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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, 129 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
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, 227 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, 263 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 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
4.97 out of 5 average rating, 151 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!)

Superhost
Villa in Auckland
4.94 out of 5 average rating, 115 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, 368 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 hot tub is situated amidst lush tropical landscaping, with the wooden exterior of the guest suite visible in the background. Tall palm trees and greenery envelop the area, contributing to a serene atmosphere.
Guest suite in Auckland
4.96 out of 5 average rating, 433 reviews

Tropical Oasis + Retreat • Hot Tub • Glasshouse

Escape to a lush urban oasis – ideal for a romantic retreat, relaxed staycation or Auckland stopover. Te Kawa blends comfort and character with a fairy-lit glasshouse, outdoor hot tub and all new putting green, creating a memorable space to unwind. Architecturally designed with curated interior, the guest suite features a queen bed, ensuite, work desk, balcony, coffee & tea facilities – adjoining the host’s home yet offering privacy. • 25 min to Airport • 15 min to CBD

Superhost
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
4.88 out of 5 average rating, 315 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 wooden deck features comfortable lounge chairs with a minimalist design. The glass railing offers unobstructed views of the Karekare valley and the sea, with lush greenery contrasting against the blue sky and ocean in the background.
Home in Auckland
4.94 out of 5 average rating, 187 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.

Superhost
Surrounded by lush greenery, a tranquil pathway leads to a contemporary structure nestled among tall trees. Natural light filters through the leaves, creating a serene and inviting atmosphere. The distant landscape features rolling hills under a bright blue sky.
Bungalow in Auckland
4.89 out of 5 average rating, 303 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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