Holiday houses in South Head

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Top-rated holiday rentals in South Head

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

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Top Guest favourite
Guesthouse in Auckland
5 out of 5 average rating, 126 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
4.86 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 favourite
An outdoor spa pool is featured on a wooden deck, surrounded by lush greenery. The black cottage is visible in the background, with large windows that invite natural light. A sail canopy provides shade, enhancing the tranquil outdoor setting.
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 favourite
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 favourite
Cabin in Pouto
4.97 out of 5 average rating, 262 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.
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 ☺️

Top Guest favourite
An outdoor deck connects to an open living area with large glass doors, allowing for natural light. A grassy landscape and various plants are visible in the background. The space features modern furnishings, with a light color palette and accessible seating options.
Guesthouse in West Auckland
5 out of 5 average rating, 100 reviews

Little Bush House - luxurious retreat

Come to relax in this modern fully equipped 1 bedroom apartment in the lush bush close to Titirangi Village in the Waitakeres, 25 minutes from Auckland CBD. Light breakfast is provided. A sofa bed allows an additional person. We have expansive grounds with bush walks, gazebo, firepit and out door games. We are 5 minutes drive from the village with its numerous cafes & restaurants as well as Te Uru Art gallery. World renowned beaches and other bush walks are within 15 minutes drive.

Superhost
Villa in Auckland
4.94 out of 5 average rating, 114 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 favourite
A serene pool area is framed by lush greenery, featuring two wooden loungers positioned at the edge of the water. A small table sits between the loungers, offering a convenient space for refreshments. A spacious lawn is visible in the background, enhancing the tranquil 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.

Top Guest favourite
An outdoor deck features a hot tub with bubbling water, overlooking expansive grassy hills and distant trees. The serene landscape is complemented by a clear blue sky, enhancing the tranquil atmosphere of the space.
Cottage in Waitoki
4.98 out of 5 average rating, 210 reviews

Retreat on Whitehills Romantic Cottage

Retreat on Whitehills is a beautiful cottage we have purpose built especially for that perfect romantic getaway. We have an outdoor bed for wine and nibbles for watching the stunning countryside sunsets, a cozy fire pit, luxury spa and infra red sauna . Luxury, cozy and comfortable. Only 30 mins from the CBD in the country but only 10-15 min from the beautiful beaches of the HBC. Perfect for your honeymoon, anniversary or proposal even very small weddings are just perfect here.

Superhost
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
4.88 out of 5 average rating, 313 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 favourite
A private outdoor deck features wooden seating with a blue cushion and a table, surrounded by lush greenery. The entrance to the cozy cottage can be seen in the background, with natural light illuminating the interior.
Tiny home in Kaiwaka
4.98 out of 5 average rating, 445 reviews

organic farm, beautiful setting on harbour.

We are only 75mins drive north of Auckland, 10 mins off the number one highway. The cottage is built from beautiful untreated hardwoods set in a tranquil private spot, nestled on the edge of a regenerating native forest. The cottage is only a 2min walk down to the beautiful Kaipara Harbour. Our place is part of a 25 year old 300 acre organic permaculture farm, which we were instrumental in setting up as a working farm and village style subdivision.

Popular amenities for South Head holiday rentals

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