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Holiday houses in Castlepoint

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Top-rated holiday rentals in Castlepoint

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

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Top Guest favourite
A private suite showcases a covered outdoor area with a hot tub, positioned amidst a scenic landscape. The suite's expansive glass doors reveal a cozy interior illuminated by soft lighting. A glass of red wine rests on a surface beside a chair, inviting relaxation.
Guesthouse in Western Lake
4.99 out of 5 average rating, 233 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our 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 kitchenette and covered BBQ are available. Same day check in may be available. ** not suitable for children or pets **

Top Guest favourite
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
4.99 out of 5 average rating, 158 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 hospital and golf club, you can be at 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 favourite
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
4.95 out of 5 average rating, 463 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'!

Superhost
The coastline features a sandy beach with scattered rocks and gentle waves lapping at the shore. To the right, a charming lighthouse structure stands beside a green-roofed building, under a clear blue sky with a few wispy clouds.
Lighthouse in Island Bay
4.88 out of 5 average rating, 235 reviews

The Lighthouse

The Lighthouse is a unique, romantic place on the South Coast. Stunning views, opposite a swimming and dog beach plus rock pools, it’s great for walks. With a comfy double bed and steep stairs, it’s private and quiet - brilliant on a sunny day, cosy in a storm. There's a fantastic cafe around the corner; shops are 10 minutes’ walk away. The main Island Bay bus stop is nearby with regular buses. It's a 9 minute drive to the airport and 15 minutes to downtown Wellington. Small dogs on request.

Top Guest favourite
Home in Masterton
4.98 out of 5 average rating, 261 reviews

​5 o'clock Somewhere: Private High-End Woodland

Awesome | Woodland Retreat ​exquisite Architecture, quiet and situated on a private hectare of mature forest, 7 minutes from Masterton. High-spec, contemporary escape secluded with all-season comfort ​The Space: Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design ​The Experience: Terraced gardens changing with the seasons. Lazy evenings in the spa under the Wairarapa Dark Sky or by the outdoor fire with a glass of wine

Top Guest favourite
The guesthouse is nestled among lush native bush, featuring a sleek dark exterior. A spacious patio area with a dining table and potted plants leads to the entrance. To the side, an infra-red barrel sauna is positioned within the tranquil landscape.
Home in Brooklyn
4.99 out of 5 average rating, 209 reviews

Unwind in an urban oasis w/sauna & garden views

The Wellnest guesthouse is nestled in native bush. The tranquil home is an architectural take on a cabin in the woods. It’s your space to press pause. To rest, rejuvenate and recover. Thoughtfully designed, and styled throughout to help you relax and connect with views of nature. The home is a cosy 45sqm, can sleep up to 5 guests and comes with an infra-red barrel sauna to help you unwind. It’s conveniently located near the city centre, on the leafy hills that overlook Wellington city.

Guest favourite
A wooden deck features four black chairs surrounding a circular wooden table, with a picturesque view of mist-covered paddocks. The sun rises in the distance, casting a warm glow over the landscape, framed by lush greenery and tall trees.
Cottage in Martinborough
4.93 out of 5 average rating, 162 reviews

The Gatehouse - vintage cottage with rural views

Relax on the window seat with views over farmland in this charming vintage cottage. The deck is a sunny peaceful spot for morning coffee and, at night, for taking in the stars of the internationally renowned Wairarapa Dark Sky. The plumpy fireside sofa is perfect for sinking into with a glass of wine. The Gatehouse is only six minutes drive from Martinborough and 11 minutes to Greytown. It has two bedrooms with queen beds, a kitchen/dining space and bathroom with high pressure shower.

Top Guest favourite
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, 328 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 favourite
A hot tub filled with bubbling water is positioned on a deck, providing views of the ocean and distant mountains. The scene is framed by lush greenery and sunlight reflecting off the water, creating a tranquil atmosphere by the shore.
Home in Paraparaumu
4.95 out of 5 average rating, 227 reviews

Seascapes Waterfront 3

Luxury, one of a kind beach front accomodation Breathe, relax and marvel at the expansive views of the ocean on your doorstep and majestic Kapiti Island. Close the door and its your own private getaway. Watch the moonlit ocean and stars on the horizon. Perhaps this just is heaven ! Enjoy this haven with someone you love, or take the solitude, and space to escape This studio has its own walk in shower with rain head and a private spa for your exclusive use.

Superhost
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, 134 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

Guest favourite
An outdoor bath is positioned on a wooden deck, overlooking rolling green hills under a soft sunset glow. Fresh linens are draped nearby, and a glass is placed on the edge, complementing the serene atmosphere of the expansive landscape.
Cabin in Dyerville
4.96 out of 5 average rating, 444 reviews

The Hut

The hut is a beautifully crafted off the grid cabin located located on a sheep and beef farm, Daisybank, just minutes out of Martinborough . Open the doors right up on a nice day and enjoy the fresh air or cozy up with a blanket on the couch in front of the fire when the weather makes you want to bunker down. The outdoor bath is the icing on the cake to allow you to take in the views while relaxing in the tub

Top Guest favourite
A cozy cottage exterior is softly illuminated by string lights, creating a warm ambiance in the evening. Wide double doors are open, inviting guests inside, while a bench sits nearby among low plants and decorative items, enhancing the welcoming atmosphere.
Cabin in Tauwharenīkau
4.96 out of 5 average rating, 167 reviews

Winter Special! - Three Birches Glamping Cottage

Calling all glamping enthusiasts • your tranquil escape to the country is here! Located in Tauherenikau, this wee cottage is nestled into a private section of a small farmlet and overlooks the stunning countryside. Enjoy peace and quiet, away from the hustle and bustle, yet close to all the vineyards and cafes. Please note * * visiting DOGS need to be CHICKEN FRIENDLY * *

Popular amenities for Castlepoint holiday rentals

When is the best time to visit Castlepoint?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$187 NZD$185 NZD$180 NZD$178 NZD$182 NZD$183 NZD$187 NZD$180 NZD$180 NZD$177 NZD$173 NZD$178 NZD
Avg. temp17°C18°C16°C14°C12°C10°C9°C10°C11°C13°C14°C16°C

Quick stats about holiday rentals in Castlepoint

  • Total holiday rentals

    Explore 10 holiday rentals in Castlepoint

  • Nightly prices starting at

    Castlepoint holiday rentals start at $137 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Popular amenities for guests

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

  • 4.8 Average rating

    Castlepoint stays are highly rated by guests—averaging 4.8 out of 5!

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