Vacation rentals in Osborne

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Top-rated vacation rentals in Osborne

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Top guest favorite
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.
Guesthouse in Sawyers Bay
4.99 out of 5 average rating, 269 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 favorite
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.
Guesthouse in Dunedin
4.97 out of 5 average rating, 100 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 favorite
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.
Guesthouse in Mihiwaka
4.95 out of 5 average rating, 568 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 favorite
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, 103 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 favorite
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
4.99 out of 5 average rating, 499 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 favorite
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, 103 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.

Guest favorite
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, 953 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 favorite
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, 279 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.

Top guest favorite
The self-contained unit features a wooden exterior with large glass doors opening to the outdoor area. Lush greenery surrounds the entryway, complemented by a small flowerbed. A rural landscape with rolling hills is visible in the background, enhancing the serene setting.
Guesthouse in Waitati
4.93 out of 5 average rating, 123 reviews

Orokonui Getaway #22- no hidden fees

When you want to get away from it all and relax, "Number 22" provides an excellent base within 15 mins of the City of Dunedin, with a rural outlook and plenty of birdsong, thanks to Orokonui Ecosanctuary. Past guests have come to explore the area, to hang out for a weekend with a friend, to write some more of their novel/thesis, to be out of town when visiting Dunedin for hospital/events, and to job hunt from an unstressed base! We welcome you.

Top guest favorite
A charming beachside bach is surrounded by lush greenery and features large glass doors that open to a sunny deck. The deck is equipped with comfortable seating, inviting relaxation in a tranquil environment.
Cottage in Karitane
4.97 out of 5 average rating, 134 reviews

Sylvia's Cottage Retreat

Within just 5 minutes walking distance to pristine Karitane beaches, this cosy cute beachside holiday bach has all the hallmarks of a relaxing retreat. Sunny outside deck. Close to the local shop for your daily caffeine fix. Immerse yourself amongst the wildlife and lap up the relaxing community spirit of famous Karitane. 2 bedroom ( 1 Queen, 2 x King singles). Linen and all cooking facilities provided. No children. No pets No smoking

Top guest favorite
A serene landscape is depicted, featuring a lush green lawn that meets the edge of a calm body of water. In the background, a prominent hill rises under a clear blue sky, with scattered clouds adding a sense of depth to the scene.
Guesthouse in Karitane
4.95 out of 5 average rating, 285 reviews

Coastal Soul Karitane No cleaning fee, winter Spec

Coastal Soul came into existence when my husband living at home with Alzheimers and I felt I needed to have something else in my life as well. Our little unit/cottage where a family friend had been living became vacant and I had the perfect recipe for looking after my soul, redecorate and give the cottage a new lease in life as well as myself, unfortunately my husband has passed on but his memory will always be part of the cottage.

Top guest favorite
A bright studio room features a spacious bed and a view of the surrounding greenery through large windows. A wall-mounted TV is visible, along with a small table and chairs, providing a cozy setting. Decorative curtains add a touch of color to the neutral decor.
Guest suite in North East Valley
4.95 out of 5 average rating, 1,051 reviews

Kereru studio

SELF CHECKIN , CLEANED AT COVID 19 GUIDELINES ,DISINFECT ALL SURFACES HOT WASH ALL LINEN, CLEANED TO A HIGH STANDARD, sunny studio room, perfect for couple, one person, TV, FRIDGE, TOASTER, SANDWICH PRESS, KETTLE MICROWAVE,CROCKERY , CUTLERY, DOUBLE BED, ELECTRIC BLANKET AND HEAT PUMP. Large bathroom, High pressure shower 10 minute drive to city, close to bus stop, supermarket uni,hospital Gardens, view .

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