
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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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!

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.

Centrally located 3 bed - St Kilda East - Parking
Located in St Kilda East’s most sought after tree lined street, our renovated single level Edwardian is an inner city sanctuary of style and relaxed living. Centrally located within walking distance to parks, restaurants and bars. 10-15 minutes from St Kilda Beach, the CBD & Iconic sporting venues like the MCG by tram, train or car. High ceilings, lots of natural light, contemporary kitchen & bathroom with walk in shower and deep soaker tub. Great for couples, business travellers & families.

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.

Quiet Designer Home steps from High St & Hawksburn
Woodfull House is a an immaculate, luxury three bedroom house located in peaceful street and ideally situated on the green fringe between the happening Prahran/South Yarra precinct and Toorak/Armadale. Enjoy morning coffee in the private designer garden, cook in the fully equipped kitchen, and relax by the fireplace after exploring Melbourne. Unlike some inner-city stays, natural light fills every room. Generous living spaces and outdoor garden — ideal for families, friends or longer stays.

Greville St Gem: Modern Industrial
Modern industrial with a vintage twist. Combining sleek, urban design with rustic and retro elements. Think New York loft meets eclectic collector’s retreat—polished metals, warm wood tones, and statement décor that tell a story. Designed for those who love character, creativity, and a touch of old-world charm in a contemporary setting. Set on vibrant Greville Street! Walk to everything! 1-min walk to the train, trams at your doorstep. Chapel St, St Kilda, and the CBD all within easy reach.

Sunlit & Central in Vibrant Prahran, Close to CBD
Amazing location! 🤗 Light filled and cosy, we have WiFi, Netflix, a study/work nook and all your cooking needs. Prahran train station is 2mins walk away, with the City and Fed Square an easy 3 stops. Parking can be arranged for $10 per night (or a flat $80 for over 1 week). The Prahran Market & Chapel Street are ~8 mins walk, while Greville Street bars and restaurants are closer. Plus the College Lawn pub is straight across the road. We have self check in for ultimate flexibility.

2 storey 1BD Elwood loft getaway - close to beach!
Now with split system air-con! Set over 2 storeys this large loft-style apartment in sunny Elwood has everything you need for the perfect beach getaway. With high speed wifi, Netflix, Disney+, hundreds of DVDs & books, as well as a working from home station if you need to be productive. A king sized bed & XL couch make this place a dream. Ormond road shops, canals & beach just a short walk away. Perfect for couples or business visitors looking for a great base when staying in Melbourne.

Sia - Ultimate Executive Home with 4BDR and Parkin
Position yourself in one of the best locations in Melbourne in this stunning 4 bedroom, 2 bathroom executive residence. Over two levels, the property comprises a spacious living area with polished floorboards, high ceilings and plenty of natural sunlight, a wonderful galley style kitchen that includes stainless steel Smeg appliances and plenty of storage space. Separate dining area, powder room and two private courtyards to entertain with space and comfort. Free onsite parking and wifi.

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.

1BR eco apartment+tennis court+pool+carpark
Enjoy your time in this well-presented apartment situated right on the fringes of Melbourne’s CBD. There is lots to explore close by, including Fawkner Park, Albert Park Lake and Golf Course, Melbourne Sports and Aquatic Centre and the Royal Botanic Gardens. Understandably one of Melbourne’s best locations, there is plenty on offer with St Kilda Beach, Southbank and South Yarra only moments away.

Modern 1BD Next Door to Chapel Street!
Welcome to my modern 1 bedroom apartment in the heart of Prahran. With ultra-modern decor, this fantastic property sits on the top floor of a boutique development on the doorstep of Chapel Street. Relax and unwind on the gorgeous communal outdoor terrace with views of the historic town hall. Perfect for couples, friends and even business visitors - everyone is welcome!
Popular amenities for Windsor vacation rentals
Stay near Windsor's top sights
Other great vacation rentals in Windsor

Modern 5 star apartment with personal courtyard

Secret Garden

Simply Hampton

Charming Terrace House on Tree-Lined Street

Moments to Chapel St, longer stays welcome

Chapel Street Hideaway

A Sylvia Home in Deepdene

Material Girl • Artist-curated terrace off High St
Destinations to explore
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- Brunswick Street
- Phillip Island
- Melbourne Central
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Sorrento Beach
- University of Melbourne
- Peninsula Hot Springs
- Melbourne Cricket Ground
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Torquay Beach
- Redwood Forest
- Puffing Billy Railway
- Birrarung Marr
- Geelong Waterfront
- AAMI Park
- Royal Botanic Gardens Victoria
- Mount Martha Beach North
- Flemington Racecourse




