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Holiday rentals in Oriental Bay

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Top-rated holiday rentals in Oriental Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A panoramic view of Wellington's coastline is captured, featuring various buildings, the waterfront, and distant hills. The clarity of the image highlights the blend of urban structures with natural landscapes, showcasing the vibrant city life and serene harbor.
Flat in Thorndon
4.96 out of 5 average rating, 238 reviews

Free Carpark, Close to City & Ferry, Views & Patio

This one bedroom with a free carpark is situated on the edge of the city and has an outdoor private patio. A short walk to town, Sky stadium, railway station, waterfront, restaurants and shops. A perfect place to stay overnight if catching the ferry, a quick 5 minute's drive away. Situated on the top two floors, you will have magnificent day and night views of Wellington city and the sea. This well-equipped self-contained space is a great spot for a weekend, stopover, holiday or business trip.

Guest favourite
A dark corridor leads to a bedroom featuring a custom four-poster bed adorned with soft linens and a textured throw. Natural light filters in, highlighting the warm wooden floors and eclectic decor, including a serene color palette and ornamental details.
Flat in Wellington Central
4.88 out of 5 average rating, 285 reviews

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.

Top guest favourite
Guest house in Mount Victoria
5 out of 5 average rating, 130 reviews

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.

Guest favourite
A serene outdoor view showcases calm waters reflecting soft hues of a sunset. Lush greenery borders the scene, with a tall palm tree and a nearby hillside adding natural elements. The balcony railing offers a sense of openness to the peaceful landscape.
Home in Wellington
4.94 out of 5 average rating, 163 reviews

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

Guest favourite
A modern living area features two comfortable sofas, one adorned with a textured throw and decorative pillows. A coffee table sits centrally, accompanied by a stylish lamp. Bright artwork decorates the walls, adding a pop of colour to the neutral tones throughout the space.
Flat in Te Aro
4.86 out of 5 average rating, 575 reviews

♥ of the city with balcony, parking + netflix

* Modern 80 square metre apartment * Private balcony with city views * Free parking for one vehicle * 5 minute walk to Courtenay Place, 7 minutes to Cuba Street or Te Papa, 8 minutes to the waterfront * Spacious open plan living area * Fully equipped kitchen with cooking basics * Complimentary teas/coffee/hot chocolate, cereal and UHT milk * Unlimited Fibre Broadband * 55inch UHD TV with Netflix * Note that the building layout is unusual and is not suitable for persons with reduced mobility

Top guest favourite
The guesthouse is nestled among lush native bush, featuring a sleek dark exterior. A spacious patio area with a dining table and potted plants leads to the entrance. To the side, an infra-red barrel sauna is positioned within the tranquil landscape.
Home in Brooklyn
4.99 out of 5 average rating, 213 reviews

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.

Top guest favourite
A pair of emerald green chairs are positioned beside a round black table, facing a large window that frames a stunning view of Wellington Harbour. The evening sky transitions from twilight to night, while city lights begin to twinkle across the water.
Flat in Oriental Bay
4.93 out of 5 average rating, 471 reviews

Absolute Waterfront Oriental Bay

Our quiet and comfortable king size luxury studio apartment is located on the waters edge in Wellington’s iconic neighbourhood of Oriental Bay. You will enjoy breath taking views across Wellington harbour, truly a stunning location to sit and watch the sun set whilst enjoying a glass of wine. Experience quality furnishings for a romantic getaway, special occasion or a short business stay. Just want to stay in, enjoy Nespresso coffee, the 50" wall mounted TV with WiFi and Netflix.

Top guest favourite
A wooden balcony railing frames a scenic view of Wellington harbour, showcasing the coastline and distant mountains. The skyline is dotted with buildings, reflecting natural light under a partly cloudy sky.
Flat in Wellington
4.91 out of 5 average rating, 1,299 reviews

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.

Guest favourite
A contemporary living space features a large black sofa with vibrant accent pillows, paired with a wooden coffee table. A colorful artwork adorns the wall, and a flat-screen TV is mounted on an adjacent wall. Natural light floods the area, enhancing the open ambiance.
Flat in Te Aro
4.81 out of 5 average rating, 108 reviews

City Central Retreat | Sleek Studio Living

Located just steps from iconic Cuba Street, our beautifully appointed studio apartment offers a comfortable and convenient base for your next holiday or business trip. Enjoy the comfort of a Queen bed, a fully equipped kitchen with Bosch appliances, and thoughtful touches like a Nespresso coffee machine and laundry facilities. The studio has been designed with distinct spaces for sleeping, dining, and relaxing, including a private patio for your morning coffee or evening unwind.

Top guest favourite
Home in Te Aro
4.97 out of 5 average rating, 153 reviews

Luxury CBD townhouse | 3 bedroom | 3 bath | 4 bed

Architecturally designed city centre townhouse. Each bedroom has its own bathroom and private living area on a dedicated floor—perfect for couples or singles seeking privacy within a group. For larger parties, one floor’s living area includes a queen sofa bed, providing extra sleeping space. Our home boasts exposed concrete, mid-century furniture, quality cookware, flax linens and a roof terrace. We designed this as a place we’d love to stay—and we’d love for you to call it home.

Guest favourite
A panoramic view of Wellington Harbour is shown, featuring calm waters and moored boats. Lush green hills are visible in the distance, with a blend of urban buildings and beachfront just below. The sky is partly cloudy, allowing for bursts of sunlight over the water.
Serviced apartment in Oriental Bay
4.88 out of 5 average rating, 216 reviews

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.

Top guest favourite
Home in Oriental Bay
4.96 out of 5 average rating, 116 reviews

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.

Popular amenities for Oriental Bay holiday rentals

When is the best time to visit Oriental Bay?

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Avg. price$143 SGD$146 SGD$142 SGD$145 SGD$143 SGD$138 SGD$152 SGD$143 SGD$143 SGD$150 SGD$150 SGD$149 SGD
Avg. temp18°C18°C17°C15°C13°C11°C10°C10°C12°C13°C14°C17°C

Quick stats about holiday rentals in Oriental Bay

  • Total holiday rentals

    Explore 100 holiday rentals in Oriental Bay

  • Nightly prices starting at

    Oriental Bay holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Oriental Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oriental Bay rentals

  • 4.9 Average rating

    Oriental Bay stays are highly rated by guests – averaging 4.9 out of 5!

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