Pet-friendly holiday rentals in Woodside

​5 o'clock Somewhere: Premium Property

Awesome | escape ​exquisite Architecture, peaceful, completely private 1 hectare mature deciduous woodland, 7 minutes from Masterton. K no High-spec, contemporary home, secluded with all-season comfort. ​Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design and exquisite landscape views. ​Terraced gardens changing with the seasons. Lazy evenings in the spa under the Wairarapa Dark Sky by the outdoor fire with a glass of wine

Pets · Outdoor spaces · Check-in

Relaxing Rural Retreat in Otaki

This new two-bedroom rural retreat is ideal for a relaxing break with family/ friends. Great indoor/outdoor living with a deck and views over a family friendly lifestyle property with a separate driveway on a no-exit road. The house is energy-efficient with solar power. It is a 5-minutes to the Ōtaki township, where the Te Wananga O Raukawa campus, and the Golf Course are. The township also contains a library, supermarkets and takeaway shops. The beach and Otaki Forks is just a 10-minute drive.

Pets · Outdoor spaces · Long stay

Tiny House Train-Eco stay

Thank you for renting the train as this really helps me. The train runs on solar power, all your water is spring water and is a great example of up cycling and recycling. The tiny house train is located on a 10 acre/4.2 hectare organic blueberry farm and was restored in 2018 and turned into a tiny house in May 2019. There is a cozy log burner plus electric blanket and heat pumps. There is a smart TV Netflix supplied . Wifi is Starlink with laptop friendly kitchen table. Self checkin after 2pm.

Outdoor spaces · Pets · Bathroom

Longforde Cottage

Welcome to Longforde, a very special, charming and beautifully furnished cottage attached to our main home but completely independent with your own access and landscaped to ensure your absolute privacy. Set on 4 acres of stunning gardens, each room has private rural views of the countryside and Tararua ranges. We are located at the end of one of Greytowns most beautiful streets, a walkable 2km into the shops and cafes. As well, we are on a popular walking and biking route to the Waiohine river.

Walkability · Pets · Kitchen

1890s Charming Country Cottage with garden

Escape to this loveable 1890s cottage on a 2.6‑hectare organic garden estate. Sleeps 6 in 3 cosy bedrooms, perfect for creative retreats, family weekends or nature lovers—yet just a short drive from town. It has a wood fire, heaters and electric blankets. The cottage is well decorated and equipped with essentials. There is one queen, one double, and two single beds, all with quality linen IMPORTANT: The double room is accessed through the single bedroom. Please note before booking.

Walkability · Outdoor spaces · Indoor spaces

A-Frame. Ideal for families and large groups.

The house for all seasons, occasions and ages. Double glazed with new thermal curtains. Heat pump and log burner in downstairs living room and heatpump in upstairs bedroom to keep you cosy in winter and cool in summer. The grounds are spacious and private. Great for playing games, BBQ and evening drinks on the sun-drenched deck or in front of the outdoor fireplace. Toys, board games, bikes and sports equipment are provided. Prior approval for pets is required ($20 per stay)

Pets · Walkability · Sleep quality

The Little White Bach

1960s fully renovated home in the heart of Martinborough. Perfect getaway for a couple, family or friends to explore the local boutique wineries or the many attractions the Wairarapa has to offer. We have two queen size rooms and one king single, all bedrooms have good size wardrobes. We have two beautiful large decks one south facing out front and one in the back for all day and evening entertainment. We have new radiator heating to keep you warm in cooler months.

Pets · Walkability · Sleep quality

Glamping At Johns Hut, Country Pines

Johns Hut is located in our private manuka and forestry block. It is an idyllic spot with hundreds of acres to explore and with only native birds to join you. There is hot water for you to enjoy for outdoor showers and baths but no electricity and no phone reception, so you can truly relax and unwind. There is a large outdoor fire, self contained kitchen and plenty of beds - all beautifully restored in their rustic form. We would love to host you in our spot of heaven!

Pets · Walkability · Kitchen

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.

Walkability · Outdoor spaces · Indoor spaces

Cosy Cabin ~outdoor bath~stars~donkeys

Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor covered BBQ area. Relax in the ~bath~ under the stars. We have a small dog (Lucy), sweet barky Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly. One small fur baby allowed. Please advise when booking.

Pets · Outdoor spaces · Hospitality

Stunning Panoramic views of Wellington

This iconic Wellington house once was the home to All Black star Jonah Lomu. The wraparound views of the harbour will stun you and the large spacious entertaining area's make this the dream holiday location. Imagine sitting on the deck with a glass of something special reading about the rugby great. Alternatively cook a delicious feast for your group in the gourmet kitchen and dine overlooking the ferries and planes going past

Outdoor spaces · Walkability · View

Winter Special! - Three Birches Glamping Cottage

Calling all glamping enthusiasts • your tranquil escape to the country is here! Located in Tauwharenikau, this wee cottage is nestled into a private section of a small farmlet and overlooks the lovely 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 * *

Walkability · Outdoor spaces · Backyard