Holiday rentals with a pool in South Wairarapa District

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Top-rated rentals with a pool in South Wairarapa District

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Top Guest favourite

Home in Martinborough

4.98 out of 5 average rating, 40 reviews

Southdown Villa

Welcome to our Villa in the vines just 5 minutes drive from Martinborough. We recently completed development of the Villa capturing spectacular views in all directions and creating a stylish space that provides rest, relaxation, and wonderful alfresco dining. The Villa is comprised of two parts - a three bedroom main house, and a separate two bedroom cottage. While we live in the Cottage, we make available to guests our three bedroom House, along with access to all exterior Villa amenities.

Guest favourite

Home in Martinborough

4.94 out of 5 average rating, 112 reviews

Martinborough rustic rural retreat.

Wanting a relaxing break away? Look no further than this rural retreat. Situated only 10 mins from Martinborough Square you will find a modern 4 bedroom house with expansive rural views. Have fun swimming in the large outdoor pool (Summer only) or relax in the comfortable outdoor furniture. Enjoy al fresco dining and savour a glass of wine watching the beautiful sunsets. Delight in gazing at the magnificent night sky from the large spa pool. Plenty to see and do with local wineries nearby.

Guest favourite

Yurt in Greytown

4.98 out of 5 average rating, 570 reviews

Greytown Yurts - Luxurious Glamping Experience

Greytown yurts is luxury accommodation with all the fun and appeal of glamping but with total comfort. There is a ducted heat pump to keep you comfortable all year round. The interior offers a luxurious and calming environment, with beautiful views across our garden. It has a very comfortable king size bed (183 * 203 cm), with superior linen, bedding, towels and robes. A one off cleaning fee and 20% service charge will be added to the price. You can also visit our Greytownyurts online.

Top Guest favourite

Barn in Waihakeke

5 out of 5 average rating, 238 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 $20 pp. Drive on parking, heat pump, wifi & tv.

Top Guest favourite

Cottage in Dyerville

4.99 out of 5 average rating, 219 reviews

Hamden Estate Cottage

Enjoy a stay on our Martinborough vineyard. The cottage is nestled amongst the vines and offers a peaceful retreat from the city. We are 8 kilometres from the centre of Martinborough heading south on the way to Lake Ferry. You can enjoy a leisurely wine tasting at our cellar door with David who is always happy to talk wine. We will also transport you to Martinborough so that you can spend the day investigating local wineries or dine at one of the town's fine restaurants.

Superhost

Cottage in Upper Plain

4.92 out of 5 average rating, 327 reviews

Country warmth for winter

Modern settler cottage on historic Wairarapa property. Hosted by Brigid and Richard. Sleeps up to 8, DIY breakfast. Well-equipped kitchen. Continuous hot water. Unlimited Wifi, gas barbie, spa pool, brazier pit, trampoline, swimming pool, Smart TV, boules, board games, small book/DVD collection. Wander the 40-acre estate - native and exotic trees, orchard, lawns and paddocks. 7 minutes to Masterton by car. EV charger on site. Quiet cottage in garden setting.

Top Guest favourite

Guest suite in Greytown

4.97 out of 5 average rating, 104 reviews

Apt Le Petit. Ideal for a quiet getaway.

Very private and petit but centrally located with a 2 minute walk to the Greytown shops. Ideal for dining out or that morning brunch, with all restaurants and cafes within strolling distance. Perfect location for wedding 'bus pick ups' Although attached to the main house, you have your own separate entry to the apartment which is situated in lovely garden surrounds. There is plenty of off street parking and if you’re feeling energetic there are 2 bikes available.

Guest favourite

Home in Martinborough

4.95 out of 5 average rating, 133 reviews

Odyssey

Experience the Odyssey! Hot tub spa / Pool table / Beanbags / Cornhole & Outdoor games! This stylish place is perfect for group trips. Featuring four queen beds and ample room in the lounge and dining areas to chill out and socialise with friends. Our place is modern and well equipped with everything you might need to dine in, entertain or simply relax. Booking with us gives you access to shared facilities including, Swimming Pool, and Tennis Court.

Top Guest favourite

Apartment in Masterton

4.96 out of 5 average rating, 194 reviews

Fresh oasis near the heart of Masterton

This spacious self-contained apartment is central for Masterton and the Wairarapa region. Town is 800m away & within 20-45mins you can be at Mt Bruce, Castlepoint, Riversdale, or Greytown & Martinborough for vineyards & boutique shopping. Ideal for a couple; with the addition of a king single sofa-bed in the lounge. The bathroom is accessed via the bedroom. Convenient carparking is right on the street, with the option for off-street parking by request.

Top Guest favourite

Guesthouse in Martinborough

4.98 out of 5 average rating, 149 reviews

Amberley Guest House

Enjoy the best of both worlds! Amberley Guest House is a modern two bedroom self contained retreat nestled on two acres on the edge of Martinborough The guest house has its own entry meaning you can be completely private and independent It offers a welcoming and comfortable lounge, dining and kitchen area with two bedrooms and a modern bathroom Sit back and relax on the large deck with comfy couches and enjoy the setting sun in peace and quiet

Top Guest favourite

Guesthouse in Woodside

5 out of 5 average rating, 119 reviews

Cosy Cottage in Greytown

Escape to Pine Grove Cottage, a peaceful country retreat just 1.6km from Greytown village. Built-in 1865, this historic cottage offers a queen-sized bed, ensuite, living area, private patio, heat pump/air con, wifi, and a kitchenette (no cooking facilities). Enjoy cruiser bikes and a heated pool (Nov - April). Attached to the main house but with private access. Discover Greytown's charm and the beauty of Wairarapa. Book now for a serene getaway!

Top Guest favourite

Guesthouse in Greytown

4.96 out of 5 average rating, 23 reviews

Greytown Urban Retreat

Welcome to "Greytown Urban Retreat' our little peace of centrally located paradise. You will love our peaceful oasis, surrounded by lush greenery just 5 minutes walk to the stylish, boutique village of Greytown. Perfect for Summer and Winter - modern, new & double glazed. Pool, outdoor loungers, pickle ball and a fan for the summer and Spa, heater, books, board games for winter. Plus…’Cherry on the top’ - Outdoor Fire for all seasons!