Holiday rentals in South Head

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Top-rated holiday rentals in South Head

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Top guest favourite
A cozy bedroom features a spacious bed dressed in white linens, accompanied by plush pillows. Large windows invite natural light, revealing views of surrounding trees. Soft lighting from decorative wall sconces enhances the serene atmosphere of the room.
Guest house in Auckland
5 out of 5 average rating, 109 reviews

Dreamlands Cottage + Woodfired Sauna…

Wake up surrounded by native bush, a peaceful valley at the base of the protected Waitākere Ranges. From the comfort of your bed, take in the view through beautifully crafted timber-framed windows and watch the landscape slowly come to life. Listen to native birds calling through the forest while soft morning light filters through the trees. Whether you’re sipping coffee on the deck, or simply soaking in the quiet, Dreamlands Cottage invites you to slow down and escape from the everyday hustle

Guest favourite
A vibrant landscape showcases rolling green hills bordered by a row of tall trees under a partly cloudy sky. The scene captures a sense of tranquility and openness, emphasizing the natural beauty of the surrounding countryside.
Cabin in Helensville
4.85 out of 5 average rating, 146 reviews

Studio Out West

Revive your senses in this private country style Two bedroom studio . comforts of a Queen Bed with an extra queen bed room conjoined , a stunning rolling hill view bordering the wood hill forest . A full working kitchen , modern bathroom and laundry. A Great relaxing studio space to soak in that country air. A forty five minutes commute to Auckland City , nine minuets from Helensville going north or west to waimauku , award winning local wineries !! Now offering deep tissue massage therapy.

Top guest favourite
An inviting outdoor space is highlighted by a shaded deck area featuring a spa pool. Comfortable seating arrangements are set nearby, complemented by serene views of the surrounding greenery and hills. Natural light filters through the overhead shade structure.
Cottage in Auckland
4.98 out of 5 average rating, 355 reviews

The Stables Cottage - North West Auckland

The Stables is a quaint country rural cottage set amongst rolling green hills, this fully self contained rustic cottage is beautifully appointed and sleeps up to 4 adults or 2 couples in 2 bedrooms. The cottage sits in the gardens of the owners farmhouse yet you are in complete privacy of all, on this working beef farm. Its location is central to many wedding venues & vineyards and only 45 minutes from Auckland's CBD, making this a perfect location for wedding accomodation or a country escape.

Superhost
A modern cabin exterior is showcased, featuring large glass panels that offer unobstructed views of the surrounding landscape. A wooden deck extends outwards, complemented by a freestanding outdoor bath and green grass, inviting a connection with nature.
Cabin in Wharehine
4.82 out of 5 average rating, 131 reviews

Farm Cabin - Coastal Views

Welcome to Wharehine Farm Cabin, a cosy off-grid cabin with luxurious touches nestled in the rural community of Wharehine. Surrounded by uninterrupted views of rolling farmland and the coast. Relax watching the endless stars from the outdoor bath or enjoy reading a book and glass of wine snuggled on the couch. Only an hour from Auckland’s north shore, the seven acre property comprises of two separate residences - the farmhouse and the cabin, each with its own separate driveway and amenities.

Top guest favourite
A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A large coffee table sits in front, while the backdrop showcases an inviting dining space with a wooden table and pendant lighting, complemented by vibrant potted plants.
Barn in Kumeū
4.97 out of 5 average rating, 213 reviews

The Black Barn

In the heart of wine country, this loft-inspired renovated barn is truly one of a kind. Whether you’re in the area for a wedding or a romantic getaway the Black Barn is the place to stay. With a choice of vineyards, breweries, strawberry picking or walking the trails of the Riverhead Forest there is something for everyone. 15 mins drive to the beautiful black sand beach of Muriwai, famous for its gannet colony, surfing, golf course and stunning sunsets. Sorry we have a strict NO parties policy

Top guest favourite
A hot tub is positioned outdoors, surrounded by lush greenery and offering views of the tranquil Kaipara Harbour. A glass of red wine is held, reflecting the soft hues of the sunset sky. Gentle waves break on the shore in the background.
Cabin in Pouto
4.97 out of 5 average rating, 251 reviews

Kapia Lodge - Luxury waterfront

Kapia Lodge is perched on the edge of the cliffs at Pouto, offering breathtaking views of Kaipara Harbour. Secluded and private, it's the perfect retreat for a romantic getaway. Unwind, relax, and immerse yourself in the peaceful serenity of Kaipara. Curl up with a book, enjoy a board game, or lounge on the deck, soaking up the sun and stunning surroundings. As night falls, recline in the hot tub with a glass of wine, stargaze, or drift off to sleep as the moonlight dances over the harbour.

Top guest favourite
The image captures a sunlit sunroom with a wooden frame, featuring large openings framing lush green hills and native bush. Vines adorn the edges, and a barbecue grill is visible on the left, inviting a connection to the outdoor landscape.
Guest house in South Head
4.96 out of 5 average rating, 282 reviews

The 'Shed' our slice of serenity.

Ian and I welcome you to a taste of country life and country noise, an hours drive from Auckland City. The Shed offers peaceful rural and water views plus the occasional visit from wild deer and peacock. Nesting swallows on the porch in case you have a fear of birds! It is a restful stop on your travels, or an escape from the hustle bustle of life. Stand alone with a garage between it and the main house. Happy to put together a yummy platter and wine, message separately for prices ☺️

Top guest favourite
A spacious outdoor dining area features a large table surrounded by benches, positioned to take in sweeping ocean views. The setting sun casts warm light over the scene, enhancing the tranquil atmosphere.
Home in Piha
4.96 out of 5 average rating, 142 reviews

Piha Designer House - Ocean Views - 2 brm

Designed to capture the sun and the sweeping ocean view. Wood-burner for cosy winter nights and unlimited fibre broadband wifi for Netflix. Pull back the ranch sliders in summer and open the house to the outdoors. Relax with dinner, drinks and the setting sun on the covered outdoor deck. Underfloor heating the bathrooms provides all year comfort. It's a 5min walk down the road to the start of the beach track and then a 20min stroll through the bush down to the beach (or a 3min drive!)

Top guest favourite
A spacious living area is defined by large rustic barn doors, leading to a serene outdoor space. Natural light fills the room through expansive windows, highlighting wooden beams and polished floors. A comfortable seating arrangement is complemented by a stylish coffee table.
Guest house in Riverhead
4.93 out of 5 average rating, 357 reviews

NZ Summer House

Don't be fooled by the name, the NZ Summer house is idyllic all year round. Set on an equestrian lifestyle property down a quiet country lane. Open your bedroom doors to the relaxing pool area or private outdoor courtyard off the bedroom and enjoy a cup of coffee with the sounds of nature. 30 minutes from the CBD and close to award-winning restaurants, vineyards and the west coast beaches. Bring your walking shoes or bikes, we are within walking distance to the Riverhead forest.

Guest favourite
A hot tub is situated outdoors, offering expansive views of rolling hills and lush greenery. Its wooden structure complements the natural surroundings, while a metal chimney rises from the side, providing warmth. Two individuals enjoy a moment of relaxation in the inviting setting.
Cottage in Tāwharanui Peninsula
4.89 out of 5 average rating, 282 reviews

Omakana Cottage with Farm Views & Cedar Hot Tub

Cozy and private cottage with sweeping farm views and a wood-burning cedar outdoor spa - perfect for relaxing under the stars. Enjoy open-plan living, a comfy sofa, a well-equipped kitchen, a king size bed and panoramic windows. Wake up to sunrise views, stroll the property, or visit nearby beaches and the Matakana Farmers' Market. Ideal for a romantic getaway or peaceful escape. Just a short drive away is the charming village of Matakana & beautiful Omaha Beach.

Superhost
A modern cabin is shown nestled among rolling hills, with expansive views of the distant harbour. The structure features large glass doors that invite natural light, surrounded by lush greenery and wildflowers in the foreground, under a softly clouded sky.
Cabin in Kaipara Flats
4.89 out of 5 average rating, 170 reviews

Cabin in the Hills, private with incredible views

Nestled in the hills, you’ll find this private cabin. With views of the harbour to the west and native trees with birdsong to the east. This cabin offers all you need for a retreat, with a modern interior and furnishings, and off grid. Take a walk down through nature, or just sit back and enjoy the view with a barista made coffee delivered to your door, we know you’ll leave feeling rejuvenated and completely relaxed! Only 20 min to Matakana or 15 to Warkworth town!

Top guest favourite
A spacious freestanding bath is positioned near floor-to-ceiling windows, inviting natural light to fill the area. Lush greenery and a wooden deck are visible outside, enhancing the serene atmosphere. A single flower ornament is placed on the edge of the bath.
Guest house in Kaiwaka
4.98 out of 5 average rating, 165 reviews

Relax on the Kaipara Harbour

A lovely fully equipped modern cottage in a rural setting on the beautiful Kaipara Harbour (only 90 mins north of Auckland). Peaceful and private, you can lounge on the bean bags on the deck, or watch the tui as you soak in the bath. Native bush runs down to an estuary outside your floor to ceiling windows. Sheep, dogs, ducks and birdlife share the property with you as well as the occassional peacock harem.

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