
Vacation rentals in Observatory Hill
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Observatory Hill
Guests agree: these stays are highly rated for location, cleanliness, and more.

Historic Gloucester, in the heart of The Rocks
This row of terraces circa early 1900s are ideally located in The Rocks, positioned on a quiet street. Only minutes to the cruise terminal and a few more to Circular Quay ferry terminal. The Bridge Climb is just around the corner. Walking into the terrace, there are 2 bedrooms, a lounge room and bathroom. Downstairs there is a fully equipped kitchen, dining room and laundry. The French doors take you to the outdoor area with a outdoor dining setting. The beds are king Koil with Sheridan sheets.
ValueLocationCondition
4.79 out of 5 average rating, 154 reviews
Supreme Sydney Rocks Suite + Spectacular Pool View
Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.
ValueLocationBathroom
5.0 out of 5 average rating, 191 reviews
Loft style apartment in central Surry Hills
Experience refined inner-city living in this newly renovated loft in the heart of Surry Hills, 2 minutes away from Central Station. Thoughtfully designed with walnut timber finishes, the space blends contemporary elegance with curated character. Unwind with a negroni and enjoy the vinyl collection. Located just a 2-minute walk from Central Station, the apartment offers seamless access to Sydney while placing you moments from Surry Hills’ renowned cafés, restaurants, and vibrant dining scene.
LocationValueHospitality
5.0 out of 5 average rating, 13 reviews
Sea-view Stay+Private Rooftop-5min Circular Quay
Wake up to Sydney Harbour at your doorstep in this ocean-front heritage apartment+private rooftop terrace, where historic charm meets modern city living. The home blends modern luxury with curated art and designer furnishings, crafted by the Luna Bay Design team. Explore The Rocks, Barangaroo, Darling Harbour, Opera House and Harbour Bridge — all within 10-minute walk. With Metro, train and ferry nearby, plus cafés, pubs and restaurants around the corner, Sydney is truly at your doorstep.
FamilyLocationComfort
5.0 out of 5 average rating, 27 reviews
Exclusive living in a Historic Home
With 180 degree views of Barangaroo and Balmain and a courtyard for enjoying afternoon drinks, this 3 storey home is fitted with all the modcons including smart TV, WIFI, luxury Egyptian cotton linen, air con, washer/dryer, marble kitchen, wooden floors, rain shower heads, customised wardrobes, a clawfoot bathtub and Victorian fireplaces. 5 min walk to Barangaroo, 10 mins to Circular Quay and CBD and around the corner from some of the best restaurants and bars that Sydney has to offer.
FamilyValueKitchen
4.88 out of 5 average rating, 139 reviews
Opera House: Townhouse in a Heart of The Rocks
Incredible location in heart of city! Heritage-listed Victorian townhouse is in heart of historic Millers Point & The Rocks, surrounded by city's most popular sights and attractions. This is the best sought-after location to discover Sydney. Located in prime location with restaurants & cafes around, walking distance to everywhere: - 450 m Barangaroo Metro Station - 500m The Rock market - 450m Harbour Bridge, - 200m Barangaroo park - 10 mins walk to Opera House, Darling Harbour
LocationFamilyOutdoor spaces
4.73 out of 5 average rating, 33 reviews
Sydney CBD - Beautiful Apartment
This historic apartment offers gorgeous views of West Sydney Harbour combined with the convenience of the city's greatest attractions. It is walking distance from the Harbour Bridge, Rocks District, Ferry/Cruise terminal, Opera House and Barangaroo. Located in Miller's Point, it boasts all the benefits of city lifestyle, set amongst the historic homes with nearby pubs and eateries - perfect for a glass of champagne on the veranda while watching a harbour sunset.
LocationValueParks
4.87 out of 5 average rating, 349 reviews
One of a Kind - 2BR with Seaview Balcony & Rooftop
Stay in a heritage apartment built around 1911 by the Sydney Harbour Trust in the heart of historic Millers Point. Just metres from Observatory Hill and a short walk to Marrinawi Cove, The Rocks, Barangaroo, Circular Quay, the Sydney Harbour Bridge, and the Opera House, it's the perfect base to explore Sydney. Relax in the private rooftop lounge, unwind on the balcony, and enjoy a comfortable stay in one of the city's most historic waterfront neighbourhoods.
ValueLocationCondition
4.91 out of 5 average rating, 119 reviews
Waterfront Apt •Darling Harbour View•CBD •Parking
Wake up to serene views of the harbour and water views of Sydney, with countless luxury cruise ships gliding quietly past your private balcony with the panorama. This spacious 2-bedroom apartment puts you directly on the waters edge- with no roads, no noise- but simply just the calming symphony of the labor right in front of you. Walk outside to Barangaroo's finest, most pleasing restaurants featuring cafés and fine dinings, all within just a few steps.
LocationFamilyAccuracy
4.95 out of 5 average rating, 42 reviews
Waterfront - Designer Curated @ The Rocks Sydney
Enjoy the sweeping water views of Sydney Harbour and Barangaroo on the balcony. Stay in Sydney's heritage protected homes that has it's history beautifully restored to life and filled with contemporary interior design flare, while enjoying the creature comforts of the new renovation, airconditioning, high end appliances and designer quality furnishings. Enjoy majestic views of the sunset from your porch. Barangaroo metro station is 5 minutes walk away.
FamilyValueSleep quality
4.97 out of 5 average rating, 32 reviews
Breathtaking Sydney Harbour View! @StaySydney
Welcome to our stunning waterfront apartment with breathtaking views of Sydney Harbour! This magnificent space offers the perfect blend of modern comfort and unparalleled vistas, providing an unforgettable experience for your stay in the heart of Sydney. Open plan living with a seamless fusion of style and functionality. The expansive windows showcase uninterrupted panoramas of the iconic Sydney Harbour Bridge and the world-renowned Opera House.
ValueLocationHeating
4.95 out of 5 average rating, 198 reviews
Luxury Apt with Stunning Harbour Views!
Experience one of the world’s most spectacular harbours views, with lavish amenities and extraordinary experiences at one’s fingertips. Luxury modern living in Australia’s most exclusive address, best what Sydney can offer. Apartment is located in Sydney Harbour waterfront location with vibrant dining, high-end shopping, Darling Harbour and Crown Casino on your doorstep. Sought-after location brings the best of Sydney to your doorstep.
FamilyLocationAccess
4.92 out of 5 average rating, 79 reviewsPopular amenities for Observatory Hill vacation rentals
Other great vacation rentals in Observatory Hill

Blue Dreams
FamilyValueCondition
4.65 out of 5 average rating, 247 reviews
The Rocks Terrace x 1 Free parking space
LocationValueCleanliness
4.72 out of 5 average rating, 18 reviews
Stylish 1 Bedroom Apartment in Barangaroo
ValueLocationAmenities
4.6 out of 5 average rating, 89 reviews
Stunning Sydney Home 5
ValueLocationCheck-in
4.59 out of 5 average rating, 200 reviews
Waterfront - KING Bed Master @ Rocks Sydney #13
LocationFamilyComfort
5.0 out of 5 average rating, 7 reviews
Barangaroo Luxury Waterfront Apt w Harbour Views
LocationCleanlinessHospitality
5.0 out of 5 average rating, 4 reviews
The Rocks Outlook—Resort Living by Circular Quay
ValueLocationAmenities
4.88 out of 5 average rating, 24 reviews
The Rocks/Opera House/Bridge: Amazing Townhouse
FamilyLocationHospitality
4.74 out of 5 average rating, 144 reviewsDestinations to explore
- Sydney Vacation rentals
- Wollongong Vacation rentals
- Cessnock Vacation rentals
- Coffs Harbour Vacation rentals
- Port Macquarie Vacation rentals
- Canberra Vacation rentals
- Kiama Vacation rentals
- Blue Mountains Vacation rentals
- Nelson Bay Vacation rentals
- Hunter valley Vacation rentals
- Albury Vacation rentals
- Jervis Bay Vacation rentals
- Darling Harbour
- Manly Beach
- Sydney Opera House
- Avalon Beach
- Wollongong Beach
- Accor Stadium
- Terrigal Beach
- Bronte Beach
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- University of New South Wales
- The University of Sydney
- South Cronulla Beach
- Clovelly Beach
- Dee Why Beach
- Newport Beach
- Coledale Beach
- Tamarama Beach
- Sydney Harbour Bridge
- Freshwater Beach
- Mona Vale Beach





