Holiday rentals in Oriental Bay

Plimmer Bolthole- Artisan Designed City Sanctuary

Plimmer Bolthole is your sanctuary after exploring all Wellington has on offer. It’s a place to rest and reset, providing you a momentary disconnect from the busy city life right outside its walls. Situated in the heart of the CBD, this artisan designed, curated accommodation offers you so much more than a bed for the night. Everything is within easy walking distance. You're perfectly positioned to enjoy Wellington’s culinary scene and landmark areas like the Cable Car, Cuba St and waterfront.

Mt Vic gem, free carpark, breakfast provided

Centrally located , this warm & sunny studio is easy walking distance from the best that the city has to offer, and a short drive to airport & ferries. I'm an architect, and originally designed the studio as a workspace at the rear of our home for my photographer husband, Ian. We've recently converted it to a self-contained dwelling, so we can share what we love about the city. Cafes, shops & restaurants, walks around the harbour & hills - It's all within easy reach, or just sit back & relax.

Views from your 2 bed home away from home!

Escape to tranquility in our 2-bed flat with stunning sea views, tucked away off the street for a serene getaway. Pls read ‘IMPORTANT NOTES’ before booking re. access 🏡 Location: - 10min drive from airport & town, or - $10-$15 Uber, or - short bus Rooms: - Room 1: King bed - Room 2: 2 single beds (default setup is one single, please advise if you need both made) - Lounge: Pullout sofa. - Fully equipped kitchen & laundry Check-in 2 pm; check-out 10 am. TV feat.access to streaming services

Studio in garden, cosy, close to CBD, and Airport

Studio in delightful garden setting. Enjoy the tuis in the tree outside the studio window. Sleeps two (one double bed). Breakfast (items provided so you can make yourself a continental breakfast). Deck with stunning Evans Bay backdrop. 10 minutes from the airport, 7 minutes walk to two beaches, 25 minutes walk around iconic Oriental Bay to the city or 5 minutes on the No 14 bus. 25 minutes walk up Mount Victoria for 360 degree views of Wellington. Free parking on street. Private, quiet area.

The Lighthouse

The Lighthouse is a unique, romantic place on the South Coast. Stunning views, opposite a swimming and dog beach plus rock pools, it’s great for walks. With a comfy double bed and steep stairs, it’s private and quiet - brilliant on a sunny day, cosy in a storm. There's a fantastic cafe around the corner; shops are 10 minutes’ walk away. The main Island Bay bus stop is nearby with regular buses. It's a 9 minute drive to the airport and 15 minutes to downtown Wellington. Small dogs on request.

Unwind in an urban oasis w/sauna & garden views

The Wellnest guesthouse is nestled in native bush. The tranquil home is an architectural take on a cabin in the woods. It’s your space to press pause. To rest, rejuvenate and recover. Thoughtfully designed, and styled throughout to help you relax and connect with views of nature. The home is a cosy 45sqm, can sleep up to 5 guests and comes with an infra-red barrel sauna to help you unwind. It’s conveniently located near the city centre, on the leafy hills that overlook Wellington city.

On top of Mt Victoria, Wellington Brand New Studio

Relax in our sunny brand new self contained studio apartment. Wake up to panoramic views over Wellington harbour with mountain ranges in the distance. Watch the ferries cross Cook Strait and sail through the harbour entrance. Enjoy millions of city lights twinkling at night Nestled at the top of Mt Victoria with amazing walking and mountain biking tracks on our door step, we are within walking distance of the City, Courtenay pl, Oriental Bay and have a bus stop across the road.

Perfect for your next staycation or city getaway

Perfectly situated close to the city for a staycation, city get away, or when attending events. Treat yourself to stunning views of Wellington Harbour and staying a stones throw away from the beach in Oriental Bay. Beach towels are ready and waiting for those hot summer days! Located in the heart of the city, within walking distance to everything yet far enough from the crowd to relax and unwind, this is the place to call home while you explore all that Wellington has to offer.

Modern 2-Bed Apartment w/ Harbour Views, Balcony

Welcome to your perfect getaway! This stylish 2-bedroom, 2-bathroom apartment on the 5th floor offers stunning harbour views from a private balcony. Enjoy modern interiors, a fully equipped kitchen, open living area, and cozy bedrooms for a restful stay. Guests have shared access to a gym and swimming pool, ideal for unwinding after a day of exploring. Located close to local dining, shopping, and attractions, this apartment is perfect for both business and leisure travelers.

Unique Super Central Free Parking EV Charger

Escape to our 2-bedroom upstairs getaway, just a minute or two from Courtenay Place and Oriental Bay. We are on the fabulous Mt Victoria where you can walk, running or mountain bike, and take in some of the epic Wellington views. Guests love our quiet cul-de-sac, with easy access to public transport - you're perfectly positioned to explore the city without needing a car. If you do have a vehicle, there is free off street parking and free EV charger available.

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

Cosy Boutique Retreat close to everything!

Tucked among olive trees in Mt Victoria, this private studio offers a peaceful retreat just 10 minutes’ walk from Wellington’s vibrant centre. Set beside a restored villa, it features a sunny deck, hotel-quality linen, Nespresso coffee, and curated artwork by local artist Glen Jorna. Quiet, compact, and beautifully styled—perfect for a relaxed city stay.