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

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.

Sunny Seaside Escape- Raumati South

Within an easy 40 minutes from Wellington you will find Rosetta Escape, a sunny & light apartment style home with private beach access. Enjoy early morning swims and sunset walks on the beach, a wood burner and a large sunroom, perfect for both summer & winter breaks. An ideal spot to do all your water sports, tramp or hunt in the nearby hills & to visit the famous birth sanctuary that is Kapiti Island. Both Raumati South & Beach offer some cool cafes, restaurants and quality shopping.

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)

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.

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!

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.

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 Tauherenikau, this wee cottage is nestled into a private section of a small farmlet and overlooks the stunning 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 * *