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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
A modern kitchen area is highlighted by wooden ceilings and sleek cabinetry. Natural light filters through expansive glass doors, providing a view of the surrounding nature. A small round dining table is accompanied by wooden seating, adding to the welcoming space.
Guesthouse in Auckland
5 out of 5 average rating, 127 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 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
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, 373 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 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, 225 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
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, 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 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 ☺️

Top guest favorite
A modern building features large glass panels and a wooden deck, elevated above the ground. Surrounding greenery and landscaped gravel paths complement the structure, which is bordered by tall grass and trees, providing a natural and serene environment.
Guesthouse in West Auckland
5 out of 5 average rating, 101 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 favorite
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.
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
A spacious living area is highlighted by a light gray sectional sofa adorned with soft teal and light gray cushions. A simple wooden coffee table sits in front, while a large artwork depicting a coastal scene adorns the wall, complemented by natural light streaming through the open doorway.
Cottage in Tāwharanui Peninsula
4.88 out of 5 average rating, 314 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
A spacious deck is showcased, offering expansive views of the Karekare valley and the ocean beyond. Glass railings provide unobstructed sight lines, allowing the natural landscape to blend seamlessly with the structure. Sunlight illuminates the wooden decking, enhancing the outdoor space.
Home in Auckland
4.94 out of 5 average rating, 186 reviews

- Tatahi - Piha Hideaway

Majestically positioned on the ridge with uncompromising panoramic views across the Karekare valley and out to sea, is T A T A H I- Piha Hideaway. This spacious family home has 4 bedrooms (3 queen beds and 2 singles) and 3 bathrooms, spread out over four levels. Tatahi, meaning Beach in Maori, is suited for those wanting a quiet private retreat. It is perfect for a romantic weekend away, a girls weekend, a business retreat or a family holiday home.

Top guest favorite
A large, elegant glamping tent is positioned on a wooden deck, overlooking a serene bay. The tent features a flowing canopy that enhances the scenic views of the water and surrounding landscape, with sailboats gently moored in the distance.
Tent in Mahurangi West
5 out of 5 average rating, 103 reviews

Waha Ridge Oyster Tent

This unique and romantic escape is situated in a place of outstanding natural beauty. Perched on the hill, the tent overlooks the oyster beds of Pukapuka Inlet. You will treasure this magical spot which sees in both the sunrise and the sunset from the spacious, wrap around deck. This is truly a luxe glamping experience with beautiful linens and quality modern fixtures.

Popular amenities for South Head vacation rentals

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