Pet-friendly vacation 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

Bumblebee Cottage Greytown

We had this cottage purpose built 20 years ago and have furnished and appointed it with love and care. One queen bedroom, one king single bedroom and Annexe 3 m away with double bed, electricity and linking deck to Bumblebee. Town water, gas water heating, in a large tree-clad garden, you have privacy + space + parking. New heatpump. Water feature. GHD! Electric blankets. Unsuitable for children under 3. Dogs must be on leash outside as we are rural. No cleaning fees. All linen supplied.

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.

Walnut Cottage, a rural idyll

Relax 10 minutes from town in a charming country cottage with all mod cons. Close enough to amenities to explore town but quiet enough to see and hear the tui's, kereru and Ruru (morepork owls) at night. There is a creek running through the bottom paddock for kids to splash in or explore for eels while you enjoy the sun on the patio. It is a great spot for a romantic getaway or a family break in the country. There are lots of walks around, animals to see and the tranquility is unbeatable.

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.

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.

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.

Sea Salt on Manly

Sun-drenched coastal escape with stunning Kapiti Island views. This spacious second-floor apartment features two bedrooms, two bathrooms, and open-plan living flowing to a large deck—perfect for morning coffee or sunset drinks. Enjoy private beach access, a fully equipped kitchen, linen, Wi-Fi, gas heating, and affinity hot water. Off-street parking for two cars, just a 5-minute walk to Kena Kena shops. Ideal for couples or friends seeking a relaxing retreat.

Martinborough rustic rural retreat.

Wanting a relaxing break away? Look no further than this rural retreat. Situated only 10 mins from Martinborough you will find a modern 4 bedroom house with expansive rural views. Have fun swimming in the large heated outdoor pool (available November - March) 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.

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.

Greytown Cottage: Fixed Fiber, Sky TV, Linen.

Refurbished and fully insulated 1950's 2 Bedroom 100sqm Cottage perfectly located in central Greytown. Just a 3 minute walk from the main shops. Quality Bed Linen/Towels provided. Cleaning Fee included. HeatPump that heats cottage in minutes. Air Con for the hot summer months. Two bikes (and helmets) available for use. 6 Free Range eggs from owners pet Hens on arrival. Note: Hens not kept at property :) Table Tennis Table in garage.

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 * *