Holiday rentals in Windsor

Architectural Treehouse Studio

Experience solitude in this freestanding custom-designed space with high vaulted ceilings, transoms, and sliding windows. Gaze out across the canopy from the corner of this light and open-plan loft amid modern furnishings and natural charm. Free parking available under the Treehouse suitable for small/ medium car. Prahran speaks for itself....but this bright studio apartment offers all that you need...double bed, kitchenette with microwave, toaster and kettle, coffee machine, bar bench and double sofa, TV, reverse cycle air conditioner, separate bathroom, parking space below, a place to hang your bike, laneway access... The TreeHouse was originally built as an artist's studio. It is an architecturally designed light-filled space that is nestled at the rear of the block behind our family home. It sits high in the treetops to float above the neighbourhood. It has its own private access via an original bluestone laneway. Melbournians treasure their laneways and this one is without exception. Enjoy the serenity of being hidden away whilst still in the heart of Prahran. Access is via the rear lane with a car park with pin security access / remote. TreeHouse is totally private for your enjoyment...but we are not far away if needed. The treehouse is close to cafes and public transport. Venture out to the Royal Botanic Gardens, St Kilda beach, or to Chapel Street for both high-end and vintage shopping. Explore Prahran and discover its hip bars, restaurants, and nightlife. Train station is a two minute walk or if you are in a hurry, trams are a drop punt away! Once you arrive, no need to drive, as an array of hip cafes, bars and restaurants are all within walking distance. Stroll and discover the vibrant nightlife of Chapel and Greville streets. If you are considering a trip to the Great Ocean Road as part of your experience visit OneTheBluff on Airbnb for accommodation in Wye River. A sunny courtyard is available for guests use The treehouse is private but our house is also on the property and we are available if needed The treehouse is at the rear of a quiet residential bluestone laneway. The vibrant and lively chapel street precinct is in walking distance. Public transport includes trains, trams and buses all conveniently close Nearby train, trams and buses make getting around Melbourne very easy We will send you a list of our fave places to eat and sip coffee when you book. You will love them!

Windsor - New Renovation Pet Friendly

Welcome to our beautifully renovated two-bedroom Edwardian home in the heart of Windsor. With off-street parking and Chapel Street at your doorstep, enjoy cafés, restaurants, boutique shops, and Melbourne’s iconic Bowling Club nearby. A short stroll takes you to St Kilda, Albert Park, and the train station, just five minutes away, making it easy to explore the city. Whether visiting for work or leisure, our family- and pet-friendly home offers a perfect blend of comfort, charm, and convenience.

Penthouse Lifestyle | Stunning Views + Parking

Rarely available***** Welcome to the ART Sub-Penthouse – A Luxe City Escape. Soak up sweeping Melbourne views from your private wraparound terrace in this designer 2-bed, 2-bath + office haven. With lush plants throughout, oak floors, gourmet kitchen, natural light + secure lift access, it’s a dream for entertaining or unwinding. Steps from Chapel St, cafes, parks, Prahran Market, Greville street precinct and transport - this chic Windsor retreat blends style, serenity, and ultimate convenience

Tranquil Windsor Stay

With green leafy views, this one-bedroom apartment offers privacy while being just a couple minutes walk from Chapel Street, one of the most iconic and vibrant streets in Melbourne. Chapel St is known for its lively dining scene, bars, desserts and boutique shops, with hundreds to choose from! You have access to all of this on your doorstep and are perfectly situated for the best of both worlds. Enjoy the busy Melbourne atmosphere and then retreat back to this peaceful apartment to rest up.

Space design luxury. Zinc house - urban oasis

Private and spacious ultra modern 2 Storey townhouse, minutes walk from the Windsor restaurants and cafes in Chapel Street. Relax on the big red couches surrounded by the art and music. Fully equipped kitchen. Classic Victorian dining table. Bedrooms boasting space, big comfy mattresses, quality linen, and fluffy doonas. Private courtyard. Easy parking. Easy access. Perfect living. Your host is the owner. Whether for pleasure, business or visiting friends the ultimate Windsor abode.

House of Windsor

North facing luxurious centrally located freestanding town house. Private, secure, peaceful residence offering fully appointed amenities. Enjoy Chapel Street & Hight Street Armadale's bars, restaurants, night life, design & fashion boutiques. Accomodation suiting guests who appreciate an exceptional level of luxury with attention to detail. This residence offers a unique ambience and a relaxed atmosphere. Come and experience the beauty of House Of Windor. Short and long stay bookings welcome.

Stylish and whisper quiet! In the heart of Prahran

Pristine brand new bathroom! Renovated, stylish and spacious older style apartment (50sqm). Comfortable, quiet and cosy, and filled with natural light! Walking distance to Chapel Street, and the vibrant restaurants & cafes of South Yarra, Prahran, and Windsor. Close to St Kilda Beach! 12 Km to Melbourne CBD. 2 minutes walk to beautiful green Lumley Park! Or take a stroll over to famous Alma park for all kinds of recreation, or the historic Prahran Market for all culinary experiences

Sunlight Studio with superb views.

Cheerful, airy, budget studio apartment in top location, with free Netflix. Freshly renovated with wonderful views. Cosy size ( 24 m2 internal and 8m2 balcony) , but well appointed, and near trams and trains. On the second floor, with no lift ( sorry). A perfect getaway for exploring the cool bars and eateries of Prahran, South Yarra and St. Kilda, and a short stroll to Albert Park Lake. Great for singles, or couples who are okay with a double bed. Aircon, Wi-fi.

Chapel Street Charm

You are close to everything when you stay at this centrally located home just off Melbourne's famous Chapel St in the heart of Windsor's restaurant precinct. Bi-fold doors leading to a spacious outdoor area provide the perfect fusion of indoor-outdoor living - the ideal setting for alfresco dining and summer BBQs. Pamper yourself in the spacious bathroom with freestanding bath and dual shower heads. On street parking (council permit included). High speed internet.

Luxury NYC Loft - Middle of Chapel St

Experience a luxury NYC-style loft in the vibrant heart of Melbourne's Chapel Street, featured in D'Marge magazine. This unique, contemporary space comfortably fits 1-2 guests, offering direct access to top cafes, bars, markets, and public transport for easy city exploration, Grand Prix, and Australian Open access. Enjoy modern amenities, a dedicated workspace, and a private balcony with city views in this prime location.

Serene Zen Escape in Vibrant Windsor in Melbourne

Welcome to our Zen Escape in the vibrant heart of Windsor, Melbourne. Our thoughtfully designed home offers a perfect blend of modern comfort and tranquillity, ideal for both short getaways and long-term stays. Please note that the ONLY CAR PARKING is available on the street; NO ONSITE parking on the property is available. Our apartment block is quiet, so please be respectful, as the majority of residents are owners.

Elegant Earl Terrace

Cozy Victorian retreat on Earl Street, Windsor! Charming terrace sleeps up to 4 guests. 2 x queen beds, modern bathroom, and a fully self contained kitchen. Lounge with a smart TV& Wifi. Courtyard BBQ. Reverse cycle heating/cooling and electric wall heaters. Located off Chapel St. Enjoy shopping & dining. Tram & train access. Permit parking. Enjoy classic charm and modern comfort!