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, 292 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, 134 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
4.96 out of 5 average rating, 113 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.

Guest favourite
The living area features a relaxed seating arrangement with a green sofa, an orange rug beneath a wooden coffee table, and an armchair. Exposed brick walls create a rustic feel, while a lamp and decorative artwork enhance the space. A television is positioned next to a cozy heating unit.
Home in Port Chalmers
4.9 out of 5 average rating, 173 reviews

Glamis Cottage

Tucked away in beautiful Kōpūtai - Port Chalmers, Dunedin, is my historic 1882 one bedroom fully furnished apartment, a cosy retreat with all day sun! Relax on the veranda or visit interesting shops, bars, cafes and restaurants, and the supermarket, just a 10 minute walk away with the stadium being a ten minute drive. The surf beaches are a short drive away in all directions. Closer to the door step are walking tracks and fishing spots. Maybe bike Te Aka Ōtakākou our shared pathway.

Top guest favourite
The image captures a tranquil waterfront scene with a variety of homes nestled along the hillside. Lush greenery surrounds the residential area, while calm waters reflect the natural beauty of the landscape. A small structure on the shore adds to the coastal charm.
Guest house in Broad Bay
4.88 out of 5 average rating, 893 reviews

Sunny Private Studio in Broad Bay >The Anchorage<

Nestled on the Broad Bay waterfront. Central to all the Otago Peninsula highlights, halfway between Dunedin City and Albatross Colony & penguins. Self-contained and separate Warm & cosy, super clean, quiet & private Large room with ensuite - over 30m2 Sunny semi-rural habourside environment. A wee gem of a place to stay! Est. Feb 2015 One base price - no extra or hidden charges! Breakfast not included - DIY or try the 2 good cafes within 5 mins Quiet Neighbourhood Off street parking

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, 581 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
4.98 out of 5 average rating, 126 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
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, 119 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
A modern two-story building features a combination of large windows and a wooden accent wall. A balcony is seen on the upper level, with two chairs positioned for outdoor seating. The lush green grass in the foreground complements the structure against a clear blue sky.
Flat in Lower Portobello
4.94 out of 5 average rating, 103 reviews

Kakianau Retreat, Luxury Waterfront Unit A

Welcome to our cozy haven nestled in the sanctuary of Harwood, Portobello. Our space reflects our love for Dunedin's rich history, vibrant culture, and breathtaking landscapes. Whether you're seeking a relaxing getaway, an adventure-filled escape, or a cultural exploration, our meticulously curated brand new Airbnb offers the perfect retreat for every traveler. We are here to make your stay truly memorable. Sit back and relax in this calm, stylish, latest tech and space.

Top guest favourite
A historic, renovated school building stands surrounded by a landscaped garden. Large windows line one side, allowing natural light to enter. The exterior features a green wooden façade and a small wooden entrance door, complemented by stone planters along the pathway.
Guest house in Karitane
4.98 out of 5 average rating, 175 reviews

Lovely Historic School, Karitane

Our unique stand alone studio is a small, historic, renovated school about 30km north of Dunedin and close to the village of Karitane. The school has everything you need for a warm, comfortable stay. There books and games for your use. We live in a repurposed sheep shearing shed nearby and both buildings are surrounded by extensive gardens and plantings. There are panoramic views of the very picturesque coast line and out to sea. It is very peaceful and private.

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, 987 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.

Top guest favourite
A well-appointed sleeping area features a cozy queen bed covered with a soft, textured blanket. Each side of the bed is complemented by a wooden nightstand with a lamp. Natural light filters through a nearby window with simple treatments, illuminating the neutral color scheme.
Guest house in Dunedin
4.95 out of 5 average rating, 148 reviews

Tūī retreat - a nature lover’s paradise!

If you love being surrounded by nature but also desire proximity to town, this is the place for you! The tui retreat is a quiet and serene space surrounded by native bush and bird life. You’ll stay in the sleepout, which is a brand new, fully insulated, space which is fully detached from the main house. It has a queen bed (linen and electric blanket provided), it’s own private bathroom, mini fridge, table and chairs, and tea/coffee making facilities.

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