Holiday Homes in Wairarapa

Wairarapa holiday homes support very different breaks: a walkable Martinborough wine weekend, a small-town stay around Greytown or Masterton, or a remote trip to the coast. Distances are manageable by car but not interchangeable, so choose the base around evening transport and the part of the region you will actually explore.

Places in Wairarapa

4 listed properties. Confirm current availability, pricing, and booking terms with the provider shown on each listing.

Current Find Holiday Homes inventory

Choose a Wairarapa holiday home

4 current listings match this destination in the current directory. Availability, pricing and booking terms remain with the provider shown on each listing.

Property types represented: Holiday Houses & Baches, Luxury Lodges & Villas.

Among the 2 listings that currently publish bedroom data, the range is 4 bedrooms.

Among the 2 listings that currently publish capacity, the stated range is 8–17 guests.

Browse current listings by trip type

Categories and counts come from the current listing data; confirm individual features with the provider.

Where to stay in Wairarapa

Martinborough

Martinborough suits wine-focused weekends and a compact village routine. Central homes can reduce driving for meals and some cellar doors; rural vineyard properties need a transport plan.

Greytown and Carterton

These towns suit boutique shopping, food and a central South Wairarapa base. Check the exact location when the itinerary also includes Martinborough or the Remutaka Cycle Trail.

Masterton

Masterton is the region’s largest service centre and can work for families and broader regional trips. It is a different evening experience from a wine-village stay.

Lake Ferry, Castlepoint and the coast

Coastal Wairarapa is remote from the main towns. Food, fuel, road time and weather planning are more important than they are for a village property.

What to look for

  • Safe transport plan for cellar-door and dining visits
  • Walking distance to the chosen village centre
  • Secure bike storage for cycle-based itineraries
  • Food, fuel and arrival planning for coastal properties

Planning for the season

Wine, food and small-town weekends work year-round, with warm-weather trips adding outdoor dining and coastal days. Cooler stays put more weight on heating and a walkable evening location. Event weekends can concentrate demand in one town, so check the venue before choosing a broad Wairarapa address.

Things to do near your stay

  • Martinborough and Gladstone cellar doors
  • Greytown, Carterton and Masterton town visits
  • Wairarapa Dark Sky Reserve experiences
  • Remutaka Cycle Trail and coastal day trips

Getting around

A car is the simplest way to link the region’s towns and coast. For wine-focused trips, arrange a driver, tour or walkable plan. Rail and coach services can help reach the region, but local last-mile transport must still match the property.

Nearby destinations

Wairarapa holiday-home questions

Which Wairarapa town is best for a wine weekend?

Martinborough is the most concentrated wine-village base. Greytown and Masterton support different dining and regional itineraries. Choose around the cellar doors and evening plans, then arrange safe transport.

Can I visit the Wairarapa coast from Martinborough?

Yes as a day trip, but the coast is not a nearby suburb. Allow for rural roads, food, fuel and weather when deciding whether a separate coastal base would be better.

Do I need a car in Wairarapa?

Usually for a multi-town or coastal trip. A central Martinborough stay can be more walkable for a focused weekend, supplemented by an arranged tour or driver.

Destinations in Wairarapa

Martinborough (4)Carterton (0)Lake Ferry (0)Masterton (0)

Popular accommodation styles

Hot Tub & Spa Stays (4)Holiday Houses & Baches (3)Family-Friendly Stays (2)Luxury Retreats (2)Beachfront & Coastal Stays (1)Group & Large-Group Stays (1)Romantic Getaways (1)