Vacation rentals in South Head

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Top-rated vacation rentals in South Head

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Auckland
5 out of 5 average rating, 124 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

Top guest favorite
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
4.86 out of 5 average rating, 153 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 favorite
Cottage in Auckland
4.98 out of 5 average rating, 372 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.

Top guest favorite
A spacious open-plan living area features large windows allowing natural light to fill the room. A pool table and a vintage bookshelf add character, while plush armchairs provide a cozy seating option. Dark walls and exposed beams create an industrial yet inviting ambiance.
Barn in Kumeū
4.97 out of 5 average rating, 224 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 favorite
Cabin in Pouto
4.97 out of 5 average rating, 261 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 favorite
A cozy seating nook is embraced by large windows, offering expansive views of lush greenery. The space features a plush, textured fur throw resting over natural wood seating, complemented by soft cushions in earthy tones.
Tower in Auckland
4.98 out of 5 average rating, 106 reviews

Waitakere Bird's Nest

Escape to a little-known valley at the feet of the heritage-protected Waitākere Ranges, just 28 minutes from Auckland city and 38 minutes from the airport. Bathe under the forest canopy, relax in a four-poster bed, and wake to morning mist rolling down the river 80 metres from your door. Star-gaze or cloud-watch in the top-of-tower Nest. Incubate in an egg and play records or read. There's plenty to do nearby. Check out our guide in the listing: Where you'll be > Show more > Host guidebook.

Top guest favorite
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.
Guesthouse in South Head
4.96 out of 5 average rating, 289 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 ☺️

Superhost
Villa in Auckland
4.94 out of 5 average rating, 110 reviews

Allure - Your Auckland Wellbeing Sanctuary

ALLURE is a calming sanctuary designed to restore balance, recharge your body, and quiet your mind. Leave stress behind as you enjoy a private spa pool and yoga equipment—ideal for grounding and mindful movement. Strengthen your immune system with our sauna and cold plunge, where hot–cold contrast therapy enhances circulation, reduces stress, and elevates your mood. As a Winter Special, add firewood for the outdoor fireplace and create a warm, restorative atmosphere under the stars.

Top guest favorite
A spacious pool area is highlighted by a clear turquoise pool surrounded by a tiled patio. Lounge chairs are positioned under shaded umbrellas, while trees and greenery create a tranquil backdrop. The main house is visible in the distance, complementing the serene outdoor setting.
Guesthouse in Riverhead
4.93 out of 5 average rating, 367 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 favorite
The modern cottage exterior features dark wooden paneling and large glass doors, providing a seamless connection to the spacious deck. Minimalist bar stools are arranged near the interior counter, inviting relaxation while taking in scenic views.
Cottage in Tāwharanui Peninsula
4.89 out of 5 average rating, 309 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.

Top guest favorite
Home in Auckland
4.99 out of 5 average rating, 368 reviews

The Artist’s Gatehouse: Short stays in style

Romantic, private, cosy and comfortable, the Artist’s Gatehouse is perfectly suited for your short Waiheke break. Soak in the hot pool shielded by a tropical garden or watch a favourite movie with a glass of wine. The main wedding venues and most of the island’s wineries are within easy striking distance. The Gatehouse is a short stroll to beautiful Little Oneroa beach. It’s an easy 10 minute walk to Oneroa's cafes, shops, bars and beach.

Superhost
An open-plan living area is showcased, featuring a bright orange sofa paired with patterned cushions. A cozy armchair sits nearby, and a dining table with wooden chairs is visible. A combustion fireplace is positioned in the corner, and glass doors provide an inviting connection to the outdoor deck.
Bungalow in Auckland
4.89 out of 5 average rating, 302 reviews

Piha Retreat - Rainforest Magic

The Retreat is nestled in protected native rain forest with stunning views down to Lion Rock at Piha Beach 15 mins drive away. You will be rested & rejuvenated after your stay. Designed by Chris Tate, who won international acclaim for his "Glasshouse" in Titirangi. Watch the sun go down from the deck with a glass of wine, enjoy the outdoor bath under the stars, then have a wonderful peaceful sleep.

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