Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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Top guest favourite
A panoramic view of the Kakanui Ranges showcases rolling hills bathed in soft morning light. Lush trees border the property, while a winding path leads through the landscape, enhancing the natural beauty of the area.
Hut in Danseys Pass
4.96 out of 5 average rating, 116 reviews

Danseys Pass Lavender Farm Retreat (shepherds hut)

Enjoy a unique stay at our little Lavender Farm nestled in the Kakanui Ranges. Sitting adjacent to the main house, you'll find comfort in your self-contained shepherd's hut, complete with a private outdoor bath and shower. Take the mountain e-bikes for a tour around the surrounding countryside, jump into one of the waterholes on the property. At the end of the day, unwind in your private 4-person spa opposite the rustic wood-fired sauna, or simply relax by the outdoor fireplace under the stars.

Top guest favourite
A spacious deck is visible overlooking the panoramic sea, harbor, and town. The scene captures the tranquil blue waters of the ocean and the residential landscape of Oamaru, framed by rolling green hills under a partly cloudy sky.
Home in Oamaru
4.99 out of 5 average rating, 109 reviews

Panoramic Sea & Town View【睁眼即见太平洋 I 躺观日月同辉】

Luxurious Villa - serene escape in Oamaru. Featuring: - Panoramic Sea, Harbour & Town view - Breathtaking Sunrise View - Spectacular Moonrise view - Dedicated work and leisure lounges - Massive sunny deck - Modern kitchen & pantry - Smart TV with Netflix, YouTube - Laundry & Dryer 清晨,太平洋的第一缕阳光穿透落地窗洒在枕边;夜晚,月光与奥马鲁小镇的点点灯火在海面交织成画 -- 这是专属于您的270°全景剧场。在屋内,日月轮转的壮美将为您全时上演。 🏆海景民宿|奥马鲁全景|日出观景|设计师水平别墅|新西兰东海岸|家庭友好|蜜月旅行|山顶剧场·5卧海景别墅|主卧睁眼即日出+双套房|8人星空影院 ● 驱车5分钟达蓝企鹅归巢 新西兰隐藏款!住进太平洋日出放映厅🌅 5间房承包整片雾与月光|奥马鲁秘境打卡地图

Top guest favourite
A view of Kowhai Cottage is presented, surrounded by lush greenery and mature trees. The cottage's simple design is complemented by the grassy landscape, with a gravelled private area visible nearby. The Old Manse can be seen in the background, adding to the scenic atmosphere.
Guest house in Herbert
4.99 out of 5 average rating, 255 reviews

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.

Superhost
A bright indoor space is showcased, featuring a fully equipped kitchen with modern appliances. Bar stools are positioned along the countertop. Glass doors open to an outdoor deck, allowing natural light to fill the area and providing views of the surrounding landscape.
Home in Oamaru
4.82 out of 5 average rating, 152 reviews

Peaceful with Ocean and Harbour Views

A 5 minute drive to the town centre, our house is warm, private, & modern with some of the best views in Oamaru! It has a fully equipped kitchen & an expansive deck where you can enjoy the ocean views. It’s warm, heated by a heat pump in the living area with extra heaters in the bedrooms. There is a pull out bed for the extra, 5th person if required. We offer free, unlimited high speed internet & all you need for a stay in Oamaru. Fresh clean linen and towels are provided for your stay.

Guest favourite
A Highland cow with long, shaggy fur and prominent horns stands in a grassy area, accompanied by a small dog wearing a collar. The backdrop features trees and a clear blue sky, creating a peaceful rural setting.
Farm stay in Oamaru
4.94 out of 5 average rating, 355 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.

Guest favourite
A view from the apartment showcases a lush green lawn with a large leafy tree in the foreground. The landscape includes gentle hills in the distance under a clear blue sky, providing a serene backdrop to the nearby Otematata Golf Course.
Flat in Otematata
4.9 out of 5 average rating, 131 reviews

Home Away from Home-Unit A5 Waitaki Lakes Aprtmnts

Unit A5, Waitaki Lakes Apartments is a one bedroom fully serviced apartment in idyllic surroundings on the edge of the Otematata Golf Course with the Alps2Ocean cycle trail, walking trails and wetland areas nearby. The apartment has been refurbished with a new kitchenette & bathroom, double glazing and interior upgrade. Please note that I am not on site but please message anytime if you have any queries or need anything. This is our holiday home so please be mindful of this.

Top guest favourite
A spacious modular sofa is positioned in the lounge area, adorned with decorative pillows and a soft throw blanket. In the background, a California King four-poster bed is visible, draped in rich fabrics, offering a glimpse of the elegant sleeping space.
Place to stay in Oamaru
4.97 out of 5 average rating, 355 reviews

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.

Top guest favourite
A tranquil bedroom features a wrought-iron bed dressed in soft linens, complemented by a wooden nightstand and a decorative mirror. A vintage chair and fresh flowers add charm. Light enters through a large window, framing views of the surrounding garden.
Farm stay in Oamaru
4.95 out of 5 average rating, 824 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.

Top guest favourite
The exterior of Woolshed Lodge is showcased against a clear blue sky. The modern structure features large windows and a spacious deck area, surrounded by native plants and greenery, enhancing the rural setting. Outdoor seating is visible, creating a welcoming space for relaxation.
Farm stay in Kurow
4.94 out of 5 average rating, 176 reviews

Woolshed Lodge Farmstay Kurow

Woolshed Lodge Farmstay. Enjoy mountain & forest views and farm animals Modern space to relax & enjoy a rural experience. Great stars on clear nights. The Lodge offers extra experiences, aWoodfired Hot Tub in a forest grove, Infared sauna, delicious meals and local wines. When you book you get the whole Lodge to yourself. We have a tiny house on the property too. Tiny house guests use a separate bathroom by the Lodge's back door. WiFi on request

Top guest favourite
The exterior of a modern tiny home is displayed, featuring a red wooden facade and large glass windows. A deck with outdoor seating is visible, along with a covered hot tub. Surrounding greenery complements the home, enhancing its rural setting.
Farm stay in Oamaru
4.91 out of 5 average rating, 286 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.

Top guest favourite
A wooden deck offers expansive views of the ocean and coastline, framed by lush greenery and native trees. The horizon is clear under bright blue skies, with gentle slopes leading to the water's edge.
Home in Otago
4.94 out of 5 average rating, 407 reviews

Seascape

Nestled amongst the native trees, up on sunny South hill , hides a mid-century gem. Elevated over the garden with a deck that completes the house giving prime views of the ocean and sunrise. 2 minutes down the hill to the historic precinct filled with many delights including Blue Penguins ,bakery, coffee, art galleries and breweries.The East Coast golden sand beaches are a short ten minute drive away.

Guest favourite
The exterior of a contemporary beach house is highlighted, showcasing natural wood siding and large windows. A low concrete wall separates the house from the landscaped area, featuring grasses and small stones. A clear blue sky with scattered clouds creates a serene backdrop.
Home in Kakanui
4.93 out of 5 average rating, 301 reviews

The Kakanui Cube

This fabulous little contemporary beach house is right across the road from the ocean. Stroll along the waterfront to Campbell's Bay surf break and the gorgeous sandy beach to All Day Bay. The Cube is the place to really relax and recharge enjoying the views and gorgeous sunrise and sunset. Chill out at home or get out for a surf or walk on the beach.

Popular amenities for Windsor holiday rentals

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  2. New Zealand
  3. Otago
  4. Windsor