
Guesthouse holiday rentals in South Wairarapa District
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Top-rated Guesthouses in South Wairarapa District
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

'The Cottage'
‘The Cottage’, is a cosy, self-contained cottage situated in the lovely Kaitoke countryside, a 40 minute drive from Wellington; 20 from the Wairarapa and 10 from Upper Hutt. 'The Cottage', is also the perfect location for access to the Rimutaka Incline Trail and Aston Norwood Gardens & Cafe. It is a modern two-bedroomed cottage, which could accommodate up to four guests. From the lounge, you can enjoy watching the animals play in the paddock below or the birds fluttering around in the trees.

The OverFlo
The OverFlo is a cozy, compact self-contained space with private access & courtyard, situated in the picturesque Kaitoke countryside. Refurbished to a high standard & attention to detail, it offers a peaceful, comfortable getaway, in a delightful private rural setting. Upper Hutt, Brewtown & the railway station are just 10min away & 20 min from the Wairarapa, the wine trail & the many cafes, restaurants & boutique shops. Wellington & all that this vibrant city has to offer is a 40 mins drive.

Poets Block Haven in Upper Hutt
Enjoy our 1 bedroom house that is 5 min drive from the Upper Hutt city centre with quick access to the motorway to Wellington City. Open plan full kitchen, dining room and lounge with everything you would need to cook a meal. Separate bedroom with a new queen bed. If required a single bed can be added to the lounge to provide extra guest. Bathroom with new shower, toilet and vanity. Washing machine and dryer in the bathroom and a clothes line. Off street parking for two cars. Pet friendly.

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

Kererū Rest Take time amongst nature
Kererū Rest is in a semi rural position, enjoy relaxing on the deck or in the private outside beautiful bath. There is a bar fridge/freezer, toaster and kettle. Breakfast selection provided eg: muesli, bread, butter, spreads, orange juice,milk, teas and fresh plunger coffee. This may work for travellers who don't plan on spending vacation time cooking although a gas barbeque is available (see photo) Greytown is five minutes away providing boutique shopping and a variety of dining.

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.

Cosy Cabin ~outdoor bath~stars~donkeys
Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our 3 acre lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor dining area with a BBQ. Relax in the ~outdoor bath~ under the stars in front of the wee fire (kindling & wood supplied). We have a small dog (Lucy), sweet Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly.

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

Tucked away in Trentham
A lovely open plan studio with Queen bed, couch, dining table, smart tv and kitchenette area. Surrounded by native and succulent gardens. Modern ensuite-style bathroom, with shower. Kitchenette includes a fridge, microwave, toaster and kettle. The cabinets contain plates, bowls, cups and cutlery, sharp knives and chopping boards. Milk, drinking water, teas, coffee and sugar provided. One dedicated off-street car park by the bnb entrance.

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.

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.

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 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!
Popular amenities for South Wairarapa District guesthouses
Family-Friendly guesthouses

The LemonCello. Cozy Retreat in Native Bush

Cosy bach on beach, Raumati South, Kapiti Coast

Comfortable (short stay) 1 bed unit with parking

Hidden In Heretaunga

Tui Cottage

Little Rose Lea

Greywood

Cottage nestled in estate
Guesthouses with a patio

The Loc House Cottage & Gardens

Starlight Cottage

Ohio place - 1 min from cafes/shops

The Castle - Greytown

The Alchemist Retreat, Private Studio in Carterton

Cottage @ The Groves

Escape on Emerald

Stylish hideaway on High Street - Carterton
Guest house rentals with a washing machine and dryer

The Bristol Palace

Comfortable one bedroom guest house, free parking

Semi -Detached Studio

Sunrise Vista

Orchard Road Guest Suite

A cosy, country, romantic getaway!

Fallen Oaks Boutique accommodation sleeps 6

Newly built cosy studio, quiet setting
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