Vacation rentals with a pool in Masterton District

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Top-rated rentals with a pool in Masterton District

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Farm stay in Carterton

4.94 out of 5 average rating, 111 reviews

Carterton-rural getaway

Our fully self contained cottage is located between Carterton and Greytown, and separate to house. Double glazed windows/heat pump=warmth on chilly evenings. Cottage has a separate bedroom, with a pull out dble bed(with a inner sprung mattress) and a single bed in the lounge/living area. Rural/mountain views. Seasonal swimming pool. Full kitchen(hob, oven, d/washer, fridge/freezer) and washing machine. Enjoy a Nespresso and some home baking on us! Check us out on instagram @waihakekefarm

Guest favourite

Cottage in Masterton

4.86 out of 5 average rating, 22 reviews

A Little Bit Special

The “Garden Shed’ is a country haven furnished to a high level yet lies just minutes drive to the cafes, gallery, restaurants & parks of Masterton. Take your wine onto the huge deck or ease into the outdoor bath and enjoy the vast galaxy that is the Wairarapa Dark Sky Reserve. You’ll find a coffee machine, microwave, Bluetooth speaker, Apple TV & WIFI. Wander across a paddock & discover the owner’s NZ Gardens Trust 5 Star Garden of National Significance. You’re very welcome to enjoy the pool.

Guest favourite

Yurt in Greytown

4.98 out of 5 average rating, 574 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.

Guest favourite

Villa in Masterton

4.94 out of 5 average rating, 51 reviews

The Victorian Villa - Masterton

This 1907 Victorian Villa built entirely of beautiful New Zealand native timber features five bedrooms, four of which are currently set up for guests. (two queen, one double and two single beds) Located on popular Renall Street it's only a short 5-10min walk to Renall Street Train Station or to Masterton's town center where you'll find cafes, shops, cinema and restaurants. Or take a day trip to Wairarapa's iconic beaches- Castlepoint and Riversdale, both are only a 45min drive away.

Top guest favourite

Home in Greytown

4.98 out of 5 average rating, 41 reviews

Fantail Cottage, Greytown

Fantail Cottage is the perfect place to relax, refresh and spend time together. This spacious 3 bedroom home is set on beautiful grounds with mature trees, a heated (1 November to 31 March) plunge pool, spa, outdoor fireplace and wrap around decks. It has a fully equipped kitchen, separate laundry and ground floor master bedroom with ensuite - you'll never want to leave! There are 2 more spacious double bedrooms upstairs, and a full bathroom with separate bath and shower.

Guest favourite

Cottage in Riversdale

4.99 out of 5 average rating, 131 reviews

Riversdale/Homewood Farm Retreat

This fully restored 1870’s one bedroom cottage is waiting for you to enjoy. Located on a historic sheep and beef farm, this cute cottage was originally built for the station cook and in later years has housed the overflow of family guests until its full refurbishment in 2018. Come and relax in the luxurious surroundings away from civilization. The cottage is located on a picturesque part of the Wairarapa coast which has been in the current owners family since the 1870’s.

Guest favourite

Cottage in Upper Plain

4.92 out of 5 average rating, 329 reviews

Spring is here.

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, 105 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.

Top guest favourite

Apartment in Masterton

4.96 out of 5 average rating, 197 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 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, 25 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!