Vacation rentals in South Head

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Top-rated vacation rentals in South Head

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Guest favorite

The exterior of the cottage features light green cladding and a wooden door framed by a simple porch. The space is adorned with neatly arranged potted plants and vibrant flowers, enhancing the welcoming entryway. A decorative element, resembling a fish, is mounted on the wall.

Guesthouse in Helensville

4.88 out of 5 average rating, 326 reviews

Stingray Cottage - Self-contained , private

The one-bedroom cottage is a tranquil haven with a separate kitchen/living area which faces the vege garden. There's an occasional train. Private entrance and off-street parking outside the door. Heating/aircon. Breakfast - muesli, yogurt, toast, egg and Nespresso coffee We are very close to the centre of the historic town and heritage buildings. Easy access to the river walkway and shops. Supermarket and cafes are a 5 minute stroll. Thermal hot pools are 5 minutes away. Pets are welcome.

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, 322 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

4.98 out of 5 average rating, 177 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 self-contained cottage is shown with a wooden deck featuring a charcoal grill and two seating chairs. Glass doors lead into the bright interior, with a canopy providing cover. The exterior showcases a simple design with white cladding and scenic views of the surrounding area.

Farm stay in Helensville

4.97 out of 5 average rating, 297 reviews

Valley Cottage.

Fully renovated, light, self contained cottage with stunning views of our special valley & Farm. Ideally suited for a couple, but we have a comfy sofa bed ( double), so 2 extras may be accommodated. Just 45 mins drive from Auckland CBD, 8 km from closest small town. An easy stop to or from the airport. Ideal for those looking for a quiet get-away, also with everything required for a longer stay; or to use as a base to explore the surrounding area. There is a full kitchenette, BBQ, WiFi & TV.

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

4.84 out of 5 average rating, 121 reviews

Studio Out West

Revive your senses in this private country style Two bedroom studio . comforts of a Queen Bed with an extra queen 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

The retreat is nestled among lush greenery, surrounded by tall trees and native bush. A modern building is visible, featuring a contemporary design with a dark roof. The landscape showcases gentle rolling hills under a clear blue sky.

Home in Auckland

4.98 out of 5 average rating, 137 reviews

Family Retreat in the Countryside, time to unwind

Family Retreat in the Countryside, time to unwind. Relax and enjoy surroundings away from the hustle and bustle of the city. You will love this newly build accommodation, inspired by modern European country style, set against a backdrop of magical native bush. The accommodation is separate from the main house. Guests will be treated to a complimentary continental style breakfast which includes coffee, tea fruit and juices. We also include fresh seasonal fruits from our orchard as available.

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

4.95 out of 5 average rating, 261 reviews

The 'Shed' our slice of serenity.

Ian and I welcome you to a wee taste of country life and country noise, less than an hours drive from Auckland City. The Shed offers peaceful rural and water views plus the occasional visit from wild deer and peacock, or grunt from the roar (April/May). 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. We are happy to put together a yummy platter and wine, message for prices and book ☺️

Top guest favorite

A private hot tub, constructed from natural wood, is situated on a wooden deck. Lush greenery surrounds the area, creating a serene atmosphere, while two white lounge chairs offer additional seating for relaxation.

Guest suite in Te Arai

4.98 out of 5 average rating, 308 reviews

Mangawhai / Te Arai - A Tranquil, Lush Getaway

Welcome to your getaway. An expansive, lush property bordered by a stream and native trees with an extensive garden where you are welcome to wander and sit. A private and peaceful Hot Tub area is available for your use. "Southwind" is a small rural property surrounded by farmland and other lifestyle blocks. We are 15 mins drive on sealed roads to amenities in both Mangawhai and Wellsford, 8 mins to the Te Arai surf beach turnoff and 12 minutes to the Te Arai Links course.

Guest favorite

An outdoor spa area showcases a wooden hot tub alongside a modern spa pool and an invigorating ice plunge bath. Lush greenery surrounds the space, with trellis screens providing privacy. The area features manicured grass and is well-lit by natural sunlight.

Guesthouse in Makarau

4.94 out of 5 average rating, 125 reviews

Adorable 1 bed rural stay: Spa, Sauna & Ice bath

Welcome to Spiritwood! We’re back up and running after some maintenance repairs. Nestled among towering native Kauri and Totara trees, this elevated site offers a serene retreat. Our modern loft is perfect for those looking to unwind, relax, meditate, or study. Enjoy essential amenities, soak in the spa or sauna, and take in the views and native birdsong. Don’t miss the invigorating ice plunge. Whether escaping the hustle or the kids, Spiritwood is the perfect getaway.

Top guest favorite

A modern black barn structure features large windows and multiple entry points, surrounded by green grass and palm trees. The exterior is complemented by a spacious driveway with potted flowers, integrating seamlessly with the natural landscape.

Farm stay in Helensville

4.98 out of 5 average rating, 102 reviews

Modern American Style Barn near Woodhill Forest

Stunning, secluded location which backs onto Woodhill Forest making it so close to the activities Woodhill has to offer. Modern barn with a rustic/cowboy theme with all the amenities needed to make your stay a comfortable one. Bring your horse and enjoy use of the arena and facilities or sit back and watch ours. Nature and animal lovers paradise, surrounded by native birds and wild deer that roam. We also have dogs, cats, chickens, cows and lots of horses!

Top guest favorite

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.

Guesthouse in Kaiwaka

4.97 out of 5 average rating, 150 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.

Guest favorite

A spacious living area is adorned with a high vaulted pine ceiling and large glass sliding doors that provide views of the serene lake. A wooden dining table sits adjacent to a comfortable seating arrangement, while a patterned rug complements the warm wooden floor.

Farm stay in Helensville

4.91 out of 5 average rating, 163 reviews

Your Private Lakeside Escape

An idyllic country retreat on the edge of a secluded lake just 35 minutes from Auckland. With 3 bedrooms, generous living flowing onto amazing decks, and a gorgeous tree-lined setting it’s the place to recharge batteries for up to 10 special friends. Kids will love meeting horses or kayaking 🚣🏻‍♂️ (1 double & 1 single kayak) and fishing 🎣 on the lake. Your furry friends are also welcomed here ☺️