Holiday rentals in Osborne

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Top-rated holiday rentals in Osborne

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Top guest favourite
The exterior showcases a modern barn-style design with vertical black cladding and large glass doors. A wooden deck is furnished with relaxed seating and a barrel table, surrounded by wooden fencing and greenery, creating an inviting outdoor space.
Guest house in Sawyers Bay
4.99 out of 5 average rating, 283 reviews

Scandinavian-style modern rural barn getaway

Quiet country surroundings with so much natural beauty. Scandinavian-style modern interior the barn has two levels combining elements of comfort and light. The Birch ply interior, wool carpet and heat pump create a warm and cosy vibe. The Barn is set in a rural landscape overlooking a lovely large pond inhabited by local birdlife. Approx 10-15 mins drive from Dunedin city centre and 3 mins to historic Port Chalmers and some of the best beaches and coastal scenery Otago has to offer all nearby.

Top guest favourite
A charming entrance features a brick outbuilding with a decorative gabled roof. A driveway leads visitors toward the main building, surrounded by lush greenery and flowering plants. Two vehicles are parked beside the main house, which showcases a mix of dark wood and traditional architecture.
Farm stay in Dunedin
4.84 out of 5 average rating, 130 reviews

Arden Country House Bed and Breakfast Entire House

Come and relax in a beautiful rural setting only 12 minutes from Dunedin Central. We only allow 1 booking at a time so if you book for a couple or a family of 10 you get the whole BnB to yourself. There is lots to do nearby such as the Country Market or the Orokunui Sanctuary. If you want to take a short drive there are amazing beaches with penguins, seals, sea lions, albatrosses and much more. Use us as a base and explore the museums, galleries and other wonderful heritage sights of Dunedin.

Top guest favourite
A spacious sleeping area features a large gray bed with a textured quilt and decorative pillows. Two armchairs are positioned nearby, and expansive glass doors provide access to a private deck, showcasing views of surrounding greenery.
Guest house in Dunedin
4.97 out of 5 average rating, 105 reviews

Modern 1 bedroom guesthouse close to Dunedin

Studio appartment for short/medium term use. Modern and comfortable. Stunning sunrises over Otago harbour. Separate access, off street parking, own deck, luxurious king bed, heatpump, built in wardrobe, tv and soundbar, fibre wifi, modern bathroom, washing machine, Separate kitchenette, microwave, fridge freezer. If you let me know in advance two push bikes can be available, extra fee applies. Located in St Leonards, 7 minutes drive into Dunedin or 5km bike ride on the harbour cycleway.

Top guest favourite
A modern sleepout features a spacious deck with two wooden benches under a clear sky. Large glass doors provide natural light to the interior. The surrounding area includes a well-maintained lawn and garden, with trees lining the backdrop.
Guest house in Mihiwaka
4.95 out of 5 average rating, 576 reviews

Good view/tidy spot in Deborah Bay (Port Chalmers)

Stay with us in beautiful Deborah Bay on our 7 acres lifestyle block.We are 64 meters up on the hill, the view is very nice. Our sleepout is a small but new, warm, well insulated 1 bedroom unit. We have the biggest, most comfortable bed ever. We offer a super king size mattress with freshly washed linen, dried by the southern wind. No kitchen, only a microwave, toaster and a fridge. Great quality bikes are available for rent. Only 18mins from Dunedin and 3 mins from caffees and shops.

Top guest favourite
Large windows offer stunning views of the tranquil harbor, with small boats gently floating on the calm water. Fog softly envelops the landscape, enhancing the serene atmosphere. The frames of natural wood complement the scenery, creating a peaceful connection to the outdoors.
Tiny home in Deborah Bay
4.97 out of 5 average rating, 113 reviews

The Lookout

The Lookout is a luxurious self contained small house with wonderful harbour views and a rural back drop. Only 18 mins from Dunedin and 2 mins from Port Chalmers cafes, restaurants, shops and pubs. The Lookout has an open living space including the kitchen. A compact bathroom and mezzanine bedroom with breathtaking views. The Lookout, is next door to "Sybie's Cottage" another AirBnB listing by Allan. Each is very private and the car-park area is the only thing which is shared.

Top guest favourite
Rolling green hills transition to rugged cliffs that overlook the calm, blue waters of the ocean. Gentle waves are visible as they lap at the shore, while a clear sky with scattered clouds adds to the serene coastal view.
Farm stay in Blackhead
4.98 out of 5 average rating, 529 reviews

Karaka Alpaca B&B Farmstay

Escape the hustle and bustle of city life at Karaka Alpaca Farm stay, just 15min from Dunedin's CBD. Our 11-acre farm has alpacas, Buster the cat, horses and sheep as well as stunning views over the cliffs of the Pacific Ocean. Located less than a 5 min drive to Dunedin’s iconic Tunnel beach, where you can explore rocky coastlines and a hand carved rock tunnel. Breakfast included, consists of freshly homemade bread, a selection of spreads, muesli, fruit, yogurt and hot drinks.

Top guest favourite
A spacious living area is furnished with a large sectional couch and an accent chair, complemented by a wooden table set for meals. A flat-screen TV is mounted on the wall, while natural light pours in through the large windows dressed with sheer curtains.
Guest house in Waikouaiti
4.96 out of 5 average rating, 130 reviews

'Fox Cottage', just a stroll to Waikouaiti beach!

‘Fox Cottage’, nestled into the grounds of ‘Garden Lodge’. Tui’s, Bellbirds & Fantails, this beautiful spacious one bedroom home offers comfort & warmth for all seasons. Just a stroll to Hawkesbury Lagoon, white sandy beaches of Waikouaiti & Karitane, 30 min drive South to Dunedin City & 35 mins North to Moeraki’s boulders. The perfect place to stay while travelling the stunning South Island coast. Fresh milk, butter, bread, jams, etc provided plus extra goodies for longer stays!

Top guest favourite
The image captures a scenic view from a wooden deck overlooking a lush paddock and tranquil waters. A couple of sheep approach the fence, with green hills and coastal views in the background. Potted plants and outdoor seating enhance the inviting atmosphere.
Farm stay in Dunedin
5 out of 5 average rating, 111 reviews

Roselle Farm Cottage on the Otago Peninsula

Roselle Farm Cottage resides beside a farm paddock encompassing pasture, garden, and harbour views. There are sheep and sometimes lambs that you can pat and feed. The Royal Albatross Centre, Little Blue Penguins, Penguin Place, and Larnach Castle are 15-minute drive from the cottage. We are close to many beautiful beaches that host sea lions and seals. There are many great walks with scenic views. It is a self-contained cottage with everything you need for cooking and washing.

Top guest favourite
The cottage features two large windows with shutters, a green door, and a wooden deck. On the deck, two chairs and a small table are positioned next to potted plants, providing an outdoor seating area that receives ample sunlight.
Home in Sawyers Bay
4.95 out of 5 average rating, 971 reviews

Gorgeous Cottage - town and country

The cottage is on the west harbour 15 minute drive from Dunedin. Short drives take you to unspoilt beaches and scenic reserves. Three minutes drive takes you to historical and quirky Port Chalmers with its many pubs, cafes and galleries. Less than a kilometer away from the cottage is the start of a track through native bush to the top of Mount Cargill with panoramic views of the Otago Harbour. The newly renovated cottage is warm, sunny, cosy and comfortable.

Guest favourite
A colorful garden is filled with assorted flowers, including bright yellow and pink blooms. Lush greenery surrounds the area, with well-maintained shrubs and ornamental plants. A wooden structure is partially visible in the background, providing a natural setting under the open sky.
Home in Dunedin
4.83 out of 5 average rating, 199 reviews

Formosa Garden House

A lovely 3 bedroom farm flat with double glassing windows and new carpet situated in an organic garden. This guest house is joined to the main house with its own kitchen, bath, toilet and laundry. This flat is in a natural reserve area and you will wake up in the singing of birds. It is about 6 Km from Otago University. You have to drive up the valley and about 500m unsealed road to reach this tranquil paradise and enjoy a relaxing, peaceful holiday in our farm.

Top guest favourite
A bright lounge area features a comfortable sofa and a glass coffee table, alongside a television. Two orange chairs are positioned at a small dining table. Large sliding doors open to a balcony, providing scenic views of the harbour and surrounding landscape.
Home in Vauxhall
4.99 out of 5 average rating, 139 reviews

WARM, Modern Couples pad with Dazzling Water View

Photographers love getting the perfect sunset shot; and it is a great location to access the Otago Peninsula. Newly built lovely quiet and warm with spectacular views of the harbour & city from beautiful Vauxhall Bay. Queen bed and separate room for your luggage. Basic breakfast supplies Parking for 2 cars under the house. Must walk up 22 steps from your car to the front door. No infants, babies, toddlers or children and only TWO guests to stay please.

Top guest favourite
A spacious deck extends out from the house, featuring steps leading down to the lush green landscape. A hot tub is positioned on the deck, providing a view of the rolling hills and the Pacific Ocean in the background, under a clear blue sky.
Home in Dunedin, Karitane
4.95 out of 5 average rating, 289 reviews

An isolated retreat in a movie like setting.

See the curve of the planet while treating yourself to the best of N Z in a stylish designer house overlooking the Pacific ocean. Nestled among native trees, farmland and a landscaped kiwi styled backyard, is this quaint and charming home in a romantic location with a view that will take your breath away. If your looking to relax in comfort in an isolated setting surrounded by the sea and rolling hills then this place will be perfect for you.

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