie in the Heart of Old Oamaru
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

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.