Vacation rentals in Castlepoint

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Top-rated vacation rentals in Castlepoint

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Top guest favorite
A rustic wooden table is set with two glasses of red wine and a bottle, accompanied by a freshly baked cake on a cutting board. The background showcases a verdant landscape, with hills and trees partially shrouded in mist, creating a serene outdoor scene.
Cottage in Carterton
4.94 out of 5 average rating, 436 reviews

Provence French Cottage - a Wairarapa retreat.

Wonderful eco-sustainable French style cottage built of stone and native timber with picturesque views of the river valley and mountains. Near to Carterton, Greytown and Masterton. Drink pure artesian spring water while listening to abundant birds and sitting on your veranda. Go for a bush walk in the National Park across the river, go biking, play golf - or visit the vineyards and restaurants for a vibrant time. This is an adventure escape that is close to the vibrant Wairarapa 'good life'!

Top guest favorite
The exterior of the guest unit is visible, featuring a sleek, modern design with large glass sliding doors. A gravel pathway leads to the entrance, surrounded by minimal landscaping. The background showcases sprawling views of the Wairarapa countryside under a partly cloudy sky.
Guesthouse in Masterton
4.98 out of 5 average rating, 117 reviews

Self contained with spectacular views

This newly built self contained guest unit has uninterrupted beautiful views from the bedroom and private outside space. Located near Masterton golf club, you can be at Mt Bruce, Castlepoint, Riversdale, or Greytown and Martinborough for beaches, vineyards, tramping or boutique shopping within 20-45 minutes. Ideal for a couple or solo traveller there is a private outside BBQ and patio space, wifi and car parking on site. The unit is a 4km paved walk to The Queen Elizabeth Park and CBD

Top guest favorite
Cottage in Waihakeke
5 out of 5 average rating, 240 reviews

The Good End of the Shed.

A world away from the world -Just 5 mins from Greytown. Situated on a small organic farm in a beautiful garden. Super comfy bed, stylish, mid century decor. Wake up to birdsong, star-gaze from the outside bath while listening to the call of the Ruru. Loll by the pool or borrow the bikes to go exploring. Free breakfast of good coffee, homemade muesli & fruit, artisan bread and spreads. Free-range eggs & bacon available for you to cook for $25 pp. Drive on parking, heat pump, wifi & tv.

Top guest favorite
A spacious living and dining area features a comfortable dark sofa with decorative pillows. A glass coffee table sits on a textured rug, accompanied by a selection of books. A dining table with chairs is visible, and large windows allow natural light to fill the space.
Guesthouse in Carterton
4.99 out of 5 average rating, 180 reviews

White shed, modern rustic

Our rural shed is a spacious self-contained getaway with sun and views of the surrounding countryside. It is best suited for 2 guests, but can accomodate 4, with a queen size bed upstairs and a fold-out sofa in the living room. A fold out bed is available for children. We stock the kitchenette with free range eggs, locally made bread, homemade jam, butter, milk, tea and coffee. There’s a BBQ available. We’re 5 minutes walk to the Carterton shops and near the railway station.

Top guest favorite
An outdoor dining area features a wooden table surrounded by chairs, with a warm fire burning in a modern fireplace nearby. The exterior of the home showcases two sets of glass doors, offering a view into the interior, against a backdrop of a colorful sunset.
Home in Masterton
4.97 out of 5 average rating, 226 reviews

#1 Guest Pick - 5 o’clock Somewhere

Contemporary and modern escape on 1 ha of gorgeous woodland, located just 7 mins from Masterton. Fully air-conditioned, this hidden gem has 3 spacious bedrooms 2 bathrooms, (master ensuite). Step outside to the terraced gardens bursting with colour - grab a cold one and lounge in the sun. Enjoy the spa pool under the stars or gather around the outdoor fire. Perfect for families, friends, or a quiet weekend away! 🍻 Book now, rarely available, this stunning spot is just for you.

Top guest favorite
The Tree House is nestled among tall trees, surrounded by vibrant purple flowers in full bloom. The wooden structure is elevated on a hillside, partially obscured by the greenery, creating a serene and secluded atmosphere.
Treehouse in Carterton
4.99 out of 5 average rating, 319 reviews

Surrounded by Nature

The Tree House is a perfect, off-the-grid retreat for nature lovers, where you can listen to birdsong, see the sunrise from the deck and hear the river flowing in the valley. Two minutes walk and you come to The Watermill Bakery serving delicious pizza on Friday evenings. The Tree House is close to a small productive lavender farm, Lavender magic, who sell cut flowers in season, and Mount Holdsworth, where you will be able to access a wide variety of walking tracks.

Guest favorite
A spacious house is set on a green, landscaped section surrounded by trees. The property features a round water tank and a barbecue area, with ample outdoor space for activities. The layout suggests a welcoming environment for families and pets.
Home in Tīnui
4.78 out of 5 average rating, 291 reviews

Large Family house near Castlepoint

This place is a spacious house on a large section 2 Kms inland at Castlepoint on the Wairarapa East Coast. Dogs are fine. To keep the costs down all you need to bring is linen/towels, give the place a clean afterwards and take your rubbish with you ready for the next guest. If you are after fully serviced accommodation then this probably isn't the place for you. If you read the reviews most people have been happy with this arrangement and we have many repeat guests.

Top guest favorite
An inviting outdoor seating area is showcased, featuring two comfortable chairs and a small table. Expansive views of rolling hills and the coastline are visible, framed by a wooden structure with a slatted design, allowing natural light to fill the space.
Cottage in Hautere
4.97 out of 5 average rating, 339 reviews

Romantic and Adventurous #2

Ride, roam relax at our mountain bike park. Maximum peace and quiet on top of a hill with nothing but views. Once you have finished relaxing you can go for a mountain bike ride and choose from 20 tracks. Cold? No problem, the fire will be set up ready to light upon arrival. Cheese board and wine supplied when you arrive and a breakfast basket of locally sourced/ NZ made produce all included in your stay. Don't forget your togs for the hot tub with an incredible view.

Guest favorite
A bright living area features a leather sofa and a wooden coffee table atop a round woven rug. Large glass doors open to a spacious deck, allowing natural light to fill the room. A high, wooden ceiling and tasteful decor create a warm ambiance.
Home in Castlepoint
4.82 out of 5 average rating, 119 reviews

Tui's Perch Castlepoint Beach

A lovely two bedroom bach at Castlepoint. Open plan kitchen, dining, lounge & a great deck to enjoy the view! Comfortably sleeps 4 in 2 Queen rooms along with a nice leather sofa-bed in the lounge. The property is set just over half way up Guthrie Crescent so you know the view is a winner. A beautiful spot perfect to Relax and Unwind! Heatpump/air con Linen is not included but access to a Full Linen Service is available No pets allowed

Top guest favorite
Guesthouse in Waingawa
4.95 out of 5 average rating, 178 reviews

Let the countryside recharge your soul

A little slice of country just 5 minutes from Masterton. A cosy cottage with rural views across to the Tararua ranges. Sit on the patio and enjoy the dark sky views. Perfect weekend escape to enjoy all that the Wairarapa has to offer. A short drive to the Star Safari observatory, Mount Holdsworth, Carterton, Greytown and half an hour to Martinborough's wineries. If you are travelling for work, we are only a minute off the main highway.

Top guest favorite
An inviting outdoor terrace is showcased, featuring a table set for dining. A telescope is positioned to capture the view of the sunset over the landscape. Pillows are arranged on the floor, while a warm glow from the setting sun enhances the serene atmosphere.
Tent in Waikanae
4.96 out of 5 average rating, 223 reviews

Dreamscape Glamping Waikanae

Located on a hill in Waikanae overlooking the iconic Kapiti Island you’ll discover this magical glamping experience. With everything you need on site, Dreamscape Glamping offers you an exotic luxurious experience where you can hibernate with your loved one (or friend or yourself) and never leave for the duration of your stay. Alternatively explore the picturesque Kapiti Coast knowing you have this delightful accommodation to return to.

Top guest favorite
The exterior view of the Tui Suite is highlighted by a softly illuminated patio with two woven chairs. Large glass doors provide a glimpse into the serene interior, with views of distant mountains and a tranquil evening sky in shades of blue.
Guesthouse in Western Lake
4.99 out of 5 average rating, 199 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our luxury peaceful escape location. Just 60 minutes from Wellington, your private suite overlooks Lake Wairarapa and is surrounded by farmland, bush and lake views and includes your own private spa and gardens - a perfect place to escape, gaze at the night sky, and relax. Single nights available Sunday-Thursday, no cleaning fees, a light breakfast is included, and a kitchen and BBQ are available for self-catering.

Popular amenities for Castlepoint vacation rentals

Quick stats about vacation rentals in Castlepoint

  • Total vacation rentals

    Explore 10 vacation rentals in Castlepoint

  • Nightly prices starting at

    Castlepoint vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Castlepoint rentals

  • 4.7 Average rating

    Castlepoint stays receive an average rating of 4.7 out of 5 from guests

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