Pet-friendly holiday rentals in Woodside

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Top-rated pet-friendly home rentals in Woodside

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

A wooden platter is arranged with a selection of cheeses, crackers, and dried fruits, complemented by a bottle of Pinot Noir and two glasses of red wine. A cozy fire burns in the background, adding warmth to the inviting scene.

Cottage in Woodside

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.

4.99 out of 5 average rating, 292 reviews

Guest favourite

The cottage is framed by a lush garden, featuring seating areas and a picnic table on a grassy lawn. A separate Annexe with a blue roof is visible to the left. Mature trees and colorful flowers enhance the tranquil outdoor setting.

Cottage in Greytown

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.

4.98 out of 5 average rating, 114 reviews

Top guest favourite

An open-plan living area is visible, with large glass doors revealing a serene outdoor setting at dusk. Contemporary light fixtures illuminate the space, complemented by a comfortable seating arrangement. A well-maintained garden area and wooden decking extend the interior to the tranquil surroundings.

Home in Masterton

5 o'clock Somewhere: Premium Wairarapa Escape

Awesome | escape exquisite Architecture, peaceful, completely private, woodland retreat, 7 minutes from Masterton. High-spec, contemporary home, secluded getaway with all-season comfort. Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design with exquisite landscape garden 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

4.97 out of 5 average rating, 274 reviews

Top guest favourite

A spacious living area features a cozy leather sofa and two red armchairs, arranged around a central coffee table. Sliding glass doors open to a private outdoor space, framed by lush greenery. Soft lighting from overhead fixtures complements the inviting interior design.

Home in Greytown

A-Frame. Price now includes all service fees.

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. Fully fenced. Prior approval for pets is required ($20 per stay)

4.93 out of 5 average rating, 339 reviews

Top guest favourite

The lounge area features a mix of seating options, including a white couch adorned with colorful cushions and two accent chairs. A vibrant area rug lies on the carpeted floor, and large windows allow natural light to fill the space, complemented by soft drapes.

Cottage in Masterton

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.

4.96 out of 5 average rating, 349 reviews

Guest favourite

The charming exterior of the cottage is framed by vibrant pink flowers and lush greenery. A well-maintained lawn leads to the entrance, highlighted by a red door. The cottage features a classic roofline under a bright blue sky, offering a serene and inviting appearance.

Cottage in Carterton

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.

4.85 out of 5 average rating, 108 reviews

Top guest favourite

A wooden sideboard with woven cabinet doors is positioned against a white wall. A plant stands beside it, and a round woven rug is placed on the floor. Above the sideboard, a framed photo depicting a serene landscape is displayed.

Home in Martinborough

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.

4.95 out of 5 average rating, 136 reviews

Guest favourite

A black wood-burning stove is featured, with flames visible through the glass front, providing warmth and ambiance. A woven basket filled with logs is positioned alongside, and the stove is set against a light-colored wall, enhancing the cozy atmosphere.

Cottage in Upper Plain

Winter is almost over

Modern settler cottage on historic Wairarapa property. Hosted by Brigid and Richard. Sleeps up to 8, DIY breakfast. Well-equipped kitchen. Continuous hot water. Starlink Wifi (100mbs), 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.

4.92 out of 5 average rating, 351 reviews

Top guest favourite

A compact cabin is set against a captivating night sky filled with stars, including the Milky Way. The cabin features large windows that reflect the celestial view. A grassy area surrounds it, adding to the peaceful ambiance of the surroundings.

Guest house in Featherston

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.

4.97 out of 5 average rating, 593 reviews

Top guest favourite

A bright and modern living area features a cozy lounge setting with a black couch and a wooden coffee table. A dining table with four chairs is positioned nearby. Large glass doors provide access to the outdoor deck, with natural light filling the space.

Cottage in Martinborough

Tui Cottage - cosy, light, and central

This beautiful, light filled, modern residence is perfectly situated near the heart of Martinborough. Walking/biking distance to the local wineries and shops. 2 bikes provided. Tui Cottage gets fantastic sun, and there is seating outside on the deck - perfect for basking in the rays and enjoying a wine or two. Note that the nightly rate is for 2 people. Extra nightly charge occurs for each person above this (max 8). NO CLEANING FEE 🤩

4.91 out of 5 average rating, 397 reviews

Top guest favourite

Home in Greytown

Greytown Cottage: Fast Fibre, 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.

4.95 out of 5 average rating, 141 reviews

Guest favourite

Cottage in Morrisons Bush

Taraview Cottage

Taraview Cottage is set in beautiful rural surroundings but only 2kms from Greytown village. The half acre section is fully fenced so it is safe for children or your dog to run about on. The cottage is fully equipped and all the linen is supplied. Taraview is spacious and sleeps 4 people and kept warm with a woodburner with plenty of wood. Minimum of 2 night stay..

4.94 out of 5 average rating, 148 reviews