Holiday rentals in Windsor

4.99 out of 5 average rating, 231 reviews

Guest house in Herbert

Kowhai Cottage, Herbert, Presbyterian Old Manse

‘Kowhai Cottage’ is set in the mature grounds of the 1867 grade II listed Old Manse, (Lawson, R.A .architect). Ideal for a weekend break, overnight or holiday to visit the Waitaki district with all of it’s unique attractions Victorian Oamaru; Moeraki boulders 10mins south; Dunedin City an hour’s drive; turquoise lakes 90 minutes west with Duntroon, Alps2Ocean tracks and Elephant Rocks enroute. Hosts Susie & Bob live onsite ensuring your stay cosy & memorable. Not suitable for infants/ kids.

4.93 out of 5 average rating, 137 reviews

Farm stay in Kurow

Kiwi Woolshed Lodge. Farmstay Kurow

Woolshed Lodge farmstay. Enjoy mountain & forest views. Idyllic rural setting. Modern space to relax & enjoy a rural experience in a unique grand design. Explore the Waitaki & Lakes Minutes to Kurow center Delicious meals available, local wines. Enjoy Woodfired Hot Tub in forest grove. Massage center right next door. Area offers great hunting/fishing/hiking/biking/lakes. When you book you get the whole place to yourself. Spare bathroom by back door maybe used by others. WiFi on request

4.96 out of 5 average rating, 157 reviews

Farm stay in Five Forks

The Little Red School House Bed & Breakfast

Get back to nature and enjoy the peace and quiet of our country getaway in the historic "Little Red School House", just 30 minutes inland from Oamaru. Our B & B is located on our 940 hectare family farm which we run sheep and beef cattle on. The farm is situated over 400m above sea level so has panoramic country views. An early morning or evening walk is amazing for taking in the sunrise or sunset. We are happy to pick up people travelling on the Alps to Ocean Trial. Breakfast included.

4.89 out of 5 average rating, 388 reviews

Farm stay in Kia Ora

Round Hill Cottage – Farm Stay Near Oamaru

Our beautiful wooden cottage is perfect for self-catering breaks and stands independently, offering stunning views. The bedroom features a comfortable queen-sized bed and has an en-suite bathroom. The kitchenette is fully equipped with all the essentials, including a two-plate cooktop, microwave, fridge/freezer, toaster, and a full range of cooking utensils. Unwind with a glass of wine while you take in the charming scenery. Open the patio doors or step outside to enjoy the unspoiled views.

4.95 out of 5 average rating, 329 reviews

Highlands on Homestead a stone’s throw from town.

Spacious, comfortable and modern 1 bedroom unit with ensuite. A 2nd DETACHED room as an additional bedroom is available (see photo, fees apply) The cottage is equipped with microwave, stove top, toaster, kettle and basic utensils to prepare a simple meal. Private, delightful garden & decks facing the sun. Outdoor seating provided. Your well behaved, house trained dog is welcome to stay. Please let me know if your travelling with your furry friend and/or you require the 2nd bedroom.

Superhost

4.95 out of 5 average rating, 137 reviews

Self-contained apartment - Oamaru outskirts

STAY AT THE GROVE. Stunning views of the North Otago lowlands awaits in our warm self-contained apartment. Features open-plan kitchen & living, private bathroom and bedroom with a luxurious king-size bed overlooking the garden and views. Beautiful setting with private entrance and plenty of parking. Make yourself at home, explore the area and rest in our flat furnished for comfort. Located on the bottom level of our family home just 10 minutes drive inland from Oamaru.

4.93 out of 5 average rating, 189 reviews

Bungalow in Oamaru

"Excellence on Eden" designed for comfort

An elegant European-inspired home located in Oamaru-North Otago's jewel in the crown. This high quality, 6 month old, superb home has everything you need for a fantastic holiday in Oamaru & surrounds. Excellence on Eden is fully secure wth offstreet internal access garage. Perfect position for walking distance to the main street, wide choice of retail outlets, incl artisan craftspeople; cafes; home of multi-award winning Whitestone Cheeses; Oamaru Blue Penguin colony.

4.97 out of 5 average rating, 292 reviews

Place to stay in Oamaru

Marvel at this stunning historic chapel renovation

We would be delighted for you to book our unique space and experience a getaway of pure indulgence in our stunning Chapel renovation in the heart of Oamaru. Expect to be amazed as you open the door into the main Chapel building and encounter the seven metre high ornate ceiling, beautiful stained glass windows and original alter. The 125m2 space is full of all the luxuries of a new modern day appartment and is exclusively yours to enjoy during your stay.

4.95 out of 5 average rating, 760 reviews

Cape Wanbrow Cottage

This is an entire apartment with views to the Ocean. It is cosy and quiet and only 5 minutes from Oamaru but set in a beautiful rural environment. A new kitchen, a cosy loungeroom and private courtyard with barbeque and separate entrance. Tea, coffee, milk and basic supplies in the pantry, homemade bread and a sample of our own honey . Breakfast cereals provided . You will love it. A pleasant garden and views top it all off....while being handy to town.

4.98 out of 5 average rating, 208 reviews

Shepherd’s Rest - outdoor bath, alpaca & sheep

The Shepherd's Rest is a Shepherds Hut and glamping experience. The hut is situated on a 300 acre bull beef farm and approx a 5 minute drive to central Oamaru. Unwind in the outdoor bathtub (gas heated). The 3 alpaca & pet sheep are your friendly neighbours. 4pm Farm Tour for additional fee. The country location is the perfect place to relax, star gaze, enjoy the scenery, birdsong & farm sounds. It’s a great base to explore Oamaru & the Waitaki area.

4.87 out of 5 average rating, 202 reviews

Buckley’s Retreat

We offer this unique tiny home with fantastic Ocean views. You can wake to the sunrise and watch the sunset at night all from your bed. We offer continental breakfast. Which includes eggs if the hens are laying. Outdoor spa, Complementary snacks and beverages. You may also bring your dog. 5mins drive to the centre of town. But have restaurants and grocery shops near by. Off street parking also. Just on the town boundary with a rural feel.